House vacation rentals in Grey Highlands

4.88 out of 5 average rating, 456 reviews

The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.

Home in Meaford

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

A spacious bed is adorned with a textured white bedspread and a decorative 'welcome' pillow. Behind the bed, a scenic mural displays misty mountains and lush forests, enhancing the room's atmosphere. Two sleek reading lights are positioned on either side, adding functionality to the space.

4.84 out of 5 average rating, 105 reviews

The Cozy Corner Townhome - Shuttle to the Village

Cozy Lookout 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 can find ski hills, restaurants, shops, and more. Snowbridge provides a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and beautiful walking trails that offer stunning views of Blue Mountain for guests to enjoy throughout their

4.97 out of 5 average rating, 156 reviews

A charming century home features a blend of red brick and light siding. The entryway is highlighted by a covered porch and decorative star. Lush greenery surrounds the property, adding to its inviting appeal under clear blue skies.

Home in Meaford

Close to Beach & Trails with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure in the hills, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & medium sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

4.88 out of 5 average rating, 249 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

4.97 out of 5 average rating, 177 reviews

Home in Wiarton

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

4.86 out of 5 average rating, 146 reviews

Home in Caledon

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

4.94 out of 5 average rating, 134 reviews

An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.

Home in Badjeros

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

An open-concept living area is displayed, featuring a gas fireplace with a mounted television above it. A spacious wooden coffee table is centered on a light-colored rug. The dining area, with a dark table and chairs, is visible in the background, complemented by a well-equipped kitchen.

4.9 out of 5 average rating, 101 reviews

Rivergrass Oasis: Steps to Blue Mountain Village!

Rivergrass Oasis is located in the Beautiful Rivergrass community adjacent to Blue Mountain. This unit backs onto Monterra Golf Course, the community swimming pool and hot tub. This unit is within a 5-7 minute walk to the heart of Blue Mountain Village and Monterra Golf Course. Making this property an ideal location for those that want to park their car and walk to the all amenities at Blue Mountain such the ski hills, restaurants, shops, and activities.

A kitchen area is showcased with a wooden dining table surrounded by four chairs. A refrigerator is visible alongside light wood cabinetry and a patterned backsplash. A simple table runner and floral centerpiece enhance the setting, complemented by soft lighting fixtures in the ceiling.

4.77 out of 5 average rating, 312 reviews

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.93 out of 5 average rating, 215 reviews

Serene mountainside home with View/Shuttle Bus

Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

4.95 out of 5 average rating, 173 reviews

A well-lit living area features two comfortable gray sofas adorned with patterned throw pillows. Warm wooden floors complement the neutral wall tones. A staircase with wooden steps leads to the upper level, while large windows allow natural light to brighten the space.

Home in Williamsford

Williamsford Blacksmith Shop

Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.

The living area features a modern design with a stone fireplace and a mounted TV. Large windows allow natural light, while a spacious coffee table sits between a sectional couch and a sleek armchair. A neutral color palette is complemented by decorative plants.

4.97 out of 5 average rating, 399 reviews

Mountain Cedar Chalet! Across from The Village

Luxury Directly Across from the Village! Unit 216 Mountain Walk Fully Renovated and Fully Stocked Modern kitchen with everything you need Coffee, teas, spices, oil, vinegar included Lots of linens, towels, extra blankets Balcony with BBQ Pack n' play, highchair Lego, playmobil, boardgames, XboxOne 2 TV with Netflix, Prime, Crave, Disney+, Cable Fast WiFi Free Parking for Three Cars NO. LCSTR20220000081

Popular amenities for Grey Highlands house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.69 out of 5 average rating, 29 reviews

New look The Greenview Retreat

4.9 out of 5 average rating, 92 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Shanty Bay

King Bed, Pool, Gym, Ravine View, Your Getaway!

The living area features large windows allowing natural light to illuminate the space. A modern sectional sofa with colorful pillows and a decorative throw faces a sleek coffee table. A cozy fireplace is positioned beneath a wall-mounted TV, creating a warm environment.

4.87 out of 5 average rating, 126 reviews

Blue Mountain Retreat In Historic Snowbridge

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

4.91 out of 5 average rating, 115 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

A spacious living area features a gray sectional sofa and a light upholstered armchair, adorned with decorative pillows. A textured area rug complements the hardwood flooring. Natural light floods the room, highlighting a round mirror and a lamp on a side table, with views of a green outdoor space visible through the large windows.

5 out of 5 average rating, 13 reviews

Happy Place

A spacious living area features a comfortable sectional sofa facing a stone fireplace. A dining table with chairs is positioned nearby. Large windows allow natural light to fill the space, offering views of the outdoor greenery. A subtle artwork of a deer adorns the wall.

4.88 out of 5 average rating, 17 reviews

Charming One Bedroom at Snowbridge

4.89 out of 5 average rating, 159 reviews

A cozy bedroom features a spacious bed adorned with a white and blue floral duvet. Warm lighting is provided by bedside lamps on either side of the bed. A tasteful horse artwork is displayed on the wall, complementing the calming blue walls.

Home in Chatsworth

Stonehaven - large country retreat, with pool*

4.88 out of 5 average rating, 207 reviews

The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.

Home in Kimberley

Heart of Kimberley - with views and a hot tub

Weekly house rentals

A modern living area showcases a sleek leather sofa adorned with decorative pillows. A wall-mounted television is placed above an electric fireplace, which adds a warm glow. Natural light fills the room, reflecting off the light hardwood floors, while a framed art piece adds visual interest.

4.75 out of 5 average rating, 69 reviews

The 1883 Century Hotel Suite

A charming two-story home is set amidst lush greenery and various sculptures. A rust-colored pedestal supports a stone artwork in the foreground, surrounded by landscaped gardens and mature trees. A gravel pathway leads to the entrance, enhancing the inviting exterior.

4.91 out of 5 average rating, 87 reviews

Artists' House B&B: Exceptional Country Stay

5 out of 5 average rating, 24 reviews

Family-Size Nottawa Loft 3BR

4.64 out of 5 average rating, 28 reviews

Home in Lisle

3 bedroom apartment

The master bedroom features a large bed with a tufted headboard and a navy blue bedding set. Two bedside lamps provide soft lighting, and a decorative sign hangs above the bed. A window with blue curtains lets in natural light, enhancing the calming atmosphere.

4.95 out of 5 average rating, 93 reviews

Newer Cozy Townhouse walk to Village/Free Shuttle

4.97 out of 5 average rating, 58 reviews

The cottage features a brick exterior with a ramp leading to the front door, making it accessible. Surrounding greenery complements the structure, while colorful flowers add a touch of vibrancy. A clouded sky and autumn foliage in the background enhance the natural setting.

Home in Mount Forest

Maple Forest Country Cottage

A modern living area features a sectional sofa alongside two armchairs, designed with a neutral colour palette. A sleek coffee table sits in the center, while a wall-mounted smart TV is positioned above a linear fireplace. Natural light enters through a nearby window.

5 out of 5 average rating, 18 reviews

Entire Unit 2 bdr 2 bathroom | Full privacy

4.78 out of 5 average rating, 9 reviews

Home in Owen Sound

Balmy Beach Farm House

Private house rentals

5 out of 5 average rating, 16 reviews

Home in Flesherton

Cottage Paradise - Water, Woods and Nature

4.92 out of 5 average rating, 12 reviews

An outdoor seating area features a sectional sofa with soft cushions and a fire table, providing warmth during cooler evenings. A dining table surrounded by chairs is positioned on a spacious deck. The view includes the serene waters of Georgian Bay against a colorful sunset sky.

Home in Meaford

Georgian Bay Waterfront - Northwoods Lodge

5 out of 5 average rating, 60 reviews

A charming brick home features a unique architectural design, highlighted by an arched doorway and large windows. Lush greenery surrounds the entrance, complemented by flowering plants on either side of the stone steps, providing a welcoming approach to the residence.

Home in Walkerton

The Cozy on Colborne

5 out of 5 average rating, 16 reviews

Home in Egbert

Underhill Riverside Retreat-Nature Preserve

A spacious living area contains a plush gray sofa and a pair of accent chairs, arranged around a low glass table. A decorative rug adds texture to the carpeted floor. Large windows allow natural light to fill the space, with sliding doors leading to an outdoor area.

4.88 out of 5 average rating, 48 reviews

Cozy Creek Side walkout basement.

4.96 out of 5 average rating, 75 reviews

A spacious dining area features a large wooden table surrounded by black chairs. A clock with a white face is mounted on the wall, and natural light fills the room through large windows. A view into the living area is visible in the background.

Home in Bond Head

3BR Spacious Home - KING BED

A modern living area features a spacious sectional couch, accented with cushions and art. A dining table with white chairs stands nearby, accompanied by a kitchen island showcasing storage baskets. Natural light enters through the windows, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 64 reviews

Blue Mountain Home