House vacation rentals in Grey Highlands

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Top-rated house rentals in Grey Highlands

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Superhost

Home in Little Lake

4.88 out of 5 average rating, 110 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

Superhost

Home in Wiarton

4.95 out of 5 average rating, 159 reviews

Mallory Beach Loft On the Water - Near Bruce Trail

Our guests come to relax and enjoy the clear waters of Georgian Bay. If you enjoy nature and hiking, we have trails within walking distance from our home. Our private loft (with its separate private entrance) allows you to enjoy nature, wildlife, campfires and is close to the towns amenities. Choose your place to relax - by the water - or on your private deck! Make it a great sleepy weekend away or a relaxing stop after travelling! Your completely private space is waiting for your arrival!

Superhost

Home in Collingwood

4.96 out of 5 average rating, 115 reviews

Driftwood on 6th Heritage Downtown Collingwood

Welcome to Driftwood on 6th. A pet friendly unique & tranquil space like none other, nestled in the heart of famous heritage downtown Collingwood. Fully renovated boutique hotel inspired century home with all the modern amenities.4bedrooms.1 king,2 queen,1 double.Each bedroom has a unique decor. Fully equipped kitchen with upgraded appliances.Vintage & modern art through out.Large outdoor space, for lounging.Discover unique shops,restaurants & bars walking distance from this historic property.

Superhost

Home in Elora

4.99 out of 5 average rating, 167 reviews

Log Cabin in the heart of downtown Elora

The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Superhost

Home in Badjeros

4.94 out of 5 average rating, 114 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.

Superhost

Home in Wiarton

4.96 out of 5 average rating, 156 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

Superhost

Home in Wasaga Beach

4.9 out of 5 average rating, 116 reviews

Stunning Beach House

This beautiful Beach House is completely renovated with new appliances and two TV’s with wifi and large windows that back on the most beautiful private beach and views, it is only a 5 minute walk to the NEWLY OPENED CASINO AND RESTAURANT. 5 Minutes to colllingwood and 15 to blue Mountain..This location also has a Native art gallery on premises and close by beautiful pickle ball out door courts. There is also available private pickleball lessons - inquire when booking

Superhost

Home in Grey County

4.97 out of 5 average rating, 144 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

Superhost

Home in Elora

4.96 out of 5 average rating, 780 reviews

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

Superhost

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

Home in Flesherton

5 out of 5 average rating, 10 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.

Superhost

Home in Kimberley

4.88 out of 5 average rating, 201 reviews

Heart of Kimberley - with views and a hot tub

Welcome to the hamlet of Kimberley nestled in the Beaver Valley. Surrounded by nature, the Rock House is a historic six bedroom century home with beautiful views close to many outdoor activities, and located beside an unassuming gourmet restaurant and a general store with fresh coffee and in-house sourdough bread. We are located 25 minutes from Blue Mountain and 2 minutes from Beaver Valley Ski Club.