Chalet holiday rentals in Horseshoe Valley

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Horseshoe Valley

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Guest favourite

Chalet in Mansfield

4.96 out of 5 average rating, 69 reviews

Chalet w/ Hot Tub, Sauna n Cold Plunge! 10% OFF!

New for 2024: Returning guests get 10% off! Perfect place to relax and rejuvenate while surrounded by nature, privacy and stars! Local towns offer charming restaurants, taste testing or shopping. Hike Dufferin County Forest/Mansfield Outdoor Centre then relax in your own private hot tub, outdoor sauna or experience a cold plunge! Watch the stars while enjoying cocktails around the fire pit or from the deck. Enjoy your morning coffee while watching the sunrise over the Mulmur hills. Priceless!

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Chalet in Moonstone

4.91 out of 5 average rating, 11 reviews

Fun Family Forest Retreat! Hot Tub & Sauna!

Relax with the whole family at this peaceful chalet in the woods! Recharge communing with nature, soak in the hot tub, heat up in the sauna, cool down with a cold splash, and later in the season - visit nearby Bass Lake (10 minutes). Family and pet friendly, our chalet-style home is located on a quiet rural road set in the woods, with no neighbors in sight. You will sleep in a quiet and peaceful setting, disturbed only by birds and our roosters in the morning! Plenty of outdoor space to play.

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Chalet in Shanty Bay

4.92 out of 5 average rating, 13 reviews

6 BR Horseshoe Mountain top Luxury chalet

Conveniently located in the heart of Horseshoe Mountain, easily access to hiking and biking trails, skiing, and local attractions. Immerse yourself in the natural beauty of the area or simply relax and unwind in the comfort of our exquisite residence. The fully equipped gourmet kitchen boasts high-end appliances and a large dining area, ideal for hosting intimate dinner parties with family and friends. Book your stay now and experience the ultimate in luxury living atop Horseshoe Mountain!

Guest favourite

Chalet in Mulmur

5.0 out of 5 average rating, 30 reviews

Country Oasis with swimming pond & hot tub

Escape to the country and unwind on 5 private acres. Just 1.5 hours from the city, this luxurious chalet sleeps 10-12 and offers a hiking loop, a 1-acre creek-fed swimming pond, volleyball, ping pong, a trampoline - and high-speed wifi. With Bruce Trail hiking, cycling and mountain biking routes right outside your door, boredom is not an option. Venture up to Collingwood, hop down to Hockley Valley, or just soak up this slice of tranquility from the hot tub. **ASK ABOUT MID-WEEK DISCOUNTS**

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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.

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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.

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Chalet in Shanty Bay

5.0 out of 5 average rating, 3 reviews

Escape the City in our Ski Townhouse, Sleeps 8

Bring the whole family to this great place with lots of room for fun. An elegantly designed, double apartment townhouse, equipped with 2 King Sized Beds, Fully Equipped Kitchen, 2 Full Baths, and Private Jacuzzi! Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+. The Resort's amenities include Gym, Heated Pool, Hot Tubs, and Trails. Close to Vetta Spa, and several ski hills like Horseshoe and Mt St Louis, the Best Stay in Oro-Medonte. Book with Us Today!

Guest favourite

Chalet in Oro

5.0 out of 5 average rating, 19 reviews

All season country club resort - spa, ski & beach

Welcome to the all season Carriage Country Club located in the heart of Horseshoe Valley outside of Barrie. In this resort style property, you will have everything you need including indoor & outdoor pool, hot tub, gym, firepit, volleyball court, children's play & BBQ area, walking trails & more. Treat yourself to the new Vetta Nordic Spa for authentic Finnish massages. Moments away from quality beaches, biking, hiking, ziplining, golfing, skiing, tubing, treetop trekking and more!

Guest favourite

Chalet in Minesing

4.88 out of 5 average rating, 33 reviews

Private Chalet on 100 Acres w/ Hot Tub Near Wasaga

Welcome to your own private oasis situated on 100 acres of beautiful woodlands! This massive 5 BD, 3 BA custom-build timber home is the perfect setting for large families or travelling friends. Take a dip in the pool or soak in the hot tub while surrounded by the tranquil scenery! Cozy up by two indoor fireplaces during cool evenings. Our property is conveniently located near Wasaga Beach, so you can easily explore the area's activities with a tranquil retreat as your home base!

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!

Guest favourite

Chalet in Mulmur

5.0 out of 5 average rating, 30 reviews

Into the Woods Log Home

Super private and relaxing escape, only 1:20 hrs from Toronto, and 40 minutes to Collingwood. Amenities include: - swim spa pool (seasonal) and hot tub - 2 swimming ponds - 70 acres of land (with trails) - sauna and steam shower - pirate ship play structure - ice rink (seasonal) - fireplaces - kids' zip line ... You'll never want to go home! This is our family log home. Pls make sure you can abide by our house rules before booking. See more on IG @intothewoodsloghome

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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.