Ski-in/Ski-out holiday rentals in Cambridge

4.95 out of 5 average rating, 171 reviews

A cozy living area featuring a grey sofa adorned with orange cushions. A natural wood coffee table occupies the center, while a mountain-themed wall art piece is prominently displayed in the background. Light enters through sliding glass doors leading to a private deck.

Apartment in Cambridge

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

Smugglers Notch Resort ⭐️ Ski-in/out location Exit the front doors of complex, turn left and cross the small lot to pick up trail leading down to the lift :) • no shuttle bus needed • ground floor unit - 480 sq/ft. • private deck • fully stocked and equipped kitchen • bike/walk/hiking trails Add listing to your wishlist by clicking the ❤️ in the upper right corner. **SMUGG’s CHARGES A DAYPASS AT FRONT DESK FOR USE OF POOL, HOT TUB & FUNZONE** *Drip coffee pot has reusable Mesh Filter.

4.98 out of 5 average rating, 204 reviews

The entryway of a cottage is shown, featuring a green door framed by a porch light. A pumpkin rests beside a vintage milk can, while lanterns line the pathway. Plant decorations adorn the windows, providing a welcoming touch amidst the surrounding foliage.

Guest house in Shelburne

Cottontail Cottage - Snowshoes, Fireplace & Sauna

Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

4.93 out of 5 average rating, 122 reviews

A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.

Flat in Richmond

The Loft at The High Meadows

Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

4.87 out of 5 average rating, 284 reviews

The cottage features a charming blue exterior with large windows and a welcoming front deck. Surrounded by vibrant fall foliage, the setting showcases a blend of natural beauty and cozy architecture, emphasizing the inviting atmosphere of the lakefront location.

Guest house in Eden

Teeny Tiny Cottage on Lake Eden Water Front

This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2) kayaks (1) two man canoe (1) Row Boat, and dock space rental for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.

4.97 out of 5 average rating, 195 reviews

Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.

Barn in Morristown

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

4.98 out of 5 average rating, 118 reviews

Treehouse in Moretown

4-Season Treehouse @ Bliss Ridge; Best Views in VT

thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

4.93 out of 5 average rating, 189 reviews

Apartment in Cambridge

Ski in/out – Smugglers’ Notch Condo

Welcome to your stylish mountain basecamp at Smugglers’ Notch Resort. This updated ski-in/ski-out condo is designed for comfort and convenience with soaring vaulted ceilings, a plush king bed, two twin beds, natural light from a skylight and beautiful new flooring throughout. Step outside and hit the slopes or stay in and relax in a cozy, thoughtfully designed space perfect for couples, small families, or remote workers looking to unwind in Vermont’s Green Mountains. Sleeps up to 6 guests.

4.94 out of 5 average rating, 143 reviews

The modern kitchen features a farmhouse table with six white chairs and a long bench, accommodating group dining. Stainless steel appliances are visible alongside dark cabinetry. Large windows provide natural light, highlighting the sleek aesthetic and open layout connecting to the living space.

Townhouse in Stowe

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!

Ideal location! Ski/bike/hike right from our front door, and also minutes to the best of Stowe restaurants, craft breweries, shopping, trails & swimming holes. We like staying in stylish boutique hotels, so we decorated our country home to feel like one. 3 bedrooms each on own level, two baths, spotless, stylish, foosball, strong Wi-Fi and cozy fireplace conversation pit - so nice for playing boardgames and watching movies. We welcome you to enjoy our home and the magic of Stowe!

4.92 out of 5 average rating, 223 reviews

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

Welcome to Capt. Tom's Cabin. Nestled in the hills of Vermont with a beautiful view of the Green Mts., this 2-storey, 2 bedroom log house on 44 acres offers seclusion, serenity and privacy. Two large bathrooms, full kitchen, central heat, gas fireplace, pond and deck. Great for winter sports enthusiasts and nature lovers. Good wifi, dog-friendly with a fee. Please google and read Vermont's covid restrictions and agree to adhere to them before making a reservation.

4.9 out of 5 average rating, 120 reviews

A warm, inviting living area features a comfortable sofa adorned with patterned throw pillows. Natural wood paneling enhances the space, while a large mirror reflects light. A staircase leads to an upper loft, and a dining table is visible in the background.

Apartment in Cambridge

The Cozy Condo at Smuggs Resort!

Our Cozy Condo is Ski-in Ski-out in the Nordland Building on the slopes at Smugglers Notch Resort. It is walking distance to the Village! In the warmer months enjoy exquisite hiking trails. The trails are meticulously maintained and appeal to all levels of hikers. The Resort has a world renowned disc golf course overlooking the mountains. Please note- all are welcome to use all resort amenities (including pools, hot tubs, and FunZone) with the purchase of a day pass.

5 out of 5 average rating, 156 reviews

A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.

Cabin in Wolcott

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

4.96 out of 5 average rating, 239 reviews

A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.

Home in Addison

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Popular amenities for Cambridge ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

4.85 out of 5 average rating, 119 reviews

A two-story wooden house is nestled among lush green grass and surrounded by trees. Large windows allow for ample natural light, while a spacious wrap-around deck offers outdoor seating. A children's play structure is visible to one side, enhancing the family-friendly appeal of the property.

Home in Glover

Spectacular Views in Greensboro/Glover House!

4.97 out of 5 average rating, 121 reviews

A large house featuring a blend of stone and timber architecture is set against a backdrop of lush greenery. The exterior showcases a prominent gable roof, large windows, and a welcoming porch. A separate structure with a barn-like design is visible in the background.

Home in Stowe

Cozy Mountain Home w/Million $ View

4.76 out of 5 average rating, 25 reviews

A modern Scandinavian-style retreat is set amid lush greenery. The wooden exterior features large windows and a sleek metal roof. A screened porch is positioned at the front, providing a blend of shelter and outdoor connection within the serene forested surroundings.

Home in Wolcott

Vermont Scandinavian Chalet (C)

4.98 out of 5 average rating, 177 reviews

The house is set against a backdrop of vibrant fall foliage, with a blend of yellow and red leaves surrounding it. Large windows reflect the colors of the trees, while the modern architecture adds to its charm. The scene conveys a harmonious connection with nature.

Home in Stowe

Spacious Eco-Friendly Stowe Home for Family Fun

4.82 out of 5 average rating, 119 reviews

A quaint, modern condo is shown amidst a winter landscape, surrounded by snow-covered trees. A wooden deck is visible at the front, complemented by large windows that allow natural light to enter, creating a connection between indoor comfort and outdoor scenery.

Home in Warren

Charming Sugarbush Standalone Condo

4.86 out of 5 average rating, 407 reviews

A rustic barn stands beneath a star-filled sky, with the Milky Way clearly visible. The structure, weathered and wooden, is illuminated gently by the surrounding landscape, providing a stark yet captivating contrast to the deep blues and purples of the night sky.

Home in Westford

1797 Vt Farm House See the Stars!

4.96 out of 5 average rating, 164 reviews

An open-concept living area is presented with a mix of comfortable seating, a wooden dining table, and a well-equipped kitchen. Large windows allow natural light to fill the space, and wooden beams create a warm ambiance, while stone accents add texture.

Home in Elmore

The Maple Lodge at Lake Elmore

4.91 out of 5 average rating, 109 reviews

A spacious living area features a large sectional sofa positioned to take in views through floor-to-ceiling windows. A coffee table sits in the middle, complemented by wooden dining chairs and a table in the background. Natural light enhances the wood-paneled ceiling.

Home in Warren

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

Family-friendly, ski-in/out home rentals

4.73 out of 5 average rating, 55 reviews

A small, cozy studio is presented with a light-colored decor. A seating area features a couch and armchair, positioned near a window that offers natural light. A kitchenette is visible in the background, enhancing the functional living space.

Flat in Stowe

Cute studio apartment, ski in ski out, close to Stowe Village. Summertime, pool and tennis Wi-Fi and cable ski locker in on-site parking.

4.99 out of 5 average rating, 134 reviews

Directional signs are positioned on a pole against a vibrant sunset backdrop. The signs indicate various nearby locations, with a gradient of warm colors filling the sky, creating a serene transition from day to night.

Apartment in Jay

Jay Peak Ski in Ski out Condo

5 out of 5 average rating, 22 reviews

The exterior of a Scandinavian-style condo is displayed, featuring a combination of light and dark siding. Snow covers the ground, and a few balconies are visible, adorned with railings. Surrounding trees are bare, enhancing the wintery landscape against a partly cloudy sky.

Apartment in Jay

Cozy secluded ski-in/ski-out condo at Jay Peak

4.81 out of 5 average rating, 47 reviews

An aerial view captures the main building of the resort surrounded by vibrant autumn foliage. The surrounding landscape includes ski trails and a parking area. The rich colors of fall trees create a stunning natural backdrop against the resort's modern architecture.

Apartment in Richmond

Wilderness Slopeside Retreat

4.85 out of 5 average rating, 55 reviews

Townhouse in Cambridge

Family Friendly Smuggler's Notch Townhouse.

4.92 out of 5 average rating, 66 reviews

A warm living room is furnished with a brown leather sectional and a cozy armchair, complemented by throw pillows featuring various designs. A wooden coffee table sits centrally, topped with decorative items. The wall is adorned with an art piece of vintage ski boards, enhancing the space.

Townhouse in Cambridge

Perfect ❄ Smugglers Notch ❄ 5 bed vacation home!

4.92 out of 5 average rating, 173 reviews

A balcony features two canvas chairs positioned on a wooden deck. A view of vibrant autumn foliage is visible, with trees displaying shades of orange and yellow against a clear blue sky and scattered clouds.

Apartment in Jay

Ski in Ski out - fantastic location on the trail

4.84 out of 5 average rating, 70 reviews

An open living space features a comfortable sofa facing a brick fireplace. A dining table for four sits adjacent to large windows that allow natural light. The kitchen includes stainless steel appliances, ample counter space, and modern cabinetry, creating a functional area for cooking and dining.

Apartment in Stowe

Ski-In Ski-Out Toll House Lift

Ski-in/out cabin rentals

4.9 out of 5 average rating, 272 reviews

A rustic cabin features a wooden facade with a red metal roof, surrounded by colorful autumn foliage. A small porch is furnished with white chairs and a cozy couch, inviting relaxation. A rain barrel sits on the side, adding to the cabin's off-grid charm.

Cabin in Duxbury

Off Grid Vermont Cabin-Hike-Write

4.91 out of 5 average rating, 78 reviews

A wooden cabin stands amidst a snowy landscape, featuring a small pond partially frozen in the foreground. The surrounding trees display a dusting of snow, creating a serene winter atmosphere. Bright blue skies complement the tranquil scene.

Cabin in Montpelier

Custom Cabin, Stowe/Montpelier (Family Bunk Room)

4.94 out of 5 average rating, 54 reviews

An aerial view captures a custom timber frame home nestled among vibrant autumn foliage. Warm oranges and yellows of the trees contrast with the muted green metal roof. A small outdoor deck and a vehicle are visible, blending harmoniously into the natural landscape.

Cabin in Lincoln

Beautiful timber frame, off-grid, hike-in