Condo holiday rentals in Grey Highlands

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, 562 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

SHUTTLE, HOT TUB & SEASONAL POOL 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool closing for the season on September 22. Hot Tub open all year round!

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, 916 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!

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, 466 reviews

Base of Blue Mountain, Modern Studio

This updated studio ski chalet is absolutely perfect for two, or a couple with small children! Our studio is newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill, our clean, cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

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.

4.83 out of 5 average rating, 282 reviews

Private Backyard/Shuttle/Pool/10min walk 2 village

Relax and enjoy the beauty of the Blue Mountains nestled in this gorgeous two bedroom condo located directly across from the Blue Mountain Village in the prestigious Snowbridge community. - 10 minute walk to the Village - located on Monterra Golf Course - private backyard - the pool is shared with the residents of the subdivision (summer only) - BBQ - sleeps 6 comfortably - 5 min to town, stores/ amenities -condo is on the main floor level -pool open for summer only (May to September)

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, 310 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy Fall or Winter 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, 180 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.

4.92 out of 5 average rating, 132 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 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.

4.83 out of 5 average rating, 317 reviews

Blue Mountain Condo. The perfect staycation!

STA Licence - LCSTR20240000068 Our condo at North Creek Resort offers amazing slope views and ski-in/ski-out access just steps away from our front door! Located in Blue Mountain, Collingwood region at the foot of the north hills less than a five-minute drive from the Blue Mountain Village and next door to the Toronto Ski Club. Great trails, beaches, and amenities. Linens, towels, and unlimited wifi are included.

4.94 out of 5 average rating, 725 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.

4.95 out of 5 average rating, 455 reviews

Lovely Open Concept Friday Harbor Resort Condo

This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen

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, 331 reviews

Cozy & Charming Retreat at Blue Mountain

Enjoy a stylish experience at this centrally located retreat! Welcome to Rivergrass Resort with stunning views of beautiful Blue Mountain and backing onto the picturesque 18th hole of the award winning Monterra Golf Course. Our recently upgraded unit includes all the comforts of home with a modern flare. Short Term Accommodation License #LCSTR20210000237

A cozy living area is presented with two sofas and a fabric armchair, arranged around a wooden coffee table. A gas fireplace sits beneath a wall-mounted television. Large windows allow natural light, offering views of the surrounding landscape.

4.93 out of 5 average rating, 263 reviews

The Blue Mountain's Dream Escape | Pool | Hot Tub

The Blue Mountain's Dream Escape is here for your perfect family getaway. Wake up to a great view of beautiful Blue Mountains and Monterra golf course. Village is just 5-7 minute walk or 1 min drive. Our ground floor end unit condo has everything you need for a perfect stay. PLEASE NOTE: - Hot tub is open year round - Pool is closed for the season

Popular amenities for Grey Highlands condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An open-concept living area features a large sectional sofa and a coffee table centered on a textured rug. A cozy fireplace is flanked by windows, allowing natural light to fill the space. Decorative wall paddles add a subtle touch of charm.

4.92 out of 5 average rating, 127 reviews

The Fairway Chalet

4.82 out of 5 average rating, 219 reviews

Still Winds - Private Patio / Shuttle to Blue

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, 71 reviews

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

5 out of 5 average rating, 9 reviews

A cozy bedroom is highlighted by a plush bed adorned with soft linens and decorative pillows. A bedside lamp casts a warm glow, while art prints with nature motifs hang above the bed. Nearby, a modern dresser and a comfortable sofa are visible, providing inviting spaces for relaxation.

Condo in Shanty Bay

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

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, 168 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

4.99 out of 5 average rating, 67 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 stylish living area features a soft gray sofa adorned with various decorative pillows in shades of blue. A light wooden coffee table, with a woven basket beneath, is positioned in front. A serene abstract mural in cool tones enhances the calming ambiance.

5 out of 5 average rating, 54 reviews

Charming 2 Bed/2 Bath at Friday Harbour Resort

A comfortably furnished living area features a brown sofa positioned in front of a mounted flat-screen television. A modern electric fireplace is located beneath the TV, adding warmth to the space. Natural light filters through light-colored drapes and shuttered windows.

4.66 out of 5 average rating, 443 reviews

Mountain Side Condo Loft in Blue Mountain Sleeps 6

Pet-friendly condo rentals

4.94 out of 5 average rating, 146 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

A spacious living area features a dark leather sofa complemented by blue accent pillows. A wooden coffee table holds magazines, while a decorative rug covers the floor. The open layout connects to a modern kitchen with white cabinetry, bar seating, and large windows allowing natural light.

4.92 out of 5 average rating, 158 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

4.81 out of 5 average rating, 126 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, 480 reviews

Fall into Wonder at Blue Mountain

An open living area features a large, comfortable sectional sofa and an ottoman, complemented by a decorative throw. Natural light filters in through windows, illuminating a cozy sleeping corner with a neatly made bed. A calming blue and white area rug adds warmth to the space.

4.91 out of 5 average rating, 106 reviews

The Parker Slopeside: Hot Tub + Mountain Views

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, 311 reviews

Resort Condo in Friday Harbour

4.88 out of 5 average rating, 195 reviews

The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.

Condo in Oro

Private 2BR Condo | 4 Beds+Pool+Resort

The studio features a spacious bed adorned with white linens, flanked by two wall-mounted lights casting a serene glow. A mountain-themed mural in shades of teal and blue creates a calming backdrop, while a small table and a white dresser provide functional accents.

4.84 out of 5 average rating, 661 reviews

Creekside Smart Studio at Blue Mountain

Condo rentals with a pool

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, 184 reviews

Close to Village, 2 Bedrooms , Rivergrass

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

An aerial view captures the expansive Friday Harbour Resort, showcasing the marina and surrounding greenery. The second image features a bright dining area, furnished with a circular table and chairs, adjacent to a comfortable living space with a sofa and large windows. An inviting outdoor pool area is depicted, surrounded by elegant lounge seating and woody accents, providing a relaxing atmosphere.

4.93 out of 5 average rating, 27 reviews

FH Penthouse | Luxury 4-Bed | Pool & Hot Tub | BBQ

A stylish living area features a cozy dark sofa beside a circular coffee table. A large flat-screen TV is mounted against a striped wood accent wall. Soft natural light filters through sheer and blackout window treatments.

4.98 out of 5 average rating, 86 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

A bright and airy living area showcases a plush white sectional sofa, paired with a modern light fixture above. Large windows invite natural light, while a sleek kitchen with bar seating is visible in the background. The backyard patio is furnished for outdoor gatherings.

5 out of 5 average rating, 52 reviews

Friday Harbour Ground Floor w/ Large Terrance

A heated hot tub is situated outdoors, surrounded by a snow-covered landscape. The tub features bubbling water and is framed by tall trees, with nearby townhouses visible beyond a protective fence.

4.82 out of 5 average rating, 175 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

The modern kitchen features sleek cabinetry and a spacious island with bar seating. Stainless steel appliances, including an oven and refrigerator, complement the stylish quartz countertops. Natural light filters in from the adjoining living area, creating a bright and open atmosphere.

4.91 out of 5 average rating, 54 reviews

Luxury Living at Friday Harbour High Point