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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

Superhost
A comfortable living area features a bright red sofa adorned with bear motifs. Natural light fills the space through large windows, complemented by soft lighting from lamp fixtures. A rustic wood panel wall adds character, while a wooden coffee table and cozy throw blanket enhance the inviting ambiance.
Condo in The Blue Mountains
4.76 out of 5 average rating, 29 reviews

Rustic Studio @ North Creek Resort

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 The Blue Mountains
4.68 out of 5 average rating, 19 reviews

Mountain Loft Suite with Pool and Hot Tub

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 The Blue Mountains
4.92 out of 5 average rating, 154 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

Top guest favorite
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.
Condo in Innisfil
4.96 out of 5 average rating, 80 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

Top guest favorite
A modern kitchen and living area are showcased, featuring sleek cabinetry and bar seating for three. The space is illuminated by stylish pendant lights, with a plush area rug and decorative plants accentuating the decor. Sunlight filters through large windows, enhancing the airy atmosphere.
Condo in Scarborough
5 out of 5 average rating, 38 reviews

Wifi | Free Parking | Big Mall | 25 min DT/Airport

Top guest favorite
The spacious living area features a light-colored sofa paired with a cozy chair, complemented by a wooden coffee table. The high ceiling enhances the airy feel, while a dining area with black chairs is visible in the background, connecting to a modern kitchen.
Condo in The Blue Mountains
5 out of 5 average rating, 6 reviews

Alpine Chic: Pool, Golf + Free Shuttle to Village!

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 The Blue Mountains
4.87 out of 5 average rating, 449 reviews

Base of Blue Mountain, Modern Studio

Top guest favorite
A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.
Condo in The Blue Mountains
4.97 out of 5 average rating, 99 reviews

3 Peaks at Blue Mountains, your luxury staycation!

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Pet-friendly condo rentals

Guest favorite
A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.
Condo in Fort York
4.96 out of 5 average rating, 138 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Guest favorite
A bright studio suite is presented, featuring a spacious bed with neutral bedding. A small dining table with two white chairs is positioned beside a large window, offering views of the cityscape. A television is mounted on a simple stand in the corner.
Condo in Yorkville
4.86 out of 5 average rating, 209 reviews

Stylish Yorkville Studio: Near U of T & ROM

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, 220 reviews

Designer Condo with beautiful harbour view.

Guest favorite
A panoramic view captures the iconic CN Tower and nearby structures in the vibrant Toronto skyline. The image showcases the expansive cityscape, featuring the Rogers Centre and a glimpse of the waterfront, all under a clear blue sky.
Condo in Downtown Toronto
4.92 out of 5 average rating, 574 reviews

Upscale Condo in the Clouds at CN Tower

Guest favorite
A modern living space features a dark gray sofa with accent pillows, positioned adjacent to a round glass coffee table. Soft lighting is provided by two lamps on side tables. A flat-screen television is mounted on the wall, and large windows offer a view of the outdoor greenery.
Condo in Innisfil
4.88 out of 5 average rating, 295 reviews

Resort Condo in Friday Harbour

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, 178 reviews

Horseshoe 2BR | 4 Beds+Pool+BBQs+Resort Access

Guest favorite
A rooftop pool reflects the blue sky while providing views of the CN Tower and surrounding modern buildings. Lounge chairs are positioned beside the pool, creating a relaxed atmosphere. The clear water invites enjoyment against the urban backdrop.
Condo in Downtown Toronto
4.96 out of 5 average rating, 125 reviews

FREE Parking! CN Tower Views! Rooftop Pool!

Guest favorite
A bright living area features a modern fireplace surrounded by decorative plants. A dark wooden coffee table and a light-colored sofa are highlighted in the cozy space. Large windows allow natural light, offering views of the outdoors complemented by artwork on the walls.
Condo in Elora
4.87 out of 5 average rating, 129 reviews

Elora Grandeur: The Pinnacle Retreat"

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Condo rentals with a pool

Guest favorite
The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.
Condo in The Blue Mountains
4.8 out of 5 average rating, 204 reviews

Blue Mountain Escape, WIFI, Base of North lift

Superhost
An inviting open-concept living area features a cozy fireplace, wooden staircase, and a large TV mounted on the wall. Natural light fills the space, highlighting the comfortable seating arrangement and a wooden cabinet filled with DVDs. The ambiance is relaxed and welcoming.
Condo in The Blue Mountains
4.84 out of 5 average rating, 202 reviews

Still Winds - Outdoor Pool / Shuttle to Blue

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 The Blue Mountains
4.91 out of 5 average rating, 116 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, 61 reviews

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

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
4.98 out of 5 average rating, 61 reviews

Romantic Stay at Friday Harbour Resort Lake Simcoe

Guest favorite
A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.
Condo in Toronto
4.93 out of 5 average rating, 153 reviews

Hidden gem in Humber bay shores Toronto w/ parking

Guest favorite
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.
Condo in Innisfil
4.87 out of 5 average rating, 149 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Guest favorite
An open-concept living space features modern furnishings and sleek cabinetry. A spacious grey sofa and an accent chair are set around a coffee table. The kitchen area includes stainless steel appliances and a breakfast bar with four stools, creating a warm and functional atmosphere.
Condo in Innisfil
4.85 out of 5 average rating, 185 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

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Quick stats about condo rentals in Grey Highlands

  • Total rentals

    330 properties

  • Nightly prices starting at

    G$4,183 GYD 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