House holiday rentals in Dover

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Popular amenities for Dover house rentals

House rentals with a pool

Guest favourite
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 favourite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars3 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 favourite
Home in Dover
5 out of 5 average rating, 15 reviews

Private chalet tucked in the green mountains

CarolineRating, 5 stars4 weeks ago
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.
Guest favourite
Home in Keene
4.93 out of 5 average rating, 211 reviews

The Brick House on Washington Street

PaulRating, 5 stars1 week ago
Great stay and was exactly what we needed for our entire family for a weekend wedding!
Top Guest favourite
Home in Wilmington
4.96 out of 5 average rating, 27 reviews

Family/Dog Friendly Mountain Home w/ Amenities

ReutRating, 5 stars2 weeks ago
The house was just outstanding!! Beyond our expectations. We had so much fun at the house with such great facilities and wonderful location.
Guest favourite
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩
Guest favourite
Home in Granville
4.94 out of 5 average rating, 105 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

KimberlyRating, 5 stars2 weeks ago
9 adults and 3 children all met up for a family weekend! We came from NY, NH and Maine! The house was perfect! Plenty of room to gather or separate! Even tho it was a chilly rainy weekend the kids managed to get in plenty of pool time! Tanya was very responsive and Melvin was the greatest! Our first morning he came right over to fix a slow drain. Highly recommend!! Kim and family
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars3 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Weekly house rentals

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

The Birdhouse Retreat w/Hot Tub

BeatriceRating, 5 stars4 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 Dover
4.83 out of 5 average rating, 36 reviews

Encore Escape | Walk To The Lifts @ Mt. Snow!

MattRating, 5 stars2 months ago
This rental was great! It comfortably fit everyone and was in walking distance to the mountain. The deck was perfect after skiing to watching the sun set. Check in and check out were very simple and straightforward. We had an amazing stay and would definitely recommend to anyone looking for easy access to the slopes!
Guest favourite
Home in Dover
4.91 out of 5 average rating, 11 reviews

Amazing Family getaway!

KerriRating, 5 stars3 months ago
This house was a great spot to stay in between days of skiing. Everything was clean and comfortable.
Top Guest favourite
Home in Wilmington
5 out of 5 average rating, 30 reviews

Rustic home near skiing & lakes, walk to downtown

KassRating, 5 stars2 weeks ago
Very welcoming home, amenities were a great way to entertain ourselves during the night while kids were sleeping. The spacious living room, dining room and kitchen were an absolute dream! Would stay here again!
Top Guest favourite
Home in Wilmington
5 out of 5 average rating, 15 reviews

Downtown Wilmington Home

Stuart MalcolmRating, 5 stars2 months ago
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.
Guest favourite
Home in Guilford
4.92 out of 5 average rating, 49 reviews

Vermont Mirror House

GeorgeRating, 5 stars1 week ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
Top Guest favourite
Home in Whitingham
4.99 out of 5 average rating, 82 reviews

Gorgeous Vermont Lakefront with epic sunsets!

Christina Rating, 5 stars1 week ago
We've just been gone a day and I already miss this place. It was a beautiful home in the Green Mountains on a lake with mountain and sunset views. Now we want to come in the fall for the fall colors. It has a large yard, has privacy and we felt very safe. All 3 bedrooms had full bathrooms and outdoor space/decks with views in each room. Lots of outdoor space in general. The house and property were so great that we really didn't want to leave to do anything. We did take advice of a prior guest who mentioned downloading the directions ahead of time. Our Verizon coverage had some limitations in the area, but the home wifi was solid. We enjoyed seeing deer, turkey and the geese/goslings. It was so fun to watch the family of 13 (11 goslings) and another with 3 goslings on a daily basis. The dock by the lake is a great spot to chill out, use the kayaks, etc... We enjoyed taking day trips to cute towns, exploring the area and just relaxing. Love this place!!! Highly recommend.
Guest favourite
Home in Wilmington
4.84 out of 5 average rating, 89 reviews

Secluded cabin on brook near skiing and lakes

BetsyRating, 5 stars3 weeks ago
We loved our stay at this house. The house had everything we needed and we loved the area. The stream in the back is absolutely lovely, and the gas fireplace made us feel very cozy and relaxed during our rainy couple of days. We will be back.

Private house rentals

Top Guest favourite
Home in Peru
5 out of 5 average rating, 11 reviews

Highland Haus: stunning ski getaway with hot tub

AbigailRating, 5 stars2 weeks ago
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.
Guest favourite
Home in Wilmington
4.91 out of 5 average rating, 68 reviews

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

CarltonRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Wilmington
4.96 out of 5 average rating, 49 reviews

Vermont Village Retreat Near Mount Snow

TRating, 5 stars2 months ago
Matt's Airbnb was a wonderful place for us to get away for a long weekend! The house was lovely with all the comforts of home. We loved so much about this house, especially the layout. All one floor, which was great! The mudroom was great for bags and boots, the kitchen was well stocked , and the living room was amazing- very comfy large sectional sofa for relaxing, a nice cozy little sun room to hang out on and read a book. Having 3 bedrooms and 2 baths were the perfect size, and the washer and dryer were an added bonus. We loved the outdoor space for grilling and walking our pups. Very peaceful neighborhood and wonderful little town with great restaurants! Matt was so nice and helpful with any questions that we had, and even offered us a later check out which was nice! We loved this part of VT and hope to visit again soon! Thank you Matt for being such a great host! We can't wait to book our next stay!
Guest favourite
Home in Jamaica
4.92 out of 5 average rating, 99 reviews

The Post Haus: one-of-a-kind modern VT experience

ChadRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Wilmington
4.98 out of 5 average rating, 45 reviews

Summer SOVT Getaway -FirePit, Salt HotTub, PETS

LeslieRating, 5 stars3 weeks ago
All that we expected for our three day golf getaway. super clean, comfortable and well appointed. Great hosts!
Guest favourite
Home in Dover
4.92 out of 5 average rating, 90 reviews

Contemporary 4-BR Alpine Chalet 10-min to Mt. Snow

AdriannaRating, 5 stars3 weeks ago
This place was awesome for a weekend away! Great view, comfortable house, and lots to do inside the house. Highly recommend!
Guest favourite
Home in Dover
4.9 out of 5 average rating, 30 reviews

Family Vaca! 11minMtSnow-HotTub-GameRm-FirePit

AnthonyRating, 5 stars2 months ago
Great house to stay with friends and children. Managers were very responsive to questions. We would definitely stay there again.
Guest favourite
Home in Stratton
4.99 out of 5 average rating, 73 reviews

The Dreaming Tree. Fun @ Mount Snow and Stratton!

ThomasRating, 5 stars3 months ago
House was awesome! Great location, great space for kids, outdoor area was great for exploring… I’d recommend to anyone skiing Stratton or MT Snow.

Quick stats about house rentals in Dover

  • Total rentals

    230 properties

  • Total number of reviews

    5.2K reviews

  • Family-friendly rentals

    200 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

Destinations to explore

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