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

4.86 out of 5 average rating, 139 reviews

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

4.88 out of 5 average rating, 120 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, 227 reviews

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!

4.88 out of 5 average rating, 208 reviews

The lodge-style cabin is nestled among snow-covered trees, showcasing a combination of dark and red wood exterior. A spacious deck extends from the entrance, featuring a hot tub and outdoor seating. Snow blankets the ground, creating a serene winter landscape.

Chalet in Dysart et al

Dingle Run Lodge (ski-in/ski-out) at Sir Sam's

SKI-IN/SKI-OUT Lodge style cabin in a 2 acre forest directly on Sir Sam's Ski & Bike. Enjoy the ease of ski-in/ski-out, snow shoeing, hiking or biking right from the beautiful deck which over looks an 8-person hot tub, 20' sauna and a unique firepit. In the summer take a short walk to Eagle Lake public beach and boat launch for fishing/swimming. Endless adventures near by like the Haliburton Forest, dog sledding, wolf center and so much more! EV fast charging station available for our guest!

4.98 out of 5 average rating, 444 reviews

A charming A-frame cabin is framed by lush trees, featuring a green metal roof and large windows that create a bright atmosphere. A wooden deck extends from the entrance, with a firepit surrounded by four Adirondack chairs positioned on a grassy area.

Chalet in Huntsville

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

*SUMMER AVAILS* Welcome to Muskoka A-frame, for a couple’s getaway or solo vacation. Enjoy a soak in the hot tub, roast marshmallows over a bonfire, wake up to swaying treetops, play boardgames and albums by the fire. 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. Explore Arrowhead and Limberlost for forests, trails and beaches, or visit charming Huntsville for restaurants, breweries and local amenities.

Cottage in Algonquin Highlands

The cottage features a welcoming exterior framed by a lush canopy of trees. A spacious deck accommodates various seating options, including colorful chairs and a dining table. Large windows provide natural light, reflecting a harmonious connection with the surrounding nature.

4.91 out of 5 average rating, 379 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

4.92 out of 5 average rating, 353 reviews

The cabin's exterior showcases a rustic wood finish, surrounded by vibrant fall foliage. A welcoming deck features comfortable seating and autumn decorations. Nearby, a screened gazebo offers additional outdoor space, while pumpkins and potted plants add seasonal charm.

Cottage in Huntsville

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

Embrace Spring and Summer in Muskoka in our cabin with its own private cedar barrel hot tub, outdoor pizza oven, and campfire. Just five minutes from downtown Huntsville and steps from hiking and the beach, 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 scenery all around, our chalet is the ultimate retreat for cozy nights, snowy days, and unforgettable escapes in nature.

4.94 out of 5 average rating, 129 reviews

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!

4.94 out of 5 average rating, 161 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!

4.94 out of 5 average rating, 178 reviews

Four blue Adirondack chairs surround a stone fire pit, inviting relaxation. The chalet, with a large deck and glass railing, is visible in the background, framed by lush green trees. A gravel path leads to the entrance, enhancing the outdoor ambiance.

Chalet in Huntsville

Slopeside Ski Chalet, 4Bd, Beach & Hottub

Welcome to Hidden Valley!!! Our Chalet is nestled on an elevated forested property directly across the street from the ski hill and a short walk to the homeowners private sand beach. It offers a 4 bedroom, 4 bathroom newly renovated and furnished space that is ideal for couples and families. The location offers many activities for all seasons. We are the closest Air bnb to the ski hill in Hidden Valley and a 450 Meter walk to the private beach.

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.

4.96 out of 5 average rating, 367 reviews

Muskoka Retreat on Hiking & Mountain Biking Trails

Modern 2-bedroom, 1.5-bath retreat on Hidden Valley Ski Hill in Huntsville, Ontario. Ski-in/ski-out access in winter and hiking & mountain biking trails out the back door in spring, summer, and fall. Bright, modern duplex-style suite attached to our home, sleeping up to 6 guests. Minutes to downtown Huntsville, Arrowhead & Algonquin Park. Includes access to a private community beach in summer via scenic walk or short drive.

4.98 out of 5 average rating, 128 reviews

A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.

Home in Eagle Lake

HyggeHaus—sleek snuggly secluded apres-ski cabin

For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-26-00031

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

4.87 out of 5 average rating, 46 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, 192 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

4.86 out of 5 average rating, 115 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, 15 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

4.9 out of 5 average rating, 10 reviews

4BR Waterfront Escape w/Woodstoves & Large Dock

Home in Peterborough

New place to stay

Kawartha Home-base for Canoeing, Fishing and Golf

Home in Dysart and Others

4.75 out of 5 average rating, 4 reviews

Hali Cottage on Cranberry Lake

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

Cottage in L'Isle-aux-Allumettes

A wooden dock extends over calm water, featuring four bright orange chairs arranged comfortably. The backdrop includes lush green mountains under a clear blue sky, enhancing the serene waterfront view.

4.95 out of 5 average rating, 64 reviews

Cozy scenic sandy beach cottage on Ottawa River

4.92 out of 5 average rating, 12 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, 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

4.91 out of 5 average rating, 43 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

Guest suite in Horseshoe Valley

5 out of 5 average rating, 12 reviews

Romantic King Studio•Pools•HotTub•Sauna•Spa•Gym

5 out of 5 average rating, 3 reviews

An exterior view of the modern farmhouse showcases a sloped roof and a prominent red door. Sturdy wooden steps lead up to a private deck, surrounded by trees and greenery, creating a connection to the natural surroundings.

Home in Mansfield

The Sheds: 2 BR Coach House Apmt

Cottage in Victoria Harbour

A year-round Jacuzzi hot tub sits near the edge of the property, featuring a smooth surface and built-in jets. In the background, a fire pit is surrounded by blue Adirondack chairs, with kayaks lined up on the grass and the expansive waterfront visible.

4.86 out of 5 average rating, 64 reviews

Perfect summer gateway.lots to do here

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

Ski-in/ski-out cabin rentals

A serene view of a waterfront area is framed by mature trees. A wooden dock extends into the water, providing a peaceful spot for relaxation. Sunlight filters through the leaves, creating dappled patterns on the grassy shore, enhancing the tranquility of the scene.

Cabin in Parry Sound, Unorganized, Centre Part

4.56 out of 5 average rating, 78 reviews

Waterfront Cottage For Rent

4.97 out of 5 average rating, 37 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

Hidden Valley Summer Chalet/Beach Access + Hot Tub

An aerial view of the charming cabin surrounded by lush greenery and trees. The cabin features a dark roof and wooden exterior, set against a backdrop of gently rolling hills. A serene pond can be seen in the distance, contributing to the tranquil landscape.

Cabin in HERS

4.44 out of 5 average rating, 18 reviews

Chico | Riverside | Massive Backyard | Fire Pit |