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.

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Top guest favorite
A warm living area features leather sofas adorned with soft throws, along with a daybed lined with colorful cushions. A cozy wood stove is positioned nearby, providing a focal point. Natural light streams through the glass doors, complemented by rich purple curtains.
Chalet in The Blue Mountains
4.91 out of 5 average rating, 100 reviews

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!

Top guest favorite
A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.
Chalet in Blue Mountain Resort Area
4.97 out of 5 average rating, 323 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

Guest favorite
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, 489 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 favorite
A wooden cabin is set against a backdrop of greenery, featuring large glass windows that invite natural light indoors. The structure displays a combination of rustic wooden siding and a red-painted section, while the landscaping is dotted with small plants and rocks.
Chalet in Flesherton
4.82 out of 5 average rating, 123 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 favorite
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, 450 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 favorite
A spacious living area is highlighted by modern furnishings, including two dark sofas and a wooden coffee table. A kitchen island with bar seating offers additional space, while dining chairs surround a large table in the background. Bright lights illuminate the well-equipped kitchen and open layout.
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 favorite
Chalet in Blue Mountain Resort Area
4.81 out of 5 average rating, 178 reviews

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

Guest favorite
A welcoming living area is highlighted by a soft gray sofa and a comfortable light-colored couch adorned with cushions. A coffee table sits atop a vibrant area rug. Large glass doors provide a view of the outdoor space, while a stone fireplace adds warmth to the room.
Chalet in Blue Mountain Resort Area
4.91 out of 5 average rating, 226 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 favorite
Chalet in Meaford
4.98 out of 5 average rating, 118 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 favorite
A wooden deck connects two buildings, featuring outdoor furniture including two lounge chairs and a blue plastic chair. A picnic table is positioned in front, and a grill can be seen nearby. Lush greenery surrounds the area, providing a calm outdoor environment.
Chalet in Grey Highlands
4.95 out of 5 average rating, 155 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.

Top guest favorite
Chalet in Coldwater
4.95 out of 5 average rating, 506 reviews

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.

Superhost
A cozy sleeping area features a wooden headboard and two silver table lamps on either side. The spacious bed is adorned with soft gray pillows and a light tan throw blanket. A decorative pillow with a ski theme is placed at the center.
Chalet in Blue Mountain Resort Area
4.85 out of 5 average rating, 211 reviews

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

When is the best time to visit Grey Highlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,550ﺩ.ﺇ1,645ﺩ.ﺇ1,278ﺩ.ﺇ1,142ﺩ.ﺇ1,249ﺩ.ﺇ1,344ﺩ.ﺇ1,553ﺩ.ﺇ1,594ﺩ.ﺇ1,190ﺩ.ﺇ1,197ﺩ.ﺇ1,175ﺩ.ﺇ1,609
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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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