
House holiday rentals in Wilmington
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Top-rated house rentals in Wilmington
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Popular amenities for house rentals in Wilmington
House rentals with a pool

Summer Retreat Pets. Game RM . ChimneyHill. 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!
We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!

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
We had a wonderful weekend at Liz’s cabin. Everything was clean. Hot tub was awesome. Would recommend to anyone looking for a beautiful cabin getaway.

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.

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Family/Dog Friendly Mountain Home w/ Amenities
Jake’s home is outstanding. The beds are very comfortable. The internet is good, The home has lots of space , a great kitchen with all amenities that we needed. Gas stove etc. The outlay was very comfortable and made for the perfect vacation. I’ve stayed at many homes in the area, Jake’s place is by far the best. We also went to the Clubhouse and used the pool and hot tub which was an added surprise.

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

HotTub&GameRm& Traeger Smoker-Golf,Lake,Mt Snow
My family of 7 had a great stay at Sivan's place. Everything was as expected. The home was clean and came with all the amenities and supplies we needed to have a safe and comfortable stay. I'd recommend staying here for anyone considering a trip to Southern Vermont.

Cozy Riverfront Home, 1mi to Mt Snow, On Moover
The house is private and in a beautiful spot literally on the bank of the Deerfield River. At the same time, it’s on Route 100 with convenient access to local restaurants and access to several routes to explore the region. The home is well-appointed, cozy, and comfortable. Really can’t recommend it enough. I’m already trying to figure out when we can get up there again. We had objectively lousy weather for our visit but the house was so pleasant we truly did not care.

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.

Summer SOVT Getaway -FirePit, Salt HotTub, PETS
All that we expected for our three day golf getaway. super clean, comfortable and well appointed. Great hosts!

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.

Downtown Wilmington Home
Alex was very easy to work with. He was very responsive and helpful. the house is in an outstanding location within walking distance to restaurants and shops. the house is very comfortable and well stocked with everything you need.
Private house rentals

Lakeview | Family-friendly | Stargaze | Relax
Absolutely beautiful stay! The place was spotless, with an amazing lake view that made for a perfect, peaceful getaway. The beds were all very comfortable, and the amenities provided truly made it feel like being at home. There were plenty of towels, toilet paper, and paper towels, which was a thoughtful touch. Communication with the host was smooth, and check-in and check-out were super easy. A great spot to decompress and relax. I highly recommend!

Lakefront gem
Our stay at the lake was truly amazing! The house was impeccably clean and well-maintained, and the location was perfect for enjoying the lake. Lisa was incredibly responsive and helpful throughout our stay. Highly recommended!

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.

The Post Haus: one-of-a-kind modern VT experience
Stayed at the Post Haus twice now. Loved it both times. The property and private location is perfect for our rescue dog and is beautiful with the cool river water rapids and unique sky watching experience at day and night.

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!

The Vermont Farmhouse+Charming Countryside Views
Our stay was connected to a graduation at Williams College. As part of a busy and emotional weekend, The Vermont Farmhouse was the perfect respite. The house is situated in the countryside so while it requires a drive to Williamstown, Bennington and other locations, we found the quietude to be worth it. Beautiful trails in a tranquil, protected area just across the road make for wonderful, leisurely hikes. Space to breathe. It is also a short walk to a great cafe (Pangea) and the former governor's mansion. The house itself is fantastic. It is roomy, super clean, with a great kitchen and dining area for entertaining. Very tastefully decorated. Fantastic front porch that even when raining -- which it did a lot during our stay -- is a great space to sit and enjoy the view. Lovely fire pit as well. Sandra and Trevor were wonderful hosts. Super attentive to questions and genuine in their care that we were having a good time. Could not have asked for a better Vermont stay. Great!

New Hot Tub! Gas Fireplace! 2 min to Mt Snow
We loved staying in your home. It was close to Mount Snow where we went skiing and we especially loved the fireplace and hot tub. The kitchen was so big and had everything we needed. Thanks so much for leaving the binder of instructions because it is important for us to treat your home like our own home and we want to do things right. We will be back next year. Tom and Stacie

Bright airy cottage w/ lake view
Girls weekend trip away, very serene. Beds/linens were comfortable , loved the sunroom!! Enjoyed my cup of coffee in the morning looking out into the woods.
Quick stats about house rentals in Wilmington
Total rentals
150 properties
Nightly prices starting at
$116 SGD 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
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Norman Rockwell Museum
- The Shattuck Golf Club
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Pineridge Cross Country Ski Area
- Otis Ridge