
Vacation 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!

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

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.

The Friday Flat | Sunny Escape by the Marina
Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

*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.

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

Cute and Cozy House

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

King Bed, Pool, Gym, Ravine View, Your Getaway!

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

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Luxury Family Home Indoor Pool Hot Tub Lake Access

Luxury Resort Villa on Muskoka Bay Golf Course

Comfort, Luxury and Relaxation
Condo rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Luxury Stay at Friday Harbour Resort Lake Simcoe

Friday Harbour Ground Floor w/ Large Terrance

Luxurious Friday Harbour Condo

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Charming 2 Bed/2 Bath at Friday Harbour Resort

Marina view at Friday Harbour 2bd/2bth Pool option

Private 2BR Condo | 4 Beds+Pool+Resort
Other vacation rentals with a pool

Innisfil Resort - 3 Bed Condo Amazing Views

El Edén, your dream vacation in Simcoe County

Luxury Modern Muskoka Retreat

Nordic Elegance Villa in Muskoka

Chic & Spacious Home|Private Hot tub & Pool

ScandinaVilla Retreat

Warm rustic luxury chalet near lake & skiing

Perfect 2 bedrm resort style unit Getaway-Top Host
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 | G$30,950 GYD | G$34,505 GYD | G$34,714 GYD | G$34,923 GYD | G$37,851 GYD | G$42,870 GYD | G$57,090 GYD | G$54,999 GYD | G$43,706 GYD | G$35,132 GYD | G$34,923 GYD | G$39,733 GYD |
| 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 vacation rentals with a pool in Lake of Bays

Total vacation rentals
Explore 40 vacation rentals in Lake of Bays

Nightly prices starting at
Lake of Bays vacation rentals start at G$10,456 GYD per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Lake of Bays vacation rentals include wi-fi 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
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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
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- The Ridge at Manitou Golf Club
- Deerhurst Highlands Golf Course
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- Windermere Golf & Country Club
- Bigwin Island Golf Club
- Lions Lookout
- Pinestone Resort Golf Course
- Georgian Bay Islands National Park
- Kennisis Lake
- Hawk Ridge Golf & Country Club
- Grandview Golf Club
- Burdock Lake
- Muskoka Highlands Golf Links
- Horseshoe Adventure Park
- Gouette Island
- South Muskoka Curling and Golf Club




