Vacation rentals with a pool in Georgian Bluffs

4.89 out of 5 average rating, 159 reviews

A cozy bedroom features a spacious bed adorned with a white and blue floral duvet. Warm lighting is provided by bedside lamps on either side of the bed. A tasteful horse artwork is displayed on the wall, complementing the calming blue walls.

Home in Chatsworth

Stonehaven - large country retreat, with pool*

Situated on 100 acres of grass, field and forest, this easy-access property has miles of trails, in-ground pool (not heated), huge lawns, beach volleyball, fire pit, tubing run, and lots of space indoors - 5 rooms on the main level, 6 bedrooms upstairs. >> Borders OFSC trail Ideal for multi-family groups looking for a great country getaway, it is one minute from the major highways coming from Toronto & Guelph towards Owen Sound. We offer full-week discounts. (Please note firm pool closing dates)

4.98 out of 5 average rating, 242 reviews

The entrance showcases intricate woodwork and architectural details, with a grand staircase leading to the upper level. A large door opens to the outside, and a vintage chandelier illuminates the inviting foyer, highlighting the craftsmanship of the historic home.

Home in Owen Sound

Butchart Estate: Breathtaking Victorian mansion

Give them a holiday to remember. Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days. Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore. Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay. But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door.

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.

4.98 out of 5 average rating, 190 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 * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

A cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.

4.9 out of 5 average rating, 166 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

4.89 out of 5 average rating, 253 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

4.92 out of 5 average rating, 117 reviews

Cottage in Meaford

Woodski Winter Haven: Mountain Cottage Near Skiing

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!

4.85 out of 5 average rating, 397 reviews

An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.

Tiny home in Meaford

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.

A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.

4.98 out of 5 average rating, 187 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 20) 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.

Townhouse in Blue Mountain Resort Area

4.9 out of 5 average rating, 129 reviews

Home w/ Sauna, Games Room, Mountain View

This premium Resort Home just minutes from the ski slopes and Village at Blue Mountain, is the perfect place for your special getaway. The Historic Snowbridge Resort Community nestled by the Monterra Golf Course offers access to a well maintained pool and lounge area, as well as shuttle service for guests. Clean, comfortable and thoughtfully designed, this 3 level unit is complete with arcade games and a pool table, 3 car parking, an EV charger, outdoor dining and BBQ.

The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.

4.96 out of 5 average rating, 330 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

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 *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

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.

5 out of 5 average rating, 116 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.94 out of 5 average rating, 218 reviews

Serene mountainside home with View/Shuttle Bus

Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

Popular amenities for Georgian Bluffs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious bed is adorned with a textured white bedspread and a decorative 'welcome' pillow. Behind the bed, a scenic mural displays misty mountains and lush forests, enhancing the room's atmosphere. Two sleek reading lights are positioned on either side, adding functionality to the space.

4.84 out of 5 average rating, 107 reviews

Cozy Corner Townhome | Shuttle To The Village

4.91 out of 5 average rating, 117 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

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

A spacious living area features a comfortable sectional sofa facing a stone fireplace. A dining table with chairs is positioned nearby. Large windows allow natural light to fill the space, offering views of the outdoor greenery. A subtle artwork of a deer adorns the wall.

4.88 out of 5 average rating, 24 reviews

Charming One Bedroom at Snowbridge

4.87 out of 5 average rating, 69 reviews

Home in Owen Sound

Custom Mansion on the Water | Pool | Hot Tub

4.88 out of 5 average rating, 207 reviews

The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.

Home in Kimberley

Heart of Kimberley - with views and a hot tub

4.84 out of 5 average rating, 61 reviews

Home in Feversham

The Castle

5 out of 5 average rating, 14 reviews

A hot tub is positioned in the foreground, bubbling gently under a twilight sky. In the background, a modern lakefront cottage with extensive glass windows offers views of the surrounding nature. A well-maintained yard features a pathway leading to the cottage and additional outdoor seating.

Home in Victoria Harbour

Sunrise

4.97 out of 5 average rating, 112 reviews

Home in Alton

Cozy Cabin Vibes - Hot Tub• Firepit• Snowy Retreat

Condo rentals with a pool

An open-concept living area showcases a modern kitchen with stainless steel appliances and a large island. A cozy seating area features a dark sofa and an armchair, positioned near a stone fireplace. Natural light fills the space through multiple windows.

4.92 out of 5 average rating, 182 reviews

Blue Mountain condo in Historic Snowbridge

4.82 out of 5 average rating, 222 reviews

Still Winds Ski Chalet | Free Shuttle To Blue

The open-concept living area features two comfortable sofas with decorative cushions. A dining table is set for six nearby, while kitchen access is visible in the background. Natural light enters from large windows, with wooden accents enhancing the space.

4.87 out of 5 average rating, 146 reviews

Out of the Blue | Shuttle to Village & Ski lifts

4.76 out of 5 average rating, 787 reviews

Mountainside Studio w/Kitchen - Beside Blue

A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.

4.92 out of 5 average rating, 379 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

A modern living area features a cozy futon with decorative cushions, complemented by a wooden coffee table. Sunlight filters through the window with white blinds, illuminating the space. A dining table for four is visible, and a doorway leads to the separate bedroom.

4.8 out of 5 average rating, 245 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

The studio features a spacious living area with a comfortable sofa and a modern armchair. A king bed adorned with blue and yellow linens is positioned in the background. Natural light filters through the window treatments, enhancing the serene ambiance.

4.83 out of 5 average rating, 431 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

A cozy living area features a dark sofa and a pull-out couch, complemented by colorful throw pillows. Natural light streams through multiple windows, highlighting the light wood flooring. A large flat-screen TV is mounted above a black fireplace, and a door leads out to a patio area.

4.85 out of 5 average rating, 436 reviews

Mountain Side One Bedroom

Other vacation rentals with a pool

4.84 out of 5 average rating, 147 reviews

Guest suite in Minesing

Farmhouse GUEST SUITE; Year round hot tub

Townhouse in Blue Mountain Resort Area

A modern living space features a stone fireplace and large windows that invite natural light. Comfortable seating is arranged around a dark coffee table, and a dining area with a long table is visible. The decor highlights a blend of contemporary style and a cozy atmosphere.

4.9 out of 5 average rating, 170 reviews

The Snowbridge Lookout on Monterra Golf Course

4.81 out of 5 average rating, 70 reviews

The tiny house exterior features a neutral color palette with a wooden porch area. A welcoming sign displays 'Honey House.' The window allows natural light in, while a small grill is positioned nearby, surrounded by greenery and a well-maintained lawn.

Tiny home in Wiarton

Welcome to the Tiny Honey House!

4.99 out of 5 average rating, 149 reviews

A spacious outdoor area features a picnic table and multiple lounge chairs arranged on well-maintained grass. The wooden structure in the background has large windows, adorned with awnings, and is surrounded by greenery under a clear blue sky.

Farm stay in Markdale

Experience Country Living at Firefly Ridge

Townhouse in Blue Mountain Resort Area

An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.

4.94 out of 5 average rating, 539 reviews

3BR Sierra Scandi Chic - Closest to Village

Chalet in Blue Mountain Resort Area

A spacious living and dining area features a natural wood dining table set for six. The modern kitchen connects seamlessly with the open layout, while a comfortable seating arrangement faces a gas fireplace. Large windows provide ample natural light and views of the surrounding landscape.

4.98 out of 5 average rating, 121 reviews

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!

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.

5 out of 5 average rating, 57 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill