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

Cute and Cozy House
Anzhelika’s place was great. The house and property were really well-maintained and exactly as described in the listing. She was a very helpful and accommodating host. The location was great, nice and close to downtown and other amenities. My family and I, including two kids under 10, were very happy with the accommodations. I’d definitely recommend staying here

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

2 Bd Boardwalk Condo Patio Oasis
We really enjoyed our stay at Friday Harbour so much so I think we’re gonna be coming back again next year thank you again so much!!!

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
This house was perfect for our large group: for couples and a baby. Having the pool was a bonus that we really appreciated in the warm weather. The kitchen was extremely well equipped, and there were enough linens as well as pool towels for us all. There was plenty of space for everybody as the rooms were all quite large, particularly the master bedroom. The house were incredibly accommodating when we realized after checkout that we had left a couple of items behind. They were able to make arrangements for us to retrieve them several days later back in Toronto! I definitely can recommend this house.

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!
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!

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!

Enjoy your stay at a cozy One bedroom apartment!
"Peaceful and Convenient Stay!" I had a great stay at this Airbnb! The place was very peaceful, making it perfect for relaxation. The location is incredibly convenient—just a 2-minute walk to Starbucks, FH Finefood grocery store, and plenty of restaurants. It made everything super easy, whether I needed coffee, groceries, or a nice meal. The host was also responsive and helpful. I’d definitely recommend this place and would love to stay again.

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!

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!

Bohemian Luxury at Friday Harbour Resort Simcoe
Stayed here for a weekend, the place was as described and the location was great. It was a walkable distance to everything, and Jack was great host who gave accurate and prompt instructions to check in and all the other questions we had. Would definitely recommend the place to friends and definitely would come back.
Quick stats about vacation rentals with a pool in Lake of Bays
Total rentals
50 properties
Nightly prices starting at
G$8,368 GYD 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
Wifi availability
50 properties include access to wifi
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
- Pinestone Resort Golf Course
- Bigwin Island Golf Club
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Gull Lake
- Rocky Crest Golf Club
- The Ridge at Manitou 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
- Gouette Island