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Vacation 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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Loft in The Blue Mountains

4.8 out of 5 average rating, 230 reviews

Stay A While Chalet - Ski in / Ski out

Stay A While Chalet is 2 bedroom loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Dome in Bradford West Gwillimbury

4.95 out of 5 average rating, 288 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Condo in The Blue Mountains

4.93 out of 5 average rating, 269 reviews

Cozy Studio Mountainside stay in Blue Mountains

Fall colours will arrive soon at Blue. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking. Pool and two shared hot tubs are open daily until October. Tennis courts and access to hiking trails. The Blue Village is only a 5 minute drive away with great local restaurants and shops.

Tiny home in Meaford

4.86 out of 5 average rating, 311 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. INTERNET just upgraded! Window Aircon unit for main floor added.

Farm stay in Essa

4.99 out of 5 average rating, 163 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Place to stay in The Blue Mountains

4.83 out of 5 average rating, 530 reviews

Base of the Mountain, 2 Bedroom Loft Condo.

This newly updated, clean ski chalet is a lovely 2 bed 2 bath, at the base of Blue Mountain. Our chalet is one of the few units that has a private first floor bedroom. The location is a great jumping off point for all the activities you can enjoy at Blue Mountain, Collingwood and Georgian Bay. Blue Mountain Village, as well as the Scandinavia Spa , Northwinds Beach, cafe's and restaurants only 1Km away. Ski In/Ski Out with the north ski lift approximately 150 meters from our unit.

Cabin in Mono

4.94 out of 5 average rating, 289 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Chalet in The Blue Mountains

4.85 out of 5 average rating, 722 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Rental unit in The Blue Mountains

4.96 out of 5 average rating, 194 reviews

Studio at Blue-KingBed/HotTub/Shuttle/Ski In&Out

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Seasonal Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing) STA License #LCSTR20230000092

Cottage in Wasaga Beach

4.96 out of 5 average rating, 258 reviews

GATED RESORT COTTAGE

[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

Townhouse in The Blue Mountains

4.94 out of 5 average rating, 470 reviews

3BR Sierra Scandi Chic - Closest to Village

Treat yourself to a getaway at our clean, modern, spacious, and fully-equipped end-unit 2nd & 3rd floor 3 bedroom townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With 1,800 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay.

Condo in The Blue Mountains

4.98 out of 5 average rating, 138 reviews

Rustic Chic Renovated 2Bd Condo by Village

Welcome to the perfect property for all seasons! 2 bedroom ground level unit recently renovated and upgraded with all the amenities you need while being away from home, including safety protocols due to Covid 19 to keep you safe during your stay. This beautiful chalet has the perfect amount of space for 6 guests and is conveniently located only a 3 min drive or 8 min walk to the Blue Mountain. STA License # LCSTR20230000022

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Popular amenities for Georgian Bay rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Orillia

5 out of 5 average rating, 11 reviews

Cute and Cozy House

Home in The Blue Mountains

4.89 out of 5 average rating, 194 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

Home in Meaford

4.97 out of 5 average rating, 72 reviews

Plume- Guest house

Home in The Blue Mountains

4.95 out of 5 average rating, 167 reviews

Serene mountainside home View/Shuttle Bus/Pool

Home in Desboro

4.97 out of 5 average rating, 119 reviews

Forest Loft - Forest, Sauna, Ponds & Stargazing

Home in Kimberley

4.88 out of 5 average rating, 188 reviews

Heart of Kimberley - with views and a hot tub

Home in Chatsworth

4.89 out of 5 average rating, 141 reviews

Stonehaven - large country retreat, with pool*

Home in Innisfil

4.91 out of 5 average rating, 35 reviews

Waterfront home, sauna, jacuzzi & Heated pool

Condo rentals with a pool

Condo in The Blue Mountains

4.85 out of 5 average rating, 99 reviews

Blue Mountain Getaway at North Creek Resort

Condo in The Blue Mountains

4.79 out of 5 average rating, 170 reviews

Mountainside Escape - Ski in / Ski out

Condo in Oro

4.89 out of 5 average rating, 206 reviews

Spacious 1-br w pool & jacuzzi at Horseshoe Valley

Condo in The Blue Mountains

4.92 out of 5 average rating, 137 reviews

Large Luxury Condo +full crib - steps to village

Condo in The Blue Mountains

4.82 out of 5 average rating, 262 reviews

Blue Mountain Condo. The perfect staycation!

Condo in The Blue Mountains

4.89 out of 5 average rating, 218 reviews

Hidden Haven - Shuttle to Blue Mountain Village

Condo in The Blue Mountains

4.79 out of 5 average rating, 208 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

Condo in The Blue Mountains

4.84 out of 5 average rating, 370 reviews

Mountain Side One Bedroom

Destinations to explore