
House vacation rentals in Wilmington
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Quick stats about house rentals in Wilmington

Total vacation rentals
Explore 170 vacation rentals in Wilmington

Nightly prices starting at
Wilmington vacation rentals start at G$18,828 GYD per night before taxes and fees

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

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
160 of Wilmington vacation rentals include wi-fi 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!
Top-rated house rentals in Wilmington
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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.

*NEW* Modern VT Ski Cabin w/ Vinyl Listening Loft
Welcome to the Listening Loft Cabin. This brand new 2-bedroom vacation home in Wilmington, Vermont is the perfect escape for families or groups up to six. Nestled in the Green Mountains, our retreat offers modern comforts and unique amenities for an unforgettable stay. 10 minutes from Mount Snow, Harriman Reservoir, Haystack Golf Course, and downtown Wilmington. Home is hosted by owner, so you will never get an auto-response, unexpected up-charge or a long list of chores at checkout.

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.

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.

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.
Popular amenities for Wilmington house rentals
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

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

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

Hollywood Bungalow in the Berkshires #C0191633410

The Vermont Barn (Mount Snow)
Weekly house rentals

Vermont Village Retreat Near Mount Snow

Barn House next to Hermitage Inn

Family/Dog Friendly Mountain Home w/ Amenities

Downtown Wilmington Home

Gorgeous Vermont Lakefront with epic sunsets!

Spyglass village- Golf & Ski

Newly renovated chalet, 9 min to Mt. Snow

“Heaven on the Hill” Lake view from every room
Private house rentals

Luxury 2 Bedroom Townhome 102

The Birdhouse Retreat w/Hot Tub

*Rustic Hill Retreat-Wilmington*

Private HotTub, GameRoom, Traeger Close2Golf&Lake

Sports Lodge at Mount Snow

Magical Retreat Cottage 25% off, now to June 17

Family Summer Getaway | Lakes, Firepit & Hiking

Game Room, near skiing and lake, walk to downtown
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$89,956 GYD | G$88,073 GYD | G$62,969 GYD | G$52,300 GYD | G$62,760 GYD | G$60,459 GYD | G$60,459 GYD | G$55,857 GYD | G$55,438 GYD | G$62,551 GYD | G$64,643 GYD | G$82,425 GYD |
| 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 |
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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





