
House holiday rentals in Wilmington
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Top-rated house rentals in Wilmington
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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.

Private Hot Tub, 2 Min to Mt Snow, Cozy Fireplace!
Available all year, only 2 min from Mt Snow! Open concept living with bar counter overlooking a dining area with fireplace and TV lounge. New window AC units available from Memorial Weekend to Labor Day in 1st Bedroom and Living Room/Kitchen. New outdoor hot tub in the backyard! BB charcoal grill available in summer months. Fully equipped kitchen and linens provided. Essentials as a starter kit provided for the first couple days. One pet allowed but must be disclosed at reservation (fee applies)

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!

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)

MtSnow* HotTub* Pool * 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!

4th July 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.

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow
Unwind in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces and access to indoor/outdoor pools, hot tub, gym, and clubhouse amenities. 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.

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!

Adams Farm-"The Little Farmhouse"
A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

Vermont lake house near Mt. Snow-fab 360 views!
Welcome to our fabulous farmhouse on 3 green acres! Enjoy amazing views of Lake Sadawga and the surrounding Green Mountains as you kick back in our cozy stylishly furnished home. The house comfortably sleeps 8+ with 4 bedrooms, 2 full bathrooms, and a finished loft space. We are located off the beaten path on a paved road with multi-car parking. This wonderful year-round retreat is a short drive to skiing at Mt. Snow, boating in Harriman Reservoir, and easily accessible to local amenities.

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.

Outdoor Paradise - Private Jacuzzi & Sauna
Enjoy the outdoors!! Located minutes from hiking, biking, kayaking and golf, this house has it all. You'll enjoy our spacious 4 bedroom / 3 bath private home in a quiet neighborhood with cathedral ceilings and open floor plan. Finished lower level with large screen TV and ping pong table give the kids space to spread out. Large deck has a huge gas grill and there is a stone fire pit in the back yard. You even have a private spa area with jacuzzi and sauna!
Popular amenities for house rentals in Wilmington
House rentals with a pool

Magical Farm Getaway - a must visit!

The 1770 House

The Villa - Farmhouse with Hot Tub, Pool and Pond

The Brick House on Washington Street

Beautiful family friendly home with views & pool!

Chimney Hill Home w/ New Hot Tub & Amenity Center!

5 star rated in Chimney Hill w/private Hot Tub

Hollywood Bungalow in the Berkshires #C0191633410
Weekly house rentals

*Rustic Hill Retreat-Wilmington*

Vermont Village Retreat Near Mount Snow

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

Game Room, near skiing and lake, walk to downtown

Entire new home in Wilmington, VT

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

Gorgeous Vermont Lakefront with epic sunsets!

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

The Birdhouse Retreat w/Hot Tub

Luxury 2 Bedroom Townhome 102

Newly Renovated Oasis - 3 min walk to Grafton Inn

Scandinavian Serenity Close to Okemo

Sports Lodge at Mount Snow

5BR Pet Friendly -Salt Hot Tub - Volleyball

Family/Dog Friendly Mountain Home w/ Amenities

The Lakeview Ski House
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £326 | £319 | £228 | £189 | £227 | £219 | £219 | £202 | £201 | £227 | £234 | £298 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about house rentals in Wilmington

Total holiday rentals
Explore 170 holiday rentals in Wilmington

Nightly prices starting at
Wilmington holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 5,240 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
160 of Wilmington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wilmington rentals

4.9 Average rating
Wilmington stays are highly rated by guests – averaging 4.9 out of 5!
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- House rentals Windham County
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- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- June Farms
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- MVP Arena
- National Museum of Racing and Hall of Fame
- Smith College
- New York State Museum
- Mount Monadnock





