
Chalet holiday 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.

ReLive Hilltop Chalet w/brand-new hottub, sunrises
Relive Retreat's Hilltop Chalet is a 700 sq ft open concept rustic cabin w/high ceilings, full-length windows, spring water, private + new hot tub, fireplace, BBQ, wrap around deck w/views, hiking trails + more. Perfect for couples, friends or families looking to relax & rejuvenate in nature. If peace is what you are looking for this is it! Occassionally dog friendly so please inquire first. This is a private 72 acre retreat. We live here with our 2 dogs, currently hosting 2 yurts and 2 cabins.

Entire Rustic Chalet - Hot Tub, Sauna, Large Yard!
This updated chalet in the heart of Blue Mountain surrounded by forest includes a huge front yard, balcony, hottub, sauna, pool table, darts, foosball and is only a 3min drive to the BM Village. The great room has an amazing Polk audio surround sound with 70"4k TV ideal for movie nights after a long day skiing. 5 of the 7 bedrooms have there own 32"TVs for more private entertainment before bed. The mattresses are very comfy for a quality sleep so you will be well rested for the next day of fun.

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

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!
STA License #LCSTR20220000018 Fabulous 3 bedroom 2 bath executive suite with premium features, is an upper level end unit townhome located next to the Village at Blue Mountain in the beautiful Rivergrass community. Walk to Monterra Golf Clubhouse and Conference Centre. Steps to the Village featuring award winning restaurants/bars, shops, ski/snowboard hills, mini-golf, biking, hiking, zip lining +. A short drive from the GTA, Blue Mountain is a wonderful year round playground for all ages.

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

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.

Cozy upgraded Chalet Hot Tubs Sauna Fireplace
We would love to share our vacation chalet with you. This ski chalet has everything and more! 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. Only 7 min walk to the Village

Octagon Chalet fire pit, close to theVillage
I offer a large uniquely shaped chalet in a year-round tourist area: located in the Blue Mountains. The chalet is about a 15min walk to the Village, a 4min drive to the beach and a 10min drive to grocery stores and restaurants in Collingwood. The space is suitable for groups of up to 18 people (including children). The majority of the group must be over the age of 23 years of age when booking is by young adults. STA License no. LCSTR20210000143
Popular amenities for chalet rentals in Grey Highlands
Family-friendly chalet rentals

Blue Mountain / Collingwood Hill Side Condo

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

TGIF - Serene Waterfront Retreat

Relax at The Mountaintop Chalet (sleeps 16)

Balcony-Backyard-Parking-Sauna-Sleeps 20

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Blue Mountain Gem walking distance to Village-L

Beautiful bright four season chalet, Mt St Louis
Luxury chalet rentals

7-Bedrooms+Hot Tub+Pool ( pool for summer)

2 Lake/Ski chalet with HOT TUB/SAUNA

Retreat at Blue with private Hot Tub

Chalet At Blue - Private chalet with hot tub

The Cottages at Blue - Cottage 3

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

2 mins from Skiing | Hot Tub, Sauna, Games Room

Rustic Ridge Refuge - Sauna & Fire Pit + Hill View
Lakefront chalet rentals

3 Bedroom Lakefront Cottage on secluded lake.

The Aqua Villa

Sundance of Blantyre Ski Lodge w/ Hot Tub & Sauna

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 | £312 | £332 | £258 | £230 | £252 | £271 | £313 | £321 | £240 | £252 | £235 | £300 |
| 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 holiday rentals
Explore 160 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 12,340 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 of Grey Highlands holiday rentals include wifi 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
- Cobble Beach Golf Resort Community
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- Caledon Country Club
- The Club At Bond Head
- Sauble Beach Park
- The Georgian Bay Club
- Barrie Country Club
- Alpine Ski Club
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- Inglis Falls
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- Heritage Hills Golf Club
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