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Condo vacation rentals in Grey Highlands

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Grey Highlands condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
Condo in Blue Mountain Resort Area
4.92 out of 5 average rating, 24 reviews

Sauna/Fall Mtn Golf Views/Steps to Village/KQQ

Guest favorite
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.
Condo in Blue Mountain Resort Area
4.88 out of 5 average rating, 181 reviews

Close to Village, 2 Bedrooms , Rivergrass

Guest favorite
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.
Condo in Blue Mountain Resort Area
4.92 out of 5 average rating, 125 reviews

The Fairway Chalet

Top guest favorite
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.
Condo in Innisfil
4.95 out of 5 average rating, 66 reviews

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

Superhost
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.
Condo in Blue Mountain Resort Area
4.87 out of 5 average rating, 143 reviews

Out of the Blue - Shuttle to Blue, Walk & Trails!

Guest favorite
Condo in Blue Mountain Resort Area
4.92 out of 5 average rating, 131 reviews

The Highlands - Patio, Trails & Shuttle to Blue

Top guest favorite
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
4.98 out of 5 average rating, 61 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Top guest favorite
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.
Condo in Blue Mountain Resort Area
4.92 out of 5 average rating, 364 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Pet-friendly condo rentals

Top guest favorite
An open living area is highlighted by a spacious sectional sofa and a round coffee table. Floor-to-ceiling windows offer views of the marina. A dining table with chairs is positioned nearby, and a stylish kitchen island with a marble countertop completes the space.
Condo in Innisfil
4.98 out of 5 average rating, 57 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Guest favorite
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
4.94 out of 5 average rating, 141 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Guest favorite
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.
Condo in Blue Mountain Resort Area
4.92 out of 5 average rating, 157 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

Superhost
Condo in Blue Mountain Resort Area
4.89 out of 5 average rating, 475 reviews

Fall into Wonder at Blue Mountain

Superhost
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.
Condo in Blue Mountain Resort Area
4.87 out of 5 average rating, 462 reviews

Base of Blue Mountain, Modern Studio

Guest favorite
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.
Condo in Innisfil
4.93 out of 5 average rating, 230 reviews

Designer Condo with beautiful harbour view.

Guest favorite
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
4.88 out of 5 average rating, 191 reviews

Private 2BR Condo | 4 Beds+Pool+Resort

Guest favorite
The living room features a stone fireplace and a large flat-screen TV mounted on the wall. Two comfortable armchairs and a sectional sofa create a cozy seating area, while a wooden dining table for ten is illuminated by a chandelier.
Condo in Blue Mountain Resort Area
4.89 out of 5 average rating, 122 reviews

Pet friendly, ground floor condo, steps to Village

Condo rentals with a pool

Guest favorite
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.
Condo in Innisfil
4.98 out of 5 average rating, 84 reviews

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

Superhost
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.
Condo in Blue Mountain Resort Area
4.74 out of 5 average rating, 23 reviews

Mountain Loft Suite with Pool and Hot Tub

Superhost
Condo in Blue Mountain Resort Area
4.83 out of 5 average rating, 215 reviews

Still Winds - Private Patio / Shuttle to Blue

Guest favorite
An outdoor area features a large swimming pool surrounded by lounge chairs and tables. A clubhouse is visible in the background, alongside a calm lake. Lush greenery and flowers are positioned around the space, creating a serene environment.
Condo in Innisfil
4.94 out of 5 average rating, 33 reviews

Luxurious Friday Harbour Condo

Superhost
The living room is characterized by soaring ceilings and a large, artistic ceiling fan. A flat-screen TV is mounted on the wall, and natural light filters in through tall windows, accentuating the modern decor. Neutral tones enhance the overall ambiance.
Condo in Blue Mountain Resort Area
4.8 out of 5 average rating, 100 reviews

Clearview Chalet - Modern 3BR, Walk to Village

Top guest favorite
A contemporary living space is highlighted by a light-colored sofa adorned with accent pillows. A wooden coffee table sits at the center, and a modern kitchen with sleek cabinetry and stainless-steel appliances is visible in the background. Natural light flows through the window, enhancing the inviting atmosphere.
Condo in Innisfil
4.99 out of 5 average rating, 72 reviews

Romantic Stay at Friday Harbour Resort Lake Simcoe

Guest favorite
The living room features a comfortable sofa adorned with decorative pillows. A Smart TV is positioned on the wall opposite a glass dining table set for four. Natural light floods the space through large glass doors, offering views of the private patio.
Condo in Innisfil
4.91 out of 5 average rating, 149 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Guest favorite
The living area features a comfortable sectional sofa and accent chairs positioned around a coffee table. A television is mounted above a brick fireplace. The large windows allow natural light to fill the space, offering views of the surrounding landscape.
Condo in Blue Mountain Resort Area
4.81 out of 5 average rating, 149 reviews

Bears Den Condo: Hot Tub & Blue Mountain Views!

Quick stats about condo rentals in Grey Highlands

  • Total rentals

    330 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    31K reviews

  • Family-friendly rentals

    240 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    210 properties have a pool

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Grey County
  5. Grey Highlands
  6. Condo rentals