Condo vacation 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, 564 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 ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool closed for the season. ** Please note: hot tub is closed from Nov 3rd for approx 2 weeks

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!

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, 921 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 ** Please note: hot tub is closed from Nov 3rd for approx 2 weeks

4.93 out of 5 average rating, 228 reviews

The modern kitchen features sleek white cabinetry and stainless steel appliances, including a stove and refrigerator. A dining table with light blue chairs complements the spacious living area, which is adorned with a cozy sofa and a coffee table. Natural light illuminates the space.

Condo in Collingwood

Modern Condo*King Bed *Lake *Beach *Spa *Ski Hills

Truly Tastefully Renovated, Furnished and Fully Equipped Accommodations with European Touch of Living Style *Centrally Located - 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.

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 Blue, Walk & Trails!

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.

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.

4.89 out of 5 average rating, 270 reviews

Hidden Haven - Shuttle to Blue / Private Patio

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.

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, 318 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, 730 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.

A modern living area features a cozy brown leather sofa complemented by black accent pillows. A large flat-screen TV is mounted above a fireplace, and a wooden coffee table displays a decorative tray. Natural light streams through sliding glass doors leading to a patio area.

4.88 out of 5 average rating, 264 reviews

Northern Peaks – Ski In/Out • Hot Tub • Shuttle Ac

Northern Peaks is located in North Creek Resort at the North Base of Blue Mountain just steps from the ski hills and hiking trails, and minutes from Blue Mountain Village. Enjoy resort perks including a free shuttle, year-round hot tub, tennis courts, BBQs, and picnic areas. The outdoor pool is open for a fall/winter trial but may close at any time without notice.

4.95 out of 5 average rating, 458 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

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, 264 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

A modern living area is highlighted by a sleek gas fireplace, surrounded by a light-colored sectional sofa. A low-set coffee table sits in the center, complemented by hardwood flooring that enhances the spacious layout. A flatscreen TV is mounted on the wall across from the seating.

4.91 out of 5 average rating, 245 reviews

Hillside Hideaway: Ski-In/Ski-Out, Walk to Village

Nestled in the Chateau Ridge community, this condo offers a fantastic Blue Mountain experience. Benefit from ski-in/ski-out access to the Valley Express Chair Lift, and easy access to hiking, biking, and golf. Minutes from Blue Mountain Village, this condo is perfect for those seeking both outdoor adventure and the vibrant local scene.

Popular amenities for Grey Highlands condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.94 out of 5 average rating, 148 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 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

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, 207 reviews

Blue Escape - Ski-In/Out + Hot Tub + Shuttle

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

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, 433 reviews

Mountain Side One Bedroom

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, 664 reviews

Creekside Smart Studio at Blue Mountain

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 - hillside patio near village & golf

4.95 out of 5 average rating, 161 reviews

A living room features a flat-screen television mounted on a stone accent wall above a small fireplace. A cozy armchair and a wooden dining table with matching chairs are visible. Natural light filters in through a window adorned with soft curtains.

Condo in Oro

Pet-friendly, 1 BR condo in Horseshoe Valley

Pet-friendly condo rentals

The marina at twilight features calm waters reflecting the vibrant colors of the sunset. Multiple boats are docked along the well-lit marina, with modern buildings lining the shore, creating a serene and inviting atmosphere.

4.94 out of 5 average rating, 88 reviews

Luxury Getaway @ Friday Harbour Condo and Marina

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, 54 reviews

Friday Harbour Ground Floor w/ Large Terrance

4.89 out of 5 average rating, 482 reviews

Fall into Wonder at Blue Mountain

A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.

4.94 out of 5 average rating, 234 reviews

Designer Condo with beautiful harbour view.

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, 196 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

4.9 out of 5 average rating, 70 reviews

The living area features a comfortable seating arrangement, including a sofa and two armchairs. A coffee table sits centrally on a patterned rug, accompanied by a dining table set for four. A stone fireplace and a mounted TV are also visible, with large windows allowing natural light to enter.

Condo in Shanty Bay

Romantic Country Getaway

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

Condo rentals with a pool

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

4.97 out of 5 average rating, 101 reviews

Cozy Stays – Your Fall Getaway at Friday Harbour

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, 324 reviews

Blueview Suite (Studio Condo) Blue Mountain

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, 185 reviews

Close to Village, 2 Bedrooms , Rivergrass

An open concept studio loft condo features a kitchenette with essential appliances and a cozy living area, complemented by a sofa adorned with decorative pillows. A staircase leads to the upper sleeping area, showcasing a spacious bed situated beside a bedside lamp. Natural light fills the room.

4.64 out of 5 average rating, 25 reviews

Mountain Loft Suite with Pool and Hot Tub

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, 128 reviews

The Fairway Chalet

4.82 out of 5 average rating, 219 reviews

Still Winds - Private Patio / Shuttle to Blue

5 out of 5 average rating, 11 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.