House vacation rentals in Wilmington

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Popular amenities for Wilmington house rentals

House rentals with a pool

Top guest favorite
Home in Wilmington
5 out of 5 average rating, 14 reviews

Hiking Pet Retreat I Game RM l ChimneyHill l Pool

LynnRating, 5 stars3 months ago
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!
Guest favorite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
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!
Guest favorite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Dover
5 out of 5 average rating, 14 reviews

Private chalet tucked in the green mountains

Zach & CourtneyRating, 5 stars2 months ago
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!
Top guest favorite
Home in Dover
5 out of 5 average rating, 58 reviews

The Villa - Industrial Farmhouse with Hot Tub

StephanieRating, 5 stars4 months ago
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!
Guest favorite
Home in Keene
4.93 out of 5 average rating, 210 reviews

The Brick House on Washington Street

MariRating, 5 stars1 month ago
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!
Superhost
Home in Wilmington
4.79 out of 5 average rating, 56 reviews

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

CourtneyRating, 5 stars1 month ago
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!
Guest favorite
Home in Wilmington
5 out of 5 average rating, 12 reviews

4bed, 2bath @ Chimney Hill w/Hot Tub & EV Charger

YoniRating, 5 stars2 months ago
Lovely home. Hopefully I can stay here next year.

Weekly house rentals

Superhost
Home in Wilmington
4.73 out of 5 average rating, 11 reviews

The Birdhouse Retreat w/Hot Tub

BeatriceRating, 5 stars3 weeks ago
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.
Superhost
Home in Whitingham
4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

JessicaRating, 5 stars3 months ago
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.
Guest favorite
Home in Wilmington
4.91 out of 5 average rating, 68 reviews

HotTub&GameRm& Traeger Smoker-Golf,Lake,Mt Snow

MitchellRating, 5 stars2 months ago
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.
Top guest favorite
Home in Dover
4.93 out of 5 average rating, 87 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

NathanRating, 5 stars2 months ago
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
Top guest favorite
Home in Bennington
5 out of 5 average rating, 62 reviews

The Vermont Farmhouse+Charming Countryside Views

EmilyRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Bennington
5 out of 5 average rating, 20 reviews

The Old Pine House

KateRating, 5 stars1 week ago
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!
Top guest favorite
Home in Wilmington
4.98 out of 5 average rating, 44 reviews

Summer SOVT Getaway -FirePit, Salt HotTub, PETS

KingaRating, 5 stars1 month ago
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!
Guest favorite
Home in Wilmington
5 out of 5 average rating, 11 reviews

5BR Family Getaway! Firepit, Grill, King Bed

AbbyRating, 5 stars3 months ago
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

Top guest favorite
Home in Wilmington
5 out of 5 average rating, 23 reviews

*Rustic Hill Retreat-Wilmington*

CharlesRating, 5 stars2 months ago
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!
Superhost
Home in Wilmington
4.6 out of 5 average rating, 5 reviews

Total Privacy on 5 acres with Hot Tub, A/C, stream

JulieRating, 5 stars1 week ago
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!
Guest favorite
Home in Wilmington
5 out of 5 average rating, 10 reviews

Modern 4BR Cabin, Near Lake & Mt. Snow

OmarRating, 5 stars5 months ago
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.
Top guest favorite
Home in Whitingham
5 out of 5 average rating, 61 reviews

2.5mi from the lake! Fire pit, arcade, yard games!

AgnesRating, 5 stars1 week ago
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
Top guest favorite
Home in Dover
5 out of 5 average rating, 20 reviews

Alpine Chalet: Hot Tub,GameRoom,Theatre,Gym,Sauna

EmeriaRating, 5 stars1 week ago
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!
Superhost
Home in Wilmington
4.89 out of 5 average rating, 66 reviews

Heller Hi Water

FayeRating, 5 stars8 months ago
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.
Guest favorite
Home in Readsboro
5 out of 5 average rating, 10 reviews

Cloud View Escape

LauraRating, 5 stars1 week ago
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!
Guest favorite
Home in Wilmington
4.94 out of 5 average rating, 35 reviews

The Dreamiest Place in Southern Vermont!

AshleyRating, 5 stars3 months ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Wilmington
  6. House rentals