
Holiday rentals with a pool in Lake of Bays
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake of Bays
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

A "Peace" of Eden -- Private suite in country home
Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub
Forget your worries in this spacious and serene space at Highland Estates. You get a full designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the fully equipped kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Close to Vetta Spa and major Ski Hills; literally the Best Retreat in Oro-Medonte. Book with Us Today! Please note the Fireplace isn't working.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Lakehill Haven in Hidden Valley Slope and Lakeside
2 bed, 1.5 bath, 2 levels & spectacular views of Peninsula Lake & mountains. Two balconies to relax on. Enjoy a beach, tennis & basketball courts, sauna, hot tub, indoor & outdoor pool included in price next door at Hidden Valley Resort ( has a bar/restaurant). Ski hill across the road has a variety of hills and when ready, an ice rink on the lake for a game of shinny or fun skate. Also a hill for sledding out front! The area also has numerous places to visit. No water equipment provided.

*HotTub*Large* Fall Colours*FirePit* Cozy*Private*
Welcome to our enchanting family-friendly log home, a spacious and cozy retreat nestled on a secluded lot, surrounded by a lush canopy of mature trees. If you're seeking peace and tranquility, this is the perfect haven for you. Unique large, cozy log home nestled on a very private lot. Cottage is well furnished and equipped. Indoor and outdoor activities for everyone in your group to enjoy. Enjoy all four seasons at this cottage. The perfect getaway for your family and friends.

Farmhouse Guest Suite; Year round hot tub
Unique Farmhouse stay in modern Guest Suite Fully stocked kitchenette Bedroom/Livingroom Suite - sleeps 4 Ensuite bathroom with shower Wrap around porch for a glass of wine or your morning coffee. Year round hot tub. Firepit - toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in all months. 1 QUEEN BED 1 QUEEN PULL OUT COUCH Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

Your Home Away from Home in Beautiful Huntsville!
Take some time away at this Hidden Valley Hideaway in Huntsville, in Muskoka. Located at the Hidden Valley Resort, next to Deerhurst, this 2-bedroom condominium is perfectly located for all seasons. Winter: Enjoy downhill and cross-country skiing, snowmobile trails, and skating all at your doorstep. Spring/Summer/Fall: Enjoy the beach, water sports, golf, treetop trekking, and so much more. With Arrowhead and Algonquin parks nearby, explore this beautiful part of Ontario!

Truly Amazing Muskoka Chalet - Beach & Ski hill
*Our Chalet is a licensed Airbnb* Enjoy the Muskoka lifestyle here at our spacious 3 bdrm, 2 bath, Hidden Valley chalet on beautiful Peninsula Lake. The 3 levels of living area provide everyone with their own space. Loft bedroom has its own private bath and provides a nice getaway with views of the lake and ski hills. A place perfect for couples, families and extended families. Enjoy the sandy beach & outdoor pool in the summer months and skiing and snowboarding in the winter.

Muskoka Forest Chalet with a Private Indoor Pool
Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining

Spacious 1-br w jacuzzi at Horseshoe Valley
Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Lakefront Cabin W Hottub, Sauna, Near Sir Sam Ski!
Tucked in wooded hills with private access to Redstone lake, our 5-BR, 2.5-bath cottage offers the perfect balance of comfort and nature. Just 10 mins from local shops, trails, and LCBO, and 20 mins to Haliburton. Enjoy a private saltwater pool (June–Sept), hot tub, sauna, fire pit, and high-speed Wi-Fi. Swim, paddleboard (1), or kayak (2) from the dock. We love creating a welcoming space—please, treat it as your own. Questions? Message us anytime!

Cozy Beach Cottage with Pool | Georgian Bay
Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.
Popular amenities for Lake of Bays rentals with a pool
House rentals with a pool

Rondial Cottage: Lrg. Kitchen, Hot Tub, Pool &More

Our vacation home. Fully equipped. Pool. Fire Pit.

Luxury Resort Villa on Muskoka Bay Golf Course

Comfort, Luxury and Relaxation

House ~ Pool ~ Fire Pit ~ BBQ

Muskoka Farmhouse w/ Family Amenities | +5 Acres

The Birch Cottage

Blue Haven *Saltwater, Indoor Pool & Hot tub*
Apartment rentals with a pool

Huntsville Lakeside & Ski Chalet

Spacious 1 bedroom condo in Carriage Hills (2248)

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Resort Condo (2 suites) near Horseshoe Valley

Private 2BR Condo | 4 Beds+Pool+Resort

LUXE Lakeside Suite-Pool Table/ Pickle Ball/Tennis
Other holiday rentals with a pool

Oro-Medonte/(ski),in/out pool 1

Lake Simcoe Family Stay | 3BR+Rooftop+Pool+Kayaks

Georgian Bay Escape

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

Chic & Spacious Home|Private Hot tub & Pool

King Bed Suite | Pool • Hot Tub • Gym Access

Indoor Saltwater Pool w/ Fire Pit, Near Arrowhead

Ski, Swim, Soak, Boat & Golf
When is the best time to visit Lake of Bays?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $193 SGD | $216 SGD | $217 SGD | $218 SGD | $237 SGD | $268 SGD | $357 SGD | $344 SGD | $273 SGD | $220 SGD | $218 SGD | $248 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals with a pool in Lake of Bays

Total holiday rentals
Explore 40 holiday rentals in Lake of Bays

Nightly prices starting at
Lake of Bays holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Lake of Bays holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lake of Bays rentals

4.8 Average rating
Lake of Bays stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Lake of Bays’s top spots include Arrowhead Provincial Park, Lions Lookout and Limberlost Forest and Wildlife Reserve
Destinations to explore
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- Rentals with a fireplace Lake of Bays
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- Rentals with a firepit Lake of Bays
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- Ski-in/ski-out rentals Lake of Bays
- Rentals with beach access Lake of Bays
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- Rentals with pools Muskoka District
- Rentals with pools Ontario
- Rentals with pools Canada
- Arrowhead Provincial Park
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Gull Lake
- Rocky Crest Golf Club
- Mount St. Louis Moonstone
- Port Carling Golf & Country Club
- The Ridge at Manitou Golf Club
- Deerhurst Highlands Golf Course
- Muskoka Lakes Golf and Country Club
- Windermere Golf & Country Club
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Bigwin Island Golf Club
- Lions Lookout
- Georgian Bay Islands National Park
- Pinestone Resort Golf Course
- Hawk Ridge Golf & Country Club
- Grandview Golf Club
- Kennisis Lake
- Burdock Lake
- Muskoka Highlands Golf Links
- Horseshoe Adventure Park
- Gouette Island
- South Muskoka Curling and Golf Club




