Ski-in/out rentals in Sugarbush Resort

4.98 out of 5 average rating, 105 reviews

A cozy cottage is nestled amidst a serene winter landscape, surrounded by snow-covered trees. A gently sloped driveway leads up to the home, where a wrap-around porch can be seen. The scene captures the tranquility of winter in a rural setting.

Cottage in Rochester

Cozy cottage near Killington & Sugarbush

Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Endless nearby trails for hiking/biking/xc skiing, and Rochester's stores, cafes, and restaurants are less than 10 minutes away. Grocery store, berry picking, lakes, swimming holes, golfing, restaurants, breweries, and wineries all within an easy drive. Killington/Sugarbush both ~35 minutes away.

A well-loved family home is situated among vibrant autumn foliage. The two-story structure features large windows and a balcony that offers views of the surroundings. A gravel driveway leads to the garage, while landscaped areas with shrubs enhance the exterior.

4.87 out of 5 average rating, 143 reviews

Oma's House

Large comfortable well-loved family home situated on the mountain at Sugarbush Lincoln Peak.Ski-in/ski-out on the mountain with proper conditions for intermediate to advanced skiers. Gorgeous mountain views overlooking the ski area situated perfectly to enjoy all Vermont has to offer along with a cozy gas fireplace to enjoy after a long day of skiing. The home features a layout perfect for families or wedding guests coupled with a fully equipped kitchen and a plethora of sleeping arrangements.

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!

4.97 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!

A cozy lounge area features a beige carpet, a comfortable sofa, and a white coffee table. A wooden accent wall adds warmth, while a wall-mounted television is paired with a rustic sign. Natural light filters through nearby windows, illuminating the space.

4.94 out of 5 average rating, 103 reviews

Mountainside condo at Sugarbush!

Sugarbush at your doorstep! Ski, walk, hike, or bike from this cozy 1-br slope-side condominium steps from all resort amenities. Enjoy multiple dining options and mountain activities without getting in your car. Located on the first floor of the Center Village Condominium building, this unit offers ground-level access and designated parking. Enjoy the Mad River Valley with a short drive to Warren Village and Waitsfield for shops, dining, breweries and more. Please read all listing details.

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.

4.91 out of 5 average rating, 109 reviews

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

Located just above Sugarbush village, this perfectly situated home lets you make the most of your time in Warren, VT. The 4-bedroom house sleeps up to 12 guests and is the ideal retreat for a family vacation, wedding party, or a long-term stay in the valley. It is a 5-minute walk to the Village Run ski trail. Recently renovated, we now have 2 master bedrooms each with their own en-suite bathroom. A guest bedroom with a queen bed & fireplace and a 6-person bunk room and a 3rd full bathroom.

The exterior of a multi-story condo building is shown, featuring a welcoming entryway adorned with seasonal decor. Private balconies are visible on upper levels, and snow is present on the ground, suggesting a winter setting. Clear blue skies frame the scene.

4.92 out of 5 average rating, 152 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

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.

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!

A cozy living area is highlighted by a flat-screen TV displaying Netflix, positioned above a minimalist fireplace. A tabletop showcases two glasses of red wine beside a wooden platter of assorted cheeses and fruit, complemented by flowers in a vase and flickering candles.

4.87 out of 5 average rating, 203 reviews

Ski In/Ski Out with upgrades!

Newly renovated with comfort in mind! Brand new Nectar hybrid Queen mattress in bedroom. Lazy boy sofa w/ queen pullout w/ memory foam topper. Large chair in living room w/ large screen TV,Netflix & other channels. Well stocked kitchen, Wifi,books,movies & board games. Bedroom has tv. Located in Sugarbush Village, many restaurants, & activities,within walking distance. First floor unit with easy access.

4.92 out of 5 average rating, 365 reviews

The living area features a modern sofa adorned with yellow and green cushions. A stylish armchair adds a touch of comfort, while a circular mirror reflects natural light from the nearby windows. A decorative rug complements the warm wooden floors.

Flat in Waitsfield

Spacious, Private Apartment w/ Mountain Views!

Exceptional value! Renovated for 2024! Mid-century meets farmhouse. Relaxing and comfortable first floor apartment full of natural light and clean lines. Once a barn carefully reconstructed into two apartments. A true rustic Vermont experience as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of the Mad River Valley. The perfect Vermont getaway.

Popular amenities for ski-in/out rentals near Sugarbush Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

A cozy living area is highlighted by a stone fireplace that provides warmth. Red armchairs are positioned across from a sectional sofa, with a wooden coffee table placed in the center. Large sliding doors allow for natural light and a view of the outdoor space.

5 out of 5 average rating, 65 reviews

Mountain Escape-Beautiful Views, New Home

A spacious living area features a stone fireplace as a focal point, complemented by vaulted wooden ceilings. Large windows allow natural light to fill the space, offering views of the mountainous surroundings. Cozy seating arrangements are paired with a dining table, creating an inviting gathering spot.

5 out of 5 average rating, 20 reviews

Quintessential Vermont Country and Ski Home

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

4.91 out of 5 average rating, 108 reviews

A comfortable living area features a soft, light-colored sofa and two armchairs upholstered in a cozy texture. A coffee table is centered on a patterned rug, and a large bear photograph is displayed on the wall, contributing to the inviting ambiance.

Home in Killington

TheGrizz! Shuttle on/off!

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

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.

4.82 out of 5 average rating, 119 reviews

Charming Sugarbush Standalone Condo

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

5 out of 5 average rating, 18 reviews

A contemporary house, clad in dark wood, is partially obscured by falling snow. Thick layers of snow blanket the ground and accumulate against the exterior. Surrounding trees, dusted with snow, create a serene winter scene.

Home in Bolton

*Winterspell* Ski/Ride/Bike/Relax

Family-friendly, ski-in/out home rentals

4.93 out of 5 average rating, 162 reviews

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

Flat in Bolton Valley

Slopeside Bolton Valley Studio

A cozy living area features a brown leather sofa with decorative pillows and a woven area rug. Nearby, a small table stands beside a stylish lamp. A pass-through connects to the kitchen, equipped with bar stools, enhancing the open and functional layout.

4.88 out of 5 average rating, 93 reviews

Newly renovated condo at base of Sugarbush!

4.94 out of 5 average rating, 234 reviews

A modern cabin with a light green exterior is set against a clear blue sky. Large windows adorn the front, allowing natural light to enter. A wooden deck is visible, surrounded by a grassy area and a pile of rocks, suggesting a connection to the natural landscape.

Farm stay in Northfield

Private Cabin at Union Brook Farm

Superhost

A comfortable living space features a dark swivel chair positioned near a wooden desk, complemented by a television mounted on a light wood cabinet. Floor-to-ceiling windows allow natural light to enter, offering views of the surrounding greenery. A small blue sofa adds a pop of color.

4.7 out of 5 average rating, 283 reviews

Condo in ski resort

A cozy living area features a stone fireplace, providing warmth and a focal point in the room. Two brown sofas are positioned around a coffee table. Soft lighting from a nearby lamp creates a comfortable ambiance, complemented by large windows letting in natural light.

4.93 out of 5 average rating, 471 reviews

On Pico Great times 1 nite Ok 1 bedrom Ski in out

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!

A comfortable living area features a large windows overlooking greenery, a sectional sofa, and a gas fireplace with a flat-screen TV mounted above. Two armchairs and a coffee table provide ample seating, and shelves showcase decorative items for a cozy ambiance.

4.98 out of 5 average rating, 52 reviews

Ski On Ski Off Welcoming Slope Side Condo

Superhost

The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.

Apartment in Stowe

4.8 out of 5 average rating, 222 reviews

Ski in/out Condo @ The Lodge at Spruce Peak

Ski-in/out cabin rentals

Superhost

A spacious cabin is viewable from above, surrounded by vibrant autumn foliage. A large wooden deck features patio furniture, including a red umbrella and seating area. Decorative stone walls and gravel pathways enhance the natural setting, with a tree-lined road curving nearby.

Cabin in Killington

4.82 out of 5 average rating, 22 reviews

Killington Golf&Mtn Biking. Hot tub & Fireplace!

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)

4.85 out of 5 average rating, 249 reviews

A spacious log cabin is set amidst lush greenery, featuring a welcoming porch and multiple windows that allow natural light to fill the interior. The well-maintained lawn offers a peaceful atmosphere, with trees surrounding the property, enhancing the sense of seclusion.

Cabin in Mendon

THE CABIN....a Vermont log home

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

4.96 out of 5 average rating, 93 reviews

A cozy cabin with a crisp wooden exterior is located amidst lush greenery and trees. A serene pond is visible nearby, with a flower farm and several outbuildings in the background. Expansive fields lead towards the picturesque landscape of mountains under a cloudy sky.

Cabin in Bethel

The Gourmet Cabin at Stitchdown Farm

Cabin in Calais

5 out of 5 average rating, 3 reviews

Modern Forest Retreat in Vermont Woods

The exterior of the owner-built 20-sided house is highlighted by warm wood siding and large windows, allowing natural light to fill the space. Green foliage crawls up the walls, and a rustic outdoor sink adds character to the setting, surrounded by lush greenery.

Cabin in Topsham

4.78 out of 5 average rating, 63 reviews

20 Sided Backwoods Getaway

4.96 out of 5 average rating, 212 reviews

A cozy log cabin is framed by snow-covered trees, showcasing a steep, metal roof and rustic wooden exterior. The porch features wooden pillars and a welcoming entrance, creating a serene setting in the winter landscape.

Cabin in South Royalton

Cozy 4-season Cabin on Pond - "East Cabin"

Ski-in/out apartment rentals

A view from the balcony showcases the surrounding landscape, highlighting green hills and clear blue skies. Two adjoining buildings are visible, featuring sloped roofs and a variety of architectural styles. The area appears tranquil, with open spaces and scattered trees enhancing the natural scenery.

4.95 out of 5 average rating, 187 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

4.96 out of 5 average rating, 101 reviews

A spacious studio features large windows with views of the outside landscape. A king-sized bed with a patterned duvet occupies the center, complemented by a queen sleeper sofa. A small table and chairs, along with a stylish armchair, create a comfortable seating area.

Apartment in Stowe

3rd Floor Studio @ The Lodge at Spruce Peak

A spacious living area is highlighted by a comfortable gray sofa and a wooden coffee table. Natural light streams through large windows, complementing the warm wood paneling that separates the sleeping nook. A flat-screen TV and a cozy seating arrangement add to the inviting ambiance.

5 out of 5 average rating, 21 reviews

Cozy Slopeside Studio at Pico

4.95 out of 5 average rating, 114 reviews

A balcony is featured with a round glass table and two metal chairs, overlooking a vast mountainous landscape. Ski equipment stands against the wall, while natural light highlights the warm tones of the balcony's siding.

Apartment in Rutland

Ski on Ski off killington/ Pico mountain condo

Apartment in Bolton Valley

A comfortable sectional sofa is positioned in the living area, accented by a light throw and decorative pillows. Nearby, a bright lamp provides soft illumination, while a coffee table complements the modern aesthetic. Large windows allow natural light to fill the space, offering views of the outside.

5 out of 5 average rating, 115 reviews

Slopeside Condo - Elegant & Cozy - Alpine/XC Ski

The living room features a comfortable sofa and a reclining armchair, with a coffee table in front. Large windows provide natural light and a view of the outdoors. A decorative fireplace and artwork add character to the space.

4.93 out of 5 average rating, 14 reviews

Sugarbush Ski in / Ski Out 1 Bedroom Condo

An aerial view captures the snow-covered Pico Mountain with ski trails visible on the slopes. The surrounding trees are dusted with snow. The Village Square at Pico Condo Association is seen at the base, with buildings arranged neatly alongside a parking area.

4.92 out of 5 average rating, 109 reviews

3BR at base of Pico Mountain!

A living area showcases a green sofa paired with two distinct chairs, one featuring a yellow accent. A glass coffee table rests on a cowhide rug, and several framed artworks adorn the walls. Natural light floods the space through sliding glass doors that open to a balcony.