
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.
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Popular amenities for Lake of Bays rentals with a pool
House rentals with a pool

Cute and Cozy House
After being displaced from our home after damage from severe weather we were so fortunate to find this location. The house accommodated our family of 4 with pets for nearly a month without any issues. The kitchen is well equipped, bathrooms are well finished, bedrooms were comfortable and the location was very clean. The backyard is a beautiful and relatively private space hidden within a 15 minute walk to the downtown restaurants or the beach area. Anzhelika is an excellent host who was very responsive when needed, provided clear instructions and ample privacy. We would happily recommend this location to friends and family attending the area for events.

Rondial Cottage: Lrg. Kitchen, Hot Tub, Pool &More
Property and home are extremely beautiful, we had great weather and spent most the weekend outside. Definitely considering booking this cottage again in the future. Thanks for the stay

Our vacation home. Fully equipped. Pool. Fire Pit.
We were so satisfied for being the first time we booked a AIRBNB. We like the clean airy atmosphere when we walked in. Kitchen was fully equipped for our needs. ( I do a lot of cooking ). We were there for 6 weeks. Our hosts were always in contact to make sure our needs were met. We so enjoyed Midland and everyone was so friendly. We highly recommend this AIRBNB👍💗

Luxury Resort Villa on Muskoka Bay Golf Course
Excellent stay and great amenities

Cozy Lakefront Cottage with Hot tub and Pool.
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.

Comfort, Luxury and Relaxation
Aaron was such a wonderful host! Extremely responsive, communicative, and pleasant to deal with. I’ve stayed in his unit before and will absolutely stay again. It’s always very clean and tidy, warm, comfortable, and welcoming. Thank you again for being such a pleasure and allowing me to stay in your space!

Ski, Swim, Soak, Boat & Golf
The cottage is just off the main road making it extremely convenient. There was more than enough space for our party of ten. We really loved the two living spaces, upstairs and downstairs. And the outside area was beautiful. We had a wonderful time. We would definitely recommend Herbs place to friends!

Muskoka Farmhouse w/ Family Amenities | +5 Acres
Benjamin was very helpful and we requested a late check out and he was very accommodating and let us leave a little later. Great stay and we felt at home!!
Condo rentals with a pool

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit
My family and I had the best time at Friday Harbour accommodated my Adriana. Her place was beautiful and clean. Literally everything we needed was already thought of and stocked. The condo was walking distance to the main boardwalk area where we found lots to do. My family and I will definitely revisit this condo soon!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
Perfect place to have a peaceful break from the city!!

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
My kids & I had a fantastic experience at this Airbnb. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed. The host was incredibly responsive and helpful, providing clear check-in instructions and great local recommendations. The location was perfect—close to everything, but quiet enough to relax. I would definitely stay here again and highly recommend it to anyone visiting the area!

Friday Harbour Luxury Condo Escape, Sleeps 4
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive

Exceptional 2+1 ground floor condo @Friday Harbour
Loved this place so much! Shai was amazing. Definitely will be coming back!

Charming 2BD/2BTH with Hot Tub at Friday Harbour
Amazing place! Very clean and lots of helpful information! Will definitely come back.

Marina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Quick stats about holiday rentals with a pool in Lake of Bays
Total rentals
50 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
50 properties include access to Wi-Fi
Destinations to explore
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- Kennisis Lake
- Port Carling Golf & Country Club
- Arrowhead Provincial Park
- Horseshoe Resort
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Georgian Bay Islands National Park
- Deerhurst Highlands Golf Course
- Mount St. Louis Moonstone
- Lake Joseph Golf Club
- Bigwin Island Golf Club
- Pinestone Resort Golf Course
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Gull Lake
- The Ridge at Manitou Golf Club
- Rocky Crest Golf Club
- Lions Lookout
- Windermere Golf & Country Club
- Muskoka Highlands Golf Links
- South Muskoka Curling and Golf Club
- Horseshoe Adventure Park
- Hawk Ridge Golf & Country Club
- Burdock Lake
- Go Home Bay