Chalet vacation rentals in Greater Toronto and Hamilton Area

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Top-rated chalet rentals in Greater Toronto and Hamilton Area

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

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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

Jan 1 – 8

R8,338 ZAR per night

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.

Aug 28 – Sep 4

R3,111 ZAR per night

Guest favorite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 148 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.

Oct 14 – 21

R11,669 ZAR per night

Guest favorite

Chalet in The Blue Mountains

4.87 out of 5 average rating, 116 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

May 3 – 10

R7,446 ZAR per night

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!

Dec 1 – 8

R3,916 ZAR per night

Guest favorite

Chalet in The Blue Mountains

4.93 out of 5 average rating, 207 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!

Mar 6 – 13

R19,477 ZAR per night

Guest favorite

Chalet in The Blue Mountains

4.9 out of 5 average rating, 161 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.

Sep 20 – 27

R4,175 ZAR per night

Superhost

Chalet in Phelpston

4.88 out of 5 average rating, 283 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.

Feb 10 – 17

R11,668 ZAR per night

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.

Dec 6 – 13

R2,885 ZAR per night

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.

Jul 8 – 15

R2,409 ZAR per night

Superhost

Chalet in The Blue Mountains

4.85 out of 5 average rating, 673 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.

Oct 12 – 19

R2,900 ZAR per night

Superhost

Chalet in The Blue Mountains

4.74 out of 5 average rating, 108 reviews

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

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 :)

Dec 6 – 13

R8,916 ZAR per night