
House vacation rentals in Grey Highlands
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Quick stats about house rentals in Grey Highlands

Total vacation rentals
Explore 270 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 9,000 verified reviews to help you choose

Family-friendly vacation rentals
240 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
270 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.

Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
Experience your own private lavender farm nestled on 95 breathtaking acres in the rolling hills of Meaford ON. Wander fragrant lavender fields, soak beneath the stars in the hot tub, challenge friends to a game of pool, and experience the perfect blend of modern luxury and timeless farmhouse charm. Peaceful, romantic, and unlike anywhere else, this unforgettable retreat is also the perfect setting for intimate weddings, celebrations, family gatherings, and unforgettable countryside escapes.

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.

Birdsong, the perfect Blue Mountains getaway
Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye for the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

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.

Cozy Collingwood Farm Retreat
Welcome to this very private 2 bedroom home located on a fenced-in 10 acre property that is located just 3 minutes to downtown Collingwood, and 10 minutes to Blue Mountain. Come and relax here after a day on the slopes or hiking trails , and enjoy the warmly decorated living room with a wood stove! Perfect property all to yourself to enjoy ultimate privacy while still being in town and close to everything! Bring the pooch and enjoy everything this property has to offer.

Rivergrass Oasis | Walk to Village & Pool
Welcome to Rivergrass Oasis 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.

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.

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.
Popular amenities for Grey Highlands house rentals
House rentals with a pool

Redhill Luxury Home...by the Blue Mountains

Serene mountainside home with View/Shuttle Bus

Butchart Estate: Breathtaking Victorian mansion

Cozy Corner Townhome | Shuttle + Patio + Pool

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

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

Ski, Swim, Soak, Boat & Golf

Blue Mountain Village Townhome 4 Bedroom w Shuttle
Weekly house rentals

The Lake House at Irish

Woodland River Retreat With Hot Tub

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit

The Boutique Retreat

Charming Kimberley~Kimbuktu Guest House & Retreat

The Light House

Retreat on The Bruce Trail

The Hidden Haven Cottage
Private house rentals

Peak to Beach

Private Spa Retreat for 2 | Sauna | Swim Spa |

The Castle

Blue Mountain Retreat • Michelin Dining

Eugenia Falls Modern Farmhouse

Farmhouse w/ Hot Tub | Private Country Retreat

The Berkeley-Perfect Four Season Getaway

Maple Forest Country Cottage
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$53,553 GYD | G$48,742 GYD | G$45,394 GYD | G$37,236 GYD | G$43,721 GYD | G$44,139 GYD | G$49,787 GYD | G$53,135 GYD | G$47,068 GYD | G$44,767 GYD | G$44,349 GYD | G$57,528 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
- Rentals with beach access 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
- Cabin rentals Grey Highlands
- Rentals with a fireplace Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Bed and breakfasts Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Cottage rentals Grey Highlands
- Apartment rentals Grey Highlands
- Hotel rooms Grey Highlands
- Waterfront rentals Grey Highlands
- Rentals with breakfast Grey Highlands
- Loft rentals Grey Highlands
- Rentals with a patio Grey Highlands
- Pet-friendly rentals Grey Highlands
- House rentals Grey County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Elora Gorge
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Awenda Provincial Park
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Elora Quarry Conservation Area
- Mono Cliffs Provincial Park
- Inglis Falls
- Cobble Beach Golf Resort Community
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Guelph Lake Conservation Area
- Craigleith Provincial Park
- Rockwood Conservation Area





