House vacation rentals in Grey Highlands

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Top-rated house rentals in Grey Highlands

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Superhost

The exterior of the house is showcased, featuring a light blue siding and a welcoming front porch with large windows. A nearby car is parked, and two trees provide shade, enhancing the home's inviting appearance along the street.

Home in Meaford

4.77 out of 5 average rating, 423 reviews

Serenity by Georgian Bay, 4 Season, escape!

This charming, cozy house offers serenity edge of town, by Georgian Bay! Suitable for couples, families and small groups. Across the street from the Bay. Comes with kayak, SUP and lawn games! Close to many Bruce Trails, Scenic Caves trails, or Georgian Trail, and golf. After a busy day exploring or playing, retreat to Meaford and either whip up something delicious in our fully equipped kitchen and dine in with a view of the bay, or walk down Sykes 5 min to one of Meaford's excellent restaurants.

Top guest favorite

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

4.96 out of 5 average rating, 138 reviews

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.

Guest favorite

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

4.93 out of 5 average rating, 107 reviews

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.

Top guest favorite

The newly built cottage features a modern design with large windows reflecting the vibrant fall foliage. A spacious front patio is enhanced by seasonal plants in decorative pots. An inviting pathway leads to the entrance, surrounded by lush greenery.

Home in Wiarton

4.96 out of 5 average rating, 147 reviews

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

Guest favorite

The entrance of a charming house features a welcoming porch with a red front door. Flanking the entrance, bright orange lilies bloom alongside well-maintained greenery. Sunlight filters through the surrounding trees, casting a warm glow on the home's exterior.

Home in Meaford

4.95 out of 5 average rating, 169 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

Superhost

A spacious entertainment area is furnished with a professional-grade pool table, showcasing billiard balls arranged on the table. Natural light enters through the nearby window, illuminating a side console adorned with decorative elements and fresh flowers. A welcoming atmosphere is enhanced by soft, neutral wall colors.

Home in The Blue Mountains

4.89 out of 5 average rating, 221 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

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 thoughtfully designed 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 Pool in 1 minute from our home.

Guest favorite

A bright living area features a spacious yellow sectional sofa, complemented by a wooden coffee table at its center. Natural light filters through a large window adorned with pink trim, illuminating the soft grey area rug and potted plant in the corner.

Home in Meaford

4.92 out of 5 average rating, 111 reviews

Charming 3 bed house, your gateway to Georgian Bay

Freshly renovated three bedroom house, with huge backyard! We've nick named it "The Lot by the Bay"! Just steps from Georgian Bay and tennis courts, outdoor pool, ball diamonds and the shops and restaurants of Meaford. The area is a playground in summer and winter alike with kilometres of biking and hiking trails, not to mention a 25 minute drive to Blue Mountain Ski resort. Our property is in a family neighbourhood and we ask that guests respect our neighbours and the bi-laws.

Guest favorite

A spacious living area features large windows that provide ample natural light and views of the surrounding trees and water. A comfortable sectional sofa, a stylish leather couch, and a glass coffee table are arranged around a cozy wood stove, creating a welcoming atmosphere.

Home in Port Carling

4.9 out of 5 average rating, 114 reviews

Waterfront Boutique Cottage Getaway

Welcome to your cozy and relaxing cottage getaway in Muskoka. Situated on the serene waters of Bass Lake, explore the nearby town of Port Carling - known for its Snowmobiling Trails, Charming Shops, Restaurants, and stunning Lakeside View. A short walk to Bass Lake Roadhouse Restaurant. This home is surrounded by lush trees and stunning views of the water, it is the perfect blend of rustic charm and modern amenities to make your stay comfortable and enjoyable all year round.

Guest favorite

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.

Home in The Blue Mountains

4.95 out of 5 average rating, 195 reviews

Serene mountainside home View/Shuttle Bus/Pool

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. Pool is open from May 18

Guest favorite

A modern bathtub is positioned under a sloped ceiling, complemented by a stylish chandelier. Greenery is arranged around the space, and a large mirror enhances the natural light. The floor features neutral-toned tiles, creating a soothing atmosphere.

Home in Grey County

4.97 out of 5 average rating, 127 reviews

The Post Office Motel Boutique

Where luxury and style meet relaxation! The Post Office Motel is a boutique experience with all the luxuries of a day at the spa in peacefully designed space intended to send you straight into vacation mode. Step out of your car and right into the cutest hidden gem of a town known as Kimberley. Located steps to TWO undeniable restaurants, run by top chefs; Justin’s Oven & Hearts Tavern. Georgian Trail at your door step, 20 min to Blue Mtn, 15 min to Thornbury

Top guest favorite

The kitchen features modern cabinetry with blue and white accents. A marble countertop stretches across the kitchen island, which is complemented by a vibrant orange refrigerator. A dining area with a glass table and colorful stools offers a cheerful space for meals.

Home in Flesherton

5 out of 5 average rating, 31 reviews

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub

Newly renovated chalet near Collingwood, Blue Mountain, and Eugenia Lake on a quiet paved road 🚴. Whether you love recreational activities, bird watching, relaxing in a hot tub, or cozying up by a wood-burning fire, this is a perfect place to be inspired by nature and unwind. Near by: - Beaver Valley Ski club - Hearts Tavern - Eugenia Lake - Old Baldy - Kolapore Trails - Metcalf Rock - Collingwood - Blue Mountains - Thornbury - The Roost Winery

Superhost

A modern living area features a spacious sectional sofa adorned with throw pillows, paired with two pink chairs. A sleek fireplace with a television above serves as a focal point. Large windows offer views of the surrounding greenery, enhancing the bright and airy feel of the space.

Home in Flesherton

5 out of 5 average rating, 4 reviews

The Little Pink Cottage: Lakeside Charm Awaits

Follow the winding paths and peek through the trees until you stumble upon a vision straight out of your Pinterest dreams: a haven of pink perfection nestled by the tranquil waters of Lake Eugenia. Immaculately designed by the mastermind Scott McGillivray and Debra Salmoni, inspired by the radiant vibes of @thebirdspapaya herself, this HGTV gem is more than just a vacation spot—it's an experience crafted with love and feminine flair.