
House vacation rentals in Wilmington
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Top-rated house rentals in Wilmington
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Vacation rentals for every style
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Popular amenities for Wilmington house rentals
House rentals with a pool

Hiking Pet Retreat I Game RM l ChimneyHill l Pool
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

Magical Farm Getaway - a must visit!
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!

The 1770 House
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!

Private chalet tucked in the green mountains
Liz's place was the great! Beautiful, clean, and conveniently located to the mountain. Everything we needed for a long ski weekend with friends! Thank you!

The Villa - Industrial Farmhouse with Hot Tub
We absolutely loved staying here- beautiful and laid out perfectly for 2 families, each with 2 little kids. Super convenient location to Mt. Snow. We look forward to staying here again!

The Brick House on Washington Street
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!

Chimney Hill Home w/ New Hot Tub & Amenity Center!
Stayed here as three couples with two dogs and had so much fun. We never left the home because it was so relaxing and enough to do right at the air bnb. Whether we were having a fire, going in the hot tub, playing pool, or making dinners together in the huge kitchen! We will definitely be back!

4bed, 2bath @ Chimney Hill w/Hot Tub & EV Charger
Lovely home. Hopefully I can stay here next year.
Weekly house rentals

The Birdhouse Retreat w/Hot Tub
We had a great stay! The place was perfect, had plenty of space. Particularly loved the coffee bar which was well stocked. We took a day trip to Mass MOCA which was only about 30-40 minutes away.

Rustic 1850s Barn. Updated and funky.
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.

HotTub&GameRm& Traeger Smoker-Golf,Lake,Mt Snow
Lovely place tucked away near mount snow. Communication with Sivan was very pleasant. Home was clean and had all the amenities. Will look to return in the future.

Cozy Riverfront Home, 1mi to Mt Snow, On Moover
Location was great and a short drive away from mount snow, place was clean with ample room for our group. Nice scenery and cool creek in the backyard. Check in and check out was simple and straightforward. Appreciate the housing and accommodation

The Vermont Farmhouse+Charming Countryside Views
If you are looking for a gorgeous, spacious, immaculate, and beautifully appointed place to stay in Vermont you’ve found it! The Vermont Farmhouse is one of those rare listings that absolutely exceeds expectations. We loved every detail and immediately felt like we had entered a peaceful retreat. Sandra and Trevor have gone to great care to create an amazing guest experience and provided incredible support throughout our stay to ensure we enjoyed every minute of our visit. We cannot wait to visit again!

The Old Pine House
We LOVED our stay at Rebekah and Erik’s house in Bennington! It was the perfect location for walking into the town. The amenities were outstanding and the decor was beautiful! We highly recommend this home! Thank you for a wonderful stay!

Summer SOVT Getaway -FirePit, Salt HotTub, PETS
We spent a wonderful Easter weekend at Stephanie & Jason's house. Four families with six kids and two dogs had a blast. The house is very comfortable and clean, the area is beautiful and the hosts are very accommodating. I fully recommend this place!

5BR Family Getaway! Firepit, Grill, King Bed
We booked this house somewhat last minute for a long weekend and it accommodated our needs for three families well. It was very cozy and a good layout of bedrooms. Jillian was incredibly kind and responsive throughout the entire process.
Private house rentals

*Rustic Hill Retreat-Wilmington*
Beautiful home in Wilmington! The layout of the house is great, there is a lot of space. The deck and backyard are very nice and private. The host, Jen, is wonderful and responsive. She offers guests a 10% discount at her dispensary and wine shop - can’t beat that!

Total Privacy on 5 acres with Hot Tub, A/C, stream
We had a wonderful Memorial weekend stay at Emilio’s. The house was big and set up nicely. We were only traveling with 5 people but it could comfortably sleep 10. The yard was big and great for our dog to play in. The river in the back yard was a source of entertainment and rustic beauty for us and the kids. Emilio was responsive and helpful. Great place to set out on lots of local hikes. Hoping to return there for a ski trip someday!

Modern 4BR Cabin, Near Lake & Mt. Snow
Host is extremely responsive, friendly, and accommodating. The house is well equipped with many kitchen supplies, including spices and other cooking products. The home is cozy and host equipped home with necessary items needed for a stay in the winter, such as sufficient salt, sand, shovels, and flashlight. the amenities of the chimney hill clubhouse are very family friendly as well. These include an indoor pool, hot tub, ping-pong, table, arcade, and indoor movie theater. Overall, a lovely home for a family and fantastic host.

2.5mi from the lake! Fire pit, arcade, yard games!
Oh my goodness, I cannot say enough about this amazing home. The amenities were outstanding. I wish the weather was a little better and we could’ve taken full advantage of what this house had to offer. For once our children and grandchildren were not bored the video arcades the board games and the outdoor games kept them fully entertained. Eric was an amazing host always there when we needed him, but not overbearing. We cannot thank him enough. Agnes Munoz-Schultz

Alpine Chalet: Hot Tub,GameRoom,Theatre,Gym,Sauna
We had such a lovely time! The home was even bigger than we thought and it was so much fun. We will definitely be back in the future!

Heller Hi Water
Quiet, cozy place to stay. Plenty of beds for our extended family to stay for the weekend. The lakeside location would be great for summer. We came in the fall, but it was lovely just to sit on the deck, have coffee, and enjoy the scenery. Kitchen is fully stocked. You’re less than 10 min to downtown Wilmington. Hope to stay again.

Cloud View Escape
This was the perfect getaway to enjoy the mountains and peacefulness of Vermont. From the thoughtful welcome basket and well-supplied kitchen to the cozy decor and thoughtfully set up tech, this stay far exceeded my expectations. We can’t wait for our next visit!

The Dreamiest Place in Southern Vermont!
Kristen was very responsive and helpful throughout our stay. The house was great and matched the description, very clean and a great location close to the town of Wilmington and various ski mountains.
Quick stats about house rentals in Wilmington
Total rentals
150 properties
Nightly prices starting at
G$18,884 GYD before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
30 properties have a pool
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Albany Center Gallery
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Norman Rockwell Museum
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- The Shattuck Golf Club
- Dorset Field Club
- Canterbury Farm
- Otis Ridge
- Pineridge Cross Country Ski Area
- Hildene, The Lincoln Family Home
- Clarksburg State Park
- Ekwanok Country Club