
Holiday rentals with a pool in Georgian Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Georgian Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Georgian Bay rentals with a pool
House rentals with a pool

Spacious 4BR Snowbridge Home with Shuttle Access
Very nice and spacious home with plenty of room for a large group to spread out. Loved the open concept kitchen and dining area and felt plenty close to Blue Mountain village and skiing.

Home away from home with a hot tub and pool
Had a great time at Angie's place! Everything was very clear, clean and easy—instructions were left out and amenities were provided. The hot tub was a great bonus to the weekend. We even had a delayed car picking us up, and Angie was very accommodating and understanding about letting us stay slightly longer while waiting for its arrival.

Serene mountainside home View/Shuttle Bus/Pool
We had a wonderful stay - Brendan's place was clean, organized and in a great area (close to village). Brendan was responsive and helpful and I would recommend this place to relax and enjoy Collingwood.

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
This place was absolutley spotless and communication was amazing even though nothing was needed til checkout. Would love to have enjoyed pool but tough in January. Minimal amount of snow fell and they had someone come shovel and salt.

Custom Mansion on the Water | Pool | Hot Tub
This is the second time we’ve booked a stay here - from the outside it doesn’t seem nearly as big as it actually is inside. A beautiful home with a ton of space for 14-16 of us, with enough amenities that you don’t have to leave at all during your stay, but there are also multiple nearby trails and parks to explore. The dishwasher was broken during our stay, which was quite an inconvenience for a large group, but Nicholas was accommodating and fairly responsive. Due to the holiday season there was no one available to repair it but we were fairly compensated for our troubles.

Stonehaven - large country retreat, with pool*
We struggled to find a place for our group of 17 and Stonehaven was an amazing find! The beds were comfortable, we loved being able to have meals all together in one spot, and there was lots of space for people to do different activities inside since it was winter. Outside, we enjoyed tobogganing, snowshoeing and cross country skiing on the property. Steve was quick to communicate and provided clear instructions and maps. We were already talking about going back so we can enjoy the property in the summer! Thank you for a memorable and fun weekend!

Toronto Vacation DecemberPromotion/Park/Zoo/Casino
Great host! Great response time and services!

Cheerful 3 bedroom home with outdoor pool & hottub
We loved our time at Paige's beautiful home. Such a comfortable, cozy, unique home. The stone fireplace with the wrapping stairs is so pretty. You feel you are staying somewhere special. With being out of our home for a renovation Paige provided many staples to make day to day comfortable. We definitely will recommend staying here to our friends and family.
Apartment rentals with a pool

Your Home Away from Home in Beautiful Huntsville!
Peter was very quick with his responses and took the time to look up what was near the air bnb. The location was amazing since it was right beside a ski resort and 20 minutes away was the most beautiful skating trail in the forest. The air bnb itself was very nice. We cooked dinner and it had everything we needed and seasoning as well. The only thing would be the TV which we didn’t bring a laptop to connect to, which Peter did communicate to us we needed. It was a very great stay and Peter was ever helpful and kind ! Will come back in the summer for the lake.

The Fairway Chalet
From the initial booking confirmation to the final checkout, the hosts were absolutely outstanding! They provided clear and detailed directions to the property, and the space was impeccably clean upon our arrival. The rooms were cozy and well-maintained, and the kids especially loved their room. Overall, it was a delightful and memorable stay at Blue Mountain.

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
Rosa’s was exactly as advertised. It was lovely and quiet and perfect for our trip to collingwood with our dog. We would definitely stay again!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Kevin was a responsive and friendly host, and his place is clean and comfortable and very close to Friday Harbour. We loved the balcony for breakfast and coffee, and the condo itself was full of friendly folks. We can't wait to go back sometime!

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).

2 Bedroom, 2 Level Condo on Blue Mountain!
The property was as advertised. It was clean and functional. We asked for help a couple of times and were given prompt and immediate answers. Highly recommended!

Exceptional 2+1 ground floor condo @Friday Harbour
Apartment was even beyond our expectations. It was the most amazing place we have ever rented on New Year holidays. There were 6 people and the place was big and comfortable enough for everybody. Moreover, the apartment was extremely clean and had everything in it to live for short or long terms without any issues. The apartment is located in Friday Harbour which is the perfect place to live in. There are lots of shops, restaurants, a beautiful marina, pool , beach club nearby. We also went for skiing to Horseshoe resort, which took us approx 30 minutes to get there. Shai is a wonderful host, he was in touch during the entire period of our stay in his apartment. He left us a bottle of wine and chocolates as a present, it was so cute. Thank you so much for your attention and care. We will definitely rent your apartment again.

Friday Harbour Luxury Condo, 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
Quick stats about holiday rentals with a pool in Georgian Bay
Total rentals
30 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
540 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Vaughan Holiday rentals
- Markham Holiday rentals
- Georgian Bay Holiday rentals
- Oakville Holiday rentals
- Tobermory Holiday rentals
- Richmond Hill Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with a patio Georgian Bay
- Rentals with a firepit Georgian Bay
- Rentals with beach access Georgian Bay
- Family-friendly rentals Georgian Bay
- Rentals with a washing machine and dryer Georgian Bay
- House rentals Georgian Bay
- Fitness-friendly rentals Georgian Bay
- Rentals with a kayak Georgian Bay
- Cottage rentals Georgian Bay
- Family-friendly rentals Georgian Bay
- Rentals with an EV charger Georgian Bay
- Pet-friendly rentals Georgian Bay
- Beachfront rentals Georgian Bay
- Rentals with a hot tub Georgian Bay
- Rentals with a fireplace Georgian Bay
- Waterfront rentals Georgian Bay
- Rentals with a sauna Georgian Bay
- Rentals with lake access Georgian Bay
- Cabin rentals Georgian Bay
- Rentals with outdoor seating Georgian Bay
- Rentals with pools Muskoka District Municipality
- Rentals with pools Ontario
- Rentals with pools Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Arrowhead Provincial Park
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Gull Lake
- Muskoka Lakes Golf and Country Club
- Devil's Glen Country Club
- The Ridge at Manitou Golf Club
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- Lions Lookout
- South Muskoka Curling and Golf Club
- Toronto Ski Club
- Rocky Crest Golf Club
- The Georgian Peaks Club
- National Pines Golf Club
- Shanty Bay Golf Club
- Muskoka Highlands Golf Links
- Bigwin Island Golf Club