Chalet vacation rentals in Grey Highlands

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Grey Highlands

Guests agree: these chalets are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Chalet in The Blue Mountains

4.87 out of 5 average rating, 117 reviews

Luxury Chalet 1/Hot tub

Welcome to our bright and spacious 6 bedroom 2 storey detached Swiss Style Chalet with private HotTub and magnificent views of the Mountains. It comfortably accommodate up to 16 people. Nicely renovated-new kitchen, furniture, bedding and much more new. Ideally located at the base of the mountains with a direct walking path to the Village and ski slopes at end of cul-de-sac (600m), 4 min drive to the beaches, 8 minutes drive to Collingwood and 25 minutes drive to Wasaga Beach. LCSTR20210000236.

Guest favorite

Chalet in Blue Mountain

4.79 out of 5 average rating, 348 reviews

Cozy, 4 Bedroom Chalet, 10 min walk to Village

Welcome! Our super cozy 2,500 sq ft chalet is the perfect oasis for friends and families to relax and recharge! A 10 min walk to the Village at Blue and 400 yards to ski lifts, it sleeps 10 comfortably and boasts: • 4 Private Bedrooms + Sofa Bed • 3 newly renovated, 3 piece baths. • a 6 person hot tub; • Game room with foosball table, TV and Pac Man Vid game; • Gourmet kitchen; • Wood burning FIREPLACE • WEBER BBQ. • Loft space. • No PETS. Sorry—allergies! STA license#: LCSTR20210000133

Guest favorite

Chalet in Priceville

4.91 out of 5 average rating, 448 reviews

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.

Guest favorite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 149 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 favorite

Chalet in The Blue Mountains

4.91 out of 5 average rating, 297 reviews

Modern Ski In/Out Mountain Side Ground Floor

SKI IN AND SKI OUT from your own personal back yard deck!! 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!

Guest favorite

Chalet in The Blue Mountains

4.93 out of 5 average rating, 210 reviews

Relax at The Mountaintop Chalet (sleeps 16)

Blue Mountains Accredited Short-term Accommodation License # LCSTR20210000110 Whether you’re looking for a romantic escape, planning a family reunion or special event, Mountaintop Chalet will fit all your vacation needs. Our rustic and secluded Chalet is a short drive to Blue Mountain Village and the world-renowned Scandinave Spa right down the road, you will not find a more central place to call home while exploring. Our property is just under one acre with lots of space for fires & fun!

Guest favorite

Chalet in The Blue Mountains

4.9 out of 5 average rating, 162 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.

Superhost

Chalet in Phelpston

4.88 out of 5 average rating, 284 reviews

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Our place is perfectly situated on a radius of just minutes travel to lakes, beaches, ski hills, ATV's and snowmobile and hiking trails nearby. Near Horseshoe Valley, Wasaga Beach and the Muskokas, you have the convenience for a quick trip or choose not to leave our place that offers all the amenities of a perfect holiday oasis, a Solar Heated Swimming Pool for the summer and a Hot Tub all year long. In the middle of Nature, you have the quiet and secluded ability to appreciate it all.

Guest favorite

Chalet in Grey Highlands

4.94 out of 5 average rating, 106 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 favorite

Chalet in The Blue Mountains

4.97 out of 5 average rating, 181 reviews

The White Cedar Chalet pool/free shuttle

The White Cedar Chalet For your perfect family vacation in Blue Fully stocked kitchen with lots of extras provided 🫖☕️🫙🍽🥂 🛌 5 comfy beds Lots of extra pillows, blankets, towels, cozy linens 🍼 Highchair, Pack n Play, toddler bed 🛀2 bathrooms including Whirlpool tub 🖥 2 TVs with Netflix, Prime, Disney+, Crave and Cable🍿 💻Fast internet, office nook 🚒Toys♟️games 🎲 Xbox 🎮 🔥Gas BBQ on the balcony 🔥Gas Fireplace 🚗Parking in shared lot NO. LCSTR20230000108

Superhost

Chalet in The Blue Mountains

4.85 out of 5 average rating, 676 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

Guest favorite

Chalet in The Blue Mountains

4.94 out of 5 average rating, 295 reviews

Immaculate Blue Mountains chalet

Welcome to our cozy chalet located in walking distance of Blue Mountain village. The chalet has been recently updated, including a luxurious king bed. Through winter, enjoy a relaxing evening by the fire, after a day on the slopes. In summer, enjoy time at the pool, after day on the golf course. The chalet is equipped with everything you need for a tranquil getaway. Enjoy free shuttle service to the village. STA Licence # LCSTR20220000127