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Vacation 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.

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Top guest favorite

A spacious backyard is highlighted by a fenced swimming pool surrounded by lounge chairs. A well-maintained lawn features picnic tables and outdoor recreational areas, with trees in the background reflecting fall colors under a partly cloudy sky.

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 389 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

4.95 out of 5 average rating, 898 reviews

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool closing for the season on September 22. Hot Tub open all year round!

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

Guesthouse in Orangeville

4.95 out of 5 average rating, 369 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Top guest favorite

An indoor pool glistens under natural light filtering through large windows. The area is surrounded by a patterned brick deck and features comfortable seating. A wet bar is visible in the background, contributing to the inviting retreat atmosphere.

Home in Owen Sound

4.98 out of 5 average rating, 235 reviews

The Butchart Estate: your perfect family retreat!

Give them a holiday to remember. With fresh air & freshwater beaches. Escarpment views, grottos & waterfalls. It's a great time to get yourself a little more Canada in beautiful Grey-Bruce. Settle in to our beautiful and well-equipped heritage home. Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, play board games galore. Outdoors, we're famous for our hills, forests, lakes and rivers. But don't miss the music, museums, and amazing foodie scene.

Cottage in Tiny

4.98 out of 5 average rating, 123 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

An outdoor shared swimming pool is framed by a green lattice structure and surrounded by lush foliage. The area is paved with light concrete, providing a space for lounging. A shallow edge of the pool is visible, with trees offering shade in the background.

Townhouse in The Blue Mountains

4.96 out of 5 average rating, 212 reviews

Après Blue- 2bed2bath w/Pool 6 min walk to village

Welcome to Apres Blue at Blue Mountain! Unbeatable location @ 110 Fairway Court, only a 5 minute walk to Blue Mountain Village, Ski lifts & Monterra Golf Course. Professionally decorated ground floor unit with full kitchen, gas fireplace, high speed internet, walk out private patio with outdoor dining area, private gas BBQ and shared seasonal pool. This spacious ground floor, 2 bedroom, 2 full bathroom end unit townhouse has everything you need to enjoy your stay! License #LCSTR20230000084

Top guest favorite

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Condo in Innisfil

5 out of 5 average rating, 162 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Cottage in Meaford

4.94 out of 5 average rating, 111 reviews

Woodski Retreat w/Heated Pool on 3+ Private Acres

This private mountain retreat is just 15 minutes from Blue Mountain, features 3.2 acres of beautiful scenery, a swimming pool and a renovated home for 10 guests (Max 8 adults). The house sits at the foot of a private 500ft mountain that is yours to explore all year around. Inside, there is a spacious home built for entertainment. Enjoy all-year fun at the property or head out to enjoy the amazing activities nearby. Only 5 minutes to the beach and 15 minutes to the best skiing in Ontario!

A shared heated pool is surrounded by a spacious lawn, featuring lounge chairs and a gazebo for shade. The pool area is bordered by trees and is nestled in a countryside setting with a view of nearby fields.

Tiny home in Meaford

4.85 out of 5 average rating, 375 reviews

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. 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. Window Aircon/pool opens end of May or June.

Top guest favorite

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

Apartment in The Blue Mountains

4.99 out of 5 average rating, 152 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

An outdoor seasonal pool is surrounded by lounge chairs and lush landscaping. A community building is visible in the background, providing amenities and shade. Clear blue skies reflect off the water's surface, contributing to a peaceful ambiance in the shared space.

Condo in The Blue Mountains

4.89 out of 5 average rating, 259 reviews

Hidden Haven - Shuttle to Blue / Outdoor Pool

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you will find the ski hills, restaurants, shops, and more. The community offers a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and scenic walking trails with views of Blue Mountain for guests to enjoy during their stay.

Condo in The Blue Mountains

4.98 out of 5 average rating, 168 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to Sept) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

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Popular amenities for Georgian Bay rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A refreshing swimming pool is surrounded by a paved patio and lush greenery. An umbrella provides shade over an outdoor seating area featuring lounge chairs. The vibrant colors of the landscaping complement the clear blue water, creating a tranquil and inviting outdoor space.

Home in Midland

4.81 out of 5 average rating, 48 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

Home in The Blue Mountains

4.88 out of 5 average rating, 120 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

A serene outdoor space features a sparkling pool surrounded by a mix of greenery, including a neatly trimmed tree and ornamental stones. A wooden fence provides privacy, while decorative white stones add a clean touch to the pool area.

4.9 out of 5 average rating, 105 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

A newly renovated pool is surrounded by a spacious stone deck, complemented by a shaded cabana in the background. Lush greenery and tall trees frame the area, creating a serene outdoor setting ideal for relaxation.

Home in Orangeville

5 out of 5 average rating, 10 reviews

Hockley Valley - Jazzy Pines - 4 BR with Pool

Home in The Blue Mountains

4.94 out of 5 average rating, 205 reviews

Pool Open / Serene mountainside home View/Shuttle

Home in Kimberley

4.88 out of 5 average rating, 205 reviews

Heart of Kimberley - with views and a hot tub

Home in Chatsworth

4.89 out of 5 average rating, 156 reviews

Stonehaven - large country retreat, with pool*

Home in Elmvale

4.88 out of 5 average rating, 82 reviews

Ski, Swim, Soak, Boat & Golf

Condo rentals with a pool

Condo in The Blue Mountains

4.89 out of 5 average rating, 132 reviews

Blue Mountain Getaway at North Creek Resort

An outdoor swimming pool is surrounded by a wooden deck and clear blue skies. The calm water reflects the greenery from nearby trees. A shaded area with colorful umbrellas provides seating for relaxation, while a fence ensures privacy and safety around the pool area.

Condo in The Blue Mountains

4.81 out of 5 average rating, 204 reviews

Mountainside Escape at Blue - Outdoor Pool

Top guest favorite

Condo in The Blue Mountains

4.93 out of 5 average rating, 547 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

A modern living area features a light-colored sofa with decorative pillows, accompanied by a clear glass coffee table. A sleek chair is positioned beside the comfortable seating. Large glass doors provide views of the outdoor area, with sleek kitchen cabinetry visible through the open layout.

Condo in Innisfil

4.82 out of 5 average rating, 505 reviews

Lovely 2-bedroom at Friday Harbour

A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.

Condo in The Blue Mountains

4.93 out of 5 average rating, 305 reviews

Cozy Studio Mountainside stay in Blue Mountains

Top guest favorite

A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.

Condo in The Blue Mountains

4.97 out of 5 average rating, 107 reviews

3 Peaks at Blue Mountains, your luxury staycation!

Condo in The Blue Mountains

4.94 out of 5 average rating, 318 reviews

Cozy & Charming Retreat at Blue Mountain

An aerial view captures the layout of Friday Harbour, featuring an expansive marina surrounded by lush greenery and residential buildings. The coastline, with a sandy beach and ample water access, provides recreational opportunities. The serene water reflects the natural beauty of the surrounding landscape.

Condo in Innisfil

4.85 out of 5 average rating, 187 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Other vacation rentals with a pool

An outdoor pool area is surrounded by a wooden deck, featuring several patio tables with umbrellas. The clear blue pool invites relaxation, while trees and greenery provide a natural backdrop. The building's architectural style includes blue accents and large windows, enhancing the overall aesthetic.

Chalet in The Blue Mountains

4.83 out of 5 average rating, 804 reviews

Blue Mountain / Collingwood Hill Side Condo

Top guest favorite

A spacious living area features a comfortable couch and coffee table surrounded by decorative plants. Large windows provide ample natural light, framed by light-colored curtains. A stylish chandelier hangs overhead, and a wall-mounted TV offers entertainment options, creating a relaxing and inviting environment.

Condo in Innisfil

5 out of 5 average rating, 68 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

Top guest favorite

Apartment in Newmarket

4.99 out of 5 average rating, 187 reviews

The Hilton BnB Adult Luxury Suite

Top guest favorite

An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.

Apartment in The Blue Mountains

5 out of 5 average rating, 81 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Top guest favorite

A rectangular hot tub is set under a wooden pergola, featuring steps leading down into the water. Surrounding greenery and a glass railing provide a sense of openness. Sunlight casts shadows across the stone tiles and water surface.

Condo in Innisfil

4.95 out of 5 average rating, 64 reviews

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Top guest favorite

An open-concept living and dining area features a large wooden table with gray chairs. A comfortable gray sofa and armchairs are arranged around a coffee table. Large windows offer views of the mountains, framed by yellow drapes, and a light fixture hangs above the dining table.

Apartment in The Blue Mountains

5 out of 5 average rating, 45 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Top guest favorite

Condo in Shanty Bay

4.98 out of 5 average rating, 51 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Top guest favorite

A modern living area features a large wall-mounted TV and a stylish black accent wall. Two small coffee tables in front of a comfortable sofa are complemented by decorative items. Natural light streams in through the sliding glass doors, which lead to the balcony.

Apartment in Innisfil

4.94 out of 5 average rating, 118 reviews

Modern Condo at Friday harbour/Pet Friendly

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