Chalet vacation rentals in Simcoe County

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Top-rated chalet rentals in Simcoe County

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

Feb 27 – Mar 6

G$74,381 GYD per night

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.

Sep 22 – 29

G$127,118 GYD 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 4 – 11

G$45,333 GYD per night

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

Sep 4 – 11

G$96,121 GYD per night

Guest favorite

Chalet in The Blue Mountains

4.93 out of 5 average rating, 208 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!

Nov 8 – 15

G$212,341 GYD per night

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.

Sep 14 – 21

G$44,412 GYD 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.

Mar 16 – 23

G$98,396 GYD per night

Guest favorite

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!

Jun 6 – 13

G$54,142 GYD per night

Superhost

Chalet in Moonstone

4.89 out of 5 average rating, 235 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.

Oct 7 – 14

G$49,639 GYD per night

Guest favorite

Chalet in Coldwater

4.95 out of 5 average rating, 393 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.

Nov 27 – Dec 4

G$72,701 GYD per night

Superhost

Chalet in The Blue Mountains

4.85 out of 5 average rating, 674 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 10 – 17

G$31,595 GYD 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 :)

Apr 4 – 11

G$162,311 GYD per night