| "Lakeview Getaway" in severn ontario | 2 | 6 | Analysis |
| "Take It Easy" Cottage w/ Hot Tub & Sauna | 5 | 12 | Analysis |
| #1 Resort Lakefront resort pool, hottub, sauna | 1 | 2 | Analysis |
| #10 Huge lakefront room, pool, hottub, sauna | 1 | 5 | Analysis |
| #2 Resort, Lakefront private, pool, hottub, sauna | 1 | 4 | Analysis |
| #3 Resort, lakefront, hot tub Sauna pet-friendly | 1 | 2 | Analysis |
| #4 Resort , lake view, pool, hot tub, sauna, pets, | 1 | 2 | Analysis |
| #5 Resort lakefront, pool, hottub, sauna, pets | 1 | 4 | Analysis |
| #6 Resort, Lakefront room, Hot Tub, Pool, Sauna | 1 | 4 | Analysis |
| #7 Resort, lakefront room, pool, hottub, sauna | 1 | 2 | Analysis |
| #8 lakefront resort, hot tub, sauna | 1 | 5 | Analysis |
| #9 lakefront nature lodge room pet friendly | 1 | 4 | Analysis |
| *Muskoka Waterfront* Party Cave *5BR* 2 Hot Tubs | 5 | 10 | Analysis |
| *NEW* Cozy 3-bedroom cottage on Sunset Beach | 3 | 6 | Analysis |
| 1 Bdrm Aprt Close to Beach, Golf, Ski and more | 1 | 2 | Analysis |
| 1 bed Apartment/Cottage resort in Oro. Near Barrie | 1 | 4 | Analysis |
| 1 Bedroom bungalow, 2.5 km to Casino Rama | 1 | 2 | Analysis |
| 1 Bedroom Suite+ Kitchenette, Resort Condo | 1 | 4 | Analysis |
| 10 Acre Romantic Country Retreat | 3 | 8 | Analysis |
| 2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI | 2 | 4 | Analysis |
| 2 Bedroom Plus Bunkie Woodland Beach Cottage | 2 | 4 | Analysis |
| 2 Bedroom Unit at Carriage Country Club Resort | 2 | 8 | Analysis |
| 2 Queen Bedroom Loft with laundry and kitchen | 2 | 4 | Analysis |
| 2 Suites at Carriage Hill Resort | 2 | 8 | Analysis |
| 3 BDR Home - 30 mins to Blue Mountain. Skiers! | 3 | 6 | Analysis |
| 3 Bdrm Family Cottage Private Beach, Thunder Beach | 3 | 6 | Analysis |
| 3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI | 3 | 6 | Analysis |
| 3 Bedroom Cabin with Hot Tub Near Wasaga Beach | 4 | 8 | Analysis |
| 3 Bedroom Waterfront Cottage Kawartha Lakes | 3 | 6 | Analysis |
| 3+ bedroom cottage on the lake | 3 | 6 | Analysis |
| 3bdrm Cottage at Lake Simcoe | 3 | 6 | Analysis |
| 3BR Cottage w/Fire pit steps from Cawaja Beach | 3 | 6 | Analysis |
| 4 season cozy cottage | 3 | 6 | Analysis |
| 5 * Waterfront Orillia Cottage - June Specials! | 4 | 8 | Analysis |
| 8 Acres of Serenity, 3 Beds, 2 Baths | 3 | 6 | Analysis |
| A Cabin in Wymbolwood Lodge | 1 | 2 | Analysis |
| A charming four-season cottage with 3 bedrooms | 3 | 6 | Analysis |
| A modern retreat on Georgian Bay STRTT-2025-062 | 2 | 4 | Analysis |
| A Recreationists Delight | 3 | 6 | Analysis |
| Above GoodHawk - charming queen | 4 | 2 | Analysis |
| Above GoodHawk - funky yet refined queen | 1 | 2 | Analysis |
| Above GoodHawk - sophisticated king w ensuite | 1 | 2 | Analysis |
| Above GoodHawk - village suites for 8 guests | 4 | 8 | Analysis |
| Above GoodHawk - whimsical twins | 1 | 2 | Analysis |
| Adorable 3-bedroom Cottage with Pool & Hot tub | 3 | 6 | Analysis |
| Adorable two bedroom brand new basement | 2 | 4 | Analysis |
| Affordable Luxury: Sleek Single Space | 1 | 2 | Analysis |
| All Season Cozy Cottage Lake Simcoe Orillia | 4 | 8 | Analysis |
| All Seasons at Tiny Beaches Chalet | 3 | 5 | Analysis |
| Amazing BOATHOUSE LAKEVIEW | 1 | 3 | Analysis |
| Amazing Cottage in Horseshoe Valley | 3 | 6 | Analysis |
| Amazing LAKEHOUSE lakeview suite 5 | 1 | 2 | Analysis |
| Amazing LAKEHOUSE room 6 | 1 | 1 | Analysis |
| Amazing LAKEHOUSE suite 2 | 1 | 1 | Analysis |
| Amazing LAKEHOUSE suite# 7 | 1 | 2 | Analysis |
| AMIGO LAKE HOUSE | 4 | 12 | Analysis |
| Appleton Cottage by the lake - Georgian Bay | 3 | 6 | Analysis |
| Around the World B&B, Blue Room | 1 | 2 | Analysis |
| Around the World B&B, Green Room | 1 | 2 | Analysis |
| Awesome Cottage Hot Tub Pool Table STRTT-2025-085 | 4 | 8 | Analysis |
| Balm Beach Cottage: Hot Tub/GameRoom/more! | 3 | 6 | Analysis |
| Balm Beach Resort Offering a million Dollar view. | | 4 | Analysis |
| Balm Beach Tiny Getaway | 2 | 4 | Analysis |
| Balmoral/Resort/Orillia, Muskoka | 3 | 8 | Analysis |
| Bayview Waterfront Cottage | 5 | 15 | Analysis |
| Beach front cottage on Georgian bay | 3 | 8 | Analysis |
| Beach Front Paradise in Tiny, On (STRTT-2025-051) | 3 | 6 | Analysis |
| Beach house (with pool open May-Oct) | 2 | 6 | Analysis |
| Beachcomber/Resort/Orillia, Muskoka | 3 | 10 | Analysis |
| Beachy Blue Bay Cottage - licence #STRTT-2024-195 | 4 | 8 | Analysis |
| Beautiful & spacious all-season waterfront cottage | 4 | 8 | Analysis |
| Beautiful 3 Bedroom Basement Apartment | 3 | 6 | Analysis |
| Beautiful 3 bedroom cottage In Tiny, On | 3 | 6 | Analysis |
| Beautiful 3000 square foot executive house | 3 | 6 | Analysis |
| Beautiful 4 Season Log Home on Bass Lake | 4 | 8 | Analysis |
| Beautiful All Season Cottage in Tiny, ON | 3 | 8 | Analysis |
| Beautiful and spacious room | 1 | 2 | Analysis |
| Beautiful Beachfront Cottage. | 3 | 6 | Analysis |
| Beautiful bright four season chalet, Mt St Louis | 2 | 6 | Analysis |
| Beautiful bungalow on 9 acres with River | 5 | 6 | Analysis |
| Beautiful Chalet in Lakes of Wasaga Family Resort | 2 | 6 | Analysis |
| Beautiful cottage/Allenwood Beach | 3 | 8 | Analysis |
| Beautiful Four Bedroom Lagoon City Waterfront Home | 4 | 8 | Analysis |
| Beautiful Furnished Room | 1 | 1 | Analysis |
| Beautiful Getaway Location - Cuddles Cove | 5 | 10 | Analysis |
| Beautiful Home in Tottenham | 4 | 10 | Analysis |
| Beautiful Jacuzzi Suite with Garden View - Studio | 2 | 8 | Analysis |
| Beautiful log cabin home with Hot Tub and full gym | 1 | 2 | Analysis |
| Beautiful log home with views - close to beaches | 4 | 8 | Analysis |
| Beautiful Mid Century Home - 10 acres near Caledon | 4 | 8 | Analysis |
| Beautiful Modern All Season Lakefront Cottage | 4 | 8 | Analysis |
| Beautiful One room | 1 | 1 | Analysis |
| Beautiful one-bedroom suite is available for you! | 1 | 4 | Analysis |
| Beautiful private one bedroom | 1 | 2 | Analysis |
| Beautiful rustic waterfront cottage getaway | 3 | 8 | Analysis |
| Beautiful Two Bedroom Suite with Jacuzzi Tub | 2 | 8 | Analysis |
| Beautiful Woodland Beach Cottage | 2 | 4 | Analysis |
| Bedroom in Spacious House near Lake Simcoe | 1 | 3 | Analysis |
| Bedroom in Spacious House Near Lake Simcoe | 1 | 3 | Analysis |
| Best private service | 1 | 2 | Analysis |
| Big Beautiful Georgian Bay Family Cottage | 6 | 14 | Analysis |
| Birdwatching by Awenda. EV charger. | 3 | 6 | Analysis |
| Blue Water Dunes Cottage | 4 | 8 | Analysis |
| Bluebird Cottage - Lakefront - Casino | 3 | 6 | Analysis |
| Bluestone | 2 | 4 | Analysis |
| Bonnie 1 /Resort/Orillia, Muskoka | 2 | 6 | Analysis |
| Bonnie 2/Resort/Orillia, Muskoka | 2 | 6 | Analysis |
| Bradford Adventure Awaits: Explore Lake Simcoe | 4 | 8 | Analysis |
| Bradford Vacation | 2 | 4 | Analysis |
| Breathtaking 5 bedroom Waterfront Home W/ Hot Tub! | 5 | 10 | Analysis |
| Breathtaking RiverFrontOasis with a HOT Sauna | 3 | 6 | Analysis |
| Breathtaking Serene cottage with Hot Tub | 3 | 9 | Analysis |
| Bright 2 Bdrm Waterfront Cottage on Georgian Bay | 2 | 4 | Analysis |
| Bright and Private Apartment w/Parking & Amenities | 1 | 4 | Analysis |
| Bright Modern 4-bedroom cottage w/ hot tub | 4 | 8 | Analysis |
| BuchananBnB ONE block south of Hwy89; Free parking | 1 | 4 | Analysis |
| Buckingham Chalet I Minutes to Blue Mountain | 3 | 10 | Analysis |
| Cabin 1, A Rustic 2 Bedroom Cabin on the Lake | 2 | 4 | Analysis |
| Cabin 12, a Cozy 3 Bedroom Muskoka Cabin | 3 | 6 | Analysis |
| Cabin 14, A Cozy Muskoka Studio Cabin on the Lake | 2 | 2 | Analysis |
| Cabin 15, A Cozy Muskoka Studio Cabin on the Lake | | 2 | Analysis |
| Cabin 2, a cozy two bedroom Muskoka cabin | 2 | 4 | Analysis |
| Cabin 3, A Rustic 2 Bedroom Cabin on the Lake | 2 | 4 | Analysis |
| Cabin 5 at Wymbolwood Lodge | 1 | 2 | Analysis |
| Cabin 5, A Rustic 2 Bedroom Cabin on the Lake | 2 | 4 | Analysis |
| Cabin 8, a Cozy Two Bedroom Cabin in Muskoka | 2 | 5 | Analysis |
| Cabin 9, a 1 Bedroom Muskoka Lakefront Cabin | 1 | 4 | Analysis |
| Cabin A in Wymbolwood Lodge | 1 | 2 | Analysis |
| Cabin at Wymbolwood Lodge (unit 7) | 2 | 5 | Analysis |
| Cabin on Incredible 100 Acres + WATERFALL +Trails! | 1 | 2 | Analysis |
| CAN-20%off-Luxury cottage by the water | 4 | 11 | Analysis |
| CARL in Muskoka: Waterfront Cottage with Hot Tub | 4 | 12 | Analysis |
| Carriage Country Club Home Away From Home | 2 | 8 | Analysis |
| Carriage Country Club Hotel Suite | 1 | 4 | Analysis |
| Carriage Country Club Studio | | 2 | Analysis |
| Carriage Hill Resort Studio #2141 | 1 | 4 | Analysis |
| Carriage Hill Resort 1 bedroom Suite #2140 | 1 | 4 | Analysis |
| Chalet Noir - Must See Private Riverfront Cottage! | 4 | 10 | Analysis |
| Character-filled farm guest house on 8 acres | 2 | 4 | Analysis |
| Charlie the Cottage | Hot Tub | Trail | Hike/Run | 4 | 6 | Analysis |
| Charming 1 bdrm + den on a beautiful horse farm. | 1 | 2 | Analysis |
| Charming 2-br vacation home at Horseshoe Valley | 2 | 8 | Analysis |
| Charming 3BR Cottage on Tranquil Lake 🐦🛶🎣🏊♀️ | 3 | 8 | Analysis |
| Charming Copeland Condo w/ 1 bed + patio + jacuzzi | 1 | 4 | Analysis |
| Charming cottage 2 min from private beach | 3 | 6 | Analysis |
| Charming Cottage near Lake Simcoe | 3 | 5 | Analysis |
| Charming Lakefront Cottage | 4 | 6 | Analysis |
| charming Lakefront Cottage with Hot Tub | 4 | 8 | Analysis |
| Charming scenic country home near Blue Mountain | 4 | 8 | Analysis |
| Charming Wildwood Chalet | 3 | 6 | Analysis |
| Cheerful 3-bedroom cottage with walk-in lakefront! | 3 | 6 | Analysis |
| Cheerful 3Bed Muskoka Lakeside Cottage w Fireplace | 4 | 8 | Analysis |
| Cheerful 4 Bedroom Cottage on Clearwater Lake | 4 | 9 | Analysis |
| Cheerful 4 bedroom cottage retreat, close to beach | 4 | 8 | Analysis |
| Cheerful 4-bedroom cottage in nature setting | 4 | 8 | Analysis |
| Cheerful 4bd waterfront house. 1h from Toronto | 4 | 8 | Analysis |
| Cheerful Water front 5-Bedroom with Fireplace | 5 | 10 | Analysis |
| Close to beach, go carts, arcade and summer fun. | 2 | 4 | Analysis |
| Collingwood and Wasaga Beach are so close. | 1 | 2 | Analysis |
| Comfy Waterfront Cottage | 5 | 8 | Analysis |
| Condo - 4 season resort community Horseshoe Valley | 2 | 6 | Analysis |
| Cottage in Tiny- Cottage in the Pines | 3 | 6 | Analysis |
| Cottage on Lake Simcoe Amazing lake Views | 3 | 5 | Analysis |
| Cottage on Orr Lake | 3 | 6 | Analysis |
| Cottage on the lake | 3 | 8 | Analysis |
| Cottage on the Lake, Orillia & Casino Rama | 4 | 8 | Analysis |
| Cottage on the Noisy River/Blue Mountain/Wasaga | 2 | 5 | Analysis |
| Cottage Retreat in Tiny | 3 | 6 | Analysis |
| Couchiching Lakefront Retreat
Incredible location! | 5 | 6 | Analysis |
| Country Cabin Escape | King Bed | Pet Friendly | | 4 | Analysis |
| Country Get Away (Entire Private Lower Suite) | 2 | 4 | Analysis |
| Country Guesthouse surrounded by trees | 3 | 6 | Analysis |
| Country Retreat | 4 | 6 | Analysis |
| Country Retreat with views of Georgian Bay | 2 | 5 | Analysis |
| Country River House in Creemore with Games Room | 3 | 5 | Analysis |
| Country Solitude | | 4 | Analysis |
| Couples retreat w/hot tub: Romantic Getaway | 1 | 2 | Analysis |
| Cozy & Private Guest Suite in Stayner, Ontario. | 1 | 2 | Analysis |
| Cozy 1-bedroom resort home | 1 | 4 | Analysis |
| Cozy 1-bedroom with private washroom in a house | 1 | 2 | Analysis |
| Cozy 4 Season Family Cottage | 3 | 8 | Analysis |
| Cozy and Spacious Cottage next to Cove Beach | 4 | 12 | Analysis |
| Cozy beach house on Georgian Bay | 2 | 5 | Analysis |
| Cozy Beachfront Cottage in Woodland Beach | 2 | 6 | Analysis |
| Cozy Beachfront Cottage: Private Beach, Hot Tub | 4 | 8 | Analysis |
| Cozy Bear Log Home-Lake front | 6 | 16 | Analysis |
| Cozy Bedroom w/2pc Private Ensuite &Private Shower | 1 | 2 | Analysis |
| Cozy Beeton Retreat - Gas Fireplace | 1 | 4 | Analysis |
| Cozy Coach House on Farm in Alliston + Sauna | 3 | 6 | Analysis |
| Cozy Copeland Studio with pool, patio + parking | 1 | 4 | Analysis |
| Cozy Cottage #2- Orr Lake, Ontario | 2 | 4 | Analysis |
| Cozy Cottage at Coutnac Beach | 3 | 6 | Analysis |
| Cozy Cottage Bed and Breakfast. Set on 4 acres. | 1 | 4 | Analysis |
| Cozy cottage house in the heart of Georgian Bay | 2 | 4 | Analysis |
| Cozy cottage on a private beach / Georgian Bay | 5 | 13 | Analysis |
| Cozy cottage on Lake Simcoe in Orillia | 3 | 2 | Analysis |
| Cozy cottage steps to sandy beaches | 4 | 9 | Analysis |
| Cozy Cottage, Forest View | 3 | 6 | Analysis |
| Cozy Country Retreat | 2 | 4 | Analysis |
| Cozy Dalrymple waterfront cottage | 3 | 5 | Analysis |
| Cozy Deluxe Studio at Horseshoe Valley | 1 | 4 | Analysis |
| Cozy farmhouse with stunning views | 3 | 6 | Analysis |
| Cozy Getaway - Lovely & Bright walkout bsmt suite | 2 | 4 | Analysis |
| Cozy getaway for two with hot tub! | 1 | 2 | Analysis |
| Cozy Getaway Surrounded by Nature | 1 | 3 | Analysis |
| Cozy Home Close to Public Beach and Downtown | 4 | 8 | Analysis |
| Cozy home for family getaway! | 3 | 6 | Analysis |
| Cozy Home For Your Family Get Away | 3 | 6 | Analysis |
| Cozy king bed Suite/pullout couch. Pool on grounds | 1 | 4 | Analysis |
| Cozy Lakefront Cottage with Hot tub and Pool. | 2 | 6 | Analysis |
| Cozy One Bedroom in Bradford | 1 | 3 | Analysis |
| Cozy Severn River Family Cottage | 2 | 6 | Analysis |
| Cozy studio in Horseshoe Valley | 1 | 3 | Analysis |
| Cozy updated cottage steps away from Cawaja beach | 1 | 4 | Analysis |
| Cozy Waterfront Cottage (90 minutes from the GTA) | 2 | 6 | Analysis |
| Cozy Waterfront Retreat in Port Severn | 4 | 8 | Analysis |
| Cozy, 1 bedroom. Close to shopping and skiing.. | 1 | 2 | Analysis |
| Cozy, minutes from Wasaga & The Blue Mountains! | 2 | 4 | Analysis |
| Cozy, Newly-Renovated Apartment above Local Bakery | 1 | 3 | Analysis |
| Cozy, Private, Walk-out Rental Unit by the Bay | 2 | 4 | Analysis |
| CozyPeaceful LakeCottage HotTub Canada | 3 | 6 | Analysis |
| Creemore Cottage (fire pit and sauna) | 2 | 4 | Analysis |
| Creemore Country Home “Room 1” | 1 | 2 | Analysis |
| Creemore Country Home “Room 2” | 1 | 2 | Analysis |
| Creemore Loft with Sauna | 1 | 4 | Analysis |
| Custom Build Lakehouse- STRTT-2025-158 | 4 | 10 | Analysis |
| Cute & Quaint 1 bedroom in Elmvale with Parking | 1 | 2 | Analysis |
| Cute 2 bedroom waterfront cottage 30 ft dock | 2 | 5 | Analysis |
| Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool | 7 | 15 | Analysis |
| Duke’s Beach House | 3 | 6 | Analysis |
| Eden's Edge Farm Guest House | 2 | 4 | Analysis |
| Elegance in a Quiet and Comfort Restful Space | 1 | 2 | Analysis |
| Embrace the North - Four bedroom cottage | 4 | 10 | Analysis |
| Entire suite in Horseshoe Valley | 2 | 2 | Analysis |
| Escape to the tropics in Bradford at Villa Tina | 2 | 4 | Analysis |
| Estate farm property minutes to Collingwood/Blue | 4 | 8 | Analysis |
| Executive Villa - Year Round Swim Spa & Game Room | 5 | 12 | Analysis |
| Experience Glamping on Gloucester Pool. | 1 | 4 | Analysis |
| Family Beach and Ski House @ Wendake | 5 | 10 | Analysis |
| Family Beach Cottage | 2 | 4 | Analysis |
| Family Cottage | 3 | 6 | Analysis |
| Family cottage in Tiny - 1.5 hr drive from GTA | 5 | 13 | Analysis |
| Family cottage just steps away from Lake Simcoe | 3 | 4 | Analysis |
| Family Cottage on Lake Couchiching | 3 | 6 | Analysis |
| Family pool home by town, beach | 7 | 14 | Analysis |
| Family Waterfront Cottage and Bunkie | 3 | 4 | Analysis |
| Farmhouse GUEST SUITE- Pool, hot tub | 1 | 4 | Analysis |
| Feel like your home | 1 | 1 | Analysis |
| Fern Hill Cottage - Riverfront & Hot Tub | 3 | 6 | Analysis |
| Floral Park Inn ~ Washago
☆☆Extended stays☆☆ | 2 | 4 | Analysis |
| Florence | 1 | 1 | Analysis |
| Forest Harbour Hideaway | 2 | 6 | Analysis |
| Forest Oasis in Tay w/Large Jacuzzi Hottub | 3 | 6 | Analysis |
| Four Plus One Bedroom Cottage What A View! | 5 | 10 | Analysis |
| Four season glamping dome under the stars | 1 | 2 | Analysis |
| Garden View Suite With Access to PoolSaunaHottub | 1 | 4 | Analysis |
| GATED RESORT COTTAGE | 2 | 6 | Analysis |
| Gatherings River House - New Hot Tub! | 4 | 10 | Analysis |
| Georgian Bay 3BR Cottage | 3-Min Walk to Beach! | 3 | 6 | Analysis |
| Georgian Bay Beach Club "Roses" Cottage #6 | 2 | 10 | Analysis |
| Georgian Bay Beach Club Fran’s Beachfront Paradise | 2 | 6 | Analysis |
| Georgian Bay Beach front - renting from May 2026 | 3 | 6 | Analysis |
| Georgian Bay Beauty | | 2 | Analysis |
| Georgian Bay Cottage - Tiny Beaches | 2 | 4 | Analysis |
| Georgian Bay Cottage-HotTub/Sauna/Swim/Hike/Marina | 5 | 10 | Analysis |
| Georgian Bay Paradise | 3 | 6 | Analysis |
| Georgian Bay Tiny Cabin - Bunkie Loft | | 2 | Analysis |
| Georgian Bay Waterfront Cottage HotTub King Bed | 3 | 5 | Analysis |
| Georgian Bay with Hot Tub & Sauna, on Tay Trail ! | 4 | 8 | Analysis |
| Georgian Gem | 2 | 6 | Analysis |
| Getaway to Serenity w/ Hot Tub & Game/Sun Room! | 3 | 6 | Analysis |
| Glen Oro Eco-Retreat Glamping Explorer's Tent | | 2 | Analysis |
| Glen Oro Eco-Retreat Glamping Galaxygazer Dome | 1 | 4 | Analysis |
| Glen Oro Eco-Retreat Glamping Stargazer Dome | 1 | 2 | Analysis |
| Glennridge Manor on the Tranquil Green River | 3 | 6 | Analysis |
| Golfers' Paradise *Hot Tub and Kayaks | 2 | 3 | Analysis |
| Gorgeous Cedar Cottage, a true getaway | 3 | 6 | Analysis |
| Gorgeous Waterfront Home On Lake Simcoe | 4 | 8 | Analysis |
| Gorgeous Winfield Chalet Cottage | 3 | 9 | Analysis |
| Gourmet Cottage (with Indoor HotTub) | 4 | 16 | Analysis |
| Gramma's Cottage : Strtt- 2025-090 Tiny, Ontario | 3 | 4 | Analysis |
| Gryphon Lakehouse a 4 Season Property | 3 | 8 | Analysis |
| Guest Suite In Bradford West Gwillimbury | 2 | 4 | Analysis |
| Harbourside Hangout - a place to chill or explore | | 2 | Analysis |
| Havenwood | 3 | 6 | Analysis |
| Heaven atop the hills of Creemore | 4 | 10 | Analysis |
| Hideaway 4 Season Cottage Tiny | 3 | 6 | Analysis |
| HighlandEstates- LowerLevelYear RoundPoolAccess | 2 | 8 | Analysis |
| Hilltop Hideway, private suite in Moonstone. | 1 | 2 | Analysis |
| Hockley valley double bed stay | 1 | 2 | Analysis |
| Hockley valley, up country guest cottage | 1 | 4 | Analysis |
| HOME ON BAY | 4 | 8 | Analysis |
| HONE Retreat - An Honest Designed Tiny House | 1 | 2 | Analysis |
| Honeycomb Cottage, Tiny Township, Woodland Beach | 3 | 6 | Analysis |
| Horseshoe 2BR | 4 Beds+Pool+BBQs+Resort Access | 2 | 9 | Analysis |
| Horseshoe Solace | 1 | 2 | Analysis |
| Horseshoe Valley Carriage House/6 Guests/Fast Wifi | 2 | 6 | Analysis |
| Horseshoe Valley Farm Cottage | 3 | 7 | Analysis |
| Horseshoe Valley Fieldview Farm | 5 | 12 | Analysis |
| Horseshoe Valley Monthly Rental | 4 | 8 | Analysis |
| Horseshoe Valley Townhouse | 3 | 7 | Analysis |
| HOT-TUB/SAUNA Waterfront Georgian Bay Cottage | 3 | 8 | Analysis |
| Incredible family getaway 4- bed w wood fireplace | 4 | 8 | Analysis |
| Islandview Waterfront Paradise | 4 | 6 | Analysis |
| Ivy Guest Suite | 1 | 2 | Analysis |
| Jacuzzi Suite with studio- Pool,Sauna- on grounds | 2 | 8 | Analysis |
| Jacuzzi, Full Kitchen, indoor/outdoor Heated pool | 1 | 4 | Analysis |
| Ketchum - An Off-Grid, Eco-Education Experience | 1 | 2 | Analysis |
| Kids Paradise on Georgian Bay, Pool and Trampoline | 5 | 12 | Analysis |
| Kokoua Executive Suite - stylish Basement suite. | 2 | 2 | Analysis |
| Lafontaine Beach House - HOT TUB & SAUNA | 5 | 14 | Analysis |
| Lafontaine Beach Paradise | 4 | 8 | Analysis |
| Lafontaine Beach Rustic Chalet- New HOT TUB. | 4 | 12 | Analysis |
| Lafontaine Cottage Retreat with Jacuzzi | 3 | 6 | Analysis |
| Lafontaine Family Cottage | 3 | 6 | Analysis |
| Lake Simcoe Cozy Cottage with Hot Tub & Sauna | 3 | 6 | Analysis |
| Lake Simcoe Waterfront Getaway & Barrel Sauna! | 3 | 6 | Analysis |
| Lake Simcoe-Orillia Dockside Cottage - Monthly | 2 | 4 | Analysis |
| Lakefront & Beach 120ft shoreline;Amazon&Instacart | 3 | 7 | Analysis |
| Lakefront Cedar Haven-Canoe, Kayak, 1 hr from TO | 3 | 6 | Analysis |
| Lakefront cottage 15 min away from Wasaga Beach | 4 | 8 | Analysis |
| Lakefront Getaway in Orillia | 4 | 12 | Analysis |
| Lakefront Private Beach, Waterfront Family GBay | 4 | 10 | Analysis |
| Lakes' Landing, Country Luxury on 10 Acres | 3 | 6 | Analysis |
| Lakeside Escape 3-Bedroom Bungalow with a Hot Tub | 3 | 6 | Analysis |
| Lakeside Private suite (Queen bed room) | 1 | 2 | Analysis |
| Lakeside retreat | 4 | 8 | Analysis |
| Lakeview private suite with kitchen (Twin or King) | 1 | 3 | Analysis |
| Lakeview Retreat w Hot Tub, Sauna + Private Loft! | 4 | 8 | Analysis |
| Large 1 Bedroom Condo Near Horseshoe | 1 | 4 | Analysis |
| Large Studio Suite Near Horseshoe | 1 | 4 | Analysis |
| Large Stylish Farmhouse *Pool & Close to Beaches | 4 | 10 | Analysis |
| Large Waterfront Cottage with 100ft Shorewall. | 3 | 10 | Analysis |
| Lavender Farm Century Cabin | 1 | 2 | Analysis |
| Lily By The Bay...Steps Away From Balm Beach | 2 | 6 | Analysis |
| Little blue Farm | 1 | 4 | Analysis |
| Lk Simcoe Cottage w/ Pool Table, Fenced Yard, A/C! | 2 | 6 | Analysis |
| Loft - Ski - Hike - Swim - Relax | 1 | 2 | Analysis |
| Los Pinos - Spacious 3 Bedroom Cottage | 3 | 6 | Analysis |
| Lovely 1-bedroom Pet Friendly Condo By Sage Homes | 1 | 4 | Analysis |
| Lovely 2-Bedroom Rental Unit, by Georgian Bay | 2 | 3 | Analysis |
| Lovely 2-bedroom unit with free parking | 2 | 3 | Analysis |
| Lovely Apartment in Horseshoe Valley | 2 | 8 | Analysis |
| Lovely condo unit in Horseshoe Valley | 1 | 5 | Analysis |
| Lovely king size room with kitchenette | 1 | 2 | Analysis |
| Lovely one bedroom guest suite in the country | 1 | 3 | Analysis |
| Lovely secluded Woodland Beach retreat with hottub | 3 | 6 | Analysis |
| Lower level Studio- 1min walk from PoolSaunaHottub | 1 | 4 | Analysis |
| Lush Earth Oasis - The Jade Room | 1 | 2 | Analysis |
| Lush Earth Oasis - The Maple Room | 1 | 6 | Analysis |
| Lush Earth Oasis - The Rose Room | 1 | 3 | Analysis |
| Lush Earth Oasis - The Willow Room | 1 | 2 | Analysis |
| Lux living on the ridge | 3 | 4 | Analysis |
| Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts | 4 | 9 | Analysis |
| Luxurious private suite: with a cozy home theater | 1 | 3 | Analysis |
| Luxurious, Private & Cozy! | 1 | 2 | Analysis |
| Luxury 1 bedroom condo, all amenities,Midland | 1 | 2 | Analysis |
| Luxury 5 Bdrm Lakefront Cottage With Sunset View | 5 | 10 | Analysis |
| Luxury Beach cottage in Tiny | 4 | 8 | Analysis |
| Luxury Estate Living- 5 * facilities in 2+ acres | 1 | 5 | Analysis |
| Luxury Guest House with Private Hot Tub and Trails | 1 | 4 | Analysis |
| Luxury lakefront cottage escape | 3 | 6 | Analysis |
| Luxury Log Cabin, work-friendly + generator + EV | 3 | 8 | Analysis |
| Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka | 4 | 8 | Analysis |
| March Break, Retro-Modern Chalet @ Osler Bluff | 3 | 4 | Analysis |
| Margarita Vacation Getaway 1 | 1 | 4 | Analysis |
| Mistywood Cottage | 5 | 10 | Analysis |
| Modern 4200 sq ft 5 bedroom house with golf sim. | 5 | 8 | Analysis |
| Modern 5 Bedroom Farmhouse with Pool | 5 | 10 | Analysis |
| Modern Log Cottage. Walk to beach. Forest views. | 3 | 6 | Analysis |
| Modern Thoughtful Private Suite | 1 | 2 | Analysis |
| Modern Waterfront Home on Georgian Bay w/ Hot Tub! | 4 | 8 | Analysis |
| Modern, Private and Luxurious! | 1 | 4 | Analysis |
| Moon River Place Unit 4A | 3 | 6 | Analysis |
| Moon River Place Unit 4B | 2 | 4 | Analysis |
| Moonlight Cabin | 3 | 6 | Analysis |
| Moonlight View. Waterfront Cottage with HOT TUB! | 3 | 6 | Analysis |
| Moose Manor - a nut-free waterfront escape | 3 | 5 | Analysis |
| Muskoka Cottage- cheerful cottage in Severn Falls. | 4 | 9 | Analysis |
| Muskoka PointZEN HotTub/Beach/Canoe/Kayaks/Toys | 4 | 8 | Analysis |
| Muskoka Retreat | 3 | 4 | Analysis |
| Muskoka Stunning Cottage On Little Lake | 4 | 8 | Analysis |
| Muskoka's heaven on earth! | 3 | 10 | Analysis |
| Nature, Sunsets, Dogs Welcome with Private Yard! | 1 | 2 | Analysis |
| New beautiful waterfront cottage!! | 3 | 8 | Analysis |
| New Charming tinyhome Experience | | 3 | Analysis |
| Newly Renovated Cozy Waterfront Muskoka Cottage! | 3 | 8 | Analysis |
| Newly Renovated Suite @ Carriage | 2 | 8 | Analysis |
| Nice quiet place | 3 | 2 | Analysis |
| Nice Quite Place. | 3 | 2 | Analysis |
| Nordic Spa- Sauna: Spring Getaway | 4 | 6 | Analysis |
| North Star/Resort/Orillia, Muskoka | 2 | 6 | Analysis |
| OakRidge Retreat-HOT TUB 100s of acres WIFI | 4 | 10 | Analysis |
| Oaks Cabins on Sparrow Lake | 3 | 7 | Analysis |
| Oasis Beach Cottage-Waterfront-Wifi-AC-4Season-BBQ | 4 | 8 | Analysis |
| Off-grid Glamping Dome Nestled in the Woods | 1 | 2 | Analysis |
| One-of-a-Kind Dome Stay near Collingwood! | | 2 | Analysis |
| Orillia Lakefront Cottage | 2 | 5 | Analysis |
| Orkney Beach 1 on the shores of Lake Simcoe | 3 | 6 | Analysis |
| Oro Estate - A Secluded Private Villa on 100 acres | 5 | 15 | Analysis |
| Oro-Medonte Home with a view | 3 | 6 | Analysis |
| Orr Lake Oasis | 3 | 8 | Analysis |
| Ossossane Beachfront Cottage | 3 | 5 | Analysis |
| Otters Retreat on the Green | 3 | 6 | Analysis |
| Paradise Point Steps from Georgian Bay Great WIFI | 2 | 4 | Analysis |
| Paradise Suites - Peaceful Getaway - 5+ Acres | 5 | 16 | Analysis |
| Peaceful & Serene Unique Zen Den | 1 | 2 | Analysis |
| Peaceful and pleasant house retreat. | 2 | 6 | Analysis |
| Peaceful Waterfront Cottage on Georgian Bay | 4 | 10 | Analysis |
| Perfect beach vacation getaway, 5 Bedroom | 5 | 14 | Analysis |
| Perfect Picturesque Getaway 40min from Toronto | 1 | 2 | Analysis |
| Pet Friendly Beach House with Bunkie Bar & Hot Tub | 3 | 6 | Analysis |
| Pet friendly Condo by Sage Homes | 1 | 4 | Analysis |
| Pet Friendly, 2 King Beds, Gym, Pool | 2 | 8 | Analysis |
| Pet-friendly studio in Horseshoe Valley | 1 | 4 | Analysis |
| Pet-friendly, 1 BR condo in Horseshoe Valley | 1 | 4 | Analysis |
| Phoenix/Resort/Orillia, Muskoka | 2 | 6 | Analysis |
| Pinehaven/Resort/Orillia, Muskoka | 2 | 6 | Analysis |
| Port Mcnicoll Villa | 1 | 2 | Analysis |
| Pretty River Retreat // Pond, fireplace + spa bath | 3 | 6 | Analysis |
| Primitive Past Thyme Cabin For 1 or 2 | 1 | 2 | Analysis |
| Private 40 Acre Cottage with Hot Tub | 3 | 6 | Analysis |
| Private Beach Cottage on Georgian Bay with Sauna | 4 | 8 | Analysis |
| Private Beach with 3BR Cottage Victoria Harbor | 3 | 7 | Analysis |
| Private Beachfront Cottage in Tiny | 2 | 6 | Analysis |
| Private Family Retreat!
Now Open for Summer 2025! | 4 | 8 | Analysis |
| Private Farm Stay & Barnyard Experience | 4 | 6 | Analysis |
| Private Guest Suite in Bradford | 2 | 4 | Analysis |
| Private log cottage on 2 acres | 6 | 12 | Analysis |
| Private Modern Chalet Getaway at Forest's Edge | 4 | 8 | Analysis |
| Private Oasis | 3 | 6 | Analysis |
| Private Queen Bed Suite with breakfast bar | 1 | 2 | Analysis |
| Quaint and Cozy -your home away from home! | 2 | 5 | Analysis |
| Queen room on river waterfront property | 1 | 2 | Analysis |
| Quiet suite close to nature, recreation & concerts | 1 | 2 | Analysis |
| Quiet Waters Getaway | 3 | 6 | Analysis |
| R Solace A place that makes you feel special | 3 | 15 | Analysis |
| Rare Beachfront Cottage for Sun + Ski Lovers | 5 | 10 | Analysis |
| Recharge at Woodlands Retreat Cosy 1 bdrm Cottage | 1 | 2 | Analysis |
| Red Fox Cottage: 4 Seasons/ 5 min > beach/ Tesla + | 3 | 6 | Analysis |
| Redbrick Hideaway | 3 | 6 | Analysis |
| RELAX @ our HOT TUB and SAUNA in the woods | 1 | 4 | Analysis |
| Relax at The Rock: Muskoka Waterfront Cottage | 3 | 6 | Analysis |
| Relax by Georgian Bay at The Acorn Cottage | 3 | 8 | Analysis |
| Relax in a quiet setting and enjoy the sun. | 3 | 6 | Analysis |
| Relax studio in Bradford | | 2 | Analysis |
| Relax+Sauna+Hot tub+Cozy space+Water view | 4 | 8 | Analysis |
| Relax, Refresh and Recharge - Pet friendly Condo | 1 | 4 | Analysis |
| Relaxing 3 bedroom cottage minutes to the beach | 3 | 6 | Analysis |
| Relaxing Cottage on the Shores of Georgian Bay | 3 | 6 | Analysis |
| Resort Escape - Lovely 1 Bedroom + Full Kitchen | 1 | 4 | Analysis |
| Resort style entire guesthouse (2 rooms) | 2 | 5 | Analysis |
| Retreat+Guest Cottage-Steam Shower,Hot Tub,Kayaks | 5 | 12 | Analysis |
| River's Bend Cottage along the Severn River | 4 | 8 | Analysis |
| Riverfront Cottage with HotTub | 3 | 6 | Analysis |
| Romantic Forest Escape with Hot Tub | 1 | 2 | Analysis |
| Romantic Retreat: Private Suite with Hot Tub | 1 | 2 | Analysis |
| Rubber Ducky Beach House Tiny Beaches | 3 | 6 | Analysis |
| Rustic Off-Grid Cabin | 1 | 2 | Analysis |
| Rustic tiny home retreat on private lake | 1 | 4 | Analysis |
| Saltbox by the Bay | Vetta/Tay Shore Trail/Bikes | 2 | 4 | Analysis |
| Sandray -3 bedroom house, close to the beach | 3 | 8 | Analysis |
| Sandy Beach Cottage - steps to Lake Simcoe | 3 | 6 | Analysis |
| Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails | 3 | 12 | Analysis |
| Sandy's Tiki Hut Sunset Trail Family Beach Getaway | 3 | 5 | Analysis |
| Scenic Carriage Hills Rental Suite | 1 | 4 | Analysis |
| Serene Comfort. Hot Tub, Full Suite with Kitchen | 1 | 2 | Analysis |
| Serene country retreat - your home away from home! | 5 | 10 | Analysis |
| Serene Impressions: A Peaceful Artistic Retreat | 1 | 2 | Analysis |
| Serenity on the Lake | 3 | 6 | Analysis |
| Serenity, Simplicity and Stone | 2 | 4 | Analysis |
| Severn Station Family Cottage (Boat Access Only) | 3 | 6 | Analysis |
| Shallow Shore Cottage | 3 | 7 | Analysis |
| Shamrock Bay Resort Cottage 158 | 2 | 6 | Analysis |
| Sheard's Landing | 2 | 4 | Analysis |
| Short term waterfront cottage rental in Muskoka | 1 | 3 | Analysis |
| single room with queen bed, share house with Host | 1 | 1 | Analysis |
| Ski Haven next to Mount St Louis~Private Hot Tub | | 2 | Analysis |
| Ski Now-Stay 500m from MtStLouis | 2 | 4 | Analysis |
| Ski, Swim, Soak, Boat & Golf | 5 | 12 | Analysis |
| Sleepy Bear Chalet | 3 | 6 | Analysis |
| South Muskoka Yurt Village Dome 1 | 1 | 2 | Analysis |
| SouthLake Cottage on The Lake. | 3 | 6 | Analysis |
| Spacious 1 bedroom condo in Carriage Hills (2248) | 1 | 4 | Analysis |
| Spacious 1-br w jacuzzi at Horseshoe Valley | 1 | 4 | Analysis |
| Spacious 2 Suites near Horseshoe Valley Resort | 2 | 8 | Analysis |
| Spacious 3 Bedroom Suite Near Ski Hills/Vetta Spa | 3 | 6 | Analysis |
| Spacious Apartment Facing The Severn River | 1 | 2 | Analysis |
| Spacious chalet near Creemore | 5 | 8 | Analysis |
| Spacious Cottage Escape with Lakeside Hot Tub | 5 | 8 | Analysis |
| Spacious Family Beach House Steps to Water | 3 | 6 | Analysis |
| Spacious Master Oasis with Ensuite Luxury | 1 | 2 | Analysis |
| Spacious Moonstone chalet, year round appeal | 4 | 7 | Analysis |
| Spacious Villa in Pines– Steps from Beaches! | 5 | 10 | Analysis |
| Spectacular Waterfront 3 Bedroom Home! | 3 | 6 | Analysis |
| Spiritual Rainbows (Outdoor Room) | 1 | 3 | Analysis |
| Spruce Lane Retreat | 2 | 7 | Analysis |
| Stay & See Wasaga Beach & Blue Mountain | 2 | 4 | Analysis |
| Steps to Beach / 1.5h from Toronto | 2 | 6 | Analysis |
| Stevenson Inn & Spa | 9 | 16 | Analysis |
| Studio-King Bed with Queen Pullout | 1 | 4 | Analysis |
| Stunning 1 Bedroom unit | 1 | 3 | Analysis |
| Stunning modern and upscale house. | 3 | 6 | Analysis |
| Stunning Studio in Horseshoe Valley | 1 | 4 | Analysis |
| Stunning Suite in Horseshoe Valley | 1 | 4 | Analysis |
| Stunning Two Bedroom Condo in Horseshoe Valley | 2 | 8 | Analysis |
| Stunning Waterfront Cottage & Bunkie! | 3 | 6 | Analysis |
| Stunning Waterfront w/Hot Tub - Nature's Cottage | 3 | 6 | Analysis |
| Stylish Family-house near Wasaga Beach | 3 | 8 | Analysis |
| Stylish Modern Beach Oasis+Hot Tub-90 min from GTA | 6 | 12 | Analysis |
| Stylish Sandy Beach Front 4 Bedrooms Cottage | 4 | 8 | Analysis |
| Stylish, Modern 2nd Floor Private Apt. Quiet Area | 1 | 4 | Analysis |
| Suite in Carriage Hills by Sage Homes (2449) | 1 | 4 | Analysis |
| Summer Getaway - 3 min walk to Beach, Clean & Cozy | 3 | 6 | Analysis |
| Summer Zen Getaway | | 5 | Analysis |
| Sunfish Lake House | 4 | 8 | Analysis |
| Sunny 4BR All-Season Cottage 3min to Beach | 4 | 7 | Analysis |
| Sunset Beach Cottage | 1 | 2 | Analysis |
| Sunset Loft | 1 | 2 | Analysis |
| Super cozy 1 person apartment in beautiful Hockley | 1 | 1 | Analysis |
| Sweet Memories of Georgian Bay | 2 | 5 | Analysis |
| Sweet petite little retreat! | 1 | 2 | Analysis |
| Teddy Bear Cottage | 4 | 9 | Analysis |
| Terrific pet friendly one bedroom condo in Oro | 1 | 4 | Analysis |
| Terrific pet friendly suite in Oro-Medonte | 1 | 4 | Analysis |
| The Art Nouveau Retreat: Comfort & Inspiration | 1 | 2 | Analysis |
| The Artists' House: An Exceptional Experience | 3 | 6 | Analysis |
| The Bay View Cottage w/hot tub | 4 | 8 | Analysis |
| The Beach House
Licence#: STRTT-2024-028 | 3 | 6 | Analysis |
| The Big Yellow Waterfront House, on Lk Couchiching | 4 | 10 | Analysis |
| The Blue Cottage | 2 | 4 | Analysis |
| The Blue Cotty by Sand Beach, Pool, Hot Tub & more | 3 | 10 | Analysis |
| The Brownlee Event Space and Vacation Home | 1 | 9 | Analysis |
| The Bunkie Collingwood - Off-Grid Camping | 1 | 2 | Analysis |
| The Bunkie- A Cozy Modern Escape | | 2 | Analysis |
| The Chateau - Private Beach Access | 2 | 6 | Analysis |
| The Cottage at Mystic Sister Gardens | 3 | 6 | Analysis |
| The Cottage on Coldwater; where bay & trail meet. | 3 | 8 | Analysis |
| The Crown LakeFront | 3 | 8 | Analysis |
| The Grandiose | 2 | 6 | Analysis |
| The Guest House, Maplewood Hills | 2 | 4 | Analysis |
| The Hide-A-Way Suite | 1 | 2 | Analysis |
| The Hideaway Balm Beach Cottage | 2 | 3 | Analysis |
| The Islandview | 2 | 6 | Analysis |
| The Klinck House 1| Collingwood +Add on Amenities | 1 | 2 | Analysis |
| The Klinck House 2| Collingwood +Add on Amenities | 1 | 2 | Analysis |
| The Lakehouse | 2 | 4 | Analysis |
| The Lily Pad - Cozy Chic Getaway | 4 | 8 | Analysis |
| The Love Shack (Outdoor Room) | 1 | 3 | Analysis |
| The Mansion , Wasaga beach Blue Mountain, HOT TUB | 5 | 16 | Analysis |
| The Maple Key Guest House | 3 | 4 | Analysis |
| The Moonstone Chalet, Your Perfect City Escape | 4 | 8 | Analysis |
| The Music Shack (Outdoor Room) | 1 | 3 | Analysis |
| The Nottawa Gem - Blue Mtn, Collingwood, Wasaga | 2 | 4 | Analysis |
| The Oasis Cabin - Prime Location Near Ski Resorts | 3 | 6 | Analysis |
| The Peaceful Cottage at Tiny | 3 | 5 | Analysis |
| The Porch House | 4 | 8 | Analysis |
| The Red Door Inn Cottage - Lakefront Cottage | 2 | 6 | Analysis |
| The Sandals Of Tiny
Hottub, Sauna, White SandBeach | 5 | 16 | Analysis |
| The Schoolhouse | 1 | 2 | Analysis |
| The Severn - Waterfront Family Cottage | 3 | 6 | Analysis |
| THE SHOREVIEW! | 4 | 8 | Analysis |
| The Studio at Bass Lake Retreat (Unit #5) | | 2 | Analysis |
| The Suite at Bass Lake Retreat (Unit#4) | 1 | 2 | Analysis |
| The Turquoise Cottage | 1 | 2 | Analysis |
| THE WHITE HOUSE ON THE HILL Beautiful Country Home | 3 | 6 | Analysis |
| The Wood House Muskoka | 4 | 8 | Analysis |
| The Woodlands Hideaway ft a SAUNA & HOT TUB | 4 | 8 | Analysis |
| The Yellow Cottage | 2 | 4 | Analysis |
| Tiffany/Resort/Orillia, Muskoka | 5 | 12 | Analysis |
| Tiny beaches clean minimalist cottage STRTT2025067 | 3 | 6 | Analysis |
| Tiny Beaches Cottage | 2 | 4 | Analysis |
| Tiny Beaches Getaway | 3 | 6 | Analysis |
| Tiny Beaches Retreat, Georgian Bay Beach Club 9 | 1 | 1 | Analysis |
| Tiny Home Experience, Loft Style Bunkie | 1 | 2 | Analysis |
| Tiny Home Regenerative Farm Stay | 1 | 2 | Analysis |
| TinyWell cottage near Balm Beach in Tiny | 3 | 6 | Analysis |
| Top 1% Guest Favourite EV Charger, Golf, Hot Tub | 4 | 8 | Analysis |
| Tranquil Retreat private Hot Tub Horseshoe Valley | 2 | 4 | Analysis |
| Tranquil river front cottage access to Couchiching | 3 | 6 | Analysis |
| Tucked Inn the Harbour B&B - Georgian Bay Room | 3 | 2 | Analysis |
| Tucked Inn the Harbour B&B - The Inukshuk Nook | 1 | 2 | Analysis |
| Ultimate Georgian Bay Vacation Getaway | 2 | 5 | Analysis |
| Unique Rustic Barn Studio Retreat | Pet Friendly | | 2 | Analysis |
| Unique Tiny Home | 2 | 4 | Analysis |
| Unique Wild West Saloon camper on Lake Simcoe | | 6 | Analysis |
| Unwind at TheCottageLiving: Your Waterfront Home | 3 | 6 | Analysis |
| Upscale Chalet Style Retreat with Jacuzzi SwimSpa | 4 | 7 | Analysis |
| Very Special Getaway-the Purple Hills of Creemore | 1 | 2 | Analysis |
| Victoria Harbour Cottages 2 Bedroom Cottage | 2 | 7 | Analysis |
| Victoria Harbour Cottages Loft Chalet | | 4 | Analysis |
| Victoria Harbour Cottages One Bedroom Chalet | 1 | 4 | Analysis |
| Victoria Harbour Cottages Queen Bed Chalet | 1 | 3 | Analysis |
| Vinewood 1 | 1 | 2 | Analysis |
| Vinewood 2 | 1 | 2 | Analysis |
| Vintage Farmhouse Lakeview and Golfers Cottage | 3 | 6 | Analysis |
| Washago Waterfront: Hot Tub, Sauna, Trails, Fish | 2 | 8 | Analysis |
| Waterfront Cottage on The Canal with a hot tub | 5 | 10 | Analysis |
| Waterfront Beach House on Georgian Bay | 2 | 4 | Analysis |
| Waterfront Cottage for your Family near Muskoka | 3 | 6 | Analysis |
| Waterfront Cottage in Victoria Harbour | | 6 | Analysis |
| Waterfront Cottage in Beaverton | 4 | 8 | Analysis |
| Waterfront Cottage in Muskoka “The Luft Shack” | 4 | 10 | Analysis |
| Waterfront cottage on beautiful bass lake | 3 | 6 | Analysis |
| Waterfront Cottage on Severn River | 3 | 8 | Analysis |
| Waterfront Cottage Over-the-Water view w fast Wifi | 5 | 14 | Analysis |
| Waterfront Cottage with Canoe & Beach & Hot Tub! | 3 | 6 | Analysis |
| Waterfront Executive Family Cottage | 3 | 8 | Analysis |
| Waterfront Home/Cottage for Rent | 3 | 10 | Analysis |
| Waterfront jewel |sauna|games room|golfing|kayaks | 3 | 6 | Analysis |
| Waterfront Lake House on Georgian Bay! | 3 | 6 | Analysis |
| Waterfront Muskoka Cottage on Trent-Severn River | 3 | 8 | Analysis |
| Waterfront Oasis great for Families & Friends | 4 | 8 | Analysis |
| Waterfront Paradise on the Georgian Bay | 5 | 15 | Analysis |
| Waterfront Sunset Oasis | 3 | 6 | Analysis |
| Waterside Haven: spacious retreat w/hot tub | 4 | 8 | Analysis |
| Welcome to Lucky Number 7! | 2 | 4 | Analysis |
| Welcoming bedroom with King bed on Waterfront | 1 | 2 | Analysis |
| Winter lover's paradise - snowmobile, ski etc | 5 | 14 | Analysis |
| Woodland Beach Sunset Haven | 4 | 8 | Analysis |
| Woodland Cottage with a cedar sauna | 3 | 7 | Analysis |
| Woodlands Retreat Cosy 2 bdrm Straw Bale Cottage | 2 | 4 | Analysis |
| Your cozy, by the water escape on Lake Ave awaits! | 2 | 4 | Analysis |
| Your River-Side Getaway | 4 | 8 | Analysis |
| “The Aviary” charming queen with 3 piece ensuite | 1 | 2 | Analysis |
| “THE NEST” king private ensuite in charming home | 1 | 2 | Analysis |
| ✦9Bedroom✦8400sqft Farm House ✦28Acres ✦1HrToronto | 9 | 16 | Analysis |
| ✨Awenda Provincial Park Dream Cottage✨💫🏡🧿 | 3 | 6 | Analysis |
