Ski-in/Ski-out holiday rentals in Algonquin Highlands

4.89 out of 5 average rating, 108 reviews

A bright living area features a comfortable gray sectional sofa with yellow accent pillows. A round coffee table sits in front, while large windows allow natural light to fill the space. A ceiling fan hangs overhead, and a piece of wall art adds a touch of color.

Condo in Huntsville

Huntsville Lakeside & Ski Chalet

Enjoy the charm of Muskoka lakeside living at our newly renovated, spacious 3-bedroom, 2-bath chalet on stunning Peninsula Lake. Perfect for families seeking a peaceful getaway—no parties permitted. This lake & ski retreat offers three levels of living space, ensuring everyone has their own private area. The loft BR with private bath provides a peaceful escape with stunning views of the lake and ski hills. Enjoy the sandy beach and outdoor pool in summer, and skiing and snowboarding in winter.

4.97 out of 5 average rating, 218 reviews

An A-Frame TreeHouse is nestled among the trees, featuring a wooden deck that leads to a cozy hot tub illuminated with tranquil blue light. Warm light spills from the windows, creating a welcoming ambiance as it contrasts with the natural surroundings.

Treehouse in Huntsville

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

Escape to our one-of-a-kind A-Frame TreeHouse, tucked among snowy Muskoka trees near Huntsville, ON. Slow down, cozy up, and enjoy winter’s beauty. Spend evenings by the fireplace, soak under the stars in the hot tub, or head out for adventure— skiing, snowshoeing, skating, and hiking are all close by. Highlights - Hot tub & fireplace - Snowshoes provided - Sweeping snowy forest views - Free Ontario Parks pass - 10-min walk to ski hill & lake 📷 See more @door25stays for photos & inspiration!

4.98 out of 5 average rating, 422 reviews

A charming A-frame chalet is set amidst a snowy landscape, with a green metal roof and large windows revealing forest views. A wooden deck with steps leads to the entrance, surrounded by birch and pine trees in a serene winter setting.

Cottage in Huntsville

Muskoka A-Frame + HOT TUB | Arrowhead | 4-Seasons

Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat. Relax in the *HOT TUB**. Wake up to swaying treetops, play boardgames & albums by the fire, with 2-story forest views. This classic 70’s A-frame cabin has been re-imagined for the modern world. Nest away or make it your base for 4-seasons of adventure. Hike, snowshoe or cross-country ski Limberlost, ski/snowboard Hidden Valley, skate through Arrowhead forest & visit Huntsville for restaurants, breweries & local amenities

Guest suite in Huntsville

An inviting living space is highlighted by large windows offering views of the surrounding forest. A comfortable seating area features a gray couch and a green loveseat, accompanied by a wooden dining table with colorful chairs. Natural light enhances the warm wood flooring.

4.97 out of 5 average rating, 362 reviews

Hidden Valley’s Guest Suite - explore nature

Our place is a new build that sits on the back side of Hidden Valley Ski Hill, on the “lazy lady” run. We are currently working on finishings, and landscaping but all spaces are usable. It’s a modern, 2 bedroom, 1.5 bath that comfortably sleeps up to six. It’s attached to our main house similar to a duplex. Located minutes to downtown Huntsville, Arrowhead and Algonquin Park - a 4 seasons getaway. There is also a private community beach, access by a walk down the ski hill or a short drive.

4.98 out of 5 average rating, 147 reviews

The main living area includes a comfortable sectional sofa and an armchair beside the large windows, offering views of the lake. A wooden dining table with matching chairs is centered beneath a lantern. Natural light fills the space, complemented by warm wooden accents.

Townhouse in Huntsville

Lakehill Haven in Hidden Valley Slope and Lakeside

2 bed, 1.5 bath, 2 levels & spectacular views of Peninsula Lake & mountains. Two balconies to relax on. Enjoy a beach, tennis & basketball courts, sauna, hot tub, indoor & outdoor pool included in price next door at Hidden Valley Resort ( has a bar/restaurant). Ski hill across the road has a variety of hills and when ready, an ice rink on the lake for a game of shinny or fun skate. Also a hill for sledding out front! The area also has numerous places to visit. No water equipment provided.

Cottage in Algonquin Highlands

4.91 out of 5 average rating, 377 reviews

Long Beach on Big Boshkung

Welcome to Long Beach on Boshkung. A beautiful private 2 bedroom (2 Queens) , 1 Loft (2 Singles) cottage complete with a 3 piece bathroom on 300 feet of frontage on Big Boshkung Lake in Haliburton Ontario. Bungalow cottage property is a unique combination of comfort and beauty. Shaded by towering white pines, the cottage holds one of the best and clearest views of Boshkung lake, private 300 foot sand beach and spectacular sunsets. Front deck on lake side has hill may not be child friendly

4.94 out of 5 average rating, 128 reviews

A cozy yurt sits amidst a snowy landscape, illuminated by sunlight. Smoke is visible rising from a nearby fire pit, where logs are burning, enhancing the tranquil outdoor setting. Trees line the background, adding to the natural surroundings.

Yurt in Kearney

Drummond House - unique Mongolian yurt getaway

Drummond House is one of our 3 all season yurts situated in Kearney, ON, in the beautiful Almaguin Highlands. Close to Algonquin Park, Arrowhead Provincial Park and central to many beautiful walking/ATV/Cycle/cross country skiing and Sledding trails. We are just across from The Magnetawan river system - great for fishing, and just 5 minutes from the public beach, dock and boat launch. Close to all that nature has to offer, let your adventure begin in the 'biggest little town' in Ontario!

4.96 out of 5 average rating, 154 reviews

A charming three-level home is surrounded by tall, snow-covered trees, showcasing a welcoming entrance. The property features a pitched roof with a snow-dusted exterior and a porch that invites guests inside. The clear blue sky adds to the serene winter setting.

Cottage in Dysart et al

The Hidden Porch (ski -in/ski-out) at Sir Sam's

Large 3 level oasis, private 2 acre forest, full kitchen, 2 living rooms, wet bar, games room with pool table, 4 bedrooms, 3 bath, wrap around porch nestled in landscaped grounds featuring a hot tub, fire pit (wood provided), wood burning sauna with sitting area & screened in gazebo. This property is easy ski in/ski out access to Sam's Ski hill in the Winter & bike in/bike out in the summer &hiking trails. 10min walk to Eagle Lake. ATV/snowmobile. EV fast charging station available!

4.94 out of 5 average rating, 157 reviews

A serene balcony overlooks a sparkling lake, surrounded by lush greenery and distant rolling hills. A single adirondack chair is positioned on the wooden deck, inviting relaxation and enjoyment of the peaceful view.

Condo in Huntsville

Your Home Away from Home in Beautiful Huntsville!

Take some time away at this Hidden Valley Hideaway in Huntsville, in Muskoka. Located at the Hidden Valley Resort, next to Deerhurst, this 2-bedroom condominium is perfectly located for all seasons. Winter: Enjoy downhill and cross-country skiing, snowmobile trails, and skating all at your doorstep. Spring/Summer/Fall: Enjoy the beach, water sports, golf, treetop trekking, and so much more. With Arrowhead and Algonquin parks nearby, explore this beautiful part of Ontario!

4.87 out of 5 average rating, 195 reviews

Two red Adirondack chairs are positioned on a grassy area, facing a calm lake. A sandy beach and dock are visible in the background, with trees lining the shore. The scene is bathed in natural light under a clear blue sky.

Townhouse in Huntsville

Truly Amazing Muskoka Chalet - Beach & Ski hill

*Our Chalet is a licensed Airbnb* Enjoy the Muskoka lifestyle here at our spacious 3 bdrm, 2 bath, Hidden Valley chalet on beautiful Peninsula Lake. The 3 levels of living area provide everyone with their own space. Loft bedroom has its own private bath and provides a nice getaway with views of the lake and ski hills. A place perfect for couples, families and extended families. Enjoy the sandy beach & outdoor pool in the summer months and skiing and snowboarding in the winter.

4.95 out of 5 average rating, 156 reviews

The living area is characterized by large windows offering views of the lake. A comfortable sectional sofa is positioned around a circular coffee table. A television is mounted on the wall opposite the sofa, and a cozy fireplace adds warmth to the space.

Condo in Huntsville

Lakeview Condo located in Huntsville, Ontario

Our Lakeview Condo is one of the waterfront condo units at Hidden Valley. Enjoy the sandy beach and shallow water just steps away from the unit or jump in the deep water from the dock. Enjoy the afternoon sun on the patio and have BBQ dinner, read a book on the balcony with breathtaking views of the lake or cozy up inside in front of the wood burning fire place. In the winter we are located at the base of Hidden Valley Ski area where you can easily walk on over to enjoy.

4.92 out of 5 average rating, 346 reviews

Cottage in Huntsville

Pri Hot Tub. Close to Lake, Cabin in Muskoka for 2

Embrace a snowy Muskoka winter in our cozy cabin with a private cedar barrel hot tub and fireplace. Just five minutes from downtown Huntsville and steps from the ski hill, it’s perfect for couples seeking adventure and relaxation. Ski, snowshoe, or soak under the stars in the cedar hot tub. With rustic charm, modern comforts, and magical winter scenery all around, our chalet is the ultimate retreat for cozy nights, snowy days, and unforgettable escapes in nature.

Popular amenities for Algonquin Highlands ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.74 out of 5 average rating, 72 reviews

A spacious outdoor deck provides a comfortable lounge area, featuring a sectional sofa, colorful accent chairs, and a dining table. A large yellow umbrella offers shade, while views of the private dock and calm waters create a serene setting for relaxation.

Home in Innisfil

Luxurious Lake front Island Townhome, Innisfil, ON

4.85 out of 5 average rating, 40 reviews

A large red Adirondack chair is positioned on a grassy area. The chair has vertical slats and features the sign 'Just Joy Cottage' at the top. A cloudy sky and trees are visible in the background.

Home in Burk's Falls

Just Joy Cottage - North Muskoka

4.93 out of 5 average rating, 188 reviews

A cozy living area features an orange L-shaped sofa adorned with decorative pillows, paired with a round coffee table. A 55" smart TV sits on a sleek black stand against the wall, surrounded by neutral decor and natural light from the nearby window.

Home in Barrie

4 Bedroom Fully Private Townhouse in Barrie

4.85 out of 5 average rating, 110 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

5 out of 5 average rating, 12 reviews

A welcoming living area is highlighted by comfortable seating arrangements, including a sofa and two armchairs. A round coffee table sits in the center, surrounded by a soft area rug. A mounted television is above a modern fireplace, with natural light filtering through the windows.

Home in Barrie

Luxurious and Beautiful, Barrie

4.94 out of 5 average rating, 207 reviews

A spacious cottage is surrounded by lush greenery, showcasing a wooden deck with patio furniture and umbrellas. The structure features a variety of seating areas, complemented by blooming flowers and trees, providing a serene outdoor setting under a partly cloudy sky.

Home in Huntsville

Beech Cottage - Peninsula Lake 6 Bedrooms

Home in Algonquin Highlands

5 out of 5 average rating, 7 reviews

4BR Waterfront Escape w/Woodstoves & Large Dock

4.86 out of 5 average rating, 59 reviews

The exterior of a new cottage home is presented, featuring a covered front porch with two red chairs. Surrounding the house, gravel pathways and a landscape of natural foliage can be observed, with tall trees visible in the background.

Home in Huntsville

Lux Muskoka Cottage Huntsville

Family-friendly, ski-in/ski-out home rentals

Tiny home in Minden Hills

A glimpse into the cabin interior reveals a cozy sleeping space with a plaid blanket draped over the bed, softly illuminated by a lamp. Outside the window, snow blankets the forest, where trees stand silently, creating a serene winter landscape.

4.93 out of 5 average rating, 184 reviews

Wilderness Adventure Cabin, Unique Experience

4.91 out of 5 average rating, 11 reviews

A spacious living area features a soft, white sectional sofa and a modern, unique coffee table. Large windows allow natural light to fill the room, showcasing the high wooden ceiling. The open kitchen is visible in the background, creating a welcoming atmosphere.

Cottage in Eagle Lake

Japan's Matchaの森 - Forest Escape

5 out of 5 average rating, 19 reviews

A modern cottage exterior is framed by tall trees, with a stone pathway leading to the entrance. A red Adirondack chair sits to the side, complementing the dark wood facade and large windows that reflect natural surroundings.

Cottage in Gooderham

Lazy Loons Cottage- Tamarack Lake

Apartment in Horseshoe Valley

A row of charming units features gabled roofs and inviting porches, framed by colorful trees and well-maintained landscaping. The path leads towards the units, which are complemented by lush lawns and seasonal foliage.

4.83 out of 5 average rating, 71 reviews

Gym+Pool+PetFriendly+KingBeds

5 out of 5 average rating, 18 reviews

The exterior of the cottage is shown at dusk, with warm lights illuminating the inviting entrance. A spacious deck with chairs overlooks a peaceful yard surrounded by trees. Adjacent, a garage is visible, completing the cozy, rustic ambiance of the property.

Cottage in Huntsville

Entire Cottage in Huntsville, Sauna, Kayaks

4.9 out of 5 average rating, 42 reviews

The exterior of a renovated lake house is visible, showcasing a spacious deck with a red umbrella over a dining table. A well-maintained patio area surrounds the home, with natural stone accents and lush green landscaping. Large windows provide ample light to the interior.

Cottage in Lakefield

Cedar Shores Lake House

4.88 out of 5 average rating, 26 reviews

A quaint cottage is depicted with a light gray exterior and a simple roof design. In front, four chairs are arranged in inviting blue and white hues. Two small windows frame the entrance, which is marked by a central door leading into the cozy interior.

Cottage in Combermere

4 Bedroom Cottage at Sand Bay Family Campground

4.69 out of 5 average rating, 106 reviews

Loft in Huntsville

Villa LOS ABUS ski resort.

Ski-in/ski-out cabin rentals

Cabin in ALGONQUIN HIGHLANDS, HALIBURTON

A rustic log cabin is softly illuminated in the evening, surrounded by a blanket of freshly fallen snow. Tall evergreen trees frame the path, leading to the cabin, while the tranquil winter landscape provides a serene backdrop.

4.92 out of 5 average rating, 170 reviews

Rustic Log cabin retreat

4.97 out of 5 average rating, 32 reviews

A modern wood cottage showcases a spacious deck surrounded by vibrant green trees. A set of bold red chairs and hanging planters enhance the outdoor living area. Steps lead up to the entrance, highlighting the inviting atmosphere of this woodland retreat.

Cabin in Huntsville

Muskoka Woodland Lodge - HV Ski, Hot Tub, Pet

4.95 out of 5 average rating, 84 reviews

A serene sunrise view is captured through large windows, showcasing the soft glow of the sun rising over a wetland. Surrounding trees and open skies create a peaceful atmosphere. A warm interior space is suggested as a cozy seat is visible with a detail of a person's sock resting on it.

Cabin in Golden Lake

Red Pine|No Neighbors|Pet Friendly|Nature|Drive to