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.

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Top guest favourite
An open concept living space features a pool table at the center, surrounded by a sectional couch and a small dining table. Large windows provide natural light, while a 70-inch TV is mounted on the wall. A gas fireplace is visible in the background.
Chalet in Blue Mountain Resort Area
4.97 out of 5 average rating, 201 reviews

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.

Guest favourite
Chalet in Blue Mountain Resort Area
4.92 out of 5 average rating, 104 reviews

Rustic Ridge Refuge - Sauna & Fire Pit + Hill View

PROMOTION: book 2 nights get 1 free!* Follow us @cottagesatblue to qualify This large 2,400 sq ft 3 level, 6 bedroom, 2 bathroom Swiss-style chalet boasts wonderful views of Blue Mountain. Enjoy the view of Blue Mountain from the wrap-around deck or from behind the wall-to-wall windows, in the comfort of the living room with a real wood-burning fireplace. Enjoy all the conveniences of home! *Promo does not apply to holidays or long-weekends - please contact the hosts for further information

Top guest favourite
A clear, inviting swimming pool is surrounded by a landscaped area featuring green foliage. Lounge chairs are arranged around the pool's edge, and a small building is visible in the background, providing shade and amenities.
Chalet in Blue Mountain Resort Area
4.97 out of 5 average rating, 315 reviews

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

Top guest favourite
A spacious living and dining area features a unique wooden dining table complemented by black leather chairs. The modern kitchen is visible with wooden cabinetry, while large windows illuminate the comfortable seating area that includes a black sectional sofa and a flat-screen TV.
Chalet in Blue Mountain Resort Area
4.98 out of 5 average rating, 130 reviews

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.

Guest favourite
An open concept living area features high ceilings and ample natural light from large full-length windows. A comfortable seating arrangement is positioned around a fireplace, with a television and a dining area visible nearby, creating a welcoming space for relaxation.
Chalet in Priceville
4.91 out of 5 average rating, 488 reviews

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.

Guest favourite
Chalet in Flesherton
4.82 out of 5 average rating, 122 reviews

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.

Guest favourite
An exterior view of a row of chalet-style condominiums is presented, showcased under a blanket of snow. Large windows reflect the surrounding winter landscape, while the ocean can be seen in the background. The scene conveys a tranquil, snowy atmosphere.
Chalet in Blue Mountain Resort Area
4.91 out of 5 average rating, 443 reviews

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

Top guest favourite
A seasonal outdoor pool is surrounded by a spacious deck, featuring numerous lounge chairs for sunbathing. Lush greenery borders the area, and a cozy cabana is visible in the background. Clear blue skies and a bright sun enhance the inviting atmosphere of the location.
Chalet in Blue Mountain Resort Area
4.97 out of 5 average rating, 183 reviews

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

Guest favourite
An expansive outdoor heated pool is surrounded by a spacious patio. Lounge chairs are arranged around the pool, with shaded areas provided by nearby trees. A communal pavilion is visible in the background, enhancing the inviting atmosphere of the outdoor space.
Chalet in Blue Mountain Resort Area
4.91 out of 5 average rating, 223 reviews

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.

Top guest favourite
A private hot tub is positioned on a wooden deck, surrounded by lush greenery. Two lanterns provide soft lighting, while plush towels are neatly arranged on a bench nearby. The horizon features a colorful sunset, enhancing the serene outdoor setting.
Chalet in Meaford
4.98 out of 5 average rating, 111 reviews

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!

Top guest favourite
Two wooden buildings are illuminated at night, revealing cozy interiors. A snow-covered path leads between them, with ski equipment resting on the ground. Soft light glows from the windows, highlighting the inviting atmosphere of this winter retreat.
Chalet in Grey Highlands
4.95 out of 5 average rating, 153 reviews

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.

Guest favourite
An indoor hot tub is situated in a warmly lit room with wooden paneling. Soft lighting enhances the relaxing environment, while a small countertop area is visible nearby. The tile floor adds a modern touch to the inviting space.
Chalet in Blue Mountain Resort Area
4.8 out of 5 average rating, 372 reviews

Cozy Sleep 10 ,Hot Tub & BBQ, Steps to Blue Mtn

You just found the perfect Blue Mountain getaway! Our cozy 2,500 sqft chalet is ideal for friends and families seeking to relax and recharge. A 5-minute walk from the village and just 400 yards from the ski lifts, it sleeps 10 comfortably. Enjoy an indoor hot tub, a game room with foosball, TV, and Pac-Man, plus a gourmet kitchen and wood-burning fireplace for cozy nights in. Grill on the Weber BBQ or unwind in the loft. Have questions? Message us anytime—we’re here to help!

Popular amenities for chalet rentals in Grey Highlands

When is the best time to visit Grey Highlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$535 SGD$568 SGD$441 SGD$395 SGD$431 SGD$464 SGD$537 SGD$551 SGD$411 SGD$414 SGD$406 SGD$556 SGD
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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 $89 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    170 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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