
Chalet holiday rentals in Wilmington
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Top-rated chalet rentals in Wilmington
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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).

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal
7min drive to pickleball, tennis, pool, golf, mountain biking and skiing @Stratton Resort. Soak up 13 acres of arboreal views from your private chalet. Light-filled w/ southern exposure. Deck and fire pit for stargazing, mid-century modern furnishings, new appliances, and 300Mbps Wi-Fi and a Mini Split AC/Heat. Convenient to ski areas, restaurants, shops, and swimming holes, yet secluded and quiet. Walk to Pikes Falls 29min to Bromley and Mt Snow AWD required for spring/winter. Pet fee $187.

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 Lodge on Warner Hill
On your journey to our lodge, you will pass through a nostalgic covered bridge, drive by a babbling brook, and meander up a winding dead-end 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 less than 10 minutes from Berkshire East and the Deerfield River

Mountain view chalet with hot tub & fire pit!
Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

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

Rustic Sunny Vermont Home near Mount Snow
Family- and dog-friendly home on cul-de-sac, nestled in the woods bordering on Green Mountain Forest, near Mount Snow. Cathedral ceiling, large windows with southern exposure, sliding doors open onto deck with beautiful woodland vista and lovely sunsets. Enjoy nourishing walks on dirt roads or in the woods; swim or kayak in nearby lakes; relax by an outdoor fire under the stars; snowshoe, x-country ski, sled, ice skate, or hike. Clubhouse with hot tub, 2 pools, arcade and fitness room.

MountSnow 8 Min, HotTub, GameRoom, FirePit, DogsOk
✔ 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

Luxe Hot Tub, Sauna 8-12 min Stratton & Mount Snow
Escape to HYGGE HOUSE, a luxurious modern retreat for 8 on four wooded acres in Stratton. Unwind year-in the private HOT TUB and SAUNA or relax in the rustic TREEHOUSE for the ultimate mountain getaway. Just minutes from 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. Your ultimate cozy & modern mountain getaway awaits.

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Escape to the serene beauty of Vermont's Green Mountains at the Mount Snow Chalet, a charming retreat nestled on a private wooded lot in the desirable Chimney Hill community of Wilmington. 🏠🌳 Just minutes from the slopes of Mount Snow, our chalet offers the perfect blend of rustic charm and modern amenities for an unforgettable getaway. Designed with love and care, we invite you to relax and stay awhile! 🥰

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow
- Escape to a cozy mountain chalet just 10 minutes from Mt. Snow, perfect for families and groups - Enjoy a spacious game room with air hockey, shuffleboard, and a poker table - Relax in the sauna, hot tub, or jacuzzi after a day of skiing or hiking - Cozy living room with a wood-burning fireplace, ideal for evening relaxation - Book now for a memorable Vermont getaway full of comfort, fun, and nature
Popular amenities for Wilmington chalet rentals
Family-friendly chalet rentals

Brookside Timber Chalet w/ Hot Tub at Mount Snow

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

A Chalet 4 All Seasons

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace

Comfy chalet near town, lake, skiing and hiking.

The Great Escape!

Family Fun, Ski/ Snowboard 10 min to Stratton

New LUXE Home Near Mt Snow | Hot Tub & Game Room +
Luxury chalet rentals

Authentic Mt. Snow Chalet + Hot tub

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

Mount Snow Vermont - Ski - Snowboard - 6 miles

Relaxing Retreat in the Heart of Dover

Stratton A-Frame: Hot Tub Sauna EV Boot Warmers

Minutes to Stratton! Large, private home w. sauna

Modern Lux Cabin w/ Mtn Views | Fire Pit

Winter in Winhall! Sleeps 8! Game Room & Deck
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $672 AUD | $629 AUD | $465 AUD | $430 AUD | $442 AUD | $429 AUD | $444 AUD | $452 AUD | $437 AUD | $495 AUD | $477 AUD | $633 AUD |
| 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 $214 AUD per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Wilmington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Chalet rentals Windham County
- Chalet rentals Vermont
- Chalet rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Norman Rockwell Museum
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Naumkeag
- New York State Museum
- Rensselaer Polytechnic Institute
- June Farms
- MVP Arena
- Mount Monadnock




