
Vacation rentals in Wilmington
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Top-rated vacation 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).

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.

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!

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.

The House of Pi
Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store will make you fresh egg sandwiches and coffee. Subs or pizza lunch. Welcome to Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views.

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

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Architectural GuestSuite
The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

Schoolhouse Spa Retreat on a Vermont Farm
Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.
Popular amenities for Wilmington vacation rentals
Other great vacation rentals in Wilmington

Guest house with attention for detail

Vermont Alpine Hideaway

“Down Under” A peaceful mountain escape in Vermont

Entire new home in Wilmington, VT

Downtown Wilmington Home

Vermont Downtown Oasis

Bright airy cottage w/ lake view

Secluded cabin on brook near skiing and lakes
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,802 GYD | G$73,430 GYD | G$58,995 GYD | G$44,560 GYD | G$48,116 GYD | G$49,790 GYD | G$52,091 GYD | G$51,673 GYD | G$51,254 GYD | G$54,392 GYD | G$55,229 GYD | G$70,292 GYD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Wilmington?
Staying near the center of Wilmington has convenient access to shops, dining, and seasonal events, while rentals near lakes or wooded areas are enjoyed for a quieter atmosphere and nature views.
What are the best things to do in Wilmington with kids?
Families often visit the local ice cream shop, play at parks, or explore nature trails with gentle terrain. In the colder months, tubing hills and sledding spots are popular with children.
What are some of the best things to do in Wilmington?
Explore Wilmington’s historic main street, browse local art galleries, and walk along nearby lake or forest trails. In winter, snowshoeing and beginner-friendly slopes are popular, while summer brings farmers markets and outdoor concerts.
How is the weather in Wilmington?
Wilmington experiences cold, snowy winters around 13–32°F (-11–0°C), and warm, humid summers near 57–81°F (14–27°C) with frequent rainfall. Spring brings mild weather, while autumn is known for cool temperatures and vibrant leaf color.
When is the best time to visit Wilmington?
Late spring and early autumn are frequently suggested for milder weather, wildflowers, and colorful foliage. Winter draws visitors who enjoy snow sports, while summer is known for festivals and outdoor recreation.
What are the best places to visit in Wilmington?
Wilmington has a historic village center with locally owned shops, nearby trails for outdoor activities, and scenic lakes. Art galleries and small museums highlight regional history and creative traditions.
What are some hiking trails in Wilmington?
Explore gentle paths around Lake Whitingham or venture onto wooded trails in the Green Mountain National Forest. Wilmington also has walking routes that pass through forested hills and open meadows.
What are some family activities we can do in Wilmington?
Families often explore local farms, enjoy nearby lakes, or experience outdoor activities like hiking and sledding. In winter, Wilmington has snow play areas and is known for slopes suited for beginners.
What are some of the best day trip ideas from Wilmington?
Consider exploring nearby covered bridges, visiting small art towns, or hiking in forested parks around southern Vermont. Local breweries and cheese makers often welcome visitors for tastings.
Are there any pet friendly accommodations available in Wilmington?
Wilmington has a variety of pet-friendly vacation rentals, such as cottages and cabins with outdoor access. Parks and walking paths around town make it easier to enjoy the area with dogs.
What are some local tips for visiting Wilmington?
Dress in layers, as temperatures can change quickly in the mountains, and bring waterproof shoes for rainy days. Many enjoy visiting during the week for a quieter experience, and shopping for local maple products is often recommended.
What is Wilmington known for?
Wilmington is known for its historic main street, mountain views, and access to year-round outdoor activities. The area has a tradition of maple sugaring and showcases vibrant fall colors every autumn.
What are the best hidden gems to explore in Wilmington?
Many enjoy seeking out covered bridges around Wilmington, local artisan workshops, and quiet forest trails less traveled by visitors. Smaller farm stands and independent book shops also add charm.
What are the best foods to try in Wilmington?
Local foods often suggested in Wilmington include Vermont cheddar cheese, maple syrup treats, and fresh apple cider doughnuts. Farm-to-table dining and locally roasted coffee are also popular.
What should I bring for a trip to Wilmington?
Pack layers, a rain jacket, and sturdy shoes for changing weather conditions and outdoor activities. Bringing a reusable water bottle and a daypack is often helpful for hiking or exploring local markets.
What is the nightlife in Wilmington like?
Nightlife in Wilmington has relaxed taverns, small music venues, and spots with local craft drinks. Live performances, open mic nights, and community gatherings are common in smaller venues.
What are the most popular events or festivals in Wilmington?
Wilmington is known for recurring events like fall foliage festivals in autumn and winter celebrations tied with snow sports. Local farmers markets and craft fairs often highlight regional food and art throughout the warmer months.
Are there family friendly vacation rentals in Wilmington?
Vacation rentals in Wilmington include many family-friendly options, such as cozy cabins, homes with outdoor space, and accommodations near recreation areas. Larger places for groups are also commonly found.
Quick stats about vacation rentals in Wilmington

Total vacation rentals
Explore 350 vacation rentals in Wilmington

Nightly prices starting at
Wilmington vacation rentals start at G$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 16,610 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
340 of Wilmington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Wilmington rentals

4.9 Average rating
Wilmington stays are highly rated by guests—averaging 4.9 out of 5!
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- 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
- National Museum of Racing and Hall of Fame
- Rensselaer Polytechnic Institute
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- Norman Rockwell Museum
- Hancock Shaker Village
- Smith College
- Emerald Lake State Park
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