Ski-in/Ski-out holiday rentals in Lake of Bays

4.88 out of 5 average rating, 121 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.

Apartment 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.

Flat in Blue Mountain Resort Area

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

4.97 out of 5 average rating, 233 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

4.97 out of 5 average rating, 228 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!

4.98 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.

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!

4.96 out of 5 average rating, 157 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, 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.

Apartment 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!

Flat in Blue Mountain Resort Area

The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.

4.96 out of 5 average rating, 382 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Cottage in Algonquin Highlands

4.8 out of 5 average rating, 182 reviews

Boshkung Beach View

BeachView on Boshkung - 200 Feet of Beach Front and Beautiful Sunset Views await you at this new 2020 build. 2 Bedroom + Large Sectional Sofa in a gorgeous modern loft style cottage with all the amenities. Spectacular south-west view across Big Boshkung Lake, Sandy Beach shoreline with shallow water off the dock. Large entertaining deck with all-day sun and spectacular sunsets. Go for a hike, a swim and then relax on the beach or on the boat house deck.

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, 368 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.

Popular amenities for Lake of Bays ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

5 out of 5 average rating, 13 reviews

Peak Perfection @ The Blue Mountains

4.86 out of 5 average rating, 276 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

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!

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

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.94 out of 5 average rating, 237 reviews

Serene mountainside home with View/Shuttle Bus

Home in Algonquin Highlands

4.82 out of 5 average rating, 11 reviews

4BR Waterfront Escape w/Woodstoves & Large Dock

The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.

4.85 out of 5 average rating, 119 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Family-friendly, ski-in/out home rentals

The inviting living area features a large, comfortable couch and an armchair, with a coffee table centrally located. A fireplace adds warmth, and a wall-mounted TV is positioned above it. The open layout connects to a modern kitchen equipped with dining space for four.

4.88 out of 5 average rating, 160 reviews

Blue Mountain Getaway at North Creek Resort

Farm stay in Kawartha Lakes

A tranquil scene is depicted, showcasing a small cabin surrounded by vibrant autumn foliage. Lush grass and wetland plants frame the calm waters, reflecting the colorful trees in the background, creating a serene natural environment.

4.85 out of 5 average rating, 120 reviews

GcLittle Tourist Cabin on the Marsh

4.88 out of 5 average rating, 524 reviews

Enjoy the Return of Spring at Blue Mountain

4.86 out of 5 average rating, 65 reviews

A dining area features a long wooden table surrounded by six chairs, with vibrant red cushions. A vase is placed at the center of the table, and sunlight streams through a large window, illuminating the room and offering a view of the greenery outside.

Cottage in Oro Station

Farmhouse next to Bike, Hike, Ski Forest Trails

5 out of 5 average rating, 20 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

Cottage in Kawartha Lakes

The dock is illuminated by string lights, creating a warm ambiance. Multiple lounge chairs surround a central seating area, positioned under trees. Kayaks and paddleboards rest against the side, with water reflecting their vibrant colors and the soft glow of the lights.

4.98 out of 5 average rating, 89 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

5 out of 5 average rating, 76 reviews

A charming, red chalet is surrounded by autumn foliage, showcasing a welcoming front entrance. The decorative archway adds a unique character, while the large windows invite natural light. The porch steps lead to a double-door entrance, emphasizing the cozy and rustic architecture.

Chalet in Dysart et al

Lake + Ski | Sir Sam's Slopeside | Hot Tub | Sauna

4.93 out of 5 average rating, 84 reviews

A serene sunset paints the sky in hues of orange and yellow, reflected over calm waters. Silhouettes of trees and nearby structures softly define the landscape against the vibrant backdrop, creating a peaceful atmosphere at dusk.

Townhouse in Huntsville

Cozy Huntsville 3BR near Hidden Valley & Penn Lake

Ski-in/out apartment rentals

4.8 out of 5 average rating, 218 reviews

Blue Escape | Modern Stay + Hot Tub & Shuttle

A modern dining area features a large wooden table surrounded by six upholstered chairs. Above, a geometric light fixture provides illumination, while artwork hangs on the wall, complementing the warm tones of the cabinetry visible in the kitchen.

4.89 out of 5 average rating, 204 reviews

Close to Village, 2 Bedrooms , Rivergrass

4.91 out of 5 average rating, 101 reviews

An aerial view captures the expansive layout of Friday Harbour, showcasing various buildings along the marina and natural surroundings. A peaceful golf course is visible with a distinctive lighthouse, all framed by serene water reflections under a twilight sky.

Apartment in Innisfil

Family-friendly luxury getaway at Friday Harbour

The kitchen displays modern appliances, including a refrigerator, microwave, and stove, set against a stylish backsplash. A granite countertop extends into a small dining area with two black stools, while light fixtures offer bright illumination in the space.

4.81 out of 5 average rating, 220 reviews

Blue Mountain Escape, WIFI, Base of North lift

A cozy living space features a flat-screen TV mounted on the wall above a wooden media console. There are two small tables in front of a comfortable grey sofa, with a light neutral rug underneath. The kitchen area is visible, showcasing modern appliances and bar stools.

4.81 out of 5 average rating, 190 reviews

TIMBUK-BLUE Ski In/Ski Out

The living area features a comfortable sectional sofa and a modern electric fireplace. A smart TV is mounted on the wall above a stylish media console. A geometric area rug adds texture to the space, while a decorative shelving unit displays greenery and art.

4.89 out of 5 average rating, 120 reviews

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

A cozy living area features a dark sofa and a pull-out couch, complemented by colorful throw pillows. Natural light streams through multiple windows, highlighting the light wood flooring. A large flat-screen TV is mounted above a black fireplace, and a door leads out to a patio area.

4.84 out of 5 average rating, 469 reviews

Mountain Side One Bedroom

A heated hot tub is situated outdoors, surrounded by a snow-covered landscape. The tub features bubbling water and is framed by tall trees, with nearby townhouses visible beyond a protective fence.