
Vacation rentals in Wilmington
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Wilmington
Guests agree: these stays are highly rated for location, cleanliness, and more.

Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Peaceful Cabin Perfect for All Seasons
A little blue gem hidden in hills of Southern Vermont. This 4-bedroom, 1.75-bath cabin places you just 7.4 miles from Mount Snow, 2.5 miles from the Haystack Mountain Trail, and 2 miles from the Wilmington Village Historic District. Whether you're discovering an assortment of hiking trails, enjoying a historic walk in Bennington, soaking up the summer sun on the Harriman Reservoir, hitting the winter slopes, or admiring the beauty of a vibrant New England autumn, you will love your stay here!

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!

Globetrotter Retreat too - Minutes to the Mountain
Newly renovated, fully furnished 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 on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Monadnock Sunrise Forest Hideaway
Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for two adults (queen bed) and one kid (63" long fold down couch).

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+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Sweet Vermont Tiny Home Get Away
Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Cooper's Place
Small bright and cozy apartment nestled in the Shires of Vermont. A mid-modern space with VT flare and all of the amenities you need to enjoy your getaway. Housed behind a unique building that was once a manufacturer of concrete blocks and is still a hardscape retail store located in downtown Bennington called Morse Brick & Block. Enjoy the porch or have a fire in the fire pit. Take a trip to the Bennington Monument and Museum. Close to hiking trails and ski areas.

Charming studio in renovated 19th century church.
This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

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!

Cozy Camp in Vermont
This cozy camp located in beautiful East Dover, is on a secluded road off the beaten path where the babbling brook can be heard. Close to Mount Snow, Lake Whitingham, Lake Raponda, and only 25 minutes to Brattleboro the adventures are endless! Visit the serenity and beauty of Southern Vermont- especially in Fall during “leaf peeping”. This is a camp-style cottage with rustic charm. Snow tires are a MUST- Nov. - Apr.
Popular amenities for Wilmington vacation rentals
Other great vacation rentals in Wilmington

Goldfinch Cottage: Timber Frame on 5 Private Acres

In the Trees Above the Village

Chapel of Love - Tiny House Life

Emerald Cottage @Harriman Reservoir

Vermont Mirror House

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

Vermont Lake Whitingham Mount Snow Area Apartment

Modern river apartment near lake, hiking, golf #1
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$65,683 GYD | G$71,540 GYD | G$53,760 GYD | G$44,556 GYD | G$48,112 GYD | G$49,785 GYD | G$52,086 GYD | G$51,668 GYD | G$51,250 GYD | G$51,459 GYD | G$46,857 GYD | G$62,755 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
Are there vacation rentals with a dedicated workspace in Wilmington?
Yes! Work meets play with ease at over 160 vacation rentals in Wilmington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wilmington?
Four-legged friends are welcome in Wilmington. Choose from more than 140 vacation rentals for guests traveling with pets.
Are there Wilmington vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Wilmington, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in bed and breakfast rentals in Wilmington?
Experience the best of Wilmington with our bed and breakfast rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Do apartment rentals in Wilmington have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Wilmington. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Wilmington?
Wilmington has more than 150 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Wilmington have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Wilmington. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Wilmington have a bbq area?
Absolutely! We offer over 10 chalet rentals with a bbq area in Wilmington. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Private Suite Rentals in Wilmington?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Wilmington

Total vacation rentals
Explore 330 vacation rentals in Wilmington

Nightly prices starting at
Wilmington vacation rentals start at G$14,643 GYD per night before taxes and fees

Verified guest reviews
Over 15,740 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
320 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- Quebec City Vacation rentals
- Rentals with pools Wilmington
- Rentals with lake access Wilmington
- Rentals with beach access Wilmington
- Fitness-friendly rentals Wilmington
- Rentals with outdoor seating Wilmington
- Rentals with a patio Wilmington
- Rentals with a kayak Wilmington
- Rentals with a fireplace Wilmington
- Waterfront rentals Wilmington
- Rentals with breakfast Wilmington
- Family-friendly rentals Wilmington
- Chalet rentals Wilmington
- Rentals with an EV charger Wilmington
- Pet-friendly rentals Wilmington
- House rentals Wilmington
- Aparthotel rentals Wilmington
- Rentals with a washer and dryer Wilmington
- Rentals with a hot tub Wilmington
- Cabin rentals Wilmington
- Rentals with a fire pit Wilmington
- Apartment rentals Wilmington
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Hooper Golf Course
- Albany Center Gallery
- Peebles Island State Park
- Dorset Field Club
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame




