Condo vacation rentals in Grey Highlands

4.84 out of 5 average rating, 140 reviews

Happy Valley Hideaway: Ski In/Out Near BM Village

Chateau Ridge offers spectacular Blue Mountain views and unbeatable convenience. Enjoy the lovely slopeside surroundings and amazing views from the comfort of your own ski in/ski out property, in the heart of Blue. You are steps away from The Blue Mountain Inn and a five minute walk to the village amenities. Upgraded and decorated to the highest standards, this newly renovated property has everything you could possibly desire. Enjoy the amazing ski hill views from the house, day and night.

4.93 out of 5 average rating, 229 reviews

Condo in Collingwood

Modern Condo Collingwood *Ski Hills*Spa*Lake*Beach

Tastefully Renovated, Furnished and Fully Equipped Condominium Suite with European Touch of Living Style. *Centrally Located and Next to Living Stone Hotel in Cranberry Village - Perfect Spot to Enjoy All Year Attractions *Short 10 mins drive to Blue Mountain Village, Ski-Hills, Scandinave Spa, Golf Courses, Scenic Caves *Close to the Lake and Beaches *On-side Café, Bakery & Restaurant Surrounded by great trails-perfect for hiking, biking, snowshoeing, cross country skiing and much more.

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

Looking to escape the grind? Working from home but sick of the same 4 walls? Wanting to get outside to enjoy nature? Mountainside Retreat is the place for you. Our cozy 1 bedroom corner unit condo with excellent WiFi is the ideal place to bring yourself or the whole family to relax and enjoy the great outdoors. Why wait for the weekend? Come enjoy everything Blue Mountain Village has to offer: skiing, hiking, scenic walks, beaches, golf, great restaurants. There's so much to do and see!

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

Out of the Blue 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.

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.

4.93 out of 5 average rating, 312 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy Winter now in the Blue Mountains. 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. Hot tub is open daily. Access to the North side of Blue from our condo. Blue Mountain Village is only a 5 minute drive away (20 min walk) with great local restaurants and shops.

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, 188 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.

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, 432 reviews

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

Welcome to our beautiful studio at the foot of Blue Mountain ski hills. Fully renovated from top to bottom in 2021 and ready for visitors! 'Cascade Cabin' is a modern studio which sleeps 3 and features a King bed with a queen sofa bed in the living area. Unit features a fully equipped kitchen with seating for 3, full bathroom with shower & new soaker tub. The condo is located within minutes from Blue Mountain Village and within walking distance to the north ski lift.

An open-concept living area is showcased, featuring a cozy sectional sofa and a stone fireplace with a modern TV mounted above. Natural light streams through large windows, illuminating the earthy tones of the decor. A circular wooden coffee table with decorative elements completes the inviting space.

4.91 out of 5 average rating, 139 reviews

Highlands Lodge & Loft - Shuttle to the Village

The Highlands is located in the peaceful Historic Snowbridge community. Snowbridge is a 2 minute drive, 20 minute walk or a quick shuttle ride to the heart of Blue Mountain Village where you will find the ski hills, restaurants, shops and more. Snowbridge offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, and beautiful walking trails with views of Blue Mountain for guests to use during their stay.

A spacious living area features a modern fireplace with a stone surround and a wall-mounted flat-screen TV. A small blue chair complements the neutral tones, while the open kitchen includes a breakfast bar with two high stools. Natural light enters through the window, illuminating the room.

4.85 out of 5 average rating, 112 reviews

BLUE MOUNTAIN STUDIO OASIS

-Private Newly Updated Studio -WIFI and Smart TV -Ski in/Ski out with outdoor locker -Fireplace -Full Kitchen, Full Bath -Sleeps up to 4 (Queen Bed and Pull Out Couch) -Free Shuttle to the Village -1 km from Northwinds Beach -Outdoor shared hot tub (Open) Seasonal Pool (Open May24-Labour Day 10am-8pm) UNSUPERVISED -Tennis Courts -Free Parking -Walk to Village (1.4km) & Trails -Shared BBQ’s, bring charcoal *No parties STA LICENCE #-LCSTR20220000083

The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.

4.95 out of 5 average rating, 938 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. ★ ★ 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 closed for the season

4.94 out of 5 average rating, 745 reviews

An outdoor terrace is presented with two circular tables and matching chairs, offering views of surrounding greenery. The wooden deck features a light color and is flanked by white railings, allowing for an inviting space to enjoy fresh air.

Condo in Collingwood

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

4.88 out of 5 average rating, 347 reviews

Condo in Collingwood

South Wind - Modern Condo in Collingwood - Sleep 5

Celebrate the holidays in comfort at our cozy Collingwood condo. Decorated for the holidays with a tree, and warm seasonal touches, it’s a relaxing place to enjoy the holiday season. After a day on the slopes or exploring the Town, come back to unwind and watch a holiday movie with a warm drink. Holiday decorations will be up from December 1st, 2025 - January 4th, 2026.

Popular amenities for Grey Highlands condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A modern dining area features a large wooden table surrounded by six upholstered chairs. Above, a geometric light fixture provides illumination, while artwork hangs on the wall, complementing the warm tones of the cabinetry visible in the kitchen.

4.88 out of 5 average rating, 190 reviews

Close to Village, 2 Bedrooms , Rivergrass

A bright living room is displayed with a gas fireplace and comfortable seating arranged around a circular coffee table. Large windows allow natural light to fill the space, while a cozy area rug adds texture. Decorative wall art enhances the inviting ambiance.

4.82 out of 5 average rating, 109 reviews

Clearview Chalet • Modern 3BR • Mountain Stay

The living area features a light-colored sofa paired with a stylish armchair, placed on a neutral-toned area rug. Large glass doors provide access to the private patio, allowing natural light to fill the space. An elegant coffee table is centered in the area, complemented by modern decor.

4.96 out of 5 average rating, 73 reviews

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

4.89 out of 5 average rating, 284 reviews

A welcoming living area features a comfortable gray sofa and two recliners. A coffee table occupies the center, with a potted plant adding a touch of greenery. Warm light is provided by two lamps, and a playful artwork of a dog wearing sunglasses adorns the wall.

Condo in Stayner

Sheard's Landing

4.97 out of 5 average rating, 31 reviews

The bedroom displays a king-sized bed adorned with soft linens and multiple decorative pillows. Next to the bed, a stylish lamp provides warm light, while three framed nature photos hang above the headboard. A cozy seating area features a plush sofa with decorative cushions and a small table, enhancing comfort.

Condo in Shanty Bay

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

An open living area features a deep green sofa, a round coffee table, and a warm rug on light wood flooring. Natural light floods through large glass doors adorned with teal curtains, framed by plants and decorative wall art, creating a cozy and vibrant atmosphere.

4.99 out of 5 average rating, 94 reviews

Bohemian Luxury at Friday Harbour Resort Simcoe

A bright living area is shown, featuring a comfortable sectional sofa and a glass coffee table. Natural light fills the space through large windows with sheer drapes. A television is positioned on a white console against a dark accent wall, complemented by decorative wall art.

4.9 out of 5 average rating, 82 reviews

FH Harbour Flats 2BR 2BA- Every Day is Friday

The spacious great room showcases comfortable gray couches arranged around a gas fireplace, creating a cozy gathering space. A large TV is mounted on the wall, while abundant natural light filters through multiple windows, enhancing the inviting ambiance. A modern kitchen island is visible in the foreground.

4.8 out of 5 average rating, 106 reviews

Ridge Retreat - ground floor, ski in /ski out

Pet-friendly condo rentals

4.94 out of 5 average rating, 150 reviews

A modern living area is showcased, featuring a spacious lounge with a stylish sectional couch, accent chairs, and a flat-screen TV. A dining table with white chairs is positioned alongside a sleek kitchen island, illuminated by pendant lights, with natural light coming through large windows.

Condo in Barrie

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

4.83 out of 5 average rating, 141 reviews

The living area features a comfortable sofa beside a stone fireplace, providing a cozy focal point. A light-toned armchair sits nearby, while a television is mounted on the wall. Natural light enters through the glass door, leading to an outdoor space.

Condo in Oro

Cozy 1-Bedroom Romantic Retreat with full Kitchen

4.89 out of 5 average rating, 487 reviews

Explore a Winter Wonderland at Blue Mountain

4.87 out of 5 average rating, 282 reviews

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

5 out of 5 average rating, 111 reviews

Oasis Spa w/ Private Sauna!

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, 473 reviews

Base of Blue Mountain, Modern Studio

4.76 out of 5 average rating, 788 reviews

Mountainside Studio w/Kitchen - Beside Blue

A modern living area is presented, featuring a pull-out couch draped with a light gray blanket. A glass-top coffee table is centered on a striped rug. Adjacent, a sleek entertainment unit is visible with a large television. Natural light is filtered through sheer curtains.

4.87 out of 5 average rating, 315 reviews

Resort Condo in Friday Harbour

Condo rentals with a pool

A cozy sleeping area features a spacious bed with a patterned blanket and two bedside lamps mounted on a black headboard. Artwork is displayed on the gray walls, and a nightstand is positioned beside the bed, complementing the warm wood flooring.

4.78 out of 5 average rating, 325 reviews

Blueview Suite (Studio Condo) Blue Mountain

The open-concept living area features a comfortable seating arrangement with large windows allowing natural light. A modern fireplace is positioned below a wall-mounted TV. A kitchen island with bar stools provides additional seating, complemented by a mix of dark and light flooring.

4.6 out of 5 average rating, 164 reviews

Blue Mountain (1 Bdrm) Escape @ North Creek Resort

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, 290 reviews

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

The kitchen features sleek stainless steel appliances, including a refrigerator, oven, and microwave. A modern backsplash complements the granite countertops. A small dining area with four wooden stools is positioned beside the kitchen island, providing a functional and inviting space.

4.5 out of 5 average rating, 751 reviews

Mountain Side Studio in Blue Mountains Sleeps 4

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

4.87 out of 5 average rating, 171 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

4.99 out of 5 average rating, 82 reviews

A cozy living area features a spacious sectional sofa adorned with soft pillows, complemented by a minimalist coffee table. Natural elements are highlighted by an accent wall showcasing a scenic forest mural. The nearby sleeping area includes a neatly made bed with fresh linens.

Condo in Shanty Bay

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

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, 383 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

A spacious bedroom features a large bed with a light floral-patterned coverlet. Two bedside tables with lamps are positioned on either side, while soft light filters through a window adorned with light curtains. A framed artwork hangs above the bed, contributing to a calming atmosphere.