
Holiday rentals in Wilmington
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Top-rated holiday rentals in Wilmington
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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.

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!

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.

Walk To Wilmington Village
This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

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 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.

Wilmington. In Town Village Home
Beautifully renovated bright, 125 year old home in town. House thoroughly cleaned and sanitized after each stay. Touchless flushing toilets. Mini-Split air conditioning in each bedroom and on the main level. Minutes to MT Snow. Easy walk to town for food and shopping. Deerfield river directly across the street. 2 min from the lake. Valley hiking trails within sight. There is a 2 car limit. A request for additional vehicles needs to be made prior to check-in.

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.
Popular amenities for Wilmington holiday rentals
Other great holiday rentals in Wilmington

In the Trees Above the Village

Vermont Village Retreat Near Mount Snow

*NEW* Modern VT Ski Cabin w/ Vinyl Listening Loft

Cozy, charming cottage 7 mins from Mt Snow & Lake

Emerald Cottage @ Harriman Reservoir

Stowe Hill Cottage. Min's to Lake and Mt Snow

Secluded cabin on brook near skiing and lakes

A-Frame | Hot Tub| Dog Friendly | Near Mt. Snow
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $448 SGD | $452 SGD | $363 SGD | $274 SGD | $296 SGD | $307 SGD | $321 SGD | $318 SGD | $316 SGD | $335 SGD | $340 SGD | $433 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 |
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 holiday rentals in Wilmington

Total holiday rentals
Explore 350 holiday rentals in Wilmington

Nightly prices starting at
Wilmington holiday rentals start at $90 SGD per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
340 of Wilmington holiday rentals include wifi 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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