
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 ﺩ.ﺇ 147 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.

Large chalet 3 King bed, Sauna-Hot Tubs, Projector
Welcome to our charming vacation chalet, where modern comfort meets rustic charm. Nestled in a serene setting, this spacious chalet is perfect for large families, friends, or groups looking to unwind and enjoy nature without sacrificing comfort. The chalet features a perfect blend of some contemporary updates and cozy, traditional touches, Sauna, Hot tubs and 110 projector Conveniently located near The Village/ a very short 2 minute driving to the Parking Lot and Valley Express Lift for skiing.
ValueLocationWalkability

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
FamilyValueAccuracy

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!
FamilyLocationRiver

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.
ValueFamilyWalkability

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.
LocationFamilyComfort

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.
ValueFamilyIndoor spaces

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.
FamilyValueKitchen

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.
LocationValueBackyard

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.
LocationFamilySkiing

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.
ValueLocationHot tub

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
FamilyValueNearby

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

Nature Retreat in The Pretty River Valley for 6
LocationFamilyDecor

Relaxing Luxury Palgrave Cottage w/pool on 3 acres
LocationFamilyHospitality

Cozy Corner Townhome | Shuttle + Patio + Pool
ValueFamilySkiing

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

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

Serene mountainside home with View/Shuttle Bus
LocationValueGetting around

Blue Mountain Village Townhome 4 Bedroom w Shuttle
FamilyValueHospitality

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

The Light House
LocationAccuracyComfort

The Lake House at Irish
LocationFamilyAmenities

Hilltop Mesa- carriage house on acreage
FamilyLocationComfort

Hillside Haven Retreat: Sunroom & Pond Escape
ValueFamilyGrill

Charming Kimberley~Kimbuktu Guest House & Retreat
FamilyLocationComfort

Farmhouse w/ Hot Tub | Private Country Retreat
LocationAir conditioningIndoor spaces

5 Star Renovated Luxury Chalet | Sauna + Hot Tub!
FamilyValueBathroom

Whispering Woodlands Lake House on Irish Lake
LocationFamilyComfort
Private house rentals

Elba Haus | 63-Acre Private Retreat + Hot Tub
LocationFamilyView

Peak to Beach
LocationFamilySkiing

Maple Forest Country Cottage
LocationFamilyCondition

Serene Paradise - Farmhouse with Pond & Hottub
LocationGrillPets

Cottage Retreat, Sauna, campfire, full disconnect
LocationDecorQuiet

Private Spa Retreat for 2 | Sauna | Swim Spa |
LocationQuietNearby

The Berkeley-Perfect Four Season Getaway
FamilyLocationKitchen

Eugenia Falls Modern Farmhouse
LocationFamilyAccess
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 940 | ﺩ.ﺇ 856 | ﺩ.ﺇ 797 | ﺩ.ﺇ 764 | ﺩ.ﺇ 782 | ﺩ.ﺇ 749 | ﺩ.ﺇ 874 | ﺩ.ﺇ 933 | ﺩ.ﺇ 826 | ﺩ.ﺇ 786 | ﺩ.ﺇ 779 | ﺩ.ﺇ 1,010 |
| 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
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- Rentals with a hot tub Grey Highlands
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- Rentals with pools Grey Highlands
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- Blue Mountain Village
- Wasaga Beach Area
- Elora Gorge
- Beaver Valley Ski Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Elora Quarry Conservation Area
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Guelph Lake Conservation Area
- Craigleith Provincial Park
- Rockwood Conservation Area
- Belwood Lake Conservation Area
- Mount St. Louis Moonstone
- Forks of the Credit Provincial Park
- Sauble Falls Provincial Park
- Sunnidale Park Arboretum





