
Apartment holiday rentals in Wilmington
Find and book unique apartments on Airbnb
Quick stats about flat rentals in Wilmington

Total holiday rentals
Explore 20 holiday rentals in Wilmington

Nightly prices starting at
Wilmington holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 2,400 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 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 apartment rentals in Wilmington
Guests agree: these apartments are highly rated for location, cleanliness and more.

Private Apt. on Farm, Hot Tub with views!
Relax in a spacious private apartment on our 38-acre hillside farm with sweeping Vermont views. Two queen bedrooms, a queen loft, full kitchen, and private deck with keypad entry. Enjoy gardens, orchard, heritage livestock, and a shared hot tub. Observatory features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Centrally located near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.

Globetrotter Retreat - Minutes to the Mountain
Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

Berkshire Mountain Top Chalet
Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

*Betimor North Apt.4 Newly renovated Mt. Snow
Keep it simple at this peaceful & centra location updated June 2023 Fully stocked kitchen & toothpaste, soaps, shampoo. Relax on the new couch & watch the flatscreen TV Centrally located with comfort & convenience. Dining, shopping all within walking distance. Wilmington is just minutes away Up the road is Mount Snow for skiing and snowboarding. Golf courses close by. Close to hiking trails Nice valley location with many events happening throughout the year. NO PETS allowed

Modern river apartment near lake, hiking, golf #1
Cozy, comfortable, and robust 2 bedroom that can fit 7 people. TV with chromecast and wifi provided, super close to Mount Snow, perfect for skiing/snowboarding, summer family trips or just a getaway/short or long term stay! AC window unit in primary bedroom with queen bed! Parking for 2 cars included, clean, cozy, and very roomy, up to 7 guests. Newly renovated unit overall. You'll have a great time at Mount Snow, the cute and quaint town of Wilmington, all 4 seasons!

Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

**Happy Hour! Gorgeous & Modern Downtown Retreat**
Come enjoy our beautiful apartment above our liquor store in downtown Wilmington! Lots of local shops and dining right in town! We are along a river and next to a hiking trail system! Walking distance to the serene 10+ mile lake; kayaks, stand-up paddle boards or motor boat/jet ski rentals nearby. In the winter, enjoy local trails on snowshoes or cross-country skies; only 15 minutes to Mount Snow! We look forward to meeting you!!!

Steps to MoCA: 2bd + SAUNA!
A large, private 2-bedroom apt at the Small Mansion of Chase Hill Estate. Outdoor Sauna! Just a 5 minute-walk to MASS MoCA & downtown restaurants, 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

Guest House @ 120
Unforgettable designer stay in the heart of downtown Brattleboro. Curated art, luxe finishes, and boutique comfort set this experience apart. Walk to the best cafes, boutiques, and galleries. Enjoy a chef’s kitchen, plush bed, quaint bath, and fast Wi-Fi. Every detail is elevated, every corner styled. Steps from Amtrak, wrapped in Vermont charm. Perfect for escapes, retreats, or inspired work. You won’t want to leave.

Scenic Vermont Studio
This beautiful retreat is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The residence is a modern, spacious, basement apartment, part of an 1860 farm house. It has its own private entrance around the back of the house at ground level. Solar garden lights and motion detector lighting will illuminate your path to the apartment.

Cozy Suite in a Historic Building Near Ski Resorts
Located on the second floor of a historical building in the Village of South Londonderry, Vermont, this renovated studio suite features unique touches of modern amenities but with a Vermont feel. Your room will include a 65 inch Smart TV, WiFi, electric fireplace, lush queen bed, full renovated bathroom, small kitchenette, as well as on site parking.

Whiteley Hideaway- walk to Mass MoCA and Downtown
You will love being tucked away in this bright spacious home! Nestled in quiet neighborhood with a gorgeous outdoor kitchen and a distant view of Mt Greylock, large yard, front and back porches for sitting, off street parking for 2 cars and....Only 4/10 mile to Mass MoCA! Come home after a fun filled day and enjoy a glass of wine by the fire!
Popular amenities for Wilmington apartment rentals
Weekly apartment rentals

Charming Art Filled Apartment

~Serene Barn Retreat~

Quiet St in Town, gardens, terrace

Quiet Getaway in Equinox Valley

Contemporary forest eco-retreat, mountain views

River View apartment

"Nostalgia" a spacious2 bedroom first floor unit.

Bright Garden View Apartment
Private apartment rentals

Cozy Brookside Getaway

"The Parlors"

In the Trees Above the Village

Overlooking the city in a quiet 7 unit building.

“Down Under” A peaceful mountain escape in Vermont

Peaceful Home in Wilmington with Three Bedrooms

Apartment at Five Ferns

Mount Snow Lake Whitingham Village Apartment
Apartment rentals with a hot tub

Apartment in the Woods

SnowTree Chalet- Walk to lifts! 1 bedroom + Loft

Stratton walk on/off, King beds, FP, hot tub, pool

Dover VT 2 Bdrm Condo - Mt Snow Shuttle

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II

Walk to Ski Lifts & Village | Hot Tub & Sauna

A Beautiful Secret Den - with a private hot tub!
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $197 SGD | $212 SGD | $136 SGD | $148 SGD | $156 SGD | $164 SGD | $162 SGD | $152 SGD | $160 SGD | $166 SGD | $224 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
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- Rentals with a kayak Wilmington
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- Family-friendly rentals Wilmington
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- Rentals with a hot tub Wilmington
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- Rentals with a sauna Wilmington
- Pet-friendly rentals Wilmington
- Flat rentals Windham County
- Flat rentals Vermont
- Flat rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- June Farms
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Rensselaer Polytechnic Institute
- Fox Run Golf Club
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- MVP Arena
- Saratoga Spa State Park
- Emerald Lake State Park
- Naumkeag
- Massachusetts Museum of Contemporary Art
- Smith College
- New York State Museum
- Norman Rockwell Museum





