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Holiday homes in Dover You’ll Love

Top-Rated Dover Holiday homes for Every Budget and Style!

Looking for a holiday home in Dover (Vermont)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $51.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Dover.

We found 59 Holiday-homes in Dover and the surrounding area (within 20 miles)

Little Red in Wilmington, USA

Little Red

Holiday home in Wilmington near Dover, Vermont
Little Red offers accommodations in Wilmington, 25 miles from Bennington Museum and 26 miles from Southern Vermont College.
  • Parking
  • Pets allowed

No reviews yet 1 Reviews 1.0

from $159.08 Show details »

Luxe Log cabin with hot tub/spa/steam room! in Wilmington, USA

Luxe Log cabin with hot tub/spa/steam ro...

Holiday home in Wilmington near Dover, Vermont , 135 East Brook Crossing
Luxe Log cabin with hot tub/spa/steam room! offers accommodations in Wilmington, 23 miles from Bennington Battle Monument and 27 miles from Stratton M...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $1.233.16 Show details »

Private Wooded Cabin, 8 Mi to Sundance Ski and Town! in Wilmington, USA

Private Wooded Cabin, 8 Mi to Sundance S...

Holiday home in Wilmington near Dover, Vermont
Private Wooded Cabin, 8 Mi to Sundance Ski and Town! offers accommodations in Wilmington, 26 miles from Stratton Mountain and 21 miles from Bennington...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Exceptional 1 Reviews 10.0

from $83.00 Show details »

Lake Raponda Ski Cabin in Wilmington, USA

Lake Raponda Ski Cabin

Holiday home in Wilmington near Dover, Vermont , 12 Gates Lane
Lake Raponda Ski Cabin offers accommodations in Wilmington, 24 miles from Stratton Mountain and 26 miles from Bennington Battle Monument.
  • Parking
  • Family rooms

no reviews

from $72.00 Show details »

Charming Wilmington Cabin, 8 Mi to Mt Snow! in Wilmington, USA

Charming Wilmington Cabin, 8 Mi to Mt Sn...

Holiday home in Wilmington near Dover, Vermont
Charming Wilmington Cabin, 8 Mi to Mt Snow! is located in Wilmington, just 26 miles from Bennington Battle Monument and 25 miles from Bennington Museu...
  • Parking

Very good 1 Reviews 8.0

from $225.19 Show details »

Sleek Cabin with Deck, 8 Miles to Mount Snow and Hikes in Wilmington, USA

Sleek Cabin with Deck, 8 Miles to Mount...

Holiday home in Wilmington near Dover, Vermont
Sleek Cabin with Deck, 8 Miles to Mount Snow and Hikes offers accommodations in Wilmington, 27 miles from Stratton Mountain and 21 miles from Benningt...
  • Parking
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 7.0

from $275.24 Show details »

Cozy Wilmington Home 6 Mi to Mount Snow! in Wilmington, USA

Cozy Wilmington Home 6 Mi to Mount Snow!

Holiday home in Wilmington near Dover, Vermont
Cozy Wilmington Home 6 Mi to Mount Snow! offers accommodations in Wilmington, 23 miles from Stratton Mountain and 23 miles from Bennington Battle Monu...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Exceptional 3 Reviews 10.0

from $360.15 Show details »

Wilmington Vacation Rental Near Hiking and Skiing! in Wilmington, USA

Wilmington Vacation Rental Near Hiking a...

Holiday home in Wilmington near Dover, Vermont
Wilmington Vacation Rental Near Hiking and Skiing! is located in Wilmington, just 28 miles from Stratton Mountain and 22 miles from Bennington Museum.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Outdoor pool

Good 1 Reviews 7.0

from $371.12 Show details »

Mowing Way Retreat in Wilmington, USA

Mowing Way Retreat

Holiday home in Wilmington near Dover, Vermont
Mowing Way Retreat offers accommodations in Wilmington, 24 miles from Bennington Battle Monument and 22 miles from Bennington Museum.
  • Parking
  • Pets allowed

Very poor 1 Reviews 2.0

from $237.81 Show details »

Cozy A-Frame Cabin with Pool Table 8 Mi to Mt Snow! in Wilmington, USA

Cozy A-Frame Cabin with Pool Table 8 Mi...

Holiday home in Wilmington near Dover, Vermont
Cozy A-Frame Cabin with Pool Table 8 Mi to Mt Snow! offers accommodations in Wilmington, 23 miles from Bennington Battle Monument and 22 miles from Be...
  • Parking
  • Pets allowed

Fabulous 2 Reviews 9.0

from $323.34 Show details »

Outerwoods in Wilmington, USA

Outerwoods

Holiday home in Wilmington near Dover, Vermont
Outerwoods is located in Wilmington, just 23 miles from Bennington Battle Monument and 22 miles from Bennington Museum.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Outdoor pool

No reviews yet 1 Reviews 1.0

from $79.00 Show details »

Snow Country Home in Wilmington, USA

Snow Country Home

Holiday home in Wilmington near Dover, Vermont
Snow Country Home offers accommodations in Wilmington, 23 miles from Stratton Mountain and 23 miles from Bennington Battle Monument.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Outdoor pool

Pleasant 6 Reviews 6.6

from $213.45 Show details »

Log Ski Lodge in Wilmington, USA

Log Ski Lodge

Holiday home in Wilmington near Dover, Vermont
Log Ski Lodge offers accommodations in Wilmington, 24 miles from Bennington Battle Monument and 22 miles from Bennington Museum.
  • Parking
  • Sauna
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Fabulous 1 Reviews 9.0

from $188.83 Show details »

Wilmington Home on 18 Acres about 9 Mi to Skiing! in Wilmington, USA

Wilmington Home on 18 Acres about 9 Mi t...

Holiday home in Wilmington near Dover, Vermont
Wilmington Home on 18 Acres about 9 Mi to Skiing! is located in Wilmington, just 29 miles from Southern Vermont College and 30 miles from Bennington C...
  • Parking
  • Pets allowed

no reviews

from $334.96 Show details »

Green Mountain Escape in Wilmington, USA

Green Mountain Escape

Holiday home in Wilmington near Dover, Vermont
Green Mountain Escape offers accommodations in Wilmington, 24 miles from Bennington Battle Monument and 23 miles from Bennington Museum.
  • Parking
  • Indoor pool
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $370.25 Show details »

Trailhead Resting Spot in Wilmington, USA

Trailhead Resting Spot

Holiday home in Wilmington near Dover, Vermont
Trailhead Resting Spot is located in Wilmington, just 24 miles from Bennington Battle Monument and 23 miles from Bennington Museum.
  • Pets allowed
  • Sauna
  • Fitness centre
  • Indoor pool
  • Outdoor pool

Exceptional 1 Reviews 10.0

from $449.91 Show details »

Swaying Pines in Wilmington, USA

Swaying Pines

Holiday home in Wilmington near Dover, Vermont
Swaying Pines is located in Wilmington, just 23 miles from Bennington Battle Monument and 22 miles from Bennington Museum.
  • Parking

no reviews

from $496.67 Show details »

Rustic Marlboro Cottage 4 Mi to Lake Raponda! in Brattleboro, USA

Rustic Marlboro Cottage 4 Mi to Lake Rap...

Holiday home in Brattleboro near Dover, Vermont
Rustic Marlboro Cottage 4 Mi to Lake Raponda! offers accommodations in Brattleboro, 30 miles from Southern Vermont College and 6.3 miles from Molly St...
  • Parking
  • Pets allowed

no reviews

from $303.36 Show details »

219 Old Ark Road in Wilmington, USA

219 Old Ark Road

Holiday home in Wilmington near Dover, Vermont
219 Old Ark Road is located in Wilmington, just 27 miles from Bennington Battle Monument and 26 miles from Bennington Museum.
  • Parking
  • Pets allowed

Fabulous 4 Reviews 9.0

from $385.07 Show details »

Wilmington Retreat Near Trails, Skiing and Festivals in Wilmington, USA

Wilmington Retreat Near Trails, Skiing a...

Holiday home in Wilmington near Dover, Vermont
Wilmington Retreat Near Trails, Skiing and Festivals offers accommodations in Wilmington, 21 miles from Stratton Mountain and 27 miles from Bennington...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $314.52 Show details »

Green Mountain Sunrise in Dover, USA

Green Mountain Sunrise

Holiday home in Dover, Vermont
Green Mountain Sunrise is located in Dover, just 30 miles from Bennington College and 3.1 miles from Mount Snow Resort.
  • Parking

no reviews

from $388.33 Show details »

Mountain View Chalet in West Dover, USA

Mountain View Chalet

Holiday home in West Dover near Dover, Vermont
Mountain View Chalet is located in West Dover, just 29 miles from Bennington Battle Monument and 28 miles from Bennington Museum.
  • Parking

Disappointing 1 Reviews 4.0

from $284.30 Show details »

Cozy Getaway Private Hot Tub, Near Skiing! in West Dover, USA

Cozy Getaway Private Hot Tub, Near Skiin...

Holiday home in West Dover near Dover, Vermont
Cozy Getaway Private Hot Tub, Near Skiing! offers accommodations in West Dover, 20 miles from Stratton Mountain and 30 miles from Bennington Battle Mo...
  • Parking

no reviews

from $1.060.32 Show details »

Relaxing Mountain Refuge 4 Miles to Mt Snow! in Dover, USA

Relaxing Mountain Refuge 4 Miles to Mt S...

Holiday home in Dover, Vermont
Relaxing Mountain Refuge 4 Miles to Mt Snow! is located in Dover, just 20 miles from Stratton Mountain and 28 miles from Bennington Battle Monument.
  • Parking

no reviews

from $272.65 Show details »

Rustic Cabin Near Ski Resorts in West Dover! in West Dover, USA

Rustic Cabin Near Ski Resorts in West Do...

Holiday home in West Dover near Dover, Vermont
Rustic Cabin Near Ski Resorts in West Dover! offers accommodations in West Dover, 21 miles from Stratton Mountain and 29 miles from Bennington Battle ...
  • Parking
  • Pets allowed

Good 1 Reviews 7.0

from $404.16 Show details »

Number of Holiday homes in Dover 59
Number of guest ratings 260
Average price per night $264.00
Lowest price per night $51,00
Highest price per night $1.288,13

Top 10 Cheapest Holiday-homes in Dover

Discover the Cheapest Holiday-homes in Dover – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Dover

Check out the Most Booked Holiday-homes in Dover – Based on Guest Popularity.

Holiday homes in Dover (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Dover can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Dover for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Dover should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com