
House vacation rentals in Grey Highlands
Find and book unique houses on Airbnb
Quick stats about house rentals in Grey Highlands

Total vacation rentals
Explore 280 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 8,700 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
280 of Grey Highlands vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Grey Highlands
Guests agree: these houses are highly rated for location, cleanliness, and more.

Beach House Hideaway by Post Office Motel *HOT TUB
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

The Artist's House B&B: Relax, Explore Collingwood
Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

Blue Mountain Riverside Lodge | Hottub & Sauna
Escape to tranquility at this charming 1-bedroom lodge located in Feversham, just 19 mins from Blue Mountain, 5 mins from Kolapore Trail, and a 2 mins from the general store. Immerse yourself in nature's beauty from the comfort of your private hot tub or unwind in the sauna overlooking the beautiful Beaver River. Whether you're seeking a romantic weekend or a solo retreat, this serene haven promises a perfect blend of comfort and natural beauty. Book now to guarantee the peace that awaits you.

Forest Loft - Forest, Sauna, Ponds & Stargazing
The “Forest Loft” is a one-of-a-kind space surrounded by the old-growth trees of Kinghurst Forest. The 1,600-square-foot space sleeps up to four and features two Queen-size beds and linens, huge harvest table, indoor kitchenette with a stovetop and fridge, filtered water, shower, propane and wood stove heating, in-door basketball hoop, hammock, picnic table, a commercial grade BBQ, fire ring and access to two beautiful spring-fed ponds. Access to Finnish sauna for four is available on request.

Charming Kimberley~Kimbuktu Guest House & Retreat
Welcome to Kimbuktu, a perfect place for every occasion. This turn of the century home is located in the charming village of Kimberley, nestled in the magnificent landscape of the Beaver Valley. Newly renovated spacious semi detached unit, comfortable inside with an outdoor adventure paradise right outside your door: rivers, lakes and the famous Bruce Trail. Steps away from the Kimberley General Store & Justin’s Oven. A place of breathtaking natural beauty, home to many artists and studios.

Woodland River Retreat With Hot Tub
Welcome to this modern, stylish and private cottage escape. Located on the beautiful Saugeen River in the picturesque village of Glenelg Centre, Grey County this cozy cottage offers up private accommodations in a forest setting with sweeping river views. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

The Hidden Haven Cottage
Relax, have fun and make memories with the whole family, pups included, at this peaceful lakefront cottage. The cottage, located on Eugenia Lake, boasts floor-to-ceiling windows, a fully equipped kitchen, four bedrooms with luxury linens, cozy fireplaces, and an assortment of outdoor activities, including a dock, firepit, hammock, paddleboards, kayaks, and a canoe. With numerous conservation areas and Bruce Trail access points in the vicinity, there's truly something for everyone.

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna
This stunning century home has been family-owned for over 50 years. A limestone cottage built in 1850 with a modern addition this is a huge house on an entirely secluded acarage with a lake-sized swimming pond with floaties and a dock. A true escape through time, but with modern amenities, this property is loved by all ages. There is ample room to gather and to retreat. It's a perfect choice for families and / or groups of friends to get together in their own private world.

Pine Villa-Mediterranean Cottage with Hot Tub
Escape to our charming Mediterranean-inspired villa nestled in the serene countryside of Ontario. With minimalist aesthetics, the cottage offers a tranquil retreat for relaxation. Immerse yourself in the natural beauty that surrounds as you unwind on the patio or in the hot tub, or explore the countryside with our complimentary bikes. Inside, enjoy minimalist design, cozy details, and a nostalgic record player—where modern comfort meets rustic charm.

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

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

Hilltop Mesa- carriage house on acreage
Peaceful country escape, 20 minutes to Thornbury and Owen Sound. Just two hours from Toronto, a carriage house on 50+ acres of forest and fields of wild flowers. This space offers tranquility, calm, and a place to gather with family or friends. You'll enjoy: - 2 self-contained units (kitchen and bathroom in each) - Outdoor fire pit, patio, balcony - Hiking/walking trails - Incredible sunrise and sunset views
Popular amenities for Grey Highlands house rentals
House rentals with a pool

Nature Retreat in The Pretty River Valley for 6

Cozy Corner Townhome | Shuttle + Patio + Pool

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

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

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle
Weekly house rentals

Bright and quiet Family-Size Nottawa Loft 3BR

Porchside Retreat: Sauna and Treeline Backyard

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Paradise in the Valley

Hillside Haven Retreat: Sunroom & Pond Escape

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit

Algonquin sunrise on private balcony pond view

Evergreen Lodge | Walk to Blue Mtn • Private Patio
Private house rentals

Cottage Paradise - Water, Woods and Nature

Stonewell Farm Guest House

Peak Perfection @ The Blue Mountains

Luxurious and Beautiful, Barrie

The Cedar House

The Berkeley-Perfect Four Season Getaway

Eugenia Falls Modern Farmhouse

Little Lake Escape | Waterfront 2 Bedroom Getaway
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,555 GYD | G$48,744 GYD | G$45,397 GYD | G$37,238 GYD | G$43,723 GYD | G$44,141 GYD | G$49,790 GYD | G$53,137 GYD | G$47,070 GYD | G$44,769 GYD | G$44,351 GYD | G$57,530 GYD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Family-friendly rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- Rentals with a sauna Grey Highlands
- Guesthouse rentals Grey Highlands
- Rentals with a fire pit Grey Highlands
- Rentals with a kayak Grey Highlands
- Smoking-friendly rentals Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
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- Cabin rentals Grey Highlands
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- Rentals with a fireplace Grey Highlands
- Rentals with beach access Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with an EV charger Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Fitness-friendly rentals Grey Highlands
- Cottage rentals Grey Highlands
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- Rentals with breakfast Grey Highlands
- Hotel rooms Grey Highlands
- Waterfront rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Loft rentals Grey Highlands
- House rentals Grey County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Elora Gorge
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Cobble Beach Golf Resort Community
- Wye Marsh Wildlife Centre
- Centennial Beach
- Sauble Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Forks of the Credit Provincial Park
- Harrison Park
- Caledon Ski Club LTD
- Elora Quarry Conservation Area
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area





