
Chalet holiday rentals in Wilmington
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Top-rated chalet rentals in Wilmington
Guests agree: these chalets are highly rated for location, cleanliness and more.

Snug Chalet - Wi-Fi + Close to Mount Snow
This stylish 1971 chalet is a country retreat with modern comforts for you and your family... complete with strong WiFi and a fenced-in dog yard! The minimal cabin is tucked in the trees and set up for families and friends, pet & kid-friendly. 10-15 Minutes to Mount Snow 10-15 Minutes to Downtown Wilmington This is a country house, not a boutique hotel :) If booking during winter or spring months, we HIGHLY recommend a 4wd vehicle as the weather can cause some tough road conditions (snow/mud).

Peaceful VT Chalet w/ Mountain View’s
My peaceful 3-bedroom chalet has everything you need for your VT trip. The house comes with a washer, dryer, Roku TV’s, pullout queen couch. 2.5 bathrooms, indoor elec. fireplace, outdoor fire pit and fully equipped kitchen.Short driving distance to several popular golf courses, shops, restaurants, breweries, fishing, white water rafting, hiking, kayaking, ATV/snowmobile trails, & mountain slopes. An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).

Chalet Sonsie: A Sweetwater Stay
Chalet Sonsie is a freshly-renovated waterfront getaway, where you can enjoy breathtaking views of Forest Lake year-round, from every room and all 3 levels of decks! Whether you're traveling with the kids, friends, or just looking for a quiet fishing retreat, there's something here for everyone. This cozy 2-bedroom home features 2 full kitchens, 1.5 baths, expansive fireplace and TV, plus a game room complete with foosball and mini-arcade! Book today, or check out other Sweetwater Stays! -Patti

Vermont Cabin
Looking for a quick getaway to take in the culture of southern Vermont? Check out this cozy rustic cabin in the woods that comfortably sleeps 2 and is centrally located between skiing, hiking, golfing, camping and unique dining and shops. The cabin is 5 miles from Mount Snow and 5 miles from historic downtown Wilmington, nestled on a quiet private road, but also located just a short walk from the free Moover public transportation Route 7 East Dover Road Stop. Free parking for three vehicles.

Mountain View Retreat: 5 Mi to MT Snow, Hot Tub
Come escape to Wilmington, Vermont. Stunning views of Mt. Snow, a small stream, and a large hot tub on 12 secluded acres. Only 10 minutes to Mount Snow and 30 minutes to Stratton our home is the perfect getaway for your VT adventure with all of your family and friends. Come ski, snowboard, snowmobile, hike, kayak, mountain bike, swim, or fish just minutes away! After your long day exploring come relax in the hot tub, by the fire, in the game room, or just out on our deck taking in the sunset!

10 min from Stratton! Log Cabin w/ Beautiful Views
Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermont getaway. The home offers 3 bedrooms (all with mountain views), 2 baths and comfortably sleeps 7. Located 10-15 minutes from skiing (Stratton, Bromley and Magic), 25 minutes from shopping and dining in Manchester, and ½ mile from Gale Meadows Pond for hiking and water activities in the summer. If you’re looking for the ultimate Vermont experience, you’ve found your spot!

The Mountain A-Frame at Mount Snow
Entire chalet-style A-Frame in Mount Snow with mountain views. Less than 1 mile from the base of Mount Snow and close to all the fun in the Green Mountains: AT access, swimming holes, covered bridges and more! Across the street you can hop on the Moover shuttle that takes you right to the mountain! 2 minute walk to market, coffee shop and local bar. 2 bedrooms + 1 loft, 1 bath, wrap around deck, cooking necessities, Smart TV and WiFi. You can find us on social (tag us!) @themountainaframe

Bromley Aframe - King Master Bed, Wood Fireplace
Classic Aframe home in a private setting but just down the road from Bromley Ski area and downtown Manchester. Primary bedroom has a king bed, fireplace and french doors to backyard. Second bedroom with queen size bed and third lofted bedroom. Full kitchen with Crate and Barrel dishes and drink ware, coffee maker and cookware. Modern bathrooms renovated in 2022. Great place to come with family for a week away. Skiing in winter or hiking in summer, or just relaxing all year round.

Mountain Chalet mins from Mt Snow Skiing/hiking
Experience nature at this peaceful mountain retreat. World class skiing at Mt Snow is just 14 minutes away. After a day of outdoor activities enjoy a relaxing time in front of the fireplace. This cozy chalet boasts exposed wood beams and wood paneling all throughout the house. You will wake up in the master bedroom with views of the woods. During the off winter months, enjoy your morning coffee on patio with views of the mountain. The kitchen is well equipped with your cooking needs.

Private Brook Chalet: Hot Tub - Fire pit - Ski
The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow
Welcome to HYGGE HOUSE, a luxurious modern retreat on 4 wooded acres in Stratton. Inspired by the Danish concept of hygge, this home embodies warmth, coziness, and well-being. Unwind year-round in a private HOT TUB, SAUNA, and even a TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton and Mount Snow resorts, this architectural gem is a haven for relaxation and adventure, with an open floor plan, cozy fireplace, and large windows connecting you to nature.

HotTub, GameRoom, FirePit, DogsOk, 8 Min MountSnow
✔ Relax in the Hot Tub under the Pergola & String Lights ✔ Cozy Fire Pit Area with Adirondack Chairs ✔ Fun Game Room with Air Hockey & Connect Four ✔ 4 Bedrooms, 3 Bathrooms ✔ Dog-Friendly (w/ fee) ✔ 8 Minutes to Mount Snow, 30 minutes to Stratton, 60 minutes to Okemo ✔ 20 minutes to Lake Whitingham/Harriman Reservoir for boating & fishing ✔ Fast Wi-Fi for Remote Work & Streaming ✔ High Chair & Pack N' Play Provided ✔ All Linens, Towels, & Soaps Included
Popular amenities for chalet rentals in Wilmington
Family-friendly chalet rentals

Brookside Timber Chalet w/ Hot Tub at Mount Snow

Serene & Stylet Chalet•HOT TUB•Skiing•Manchester

Mount Snow Vermont - Ski - Snowboard - 6 miles

Cozy House - Mount Snow, VT

Peaceful Chalet In Londonderry

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

Designer Chalet w/ Mountain Views close to it all

The Great Escape!
Luxury chalet rentals

Authentic Mt. Snow Chalet + Hot tub

Dog Friendly 4BR Chalet w/ Hottub, Fireplace, BBQ

Secluded Retreat on 22 Acres - Ponds, Hot Tub, A/C

Modern Chalet w/ Hot Tub by Stratton & Mount Snow

The Lodge on Warner Hill

A Chalet 4 All Seasons

Artists Chalet minutes from Stratton Ski Resort

Spacious Chalet W/ Endless Entertainment THE BARN
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 404 | € 379 | € 280 | € 259 | € 266 | € 258 | € 268 | € 272 | € 263 | € 298 | € 287 | € 381 |
| 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 chalet rentals in Wilmington

Total holiday rentals
Explore 30 holiday rentals in Wilmington

Nightly prices starting at
Wilmington holiday rentals start at € 112 per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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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- Rentals with a firepit Wilmington
- Pet-friendly rentals Wilmington
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- Chalet rentals Windham County
- Chalet rentals Vermont
- Chalet rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Norman Rockwell Museum
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Mount Tom State Reservation
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Albany Center Gallery
- Peebles Island State Park
- Dorset Field Club
- The Shattuck Golf Club
- Hooper Golf Course
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard




