
Chalet holiday rentals in Grey Highlands
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Top-rated chalet rentals in Grey Highlands
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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.

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 Lodge +Hot Tub +Sauna +Pond
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.
Popular amenities for Grey Highlands chalet rentals
Family-friendly chalet rentals

Blue Mountain / Collingwood Hill Side Condo

2 Lake/Ski chalet with HOT TUB/SAUNA

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

STUNNING Post & Beam Retreat: Short Walk to Beach!

Large Blue Mountain Chalet Near Village Sleeps 20

Log Cabin on the Lake Bed and Breakfast

Blue Mountain Chalet Sleeps 16 Fire Pit

Country Getaway Perched on the Mulmur Hills
Luxury chalet rentals

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

Retreat at Blue with private Hot Tub

The Cottages at Blue - Cottage 2

Modern Airbnb Blue Mountain Village

Chalet At Blue - Private chalet with hot tub

Octagon Chalet fire pit, close to theVillage

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit

Indoor Pool & Hot Tub, Steps to Ski Lift
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 | $612 AUD | $650 AUD | $505 AUD | $451 AUD | $493 AUD | $531 AUD | $614 AUD | $630 AUD | $470 AUD | $473 AUD | $464 AUD | $636 AUD |
| 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 170 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $102 AUD per night before taxes and fees

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

Family-friendly holiday rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday 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 holiday 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
- Forks of the Credit Provincial Park
- Inglis Falls
- Harrison Park
- Sauble Beach
- Wye Marsh Wildlife Centre
- Innisfil Beach Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Island Lake Conservation Area
- Sunset Point Park
- Centennial Beach
- Sauble Falls Provincial Park




