Holiday houses in Wilmington

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Quick stats about holiday rentals in Wilmington

  • Total holiday rentals

    Explore 340 holiday rentals in Wilmington

  • Nightly prices starting at

    Wilmington holiday rentals start at $140 NZD per night before taxes and fees

  • Verified guest reviews

    Over 16,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Wilmington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ and Laptop-friendly workspace across Wilmington rentals

  • 4.9 Average rating

    Wilmington stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Wilmington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The entryway features a welcoming entrance with a wooden door, adorned with a green wreath. A glimpse into the bright interior reveals modern seating and natural light streaming through large windows, enhancing the inviting space that awaits inside.
Chalet in Wilmington
4.97 out of 5 average rating, 147 reviews

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).

Guest favourite
A cozy living space features a sectional sofa and a wooden entertainment unit with a large TV. In the background, a kitchen area is visible, equipped with wooden cabinets and essential appliances. A round dining table with chairs is seen, illuminated by soft overhead lighting.
Apartment in Wilmington
4.91 out of 5 average rating, 154 reviews

Walk To Wilmington Village 420 Friendly

420 friendly apartment, keep this in mind if your sensitive to the smell of cannabis I live next door. I have 3 kids and a dog. Expect normal household noise Located on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to the Moover Washer/dryer Smart TV Front porch, side porch, and the yard on that side is all private

Top Guest favourite
A charming front porch is displayed with seating arrangements that include a cozy sofa. The white exterior is complemented by wooden beams and decorative lights, while seasonal decorations, like corn stalks, add character. A vibrant landscape frames the home.
Home in Wilmington
4.98 out of 5 average rating, 62 reviews

Farmhouse With Large Game Room, Walk to Downtown

This updated home exhibits rustic charm while also being situated in the perfect location. Spend time with friends and family in this 5 bd, 2 bath home that boasts a large kitchen / dinning room for entertaining. Enjoy the nearby skiing, lakes, hiking within a few miles. Walking distance to downtown where you will be enamored by the many restaurants, bars, breweries, and shops. There is also a one of a kind gameroom with enough room for all! Come experience Vermont the way it should be.

Guest favourite
A bathroom features natural wood paneling and a brick accent wall. A compact vanity with a sink is complemented by a mirror and overhead lighting. Shelves hold neatly folded towels, while a washer and dryer unit is integrated into the design, presenting a functional space.
Home in Wilmington
4.91 out of 5 average rating, 262 reviews

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 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.

Top Guest favourite
Treehouse in Wilmington
5.0 out of 5 average rating, 122 reviews

Beautiful timber-frame treehouse

The timber frame treehouse is a perfect couples retreat. The home is custom built with hardwood maple trees cut down and milled right on the property. The deck has a barrel sauna, cold or hot cedar soaking tub, a propane fire pit, a wood burning chiminea fire pit, and a bar top for outdoor dinning. The inside has a stone fireplace, fully equipped kitchen, tile shower, projector with dvds, books, board games, chandelier, and dimmable lighting for any mood. This home is truly one of a kind.

Top Guest favourite
A large window frames a view of snow-covered rooftops and distant hills. Natural light floods the interior, accentuated by the black window trim and wooden surround. The rooftops display varying colors, including a bright yellow, under a clear blue sky.
Apartment in Wilmington
5.0 out of 5 average rating, 46 reviews

In the Trees Above the Village

This new apartment is located near Wilmington's charming downtown, a mile from Lake Whitingham, and a short drive to Mount Snow. Perched above a garage, the bright apartment features corner windows framing hill views. Find two bedrooms with queen beds, a living room with a queen sleeper sofa, and a bathroom with a sun shower. The kitchen boasts granite countertops, an island, and a farmhouse sink. Relax in the cozy living room with Roku TV. Strong Wi-Fi allows those to work while at play.

Top Guest favourite
A newly constructed log cabin is set against a backdrop of lush green foliage and trees, rising majestically on a grassy hillside. The structure features a spacious deck that extends around the cabin, inviting views of the surrounding nature under a cloudy sky.
Cabin in Wilmington
4.98 out of 5 average rating, 43 reviews

Vermont Log Cabin- New Construction w/ EV charger!

Newly constructed log cabin combines rustic charm with modern luxury. The cabin features 4 bedrooms & 3 bathrooms offering a serene escape for families & groups. The newly appointed kitchen features top of the line appliances. The cabin has both indoor & outdoor dining areas. The lower level features a kitchenette & living space. Outside, the expansive deck invites you to relax and take in the mountain air. 8 minute drive to Mt Snow. Home features a Universal EV charger (NACS + J1722).

Top Guest favourite
A charming tiny house sits beside a serene pond, with its reflection visible in the water. Surrounding trees display vibrant autumn colors, enhancing the tranquil setting. The house features large windows, allowing natural light to brighten the interior.
Tiny home in Wilmington
4.97 out of 5 average rating, 107 reviews

The Pond House at Adams Farm minutes from MT Snow

NEW!!! Contemporary & stylish with modern amenities at the edge of the forest and located on an 100-acre Historic Vermont Farm. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding & Tubing. 3 miles from downtown Wilmington. Close to VAST trails, plenty of parking for snowmobile trailers. Use our trails for snowshoeing, X-Country Skiing or hiking. Hosts are available if needed for assistance or just to chat with.

Top Guest favourite
A charming red cottage is framed by colorful autumn leaves, showcasing a sloped roof and multiple windows that allow natural light. A well-maintained lawn surrounds the building, with shrubbery adding to the inviting exterior. A grill is situated on the patio area to the left.
Guesthouse in Wilmington
4.99 out of 5 average rating, 72 reviews

Cozy, charming cottage 7 mins from Mt Snow & Lake

Take a deep breath & relax at this cozy, design-forward mountain cottage. Less than 10-minute drive from both Mt. Snow and two lakes, it's an idyllic getaway all year round. You'll stay in the guest cottage next to the main house. -Bunk bed handmade locally -Three outdoor fire pits -Nespresso w/ lots of coffee options -Aesop products -65in 4K TV w/ Sonos surround sound system -Fiber WiFi -Peloton -Weber grill with side burner -Sustainably sourced furniture -Local art & handmade goods

Top Guest favourite
Home in Wilmington
5.0 out of 5 average rating, 22 reviews

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

Welcome to the Listening Loft Cabin. This brand new 2-bedroom vacation home in Wilmington, Vermont is the perfect escape for families or groups up to six. Nestled in the Green Mountains, our retreat offers modern comforts and unique amenities for an unforgettable stay. 10 minutes from Mount Snow, Harriman Reservoir, Haystack Golf Course, and downtown Wilmington. Home is hosted by owner, so you will never get an auto-response, unexpected up-charge or a long list of chores at checkout.

Top Guest favourite
A spacious great room features a comfortable seating area with a white couch, eclectic armchair, and colorful floor design. Artistic decorations are placed on the walls and shelves, with a kitchenette visible in the background. A piano and drums are positioned nearby for guest use.
Guest suite in Wilmington
4.92 out of 5 average rating, 844 reviews

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!

Guest favourite
A well-maintained home features a spacious porch with green chairs and is surrounded by a lush lawn and trees. The gravel driveway offers ample parking space, while the bright blue sky enhances the serene outdoor setting.
Home in Wilmington
4.94 out of 5 average rating, 321 reviews

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.

Popular amenities for Wilmington holiday rentals

When is the best time to visit Wilmington?

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Avg. price$608 NZD$614 NZD$493 NZD$425 NZD$435 NZD$453 NZD$435 NZD$432 NZD$428 NZD$455 NZD$462 NZD$588 NZD
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°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.