Holiday rentals with a pool in Georgian Bay

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Popular amenities for Georgian Bay rentals with a pool

House rentals with a pool

Superhost
Home in The Blue Mountains
4.87 out of 5 average rating, 104 reviews

Spacious 4BR Snowbridge Home with Shuttle Access

AleksandarRating, 5 stars1 month ago
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.
Guest favourite
Home in Port Perry
4.93 out of 5 average rating, 218 reviews

Home away from home with a hot tub and pool

LornaRating, 5 stars3 days ago
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.
Guest favourite
Home in The Blue Mountains
4.95 out of 5 average rating, 192 reviews

Serene mountainside home View/Shuttle Bus/Pool

LisaRating, 5 stars2 weeks ago
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.
Superhost
Home in East Gwillimbury
5 out of 5 average rating, 3 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

PaulRating, 5 stars3 months ago
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.
Superhost
Home in Owen Sound
4.87 out of 5 average rating, 69 reviews

Custom Mansion on the Water | Pool | Hot Tub

AndrewRating, 5 stars16 months ago
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.
Superhost
Home in Chatsworth
4.89 out of 5 average rating, 145 reviews

Stonehaven - large country retreat, with pool*

TawnyaRating, 5 stars1 month ago
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!
Superhost
Home in Pickering
4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Huy LongRating, 5 stars1 month ago
Great host! Great response time and services!
Top guest favourite
Home in Alton
4.97 out of 5 average rating, 92 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

KelliRating, 5 stars3 weeks ago
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

Guest favourite
Apartment in Huntsville
4.93 out of 5 average rating, 121 reviews

Your Home Away from Home in Beautiful Huntsville!

JulieRating, 5 stars3 months ago
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.
Guest favourite
Apartment in The Blue Mountains
4.91 out of 5 average rating, 111 reviews

The Fairway Chalet

SathishRating, 5 stars1 month ago
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.
Superhost
Apartment in The Blue Mountains
4.86 out of 5 average rating, 244 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

JillRating, 5 stars5 days ago
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!
Guest favourite
Apartment in Innisfil
4.89 out of 5 average rating, 139 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars6 months ago
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!
Superhost
Apartment in Innisfil
4.91 out of 5 average rating, 139 reviews

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

LoriRating, 5 stars1 month ago
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).
Guest favourite
Apartment in Blue Mountains
4.92 out of 5 average rating, 338 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

LaharRating, 5 stars4 days ago
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!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 109 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

ZoyaRating, 5 stars3 months ago
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.
Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars7 months ago
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