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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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Top guest favorite
An open concept living space features a pool table at the center, surrounded by a sectional couch and a small dining table. Large windows provide natural light, while a 70-inch TV is mounted on the wall. A gas fireplace is visible in the background.
Chalet in The Blue Mountains
4.97 out of 5 average rating, 192 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
A private deck overlooking the water features a comfortable sectional seating area with soft grey cushions. A round table is positioned nearby, and a decorative stove adds warmth. The shoreline stretches along the background, blending with tranquil water under a cloudy sky.
Chalet in Wasaga Beach
4.86 out of 5 average rating, 133 reviews

Amazing lower level suite-Deck on water

This incredible lower level suite on the most beautiful private beach..with deck on the beach and the suite is totally private and has a private entrance and is totally renovated with new downsview kitchen fireplace and private sauna with shower….the location is incredible with private parking spot.. 12 minutes to blue mountain 7 minutes to collingwood and 5 minute walk to the brand new CASINO AND RESTAURANT. This location is perfect for the most incredible beach vacation. BOOK BEFORE GONE…!!

Top guest favorite
A spacious living and dining area features a natural wood dining table set for six. The modern kitchen connects seamlessly with the open layout, while a comfortable seating arrangement faces a gas fireplace. Large windows provide ample natural light and views of the surrounding landscape.
Chalet in The Blue Mountains
4.98 out of 5 average rating, 121 reviews

Blue Mountain Escape! Lux 3 bdrm. Hot Tub!

STA License #LCSTR20220000018 Fabulous 3 bedroom 2 bath executive suite with premium features, is an upper level end unit townhome located next to the Village at Blue Mountain in the beautiful Rivergrass community. Walk to Monterra Golf Clubhouse and Conference Centre. Steps to the Village featuring award winning restaurants/bars, shops, ski/snowboard hills, mini-golf, biking, hiking, zip lining +. A short drive from the GTA, Blue Mountain is a wonderful year round playground for all ages.

Guest favorite
The exterior of the chalet features a two-story structure with large windows providing ample natural light. A small balcony is visible above the lower level, accompanied by a natural gas BBQ. Colorful adirondack chairs in red and blue are placed on the patio, surrounded by green shrubbery.
Chalet in The Blue Mountains
4.91 out of 5 average rating, 414 reviews

Modern Ski In/Out Mountain Side Ground Floor

SKI IN AND SKI OUT from the back deck (snow dependent)!! 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

Top guest favorite
A spacious living area is highlighted by modern furnishings, including two dark sofas and a wooden coffee table. A kitchen island with bar seating offers additional space, while dining chairs surround a large table in the background. Bright lights illuminate the well-equipped kitchen and open layout.
Chalet in The Blue Mountains
4.97 out of 5 average rating, 177 reviews

King’s Escape at Blue Mountain

Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

Guest favorite
A welcoming living area is highlighted by a soft gray sofa and a comfortable light-colored couch adorned with cushions. A coffee table sits atop a vibrant area rug. Large glass doors provide a view of the outdoor space, while a stone fireplace adds warmth to the room.
Chalet in The Blue Mountains
4.91 out of 5 average rating, 222 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.

Top guest favorite
The exterior of a custom-built log cabin is framed by trees under a clear blue sky. A spacious porch features two Adirondack chairs and a fire pit, providing a welcoming outdoor space. Natural stone accents enhance the cabin's rustic charm.
Chalet in Gravenhurst
4.94 out of 5 average rating, 258 reviews

Log Cabin on the Lake Bed and Breakfast

Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

Top guest favorite
A bright, spacious dining area is illuminated by natural light from large windows. A long, rustic table is accompanied by white, spindle-back chairs. A vase with greenery is centered on the table, enhancing the inviting atmosphere of the space.
Chalet in The Blue Mountains
4.97 out of 5 average rating, 247 reviews

The White Cedar Chalet! Free shuttle to Village

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

Top guest favorite
A two-story wooden cottage is surrounded by vibrant autumn foliage, with large windows and a balcony overlooking the landscape. A gravel driveway leads to the entrance, and an attached garage is visible on the right. The natural setting enhances the home's rustic charm.
Chalet in Coldwater
4.95 out of 5 average rating, 484 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

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. 20-25 minutes from Mount St. Louis ski hill and several beaches.

Superhost
A game room is featured with a classic pool table, blue felt top, and wooden frame. Overhead lighting highlights the area, while adjacent walls are adorned with natural wood paneling and stone accents. A vintage arcade game is also visible in the background.
Chalet in The Blue Mountains
4.82 out of 5 average rating, 153 reviews

Cozy upgraded Chalet Hot Tubs Sauna Fireplace

We would love to share our vacation chalet with you. This ski chalet has everything and more! We have an outdoor Hot Tubs, an indoor Sauna, and Entertainment such as a Pool Table, video games and a large 75 inch HD TV for your movie nights. Surround your friends/families around our renovated Kitchen, large Centre Island and large Dining Room Table. Seat in our covered Sunroom to have a morning coffee or enjoy your BBQ food all year round. Only 7 min walk to the Village

Superhost
A spacious living area features a large sectional sofa positioned around a rustic coffee table. A patterned area rug covers the floor. Natural light enters through a wide window, which overlooks the outdoor space. A stylish electric fireplace adds warmth to the room.
Chalet in The Blue Mountains
4.86 out of 5 average rating, 198 reviews

4 Bedroom Chalet #1 - The Lake at Blue Mountains

Perfect for your next family reunion or couples retreat, our renovated chalet can accommodate up to 10 people and features a full kitchen, 2 full baths, 4 bedrooms and 2 roll-away single beds, updated with modern fixtures and furniture. The chalet is the perfect blend of comfort and character. New fixtures & appliances mix beautifully with rustic accents that feel warm and welcoming. Located in a quiet community, we ask that there are no parties or events

Superhost
An outdoor heated swimming pool is surrounded by a spacious patio. Red and blue lounge chairs are placed around the pool area, with tall green trees providing shade in the background. A safety fence encloses the pool, creating a private atmosphere for guests.
Chalet in The Blue Mountains
4.76 out of 5 average rating, 132 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 :)

Popular amenities for Simcoe County chalet rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly chalet rentals

Chalet in Minesing
4.76 out of 5 average rating, 102 reviews

Private Chalet on 100 Acres w/ Pool Near Wasaga

The kitchen area features a central island with a white countertop, surrounded by barstools. A bold red refrigerator adds a pop of color, while the rustic wooden beams and paneled walls create a cozy atmosphere. A sectional sofa and dining area are visible in the background, illuminated by natural light.
Chalet in Coldwater
4.67 out of 5 average rating, 18 reviews

Moonstone Valley Chalet

The chalet is nestled among lush greenery, with a stone exterior and a spacious deck. Stairs lead from the gravel path to the entrance, framed by vibrant shrubs and trees. The wraparound deck showcases a blend of natural elements and inviting outdoor spaces.
Chalet in Creemore
5 out of 5 average rating, 6 reviews

Spacious chalet near Creemore

Top guest favorite
A cozy chalet features a sloped wooden roof and large front windows, surrounded by tall trees. A wooden deck extends from the front, bordered by shrubs, offering outdoor seating to enjoy the natural surroundings.
Chalet in Wasaga Beach
5 out of 5 average rating, 21 reviews

Chalet at the Beach

Guest favorite
The exterior of a Victorian farmhouse is displayed, featuring a metal roof and rustic wooden siding. A spacious deck is visible, surrounded by vibrant flower beds and green lawn. Seating areas include patio furniture and a fire pit, offering a welcoming outdoor space.
Chalet in Mulmur
4.79 out of 5 average rating, 53 reviews

The Sheds: Victorian Farmhouse 5BR Ski-In Ski-Out

A spacious country home is set against a clear blue sky, featuring a modern design with a dark exterior and a metal roof. Expansive grassy areas surround the house, and tall trees in the background provide a sense of privacy and seclusion.
Chalet in Singhampton
5 out of 5 average rating, 16 reviews

FireSong-A stunning family friendly country home

Guest favorite
A charming cabin is nestled among lush greenery, surrounded by colorful flowers. The exterior features a sloped roof and decorative elements, with a welcoming entrance marked by a small porch. Tall trees provide a natural canopy, enhancing the serene setting.
Chalet in Orillia
4.98 out of 5 average rating, 40 reviews

Cozy Country Retreat

The spacious living room is illuminated by natural light from large windows, highlighting wooden beams and a modern electric fireplace. Comfortable seating arrangements are present, including sofas and armchairs. A rustic coffee table sits centrally, and a view of the surrounding nature is visible outside.
Chalet in The Blue Mountains
4.71 out of 5 average rating, 168 reviews

Bluejay Chalet in the Blue Mountains with Hot Tub

Luxury chalet rentals

Guest favorite
A sunlit living area showcases a soft seating arrangement, complemented by a wooden coffee table. A decorative chair and a gas fireplace with flames create a cozy ambiance. A staircase, leading to the upper level, is visible in the background. A large TV is mounted on the wall.
Chalet in The Blue Mountains
4.92 out of 5 average rating, 13 reviews

The Cottages at Blue - Cottage 2

Superhost
An inviting living area displays high ceilings with wooden paneling. Comfortable seating arrangements are oriented around a central coffee table. A modern fireplace is situated against a feature wall, and large windows allow natural light to fill the space, enhancing the atmosphere.
Chalet in The Blue Mountains
4.8 out of 5 average rating, 197 reviews

Chalet At Blue - Private chalet with hot tub

Guest favorite
An open-concept area is highlighted, featuring a large wooden dining table at the forefront. A cozy living space is visible beyond a brick archway, with modern bar stools situated at a counter in the kitchen area. Natural light illuminates the space, enhancing its warm feel.
Chalet in The Blue Mountains
4.89 out of 5 average rating, 152 reviews

1 Lake/Ski Luxury Chalet /HOT TUB

Superhost
An aerial view showcases the three-story home surrounded by trees, leading to the shores of Georgian Bay. The vibrant blue waters are visible, along with a stretch of sandy beach in the distance. The property features a well-maintained lawn, enhancing the natural scenery.
Chalet in The Blue Mountains
4.86 out of 5 average rating, 51 reviews

Shale Beach House - 5mins to Blue Mtn Village!

Guest favorite
A uniquely shaped chalet is framed by a snowy landscape, featuring a spacious wooden deck that wraps around the front. Large windows allow natural light to fill the interior, while a clear blue sky complements the winter scenery.
Chalet in The Blue Mountains
4.83 out of 5 average rating, 178 reviews

Octagon Chalet fire pit, close to theVillage

Guest favorite
The cottage exterior is highlighted by warm lighting that enhances its modern design. Large windows provide views of the surrounding greenery, while a spacious deck, adorned with string lights, complements the tranquil setting. The scene conveys a welcoming atmosphere for outdoor gatherings.
Chalet in Collingwood
4.93 out of 5 average rating, 46 reviews

*NEW* Naturskön Cottage | Mountain Views | Hot Tub

Guest favorite
The kitchen area features white cabinetry and a mosaic backsplash, complemented by a spacious countertop. An open layout connects the kitchen to a dining area, illuminated by natural light from large windows. Exposed wooden beams create visual interest on the ceiling.
Chalet in The Blue Mountains
4.85 out of 5 average rating, 101 reviews

HOT TUB, Barbeque, Village Entertainment

Guest favorite
A spacious dining area features a large wooden table with bench seating under an arched ceiling. Large windows allow for natural light, highlighting the rustic stone accents and wooden beams. A cozy seating area is visible in the background, enhancing the inviting feel of the space.
Chalet in The Blue Mountains
4.89 out of 5 average rating, 114 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

Lakefront chalet rentals

A wooden dock extends over the calm water, with two red kayaks secured alongside. The shore is lined with greenery, and distant trees frame the tranquil lake. Clouds fill the sky, creating a serene atmosphere ideal for outdoor activities.
Chalet in Gravenhurst
4.65 out of 5 average rating, 48 reviews

Lakefront Chalet, Kayaks & Fireplace for 8

A wooden cabin is surrounded by lush greenery, featuring a spacious lawn. Two wooden adirondack chairs are positioned on a gravel area, inviting relaxation outdoors. The structure showcases large windows that bring in natural light, and a path leads through the greenery.
Chalet in Gravenhurst
4.86 out of 5 average rating, 71 reviews

Muskoka Mist

Guest favorite
A cozy living room features a stone fireplace with a television mounted above. Comfortable seating options include two plush sofas, arranged on a warm wood floor. Natural light enters through multiple windows, and a rustic dining table is positioned nearby.
Chalet in Severn Bridge
5 out of 5 average rating, 24 reviews

The Cozy Camp Cottage and Jean Lodge

Superhost
The cottage is nestled among vibrant autumn foliage, showcasing a green exterior and a sloped roof. A gravel driveway leads to the entrance, where a red vehicle is parked. Surrounding trees exhibit shades of yellow, orange, and red, creating a warm seasonal atmosphere.
Chalet in Port Severn
4.67 out of 5 average rating, 91 reviews

Private Scenic Muskoka Lakefront Cottage (Hot Tub)

Top guest favorite
A serene pond reflects vibrant autumn foliage, with trees transitioning from green to shades of yellow and orange. A gentle fountain adds tranquility to the scene, while a spacious outdoor area is visible in the background, surrounded by colorful trees.
Chalet in Mulmur
5 out of 5 average rating, 42 reviews

Country Oasis - 5 private acres with hot tub

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