
Holiday rentals with a pool in Georgian Bay
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Top-rated rentals with a pool in Georgian Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Georgian Bay rentals with a pool
House rentals with a pool

Luxe Haven Heated Pool Sauna Gym
We had the pleasure of stay at Trisha's property and I could honestly say it had everything we needed if not more. It definitely looks exactly like it does in the photos 100%. She provides extra pillows, linens, towels, blankets and amazing goody bags in the bathrooms just in case you forget any essentials, extra everything! She even had disposable slippers for the sauna, which was a plus! Her hospitality really stands out as a host! She thought of everything to make our stay comfortable! We took advantage of all the amenities; massage chairs, sauna, gym and the surround sound system was incredible. Trisha was very friendly and outgoing and extremely quick to reply! Thanks for having us and we will book again when needed.

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.

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
An absolutely stunning property with great amenities - the hot tub soak was super appreciated. Instructions to get to the property and check-in are super clear, and everything is clearly labelled in the house. Paige supplies everything you need at the house to cook, clean up, and keep everything running. She is super responsive and very helpful! Thank you for a lovely stay and we are already hoping to come back!

Enniskillen Vacation Home Retreat!
Amazing place to base ourselves for the week while we were at Canadian Tire Motorsports Park. Jaime was super accommodating and responsive to our questions. Would definitely stay there again!
Condo rentals with a pool

FH Aquarius Bldg: Modern 2BR/2B Condo
Beautiful unit with fully equipped kitchen & everything you need to feel right at home. Beds are comfortable, we were 2 people but it would fit 4 comfortably. Would definitely be back.

Prime location • Amazing views • FREE parking
Radmir was an excellent host. Great getaway it was peaceful. It was private. It was convenient so many restaurants around everybody so nice everybody so pleasant the environment was clean. It felt like a home away from home. Great experience for my first time in Toronto Canada.

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).

Entire 2BR Condo Downtown + Skyline View + Parking
Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.

2 Bedroom, 2 Level Condo on Blue Mountain!
It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.

Exceptional 2+1 ground floor condo @Friday Harbour
Shai was a wonderful host — everything was great from start to finish! The place was clean, comfortable, and exactly as described. Highly recommend!

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
Quick stats about holiday rentals with a pool in Georgian Bay
Total rentals
30 properties
Nightly prices starting at
$92 AUD 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
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Arrowhead Provincial Park
- Port Carling Golf & Country Club
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Gull Lake
- Georgian Bay Islands National Park
- Muskoka Lakes Golf and Country Club
- Devil's Glen Country Club
- Alpine Ski Club
- National Pines Golf Club
- Lake Joseph Golf Club
- The Ridge at Manitou Golf Club
- Muskoka Bay Resort
- Deerhurst Highlands Golf Course
- The Georgian Peaks Club
- Windermere Golf & Country Club
- Lions Lookout
- South Muskoka Curling and Golf Club
- The Georgian Bay Club
- Toronto Ski Club
- Craigleith Ski Club