Holiday rentals with a pool in Georgian Bluffs

4.89 out of 5 average rating, 161 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, 243 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.

Flat in Blue Mountain Resort Area

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, 197 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)

4.97 out of 5 average rating, 146 reviews

Cottage in Tiny

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.

Townhouse in Blue Mountain Resort Area

A spacious living area features tall windows allowing natural light to fill the room. A large screen TV is mounted above a gas fireplace, surrounded by comfortable seating. Decorative pillows enhance the sectional sofa, and an elegant coffee table sits centrally, adding to the inviting atmosphere.

4.97 out of 5 average rating, 231 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

The living area features a comfortable seating arrangement with a blue sofa and armchairs, complemented by a dark wooden coffee table. A flat-screen TV is mounted above a brick fireplace, and large windows offer views of the outdoors, framed by patterned curtains.

4.9 out of 5 average rating, 298 reviews

The Sweet Spot: Hot Tub, Walk + Shuttle to Village

Escape to The Sweet Spot, located in the beautiful Rivergrass community adjacent to Blue Mountain. This ideal location allows you to park your car and easily walk to all the amenities Blue Mountain has to offer, including ski hills, hiking trails, restaurants, shops, and various activities. Rivergrass guests can enjoy an outdoor swimming pool open during the summer months, a year-round hot tub, and convenient access to the free shuttle service to explore the area with ease during your stay.

Superhost

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

4.85 out of 5 average rating, 403 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.

The open concept living area features a modern sofa and armchair arranged around a glass coffee table. A gas fireplace is centered on the wall beneath a mounted TV. Light streams through large windows, illuminating the space.

4.88 out of 5 average rating, 280 reviews

Hidden Haven - Shuttle to the Village & Ski lifts

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.

Superhost

The living area features a brown leather sofa and a black armchair positioned around a round wooden table. Natural light enters through large windows framed by black curtains, showcasing views of the outdoors. A neutral-colored area rug anchors the space.

Loft in Blue Mountain Resort Area

4.83 out of 5 average rating, 366 reviews

Slopeside Terminal | Ski In/Out, Shuttle, Hot Tub

The Terminals is a loft unit 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, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Flat in Blue Mountain Resort Area

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, 341 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)

The inviting living area features a large, comfortable couch and an armchair, with a coffee table centrally located. A fireplace adds warmth, and a wall-mounted TV is positioned above it. The open layout connects to a modern kitchen equipped with dining space for four.

4.9 out of 5 average rating, 146 reviews

Blue Mountain Getaway at North Creek Resort

-Private Newly Updated Studio -WIFI -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (King Bed and Pull Out Couch) -Free 24-hour Shuttle to the Village -1 km from Northwinds Beach (open) -Outdoor shared hot tub (open) Seasonal Pool (May24- Labour Day ) 10-8pm UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000082

4.93 out of 5 average rating, 120 reviews

Cottage in Meaford

Woodski Winter Haven | Cozy Ski Stay + Hot Tub

Discover Woodski Mountain Retreat, a private winter escape minutes from Blue Mountain. Ski Ontario’s best hills by day, then unwind in the year-round hot tub under the stars. Enjoy a private 500ft mountain for sledding, cozy fireplace nights, open-concept living, and space for 10 (max 8 adults). The perfect blend of adventure and après-ski comfort. ✔ Hot Tub ✔ Ski-Ready Mudroom ✔ Fireplace + Smart TV ✔ Private Sledding Hill ✔ Minutes to Blue Mountain

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, 109 reviews

Cozy Corner Townhome | Shuttle To The Village

4.89 out of 5 average rating, 257 reviews

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

The living area features large windows allowing natural light to illuminate the space. A modern sectional sofa with colorful pillows and a decorative throw faces a sleek coffee table. A cozy fireplace is positioned beneath a wall-mounted TV, creating a warm environment.

4.88 out of 5 average rating, 131 reviews

Blue Mountain Retreat In Historic Snowbridge

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, 220 reviews

Serene mountainside home with View/Shuttle Bus

The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.

4.84 out of 5 average rating, 113 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

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

4.85 out of 5 average rating, 68 reviews

Home in Feversham

The Castle

4.97 out of 5 average rating, 58 reviews

The farmhouse features a large front porch with white railings, surrounded by greenery. A light green exterior clads the two-story structure, complemented by a gray roof. The driveway leads to the entrance, providing access to the expansive property.

Home in Kimberley

Beaver Valley Modernized Farmhouse on 100 Acres

Apartment rentals with a pool

The open concept living area features a spacious sofa with blue accent pillows, a flat-screen TV mounted above a modern fireplace, and large windows providing natural light. A dining area with bar stools is visible, complemented by a rustic wooden table.

4.82 out of 5 average rating, 209 reviews

Blue Escape | Ski-In-Out, Hot Tub & Shuttle

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, 187 reviews

Blue Mountain condo in Historic Snowbridge

A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.

4.93 out of 5 average rating, 582 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

A bright living area features a plush beige sofa, a stylish green accent chair, and a dark coffee table atop a soft area rug. Natural light streams through the multi-paned windows, with cozy curtains partially drawn, while a stone fireplace adds a touch of warmth.

4.92 out of 5 average rating, 295 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.

4.84 out of 5 average rating, 332 reviews

Blue Mountain Condo. The perfect staycation!

Superhost

4.89 out of 5 average rating, 491 reviews

Explore a Winter Wonderland at Blue Mountain

A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.

4.87 out of 5 average rating, 474 reviews

Base of Blue Mountain, Modern Studio

The living room is designed with a cozy sectional sofa and a coffee table placed centrally. A mounted flat-screen TV is positioned above a white-brick fireplace. Natural light filters through sheer curtains, enhancing the welcoming feel of the space.

4.94 out of 5 average rating, 348 reviews

Cozy & Charming Retreat at Blue Mountain

Other holiday rentals with a pool

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, 173 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

4.95 out of 5 average rating, 296 reviews

A wooden dining area features a round table surrounded by four wooden chairs. The kitchen showcases wooden cabinets, a stove, a microwave, and a refrigerator. Natural light enters through a window above the sink, enhancing the warm wood tones of the room.

Cottage in Wasaga Beach

GATED RESORT COTTAGE

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, 544 reviews

3BR Sierra Scandi Chic - Closest to Village

Loft in Blue Mountain Resort Area

A bright and airy living area features a comfortable sofa and an armchair positioned near a large flat-screen television. Natural light floods the space through multiple windows, leading to a private deck with mountain views.

4.87 out of 5 average rating, 103 reviews

Ski In/Ski Out & Hot Tub 2 Bedroom, 2 floor home

Guest suite in Orangeville

A serene winter scene captures a snowy landscape framed by tall evergreen trees. A clear blue sky contrasts with the bright white snow covering the ground and adjacent areas. The pathway leads towards a structure partly obscured by the snow-laden trees, suggesting a peaceful retreat.

4.96 out of 5 average rating, 171 reviews

Your Peaceful Santuary in Nature