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

4.87 out of 5 average rating, 118 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, 225 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!

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, 364 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.

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.

4.98 out of 5 average rating, 436 reviews

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

*MAY AVAILS* Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat. Relax in the hot tub, roast marshmallows over a bonfire, wake up to swaying treetops & play boardgames & albums by the fire, to 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. Explore Arrowhead & Limberlost forests, trails & beaches, or visit charming Huntsville for restaurants, breweries & 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, 378 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

4.96 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!

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.

4.91 out of 5 average rating, 352 reviews

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

Embrace Spring and Summer in Muskoka in our cabin with a private cedar barrel hot tub and outdoor pizza oven and campfire. Just five minutes from downtown Huntsville and steps from hiking and 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, 159 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!

4.95 out of 5 average rating, 158 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.

4.94 out of 5 average rating, 174 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.

Apartment in Blue Mountain Resort Area

An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.

4.98 out of 5 average rating, 174 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *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)!

4.98 out of 5 average rating, 126 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 Lake of Bays ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

4.86 out of 5 average rating, 43 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

Home in Blue Mountain Resort Area

4.88 out of 5 average rating, 273 reviews

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

4.93 out of 5 average rating, 191 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, 113 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 Shanty Bay

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

5 out of 5 average rating, 14 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 Blue Mountain Resort Area

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, 236 reviews

Serene mountainside home with View/Shuttle Bus

Home in Blue Mountain Resort Area

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, 118 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Family-friendly, ski-in/ski-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.

4.89 out of 5 average rating, 159 reviews

Blue Mountain Getaway at North Creek Resort

4.98 out of 5 average rating, 64 reviews

Steps from Ski Hill or Private Beach

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, 75 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

A bright and airy living room features a spacious black leather sofa with decorative pillows, complemented by a wooden coffee table. Natural light pours in through large windows, showcasing views of the surrounding trees. The open-concept space transitions into a modern kitchen area.

4.89 out of 5 average rating, 44 reviews

The Skyliner in Hidden Valley

4.93 out of 5 average rating, 58 reviews

Open Loft Condo at Blue Mountain

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.

4.85 out of 5 average rating, 61 reviews

Perfect summer gateway.lots to do here

Ski-in/ski-out condo 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, 203 reviews

Close to Village, 2 Bedrooms , Rivergrass

A bright living area features a plush beige sofa, a stylish green accent chair, and a dark coffee table atop a soft area rug. Natural light streams through the multi-paned windows, with cozy curtains partially drawn, while a stone fireplace adds a touch of warmth.

4.92 out of 5 average rating, 322 reviews

Mountainside Studio Bliss: Steps to Slopes, Renova

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, 218 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

4.88 out of 5 average rating, 520 reviews

Enjoy the Return of Spring at Blue Mountain

A modern living area is highlighted by a sleek gas fireplace, surrounded by a light-colored sectional sofa. A low-set coffee table sits in the center, complemented by hardwood flooring that enhances the spacious layout. A flatscreen TV is mounted on the wall across from the seating.

4.9 out of 5 average rating, 252 reviews

Hillside Hideaway Walk or Shuttle to Village Fun