
Chalet vacation rentals in Grey Highlands
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Top-rated chalet rentals in Grey Highlands
Guests agree: these chalets are highly rated for location, cleanliness, and more.

Stylish Log Chalet w/ Hot tub Minutes to Village
A real gem! Warm & inviting, our 3 bdrm chalet comfortably sleeps 8 & offers an upscale setting for your special Blue Mountain getaway. Decorated with a mix of vintage & modern to provide the very best comfort, we offer a 6 person Hottub on our south facing upper deck, Gourmet Kitchen, Spa Bathroom, 3 Smart TVs, WiFi, Laundry, Propane BBQ, & so much more. Come with families, friends, or just the 2 of you, to relax & put your feet up. In the country yet 2 minutes from town. You'll love it!

The Little Blue Spruce! Free shuttle to village
Welcome to The Little Blue Spruce Chalet, the place to unwind and rejuvenate. Located 5min from the village, this spacious unit comes with everything you might need to make your vacation carefree: fast internet, cable and multiple streaming channels, lots of linens and towels, a washer/dryer and a fully stocked kitchen. Relax on the back patio watching the birds and bunnies, walk 2 min to the pool or take the free shuttle to the village. Message me for more info! LICENCE NO. LCSTR20220000080

Hilltop Chalet | Hot Tub, Fireplace & Sunrise View
ReLive Retreat's four-season chalet in Ontario. The Hilltop Chalet is a cozy 700 sq ft open-concept cabin set high on the land with beautiful sunrise views. Enjoy a private hot tub, indoor fireplace, firepit, full-length windows, wrap-around deck, BBQ, filtered spring water, and access to hiking trails. Ideal for couples or friends seeking rest, comfort, and nature immersion. Friendly-dog-friendly by request. Located on a private 72-acre retreat with shared trails, cabins, and on-site owners.

The Red House – Private Wooded Oasis & Hot Tub
Unplug in our private 3-acre forest retreat. Wake up in a king bed, brew coffee in the fully-stocked kitchen, then step onto the wrap-around deck surrounded by cedar forest. After hiking the Bruce Trail, skiing at Beaver or Blue, paddling Lake Eugenia or enjoying a foodie-road-tour, sink into the sparkling hot tub. Evenings end around the wood stove or the outdoor fire-pit under a star-filled sky. Fast Wi-Fi, cozy beds and thoughtful touches make every stay easy, relaxing and memory-filled.

Modern Ski In/Out Mountain Side Ground Floor
SKI IN AND SKI OUT from the back deck (snow dependent)!! Notice the amount of comfortable seating for NINE PEOPLE around the TV that many other places are without. At the end of a long ski day having a comfortable place for everyone to sit is what most Chalets are missing. Enjoy our family’s beautiful renovated GROUND FLOOR chalet with 2 Bedrooms, 2 Baths, 6 Beds conveniently located next to the Blue Mountain Inn. Blue Mountain Village is a 7 minute walk away. Location, Location, Location

King’s Escape at Blue Mountain
Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

Ski in/out Chalet Hot Tubs Sauna Fireplace
This Ski in/out chalet is only 13 min walk to the nearest Ski Lift. We have an outdoor Hot Tubs, an indoor Sauna, and Entertainment such as a Pool Table, video games and a large 75 inch HD TV for your movie nights. Surround your friends/families around our renovated Kitchen, large Centre Island and large Dining Room Table. Seat in our covered Sunroom to have a morning coffee or enjoy your BBQ food all year round. Worry free and leave your cars at our home: Only 7 min walk to the Village

Cosy Chalet - 4 Season Family Oasis
Welcome to Snowbridge chalet, our sunny, 4-season private retreat. Professionally designed and decorated, the chalet is the perfect getaway for families, only a 10 minute walk or 3 minute drive to all the ski & snowboarding activities and fun of Blue Mountain village. With room enough for 6 guests, our 2 bed, 2 bathroom ground level chalet backs onto Monterra golf course, providing lots of space for outdoor time and bbq's. Includes all the comforts of home for the perfect relaxing escape.

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna
Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

Private 5 Acre Chalet with Bunkie & Sauna
An enchanting, private, 4 season retreat in the escarpment atop Beaver Valley, metres from a beautiful section of the Bruce Trail. The property has nearly 5 acres with cut trails, hammocks, and a sports field. It has two buildings connected by a large deck that has outdoor furniture and a BBQ. The sauna is just feet away. The buildings are fully outfitted offering a comfortable base for daily adventuring, or a stay put retreat. This spot is ideal for a family, or a couple's getaway.

OakRidge Retreat-HOT TUB 100s of acres WIFI
The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

4 Bedroom Chalet #1 - The Lake at Blue Mountains
Perfect for your next family reunion or couples retreat, our renovated chalet can accommodate up to 10 people and features a full kitchen, 2 full baths, 4 bedrooms and 2 roll-away single beds, updated with modern fixtures and furniture. The chalet is the perfect blend of comfort and character. New fixtures & appliances mix beautifully with rustic accents that feel warm and welcoming. Located in a quiet community, we ask that there are no parties or events
Popular amenities for Grey Highlands chalet rentals
Family-friendly chalet rentals

Blue Mountain / Collingwood Hill Side Condo

2x King Beds, 2 Baths, Pool, Jacuzzi, Ravine, WiFi

Waverly House - Modern Chalet / Cottage with Pool

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

Large Blue Mountain Chalet Near Village Sleeps 20

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Blue Mountain Gem walking distance to Village-L

Country Getaway Perched on the Mulmur Hills
Luxury chalet rentals

2 Lake/Ski chalet with HOT TUB/SAUNA

The Cottages at Blue - Cottage 2

Chalet At Blue - Private chalet with hot tub

Octagon Chalet fire pit, close to theVillage

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

Rustic Spanish Chalet inthe Heart of Nature/hottub

Lake/Ski chalet with HOT TUB/SAUNA

Into the Woods Log Home
Lakefront chalet rentals

3 Bedroom Lakefront Cottage on secluded lake.

The Aqua Villa

TGIF - Serene Waterfront Retreat

Country Oasis - 5 private acres with hot tub
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.ﺇ1,550 | ﺩ.ﺇ1,645 | ﺩ.ﺇ1,278 | ﺩ.ﺇ1,142 | ﺩ.ﺇ1,249 | ﺩ.ﺇ1,344 | ﺩ.ﺇ1,553 | ﺩ.ﺇ1,594 | ﺩ.ﺇ1,190 | ﺩ.ﺇ1,197 | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,609 |
| 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 |
Quick stats about chalet rentals in Grey Highlands

Total vacation rentals
Explore 170 vacation rentals in Grey Highlands

Nightly prices starting at
Grey Highlands vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 12,180 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

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

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

4.8 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.8 out of 5!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Elora Gorge
- Caledon Ski Club LTD
- Elora Quarry Conservation Area
- Inglis Falls
- Harrison Park
- Forks of the Credit Provincial Park
- Sauble Beach
- Innisfil Beach Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Island Lake Conservation Area
- Centennial Beach
- Sunset Point Park
- Sauble Falls Provincial Park




