Chalet holiday rentals in Greater Toronto Area

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Greater Toronto Area

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Guest favourite

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 favourite

Chalet in Priceville

4.91 out of 5 average rating, 449 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 favourite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 150 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 The Blue Mountains

4.92 out of 5 average rating, 212 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 favourite

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.

Superhost

Chalet in Hawkestone

4.77 out of 5 average rating, 216 reviews

Charming Cottage near Lake Simcoe

During the winter you can experience a lot of fun snow can offer. Enjoy alpine and cross-country skiing, tubing, snowboarding, snow shoeing, fat biking or snowmobiling. Best Ontario ski resorts withing minutes to drive. During the summer: Enjoy a swim at the lake or bring your own boat to explore. Sit by the fireplace inside or build a bonfire outside. Kid friendly family paradise. Beautiful bike trails in the woods. Bike to Orilia or Barrie through the scenic old railway trail.

Guest favourite

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 favourite

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

Guest favourite

Chalet in Moonstone

4.93 out of 5 average rating, 176 reviews

Beautiful bright four season chalet, Mt St Louis

Enjoy the perfect getaway all year round in our Chalet. Located right by Mount St Louis ski resort in Moonstone and only minutes from Horseshoe Valley. Our Chalet consists of 2 bedrooms, 1 up & 1 on the main floor with a loft equipped with 1 queen bed. The property backs onto forest offering guests amazing scenery and tranquility. Enjoy a variety of winter activities including skiing, snowboarding, snowshoeing or curling up beside the fireplace practicing yoga or meditation!

Superhost

Chalet in Moonstone

4.88 out of 5 average rating, 236 reviews

Private Luxury Chalet at forest’s edge

10YO 4 bedroom chalet with BELL FIBE high-speed Internet package only 3 mins from Mt St Louis Ski Hill. Our kitchen/dining/living area is designed as 1 big open space that leads onto a 16' X 30' deck overlooking the forest. It's great for couples, adventurers, families (with kids) and groups. Private trails from our lot, skiing, snowshoe, biking/hiking, 5' X 8' Pool table, darts. Well-behaved dogs welcome. For things to do in area search 'the chalet moonstone' on Youtube.

Guest favourite

Chalet in Coldwater

4.95 out of 5 average rating, 400 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI HST in

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 minutes from Mount St. Louis ski hill and several beaches.