
Chalet holiday rentals in Grey Highlands
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Quick stats about chalet rentals in Grey Highlands

Total holiday rentals
Explore 190 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 13,370 verified reviews to help you choose

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

Pet-friendly accommodation
Find 120 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
180 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!
Top-rated chalet rentals in Grey Highlands
Guests agree: These chalets are highly rated for location, cleanliness and more.

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!

Little Blue Spruce (Pool & Free Village Shuttle)
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

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.

Blue Mountain Escape! Lux 3 bdrm. Pool/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.

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

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

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!

Starlight Mountain House: Chalet w Hot Tub + Games
Welcome to your paradise at the bottom of Blue Mountain, featuring an abundance of amenities for you to enjoy indoors and out! This tastefully decorated ski-themed three-story chalet has light pouring in through the large windows, with the beautiful landscape of the mountains visible from the porch and upper deck. Just over a km from the heart of the village, you can host more friends & family than a typical chalet, boasting 7 bedrooms & 6.5 bathrooms, most with ensuites.

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

*Haven on Blue Retreat* Heated pool, hot tub &more
HOT TUB,SAUNA,HEATED OUTDOORS POOL, WOOD BURNING FIREPLACE ! HAVEN On BLUE is just that! This cozy charming 3 bedroom 4 season chalet is nestled in the foothills of Blue Mountain village-18 min walk & Collingwood & has everything you need for a family vacation or just a quick weekend getaway - skiing, snowboarding, summer golf trip, outdoor tennis courts -3-min walk. A stay here is sure to please even the most discerning guests. Just come & enjoy :)

Hilltop Chalet | Private HotTub, Fireplace & Views
Slow mornings. Star-filled evenings. Wake naturally as sunrise fills the chalet through expansive windows, then spend your days exploring 72 acres of forests and trails or simply unwinding on the wrap-around deck. As evening settles in, soak beneath the stars in your private hot tub, gather around the outdoor fire, or relax beside the indoor fireplace. Thoughtfully designed for couples, friends, and peaceful escapes. Friendly dogs welcome by request.
Popular amenities for Grey Highlands chalet rentals
Family-friendly chalet rentals

OakRidge Retreat-HOT TUB 100s of acres WIFI

Cozy Blue Mountain condo w/ hot tub & bbq (10 ppl)

Cosy Chalet - 4 Season Family Oasis

Escape to Northview Chalet Blue Mountain

Rustic Ridge Refuge - Sauna & Fire Pit + Hill View

Cozy cottage in the woods near trails & waterfalls

Elderado A-Frame Chalet | 25-Acres & Soaker Tub

Beaver Valley Ski Chalet
Luxury chalet rentals

Ski in/out Chalet Hot Tubs Sauna Fireplace

Blue Mountains Chalet

Luxury Chalet | HotTub • Sauna • Walk to Village

Chalet At Blue - Private chalet with hot tub

Rustic Spanish Chalet inthe Heart of Nature/hottub

Octagon Chalet fire pit, close to theVillage

Into the Woods Log Home

UrbanChalet: Secluded 20Acres W/Pizza Oven+Firepit
Lakefront chalet rentals

Country Oasis - 5 private acres with hot tub

3 Bedroom Lakefront Cottage on secluded lake.

TGIF - Serene Waterfront Retreat

The Aqua Villa
When is the best time to visit Grey Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $752 NZD | $790 NZD | $634 NZD | $539 NZD | $589 NZD | $634 NZD | $733 NZD | $752 NZD | $562 NZD | $565 NZD | $555 NZD | $759 NZD |
| 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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- Waterfront rentals Grey Highlands
- Family-friendly rentals Grey Highlands
- House rentals Grey Highlands
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- Rentals with a patio Grey Highlands
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- Pet-friendly rentals Grey Highlands
- Rentals with a sauna Grey Highlands
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- Rentals with a fireplace Grey Highlands
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- Rentals with a hot tub Grey Highlands
- Beachfront rentals Grey Highlands
- Rentals with lake access Grey Highlands
- Rentals with outdoor seating Grey Highlands
- Condo rentals Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with an EV charger Grey Highlands
- Ski-in/ski-out rentals Grey Highlands
- Fitness-friendly rentals Grey Highlands
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- Hotel rooms Grey Highlands
- Rentals with breakfast Grey Highlands
- Chalet rentals Grey County
- Chalet rentals Ontario
- Chalet rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Elora Gorge
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Sauble Falls Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Elora Quarry Conservation Area
- Inglis Falls
- Cobble Beach Golf Resort Community
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Island Lake Conservation Area
- Guelph Lake Conservation Area
- Craigleith Provincial Park
- Belwood Lake Conservation Area





