
Chalet vacation rentals in Wilmington
Find and book unique chalets on Airbnb
Quick stats about chalet rentals in Wilmington

Total vacation rentals
Explore 30 vacation rentals in Wilmington

Nightly prices starting at
Wilmington vacation rentals start at €103 per night before taxes and fees

Verified guest reviews
Over 2,160 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 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 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
Our Peaceful chalet has everything you need. A fully equipped kitchen, 3 bedrooms, 2.5 baths, 2 living rooms, elec heat fireplace, outdoor fire pit, washer, dryer, Roku TV’s, great fiber optic internet. Accessible ATV/ snowmobile trails from property. 20 miles to Mt. Snow. Short driving distance to popular golf courses, shops, restaurants,breweries, kayaking, fishing, hiking, white water rafting ect An ideal base to explore the Green Moutain National Forests (VT) or the Berkshire Mountains (MA).

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!

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

Brook House: Hot Tub, Fire Pit, Ping Pong, Mt Snow
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 southern VT has to offer!

Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
On your journey to The Lodge on Warner Hill, you will pass through a nostalgic covered bridge, drive by a babbling brook, and meander up a winding dirt road. Our home sits in a quiet, peaceful 5-acre setting. It has been completely remodeled with earth-tone charm. Enjoy your time with friends and family relaxing, reading a book, playing pool, barbequing on the back deck, gazing at the stars, or hanging out by the fire pit. Located 10 minutes from Berkshire East and the Deerfield River

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Charming spacious A-frame with lots of natural light, beautiful scenery and wrap around deck. Property features a long rolling hill perfect for sleigh riding or 75' slip n slide, tennis court, firepit, and 5 acres of Green Mountain Nat'l forest and brook. Home has 3 bedrooms + loft area.. 5 miles to Mount Snow, and minutes to golf course, bars/restaurants and lakes. This house is action packed inside and out with hot tub, 200' zipline and "unlock the box" scavenger hunt.

Chalet 1mi to Mount Snow with theater and hot tub
✔ Freshly Renovated & Furnished In 2025 ✔ 1 Mile To Mount Snow, On The MOOver Route ✔ 7-Person Hot Tub Under String Lights ✔ Fire Pit w/ Adirondack Chairs ✔ Theater Room w/ Real Theater Seats ✔ Game Room with Air Hockey, Shuffleboard, Arcades, Bar, and SMART TV ✔ Air Conditioning ✔ Fast Fiber Optic Wifi ✔ Dog-Friendly (w/ fee) ✔ All linens, towels, and basic soaps are provided. ✔ We also provide one Pack N' Play and one High Chair ✔ Full-Size Washer & Dryer

Dog Friendly 4BR Chalet w/ Hottub, Fireplace, BBQ
Welcome to our home in Wilmington, Vermont! Our chalet is the perfect place for you to relax and recharge with your family and friends. This place is our perfect 4 season city getaway, and now we are ready to share it with you! You will find yourself minutes away from the town of Wilmington and West Dover, where you can find amazing local food and fabulous independently owned shops. I would be happy to guide you to some of my favorite places!

Designer Chalet w/ Mountain Views close to it all
Private 3-bedroom, 2-bath chalet on 2.5 peaceful acres with beautiful mountain views. Comfortably sleeping 6 guests, it’s the perfect Vermont escape for ski weekends, foliage trips, outdoor adventure, or simply relaxing with family and friends. Enjoy nearby hiking, biking, swimming, waterfalls, golf, and scenic drives. Close to Jamaica State Park, Bondville, Stratton, and Mount Snow, with Manchester’s shopping and dining an easy day trip away.

Classic Vermont A-Frame | Fire Pit | Near Stratton
Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Luxe HotTub, Sauna, Fall Leaves, Stratton /Mt Snow
Escape to HYGGE HOUSE VERMONT. The ultimate cozy & modern mountain getaway awaits. Come relax and make memories with family and friends in a luxurious modern retreat on 4 wooded acres. Unwind in the private HOT TUB and SAUNA. Just minutes from both Stratton Mountain and Mount Snow, this architectural gem is the perfect blend of seclusion and adventure. Features high-speed internet, a gourmet kitchen, and a cozy stone fireplace.
Popular amenities for Wilmington chalet rentals
Family-friendly chalet rentals

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace

Rustic Sunny Vermont Home near Mount Snow

Family Chalet Huge Yard Near Bike Hike Swim Golf!

10 min from Stratton! Log Cabin w/ Beautiful Views

Artists Chalet minutes from Stratton Ski Resort

Haus Nowak - spacious family-friendly retreat

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

Das Skihaus-modern chalet minutes from Stratton
Luxury chalet rentals

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Brookside Chalet w/ Hot Tub Near Lakes & Golf

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Stratton Chalet | Barrel Sauna, Hot Tub & Views

Mountain view chalet with hot tub & fire pit!

Minutes to Stratton! Large, private home w. sauna

Chalet | Heated Pool + Hot Tub | near Stratton, VT

Secluded Retreat on 22 Acres - Ponds, Hot Tub, A/C
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €349 | €341 | €311 | €284 | €258 | €276 | €267 | €272 | €263 | €289 | €292 | €359 |
| 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
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Atlantic City Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- Apartment rentals Wilmington
- Rentals with a kayak Wilmington
- Rentals with lake access Wilmington
- Rentals with beach access Wilmington
- Rentals with pools Wilmington
- Waterfront rentals Wilmington
- Rentals with breakfast Wilmington
- Family-friendly rentals Wilmington
- Cabin rentals Wilmington
- House rentals Wilmington
- Rentals with a hot tub Wilmington
- Aparthotel rentals Wilmington
- Pet-friendly rentals Wilmington
- Rentals with a sauna Wilmington
- Chalet rentals Windham County
- Chalet rentals Vermont
- Chalet rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- June Farms
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- Saratoga Spa State Park
- Naumkeag
- University of Massachusetts Amherst
- MVP Arena
- New York State Museum
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Mount Greylock
- National Museum of Racing and Hall of Fame





