
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$8,367 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

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
Welcome to Valley View Cottage! Nestled in the heart of nature, this retreat offers a picturesque escape. With four cozy bedrooms, relaxing hot tub, and a mesmerizing fire pit, it's the perfect getaway. Immerse yourself in the beauty of the valley, explore nearby hiking trails, or simply unwind in the comfort of our rustic yet modern cottage. ✔ 4 Comfy Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Fire Pit, Balcony, Hot Tub ✔ Pool table, dart board, ping pong table Learn more below!

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.

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.

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.

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.

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

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

Stonehaven - large country retreat, with pool*
Weekly house rentals

Nature Retreat in The Pretty River Valley for 6

The Light House

KickBack in Beautiful tranquil central condo

Cottage Retreat, Sauna, campfire, full disconnect

Private Spa Retreat for 2 | Sauna | Swim Spa |

Charming Kimberley~Kimbuktu Guest House & Retreat

Farmhouse w/ Hot Tub | Private Country Retreat

Whispering Woodlands Lake House on Irish Lake
Private house rentals

Spacious Luxury Home Near Beach | 4BR Modern Stay

Cottage Escape on Lake Eugenia

Peak to Beach

Maple Forest Country Cottage

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

Historic Coach House hosted by John & Donna

The Castle

Sweeping Views - Beaver Valley Farmhouse & Pool
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$53,549 GYD | G$48,738 GYD | G$45,391 GYD | G$37,233 GYD | G$43,717 GYD | G$44,136 GYD | G$49,783 GYD | G$53,130 GYD | G$47,064 GYD | G$44,763 GYD | G$44,345 GYD | G$57,523 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
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- Rentals with a fireplace Grey Highlands
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- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
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- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with an EV charger Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
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- Cottage rentals Grey Highlands
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- Hotel rooms Grey Highlands
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- Waterfront rentals Grey Highlands
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- House rentals Grey County
- House rentals Ontario
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- Blue Mountain Village
- Snow Valley Ski Resort
- Elora Gorge
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Elora Quarry Conservation Area
- 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





