House holiday rentals in Wilmington

4.95 out of 5 average rating, 150 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!

FamilyValueCleanliness

Superhost

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

4.88 out of 5 average rating, 282 reviews

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)

ValueFamilyCondition

A cozy living area features a dark gray sofa with decorative cushions, complemented by two wooden armchairs. A timber-framed window offers a view of the outdoors. A coffee table holds a small centerpiece, and vintage skis are mounted on the wall above the seating.

4.87 out of 5 average rating, 139 reviews

MtSnow HotTub Pool Table AirHockey PingPong *Darts

Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

FamilyLocationOutdoor spaces

A serene backyard features a fire pit surrounded by white adirondack chairs and a small side table. Green grass stretches towards a wooden deck, while lush trees and shrubs provide natural privacy. The house, painted in blue, stands elevated in the background.

4.95 out of 5 average rating, 111 reviews

Wonderful House! Rec Room HotTub Firepit Garden!

New! Window A/C units (Memorial Day–Labor Day) in the Living room, kitchen, 1 twin BR, and 2 upstairs primary BR. This 4BR/3BA retreat for up to 8 is tucked at the end of a quiet, woods surrounded cul-de-sac, offering both privacy and convenience. Enjoy comfortable living spaces, king beds in the upstairs suites, and a modern kitchen with new appliances. The rec room features a hot tub, foosball, darts, and ping pong. Outside, a spacious backyard is perfect for summer dining or winter sledding.

FamilyLocationWi-Fi

4.92 out of 5 average rating, 210 reviews

Summer Batwing Special 5 Star - Guest Favorite

The Batwing Ski and Summer house is Mount Snow area Guest Favorite !! It has been modernized with nice renovations and maintained and operated by the owners not a management company!! The house was named the BatWing House over 25 years ago and everyone refers to it by name. It's a huge 6 bedroom 4 full bathrooms. A large dining/ living area with corner fireplace and ski/gear room. Hot tub outside on the wrap around deck with covered roof. We have Fiber Wifi,foosball, board games 4 TVs.

FamilyValueQuiet

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, 140 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!

ValueLocationKitchen

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, 257 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 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.

ValueFamilyNearby

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, 177 reviews

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow

Relax in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces, and clubhouse access to indoor/outdoor pools, hot tub, and gym Comfortably sleeps 8 (King, Queen, Full + trundle, bunk room) and includes a Pack ’n Play for little ones, perfect for families and groups. Whether you’re here for skiing, hiking, lake days, or fall foliage, enjoy the perfect blend of mountain charm, modern comfort, and great location near Wilmington’s shops, dining, and outdoor adventures.

ValueFamilyComfort

A cozy living area features a brown sofa and a patterned rug, complemented by side tables and a lighted lamp. An accent chair adds to the seating, while a television is mounted on the wooden wall. Art pieces hang above the fireplace, enhancing the rustic charm.

4.93 out of 5 average rating, 112 reviews

Forest Lane - Roomy Mt Snow Home with Hot Tub

Escape to Forest Lane, a roomy cabin surrounded by the Green Mountain Nation Forest at the end of a private road. You'll enjoy the feeling of being away from it all, yet still walking distance to West Dover Village bars and cafes, the main shuttle to the mountain (one of the few running during Covid) and just over a mile to Mount Snow! Enjoy 3 floors of living space with a stocked kitchen, cozy living room, game room with oak poker table, foosball, jacuzzi tub and a large deck.

ValueLocationIndoor spaces

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.

4.94 out of 5 average rating, 318 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.

FamilyLocationAccuracy

4.99 out of 5 average rating, 101 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!

Lakefront home with breathtaking 180 degree views of Sadawga Lake and the Green Mountains. The house is on 3.5 acres of land with 600 feet of lake frontage which includes a private dock. If you are looking for an exceptionally peaceful and relaxing lakeside get away or an action packed weekend in the outdoors this house will meet all your needs. Skiing, hiking, biking, boating, paddling and swimming are all right here!

FamilyLocationHeating

An open dining area features a large wooden table surrounded by white chairs. Natural light fills the space from multiple windows, highlighting rustic wooden beams above. A cozy seating nook with plants and a decorative fireplace creates a welcoming ambiance.

4.89 out of 5 average rating, 279 reviews

Mt Snow retreat, ski & summer

Warm and welcoming space for relaxation and play, your home base for VT recreation. 7 min. drive to Mount Snow, convenient location. Easy access to hiking, mountain biking, x-c skiing, golf course, and more! Sleeps 5 easily. ~10 min. walk to Moover, 7-11, restaurants. INTERNET - There is a fiber optic connection and the plan speed is 50Mbps down / 30Mbps up. LGBTQ+ friendly 🌈💞

LocationValueShared spaces

Popular amenities for Wilmington house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Colrain

4.89 out of 5 average rating, 141 reviews

The 1770 House

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A red barn-style house is nestled among autumn trees with vibrant yellow and orange leaves. It features white-framed windows and a covered storage area nearby. The setting conveys a serene environment, inviting guests to enjoy the natural beauty surrounding the property.

4.83 out of 5 average rating, 181 reviews

The Vermont Barn (Mount Snow)

FamilyLocationBiking

4.9 out of 5 average rating, 236 reviews

A pathway lined with lush greenery leads to a bungalow with a screened-in porch, featuring outdoor seating. The soft sunlight filters through the foliage, creating a serene entrance to the welcoming space.

Home in Williamstown

Hollywood Bungalow in the Berkshires #C0191633410

FamilyLocationQuiet

4.91 out of 5 average rating, 181 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

ValueFamilyNearby

A spacious living area features a stone fireplace as the focal point, surrounded by wooden walls and exposed beams. Ample seating is provided by a sectional couch and additional armchairs, with large windows allowing natural light to fill the space.

5.0 out of 5 average rating, 30 reviews

Woodsy Retreat - Close to Mt. Snow w Fireplace!

FamilyLocationCleanliness

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.

4.82 out of 5 average rating, 88 reviews

Hot Tub + Clubhouse Pool | 10 min Mt Snow

LocationFamilyOutdoor spaces

4.87 out of 5 average rating, 15 reviews

Warm and Welcoming Haven, Perfect for Families

FamilyLocationHospitality

The exterior of the industrial farmhouse is reflected in the calm water of the fishing pond. Surrounding vegetation includes lush green grass and reeds. The building features a warm glow from its windows, suggesting a welcoming atmosphere.

5.0 out of 5 average rating, 65 reviews

The Villa - Farmhouse with Hot Tub, Pool and Pond

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Weekly house rentals

5.0 out of 5 average rating, 18 reviews

*NEW* Modern VT Ski Cabin w/ Vinyl Listening Loft

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4.96 out of 5 average rating, 46 reviews

A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow

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The cabin is set back from the winding gravel driveway, surrounded by lush green grass and trees. Brightly colored autumn foliage adds a touch of warmth against the rustic brick exterior and red roof. The peaceful atmosphere is enhanced by natural surroundings.

4.86 out of 5 average rating, 99 reviews

Secluded cabin on brook near skiing and lakes

LocationFamilyBathroom

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, 68 reviews

Vermont Village Retreat Near Mount Snow

FamilyValueBeach

5.0 out of 5 average rating, 57 reviews

Game Room, near skiing and lake, walk to downtown

LocationFamilyWalkability

5.0 out of 5 average rating, 37 reviews

Starlit Hot Tub Retreat • Dog Friendly • Mt. Snow

LocationFamilyHospitality

A modern two-story house is situated in a wooded area, featuring large windows that allow natural light. A wooden deck with a ramp leads to the entrance, and stacked firewood is visible beneath the structure. Snow covers the ground, creating a serene winter landscape.

4.97 out of 5 average rating, 37 reviews

*Rustic Hill Retreat-Wilmington*

LocationFamilyCleanliness

4.95 out of 5 average rating, 43 reviews

Ski & Play in Style-Luxury Mt. Snow Getaway-HotTub

LocationFamilyHeating

Private house rentals

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.

5.0 out of 5 average rating, 15 reviews

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

FamilyLocationAmenities

An outdoor fire pit area is surrounded by four wooden Adirondack chairs. Soft string lights hang above, creating a calming ambiance amidst the trees. The fire pit features a circular stone surround and a metal cover, set against a backdrop of woodland ambiance.

4.86 out of 5 average rating, 29 reviews

The Birdhouse Retreat w/Hot Tub

FamilyLocationAccuracy

5.0 out of 5 average rating, 13 reviews

Home in Stratton

The MountainTop | Stratton & Mt Snow | Fire Pit

FamilyLocationAmenities

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.

4.98 out of 5 average rating, 41 reviews

Downtown Wilmington Home

FamilyLocationAmenities

5.0 out of 5 average rating, 7 reviews

Home in Whitingham

Modern A-Frame | Near Lakes & Mountains | Fire Pit

LocationFamilyQuiet

Superhost

A modern house with a gabled roof sits peacefully under a bright blue sky, surrounded by snow-covered ground. The structure features a spacious porch adorned with wooden logs and large windows, providing a welcoming entrance to the well-designed home.

5.0 out of 5 average rating, 4 reviews

Barn House next to Hermitage Inn

FamilyLocationCondition

The exterior of the house is depicted, showcasing a light green façade with a steeply pitched roof. A flag hangs from the front porch, and the surrounding greenery complements the tranquil setting. A paved driveway is visible, with street access in the background.

4.97 out of 5 average rating, 95 reviews

4BR Family Retreat | Hiking, Skiing & Mt Snow

LocationFamilyComfort