
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.

Stunning Mountain View- Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool closing for the season on September 22. Hot Tub open all year round!

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!

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.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own 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! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Lovely 3 Bedroom Condo with Stunning View and Pool
Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to Sept 20) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

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!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

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

Lakefront Cottage W Hottub, Pool, Sauna & Kayaks
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!

Lovely 2-bedroom at Friday Harbour
Friday Harbour Resort welcomes you to the start of something extraordinary. Friday Harbour was designed to be a destination. A destination you look forward to visiting all year round, where you can unwind and truly feel relaxed. Whether you arrive to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of way to enjoy your days.
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

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

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

Blue Mountain Retreat In Historic Snowbridge

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

Serene mountainside home with View/Shuttle Bus

Luxury Resort Villa on Muskoka Bay Golf Course
Apartment rentals with a pool

Blue Mountain Getaway at North Creek Resort

Blue Mountain Condo. The perfect staycation!

Hidden Haven - Shuttle to Blue / Private Patio

Cozy & Charming Retreat at Blue Mountain

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

2 Bedroom, 2 Level Condo on Blue Mountain!

Ski in/out @ North Creek W King bed! New Hot Tub

Friday Harbour Luxury Condo Escape, Sleeps 4
Other holiday rentals with a pool

Huntsville Lakeside & Ski Chalet

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Welcome to Paradise on Rice Lake 4-6 month winter

ScandinaVilla Retreat

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Modern Condo at Friday harbour/Pet Friendly

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included
Quick stats about holiday rentals with a pool in Lake of Bays
Total rentals
40 properties
Nightly prices starting at
₹4,440 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Detroit Holiday rentals
- Northeast Ohio Holiday rentals
- Laurentides Holiday rentals
- Island of Montreal Holiday rentals
- Mont-Tremblant Holiday rentals
- Family-friendly rentals Lake of Bays
- Rentals with a firepit Lake of Bays
- Rentals with outdoor seating Lake of Bays
- Cabin rentals Lake of Bays
- Rentals with beach access Lake of Bays
- Flat rentals Lake of Bays
- Chalet rentals Lake of Bays
- Rentals with lake access Lake of Bays
- Rentals with a sauna Lake of Bays
- Apartment rentals Lake of Bays
- House rentals Lake of Bays
- Cottage rentals Lake of Bays
- Waterfront rentals Lake of Bays
- Rentals with an EV charger Lake of Bays
- Rentals with breakfast Lake of Bays
- Rentals with a washing machine and dryer Lake of Bays
- Campsite rentals Lake of Bays
- Pet-friendly rentals Lake of Bays
- Rentals with a fireplace Lake of Bays
- Fitness-friendly rentals Lake of Bays
- Rentals with a kayak Lake of Bays
- Rentals with a patio Lake of Bays
- Beachfront rentals Lake of Bays
- Rentals with a hot tub Lake of Bays
- Ski-in/ski-out rentals Lake of Bays
- Rentals with pools Muskoka District
- Rentals with pools Ontario
- Rentals with pools Canada
- Arrowhead Provincial Park
- Horseshoe Resort
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Gull Lake
- Rocky Crest Golf Club
- Port Carling Golf & Country Club
- The Ridge at Manitou Golf Club
- Deerhurst Highlands Golf Course
- Lake Joseph Golf Club
- Mount St. Louis Moonstone
- Muskoka Lakes Golf and Country Club
- Bigwin Island Golf Club
- Georgian Bay Islands National Park
- Muskoka Bay Resort
- Lions Lookout
- Windermere Golf & Country Club
- Pinestone Resort Golf Course
- Kennisis Lake
- Hawk Ridge Golf & Country Club
- Burdock Lake
- Grandview Golf Club
- Muskoka Highlands Golf Links
- Horseshoe Adventure Park
- South Muskoka Curling and Golf Club