
House holiday rentals in Wilmington
Find and book unique houses on Airbnb
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 $116 SGD 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!
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.

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!

4BR Cabin with Hot Tub & 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.

Cozy Riverfront Home, 1mi to Mt Snow, On Moover
The Riverhouse at Mount Snow is 1 mile from the mountain (2 min car ride) or take the FREE MOOver. NEW AC. This cozy cabin has open main floor plan and sleeps 6 comfortably with 3 bedrooms, 2 baths, den, living room with wood fireplace. Washer/dryer, gametable, yard games, gas grill, deck overlooking a river with a swimming hole, private firepit area, privacy fence. Easy in/out right off Rt 100 - Walk to restaurants/brewery. Mt. Views from the front porch/yard. 15 Mins from Lake Whittingham.

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

Country Colonial Home with rolling fields & stream
This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

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.

The Vermont Farmhouse|Hiking|Dog Trails|Village
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

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.

The Gate House--Experience Vermont!
The Gate House is a historic property located at the foothills of Mt Anthony. Built in 1865, the original structure of the house served as the gate house to the Colgate Estate, one of the most beautiful properties in Southwestern Vermont. Our home is just a few short miles to downtown where you can find local restaurants and breweries. We are not far from some of the best skiing/riding in the Northeast at Mt Snow, Bromley, Stratton and Prospect Mountains.
Popular amenities for house rentals in Wilmington
House rentals with a pool

Stratton/Mt Snow minutes away! Hot tub + Game room

Magical Farm Getaway - a must visit!

The 1770 House

The Villa - Farmhouse with Hot Tub, Pool and Pond

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

The Birdhouse Retreat w/Hot Tub

*Rustic Hill Retreat-Wilmington*

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

Barn House next to Hermitage Inn

Family/Dog Friendly Mountain Home w/ Amenities

5BR Pet Friendly Mtn Escape with Salt Hot Tub

Entire new home in Wilmington, VT

Downtown Wilmington Home
Private house rentals

Stratton Summer House | Trails + Swim Holes + AC

Sugar Shack Lodge

Sports Lodge at Mount Snow

The Lakeview Ski House

Brookside Vermont Cabin

Cozy Condo near Mt Snow

Newly renovated chalet, 9 min to Mt. Snow

Charlemont Chalet - A 15 Acre Private Retreat
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $555 SGD | $543 SGD | $388 SGD | $323 SGD | $387 SGD | $373 SGD | $373 SGD | $344 SGD | $342 SGD | $386 SGD | $399 SGD | $508 SGD |
| 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 |
Destinations to explore
- Plainview Holiday rentals
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- Family-friendly rentals Wilmington
- Rentals with breakfast Wilmington
- Pet-friendly rentals Wilmington
- Rentals with a firepit Wilmington
- Rentals with outdoor seating Wilmington
- Rentals with a patio Wilmington
- Rentals with a washing machine and dryer Wilmington
- Flat rentals Wilmington
- Rentals with a hot tub Wilmington
- Rentals with a sauna Wilmington
- Rentals with a kayak Wilmington
- Rentals with pools Wilmington
- Rentals with lake access Wilmington
- Chalet rentals Wilmington
- Rentals with a fireplace Wilmington
- Rentals with an EV charger Wilmington
- House rentals Windham County
- House rentals Vermont
- House rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Bousquet Mountain Ski Area
- June Farms
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Naumkeag
- Norman Rockwell Museum
- National Museum of Racing and Hall of Fame
- New York State Museum
- Rensselaer Polytechnic Institute
- Hancock Shaker Village
- Smith College
- Berkshire Botanical Garden
- Emerald Lake State Park





