House vacation rentals in Wilmington

A bathroom features natural wood paneling and a brick accent wall. A compact vanity with a sink is complemented by a mirror and overhead lighting. Shelves hold neatly folded towels, while a washer and dryer unit is integrated into the design, presenting a functional space.

4.91 out of 5 average rating, 238 reviews

Wilmington A-Frame- Cozy and Convenient

Entire charming and chic A-frame chalet conveniently located to all the amenities Wilmington has to offer. Walk into town to enjoy dining, shopping and trail hiking or take a short 15 minute drive to Mount Snow for a day of outdoor adventure. Relax on the water at Harriman Reservoir, just a 2 mile drive from the house. House is also conveniently located along the Moover route. Relax back at the house while enjoying time on the front porch or an evening on the couch. Located on Main Street.

4.93 out of 5 average rating, 105 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

4.96 out of 5 average rating, 129 reviews

A gently sloping field is depicted, bordered by trees with autumn foliage. A red barn and a white building are visible in the distance, set against a bright blue sky with scattered clouds. The landscape conveys a peaceful rural setting.

Home in Townshend

Lawrence Cottage

Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

4.9 out of 5 average rating, 245 reviews

An open concept living space features four arched windows that allow ample natural light. Wooden floors complement the revealed post and beam construction. A wooden dining table is centrally placed, with a cozy seating area in a corner, creating a relaxed environment.

Home in Putney

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

4.93 out of 5 average rating, 424 reviews

A rustic building with wooden siding is partially surrounded by a foggy landscape. An elevated deck with rocking chairs invites relaxation. The entrance features glass doors flanked by large windows, allowing natural light to illuminate the interior. Surrounding greenery creates a serene atmosphere.

Home in Putney

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

A inviting outdoor space features two blue Adirondack chairs paired with a fire pit, where flames reflect off colored glass. A hot tub is visible nearby, surrounded by greenery, enhancing the tranquil ambiance of the area.

4.96 out of 5 average rating, 128 reviews

Walk To Town, Hottub, Firepit, Games, Mt Snow

Welcome to our family-friendly home in Wilmington, Vermont! Perfect for group getaways. Our home offers a blend of comfort and convenience. Just a short walk from Wilmington's charming downtown, with easy access to restaurants, shops, and groceries. Mount Snow is only a 12-minutes away, making this an ideal base for both winter skiing adventures and summer hikes. Whether you're here for outdoor fun or cozy nights by the fire pit, our home is ready to make your Vermont getaway unforgettable!

4.94 out of 5 average rating, 312 reviews

Home in Winhall

Modern Cabin with Hot Tub & EV Charging Station

Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

4.98 out of 5 average rating, 133 reviews

A cozy living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by an area rug. A stone fireplace with a fire is visible, enhancing the space's comfort, and a staircase leads to the upper level.

Home in Winhall

3BR 2BA Stratton Condo w/ Fireplace & Forest Views

Newley renovated 3 bed 2 full bath condo on Stratton, just minutes to Stratton's base lodge. Kitchen is well equipped for cooking. Private balcony with forest views. All new appliances. Wood burning fireplace & firewood included. All beds & baths are on 2nd floor up spiral staircase which may be difficult for elderly or young children. Stairs are required. Master bed has en suite full bath and smart tv. Free parking. Living room has an 86" smart TV. Poker set, & board games.

4.99 out of 5 average rating, 342 reviews

The exterior of a charming house features a gabled roof and a welcoming front porch with a wooden rocking chair. Lush green grass surrounds the home, and neatly trimmed shrubs are visible, complemented by tall trees in the background against a partly cloudy sky.

Home in Bennington

Southern Vermont Home

Beautiful home that offers privacy on over one acre of land. It is only a short drive to the conveniences of downtown shopping, restaurants, Bennington College, and much more. This house is 35 minutes from Manchester's famous outlets, 20 minutes from Williamstown, MA, and 45 minutes from Albany, NY. Bromley and Mount Snow ski areas are 40 minutes. The home has wonderful finishes and you will feel right at home upon arrival. Please come explore Vermont from our country escape!

A large outdoor pool is surrounded by a wooden deck with lounge chairs and umbrellas. The background features a multi-story building with expansive windows. Vibrant autumn trees with colorful foliage frame the scene, providing a serene and inviting atmosphere.

4.9 out of 5 average rating, 160 reviews

4BR Cabin w/ Hot Tub & Pools –15 mins to Mt Snow

Family-friendly cabin in Chimney Hill, just 15 min to Mount Snow & 35 to Stratton! Relax in our 4BR, 2BA home with a hot tub, indoor and outdoor pools, fire pit, clubhouse gym, fully equipped kitchen & cozy living spaces. Sleeps 8 comfortably (King, Queen, Full + trundle, 2 Twins) with a Pack ’n Play for little ones. Perfect for skiing, hiking, or unwinding year-round. Enjoy mountain charm, modern comfort, and easy access to trails, lakes, and Wilmington’s shops & dining.

A well-maintained home features a spacious porch with green chairs and is surrounded by a lush lawn and trees. The gravel driveway offers ample parking space, while the bright blue sky enhances the serene outdoor setting.

4.95 out of 5 average rating, 294 reviews

Wilmington. In Town Village Home

Beautifully renovated bright, 125 year old home in town. House thoroughly cleaned and sanitized after each stay. Touchless flushing toilets. Mini-Split air conditioning in each bedroom and on the main level. Minutes to MT Snow. Easy walk to town for food and shopping. Deerfield river directly across the street. 2 min from the lake. Valley hiking trails within sight. There is a 2 car limit. A request for additional vehicles needs to be made prior to check-in.

4.86 out of 5 average rating, 130 reviews

A sprawling grassy yard is surrounded by trees, providing natural shade. A wooden deck and seating area are positioned in the background, inviting outdoor relaxation. The white house is visible beyond the tree line, contributing to the serene countryside setting.

Home in Readsboro

Snowy Vermont Winter Escape

Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked home. Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, ski nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires, Bennington, Wilmington. Great location! PEACEFUL PERFECT ROMANTIC Vermont getaway! ☺

Popular amenities for Wilmington house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 203 reviews

The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.

Home in Salem

Magical Farm Getaway - a must visit!

4.89 out of 5 average rating, 135 reviews

Home in Colrain

The 1770 House

5 out of 5 average rating, 27 reviews

Home in Wardsboro

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool

A spacious dining area features a long, rustic table set with a black and white checkered runner. Large windows offer views of the surrounding woods. A comfortable sofa sits in the corner, alongside an armchair, creating a cozy space for relaxation. A modern light fixture hangs from the high ceiling.

5 out of 5 average rating, 14 reviews

Silver Moose Lodge (Mt Snow)

A comfortable living area features a sectional gray sofa adorned with decorative pillows, a coffee table at the center, and two armchairs. Natural light filters in through large windows dressed in light curtains, illuminating the hardwood floor and creating a cozy atmosphere.

4.88 out of 5 average rating, 180 reviews

Adams Farm-"The Little Farmhouse"

The kitchen features a central island with seating for eight, surrounded by wood cabinetry and modern appliances. Natural light filters through the large windows, highlighting the sleek black countertop and hardwood floors, creating a functional and inviting space for meal preparation.

4.95 out of 5 average rating, 21 reviews

Stylish Chimney Hill Home - Close to Mt. Snow!

The spacious living room features a large, sectional grey couch and a white armchair, arranged around a wooden coffee table. A brick wood-burning fireplace is situated against a wooden wall, with a mounted TV above it. The room is illuminated by warm lighting.

4.98 out of 5 average rating, 64 reviews

Winter Skiing @ Mt Snow! Ski off trail sleeps 8.

A spacious great room is showcased with high ceilings and natural wood walls. A large sectional sofa is positioned alongside a coffee table, with bright light filtering through large windows. A dining area with bar stools is visible in the background, enhancing the open layout.

4.83 out of 5 average rating, 70 reviews

Hot Tub + Clubhouse Pool | 10 min Mt Snow

Weekly house rentals

4.84 out of 5 average rating, 19 reviews

The Birdhouse Retreat w/Hot Tub

A bright living area is filled with natural light from skylights above and large windows overlooking a wooded view. Two green armchairs face a coffee table, with a cozy rug beneath. A sleek TV is mounted on the wall beside a wooden fireplace, while a guitar leans against a side table.

4.92 out of 5 average rating, 73 reviews

Your Own Hot Tub, Game Room, Traeger 15Min2 MtSnow

A spacious living room features a large sectional sofa with decorative pillows, paired with a wooden coffee table. Natural light floods in through large windows, highlighting the hardwood floor. The adjoining dining area, visible in the background, includes a wooden table surrounded by several chairs.

4.97 out of 5 average rating, 59 reviews

Vermont Village Retreat Near Mount Snow

5 out of 5 average rating, 98 reviews

A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.

Home in Bennington

The Vermont Farmhouse: Picturescue Country Escape

The exterior of a two-story blue house is shown, surrounded by lush greenery. A spacious wooden deck is visible, equipped with outdoor seating. The yard features a well-maintained lawn, bordered by trees that display autumn colors under a vibrant sky.

5 out of 5 average rating, 25 reviews

Downtown Wilmington Home

4.92 out of 5 average rating, 85 reviews

FULLY renovated 1 bed/1 bath ski in-out condo!

A charming cottage features a well-maintained exterior with white siding and a dark shingle roof. A large deck is accessible from the front, complemented by a welcoming entryway. American flags gently adorn the porch, surrounded by a grassy area with trees in the background.

5 out of 5 average rating, 9 reviews

Stowe Hill Cottage. Min's to Lake and Mt Snow

4.99 out of 5 average rating, 93 reviews

The lakefront home features a rustic wooden exterior with multiple balconies overlooking the water. Surrounded by lush greenery, the property includes a sprawling lawn and vibrant shrubs, while the serene lake and gentle hills can be seen in the background.

Home in Whitingham

Gorgeous Vermont Lakefront with epic sunsets!

Private house rentals

5 out of 5 average rating, 31 reviews

Home in Jamaica

Tranquil VT Ski House Retreat

4.73 out of 5 average rating, 41 reviews

A cozy living area features a comfortable sofa and two armchairs arranged around a circular wooden coffee table. Large floor-to-ceiling windows allow natural light to illuminate the space, providing views of the lush greenery outside. Exposed wooden beams enhance the room's character.

Home in Sunderland

Modern, Serene Farmhouse Retreat

4.94 out of 5 average rating, 86 reviews

A modern farmhouse is depicted from the street, showcasing a light blue exterior. The structure features a sloped roof and a charming front porch. Surrounding greenery and trees provide a natural backdrop, with a clear blue sky enhancing the setting.

Home in Jacksonville

Beautiful Jacksonville home- pond/mountain views

5 out of 5 average rating, 36 reviews

Home in Springfield

Scandinavian Serenity Close to Okemo

5 out of 5 average rating, 43 reviews

A welcoming entryway features a soft, light-colored bench with yellow accent pillows. Wide plank wooden floors run throughout, and a potted plant adds a touch of greenery. The space is illuminated by a pendant light hanging from the ceiling, with stairs visible in the background.

Home in Bennington

The Old Pine House

5 out of 5 average rating, 14 reviews

Private Chalet - 4 mins to Mt Snow

5 out of 5 average rating, 3 reviews

Sports Lodge at Mount Snow

A wooden exterior of the home is shown, surrounded by snow-covered ground and evergreen trees. Snow is gently falling, creating a quiet winter scene. The entrance is framed by large windows, with a welcoming wreath displayed on the front door.