
Holiday rentals in Wilmington
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Top-rated holiday rentals in Wilmington
Guests agree: these stays 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).

Walk to Mt. Snow-Spa-Summer Pool
*Exterior construction on siding until end of May *Amenity rich studio only a 5 min walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

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!

Cozy Lakeside Tiny Home, Near Skiing
Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh egg sandwiches, pastries, and coffee. For lunch, come in and get fresh made subs or our famous brick oven pizza slices. A perfect getaway for couples, friends, or family in every season. Enjoy kayaking, fishing, ice skating and boating on serene Sadawga Lake. It's a quick drive to skiing at Mount Snow, shopping and dining in Wilmington, and direct access to the VAST trail.

Cozy Riverfront Home, 1mi to Mt Snow, On Moover
The Riverhouse at Mount Snow is 1 mile from the mountain (2 min car ride) or take the FREE MOOver. NEW AC. This cozy cabin has open main floor plan and sleeps 6 comfortably with 3 bedrooms, 2 baths, den, living room with wood fireplace. Washer/dryer, gametable, yard games, gas grill, deck overlooking a river with a swimming hole, private firepit area, privacy fence. Easy in/out right off Rt 100 - Walk to restaurants/brewery. Mt. Views from the front porch/yard. 15 Mins from Lake Whittingham.

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.

Private Brook Chalet: Hot Tub, Fire pit, 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 VT has to offer.

4BR Cabin with Hot Tub & Pools –15 mins to Mt Snow
Family-friendly cabin in Chimney Hill, just 15 min to Mount Snow & 35 to Stratton! Relax in our 4BR, 2BA home with a hot tub, indoor and outdoor pools, fire pit, clubhouse gym, fully equipped kitchen & cozy living spaces. Sleeps 8 comfortably (King, Queen, Full + trundle, 2 Twin Bunks) with a Pack ’n Play for little ones. Perfect for skiing, hiking, or unwinding year-round. Enjoy mountain charm, modern comfort, and easy access to trails, lakes, and Wilmington’s shops & dining.

Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

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!

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
Other great holiday rentals in Wilmington

Cozy Brookside Getaway

Cozy, charming cottage 7 mins from Mt Snow & Lake

Cozy Mountain Retreat - near Mt Snow

“Down Under” A peaceful mountain escape in Vermont

Game Room, near skiing and lake, walk to downtown

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Chimney Hill Home w/ New Hot Tub & Amenity Center!

4 bed/2 bath Home Nestled in Woods Near Mt Snow
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $403 SGD | $439 SGD | $330 SGD | $273 SGD | $295 SGD | $305 SGD | $320 SGD | $317 SGD | $314 SGD | $334 SGD | $339 SGD | $431 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
Are there pet-friendly vacation rentals in Wilmington?
Four-legged friends are welcome in Wilmington. Choose from more than 150 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wilmington?
Yes! Work meets play with ease at over 170 vacation rentals in Wilmington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Wilmington vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Wilmington, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly chalet rentals in Wilmington?
Wilmington has more than 30 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Wilmington?
Experience the best of Wilmington with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Wilmington have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Wilmington. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Wilmington have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Wilmington. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Wilmington have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Wilmington. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Wilmington have a gym?
Absolutely! We offer over 10 private suite rentals with a gym in Wilmington. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Bed And Breakfast Rentals in Wilmington?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $103 SGD per night before taxes and fees

Verified guest reviews
Over 15,690 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 150 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
350 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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- Okemo Mountain Resort
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- Mount Snow Ski Resort
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