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

Total holiday rentals
Explore 270 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $51 SGD per night before taxes and fees

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

Family-friendly holiday rentals
240 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
270 of Grey Highlands holiday rentals include wifi 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
ValueLocationPool

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!
LocationFamilyIndoor spaces

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.
FamilyLocationWalkability

Redhill Luxury Home...by the Blue Mountains
This eco friendly house of 4,500 sq ft is bright, modern, luxurious on 50 acres of rolling hills with a beautiful pond and hiking trails. All bedroom ensuite plus 2 extra full bathrooms. Comfortably sleeps up to 24 guests. Amazing view, sunset and star gazing. Salt water pool in the summer. Outdoor BBQ, fire pit, Hot Tub April to Nov. Minutes to Christie beach, ski hills, golf courses, Bruce Trail. Enjoy snowshoeing, cross country. Serenity on top of the hill! See more info under the space.
ValueLocationParking

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.
LocationFamilyBack garden

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.
FamilyValueTV

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.
ValueLocationQuiet

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.
ValueLocationCondition

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
LocationFamilyGetting around

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.
LocationFamilyHospitality

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.
FamilyValueWifi

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
LocationFamilyGetting around
Popular amenities for house rentals in Grey Highlands
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool
ValueLocationBathroom

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

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

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
LocationValueQuiet

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

Serene mountainside home with View/Shuttle Bus
LocationFamilyQuiet

Blue Mountain Village Townhome 4 Bedroom w Shuttle
LocationFamilyGrill

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

Nature Retreat in The Pretty River Valley for 6
LocationFamilyNearby

The Light House
LocationCheckoutComfort

The Lake House at Irish
FamilyLocationHiking

Hilltop Mesa- carriage house on acreage
FamilyLocationHiking

Charming Kimberley~Kimbuktu Guest House & Retreat
FamilyLocationAir conditioning

Algonquin sunrise on private balcony pond view
FamilyLocationParking

Pretty River Retreat // Pond, fireplace + spa bath
FamilyValueIndoor spaces

Retreat on The Bruce Trail
LocationValueHiking
Private house rentals

Executive Luxury Condo | Corporate Stay | Sleeps 4
Indoor spacesNearbyAmenities

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

Peak to Beach
ValueLocationAccess

Maple Forest Country Cottage
LocationFamilyCondition

Cottage Retreat, Sauna, campfire, full disconnect
LocationViewOutdoor spaces

Hillside Haven Retreat: Sunroom & Pond Escape
FamilyValueAmenities

Private Spa Retreat for 2 | Sauna | Swim Spa |
LocationNearbyHot tub

Eugenia Falls Modern Farmhouse
FamilyLocationLayout
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $329 SGD | $299 SGD | $279 SGD | $267 SGD | $273 SGD | $262 SGD | $305 SGD | $326 SGD | $289 SGD | $275 SGD | $272 SGD | $353 SGD |
| 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 |
Destinations to explore
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- Family-friendly rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with a sauna Grey Highlands
- Guest house rentals Grey Highlands
- Rentals with a kayak Grey Highlands
- Chalet rentals Grey Highlands
- Townhouse rentals Grey Highlands
- Cabin rentals Grey Highlands
- Bed and breakfasts Grey Highlands
- Private suite rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Apartment rentals Grey Highlands
- Rentals with pools Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Cottage rentals Grey Highlands
- Flat rentals Grey Highlands
- Rentals with breakfast Grey Highlands
- Hotel rooms Grey Highlands
- Waterfront rentals Grey Highlands
- Loft rentals Grey Highlands
- Pet-friendly rentals Grey Highlands
- House rentals Grey County
- House rentals Ontario
- House rentals Canada
- 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





