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Holiday homes in Chesterfield (Page 3)

Enjoy your stay and find the best Holiday homes in Chesterfield at affordable prices

Searching for a holiday home in Chesterfield (New Hampshire)? Explore a great selection of vacation homes in Chesterfield to find the one that best fits to your needs, starting from $108 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chesterfield and region (40 miles)
Woodsy Cabin with Fire Pit about 8 Mi to Mount Snow in Wardsboro, USA

Woodsy Cabin with Fire Pit about 8 Mi to...

Holiday home in Wardsboro near Chesterfield, New Hampshire
Woodsy Cabin with Fire Pit about 8 Mi to Mount Snow is set in Wardsboro, 43 km from Mount Equinox, 20 km from Mount Snow Resort, and 32 km from Molly ...
  • Parking
  • Indoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $366.00 Show details »

Tranquility One in Wardsboro, USA

Tranquility One

Holiday home in Wardsboro near Chesterfield, New Hampshire
Tranquility One is located in Wardsboro, 19 km from Stratton Mountain and 41 km from Mount Equinox, in an area where skiing can be enjoyed.
  • Parking

no reviews

from $543.70 Show details »

Farmhouse on the Road in Wilmington, USA

Farmhouse on the Road

Holiday home in Wilmington near Chesterfield, New Hampshire
Situated in Wilmington, 35 km from Bennington Battle Monument, 42 km from Stratton Mountain and 33 km from Bennington Museum, Farmhouse on the Road fe...
  • Parking

Okay 3 Reviews 6.0

from $303.86 Show details »

Bears Crossing Townhouse in Dover, USA

Bears Crossing Townhouse

Holiday home in Dover near Chesterfield, New Hampshire
Set in Dover, 29 km from Stratton Mountain, 48 km from Bennington Museum and 7.4 km from Mount Snow Resort, Bears Crossing Townhouse offers accommodat...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $264.33 Show details »

The Lodge at Mount Snow in West Dover, USA

The Lodge at Mount Snow

Lodge in West Dover near Chesterfield, New Hampshire , 393 Route 100 North
Set in West Dover, 26 km from Stratton Mountain and 48 km from Mount Equinox, The Lodge at Mount Snow offers mountain views and free WiFi.
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 184 Reviews 7.0

from $152.00 Show details »

Wilmington Getaway with Pool Access Near Hiking! in Wilmington, USA

Wilmington Getaway with Pool Access Near...

Holiday home in Wilmington near Chesterfield, New Hampshire
Featuring a sauna, Wilmington Home with Pool Access, 20 Mins to Mt Snow is located in Wilmington.
  • Parking
  • Sauna
  • Fitness centre
  • Internet facilities
  • Iron

Disappointing 1 Reviews 4.0

from $296.67 Show details »

Happy Trails in Dover, USA

Happy Trails

Holiday home in Dover near Chesterfield, New Hampshire
Happy Trails is set in Dover, 49 km from Mount Equinox and 49 km from Bennington Museum, in an area where skiing can be enjoyed.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Fabulous 9 Reviews 8.7

from $205.33 Show details »

Mountaineer Inn in West Dover, USA

Mountaineer Inn

Lodge in West Dover near Chesterfield, New Hampshire , 270 Handle Road P. O. Box 140
Located in West Dover, 27 km from Stratton Mountain and 48 km from Mount Equinox, Mountaineer Inn provides accommodation with free WiFi, air condition...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 261 Reviews 8.2

from $129.33 Show details »

MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Green Mountain House in Dover, USA

MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Gr...

Holiday home in Dover near Chesterfield, New Hampshire , 31 Bears Den Road
Featuring mountain views, MT SNOW SKI-BACK TRAIL FREE SHUTTLE - Green Mountain House features accommodation with a seasonal outdoor swimming pool, a f...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 3 Reviews 9.0

from $299.00 Show details »

Timber Creek #98 in Dover, USA

Timber Creek #98

Holiday home in Dover near Chesterfield, New Hampshire
Set in Dover, 26 km from Stratton Mountain, Timber Creek #98 offers accommodation with a shared lounge, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Sauna
  • Fitness centre
  • Outdoor pool

no reviews

from $228.40 Show details »

Farmhouse Mountain Escape about 1 Mile to Mount Snow! in Dover, USA

Farmhouse Mountain Escape about 1 Mile t...

Holiday home in Dover near Chesterfield, New Hampshire
Situated in Dover, 26 km from Stratton Mountain, 48 km from Mount Equinox and 50 km from Bennington Museum, Farmhouse Mountain Escape about 1 Mile to ...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool
  • Internet facilities

no reviews

from $480.33 Show details »

Cozy Treetop Hideaway Near Harriman Reservoir! in Wilmington, USA

Cozy Treetop Hideaway Near Harriman Rese...

Holiday home in Wilmington near Chesterfield, New Hampshire
Located in Wilmington, 34 km from Bennington Battle Monument and 43 km from Stratton Mountain, Cozy Treetop Hideaway Near Harriman Reservoir! provides...
  • Parking
  • Pets allowed

Good 2 Reviews 7.0

from $291.67 Show details »

Snow Country Home in Wilmington, USA

Snow Country Home

Holiday home in Wilmington near Chesterfield, New Hampshire
Situated in Wilmington, 37 km from Stratton Mountain, Snow Country Home features accommodation with a garden, free WiFi, a shared lounge, and an ATM.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Outdoor pool

no reviews

from $222.08 Show details »

Cozy Wilmington Home with Community Amenities! in Wilmington, USA

Cozy Wilmington Home with Community Amen...

Holiday home in Wilmington near Chesterfield, New Hampshire
Situated in Wilmington in the Vermont region, Cozy Wilmington Home with Community Amenities! has a balcony and river views.
  • Parking
  • Fitness centre
  • Indoor pool
  • Outdoor pool
  • Swimming pool

no reviews

from $330.00 Show details »

Mount Snow Lodging in Dover, USA

Mount Snow Lodging

Lodge in Dover near Chesterfield, New Hampshire , 89 Grand Summit Way
Set within 27 km of Stratton Mountain and 49 km of Mount Equinox in Dover, Mount Snow Lodging offers accommodation with a TV.

no reviews

from $185.07 Show details »

Primely Located Dover Escape Less Than 1 Mi to Mt Snow! in Dover, USA

Primely Located Dover Escape Less Than 1...

Holiday home in Dover near Chesterfield, New Hampshire
Primely Located Dover Escape Less Than 1 Mi to Mt Snow! is located in Dover, 48 km from Mount Equinox, 49 km from Bennington Museum, as well as 8.3 km...
  • Parking

Poor 1 Reviews 3.0

from $397.67 Show details »

Green Mountain Escape in Wilmington, USA

Green Mountain Escape

Holiday home in Wilmington near Chesterfield, New Hampshire
Featuring a hot tub, Green Mountain Escape is set in Wilmington.
  • Parking
  • Indoor pool
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $293.43 Show details »

Stratton Woods in West Wardsboro, USA

Stratton Woods

Holiday home in West Wardsboro near Chesterfield, New Hampshire
Stratton Woods is set in West Wardsboro, 41 km from Mount Equinox, 17 km from Mount Snow Resort, as well as 29 km from Molly Stark State Park.
  • Parking
  • Pets allowed

Fabulous 4 Reviews 9.0

from $181.87 Show details »

Mountain Retreat in Wilmington, USA

Mountain Retreat

Holiday home in Wilmington near Chesterfield, New Hampshire , 6 Shincracker Way
Situated 12 km from Molly Stark State Park and 12 km from Harriman Reservoir, Mountain Retreat is in Wilmington and has a tennis court.
  • Parking
  • Family rooms
  • Kids' outdoor play equipment

Fabulous 8 Reviews 8.9

from $251.67 Show details »

Storybook Stratton House 3 Mi to Mount Snow! in Stratton, USA

Storybook Stratton House 3 Mi to Mount S...

Holiday home in Stratton near Chesterfield, New Hampshire
Storybook Stratton House 3 Mi to Mount Snow! is set in Stratton, 43 km from Mount Equinox, 12 km from Mount Snow Resort, and 24 km from Molly Stark St...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $255.00 Show details »

Secluded Sanctuary in West Wardsboro, USA

Secluded Sanctuary

Holiday home in West Wardsboro near Chesterfield, New Hampshire
Located in West Wardsboro, 20 km from Stratton Mountain and 41 km from Mount Equinox, Secluded Sanctuary provides air-conditioned accommodation with a...
  • Parking

Very good 2 Reviews 8.0

from $261.96 Show details »

Drop Point Cabin in Jamaica, USA

Drop Point Cabin

Holiday home in Jamaica near Chesterfield, New Hampshire
Situated in Jamaica, 12 km from Stratton Mountain, 30 km from Mount Equinox and 33 km from Emerald Lake State Park, Drop Point Cabin features accommod...
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Exceptional 3 Reviews 9.7

from $169.00 Show details »

Birchside Cabin in the Woods in Jamaica, USA

Birchside Cabin in the Woods

Holiday home in Jamaica near Chesterfield, New Hampshire
Located in Jamaica, 10 km from Stratton Mountain and 28 km from Mount Equinox, Birchside Cabin in the Woods offers free WiFi, a garden and air conditi...
  • Parking

Exceptional 1 Reviews 10.0

from $302.67 Show details »

Dream Stratton Forest Cabin with Hot Tub and Fast WiFi in Stratton, USA

Dream Stratton Forest Cabin with Hot Tub...

Holiday home in Stratton near Chesterfield, New Hampshire , 21 Shepardson Road
Set in Stratton, 14 km from Stratton Mountain, 35 km from Mount Equinox and 20 km from Mount Snow Resort, Dream Stratton Forest Cabin with Hot Tub and...
  • Parking
  • Pets allowed

no reviews

from $363.33 Show details »

Forest View Log Cabin in Stratton, USA

Forest View Log Cabin

Holiday home in Stratton near Chesterfield, New Hampshire
Located in Stratton in the Vermont region, Forest View Log Cabin features a balcony.
  • Parking

Superb 2 Reviews 9.5

from $106.67 Show details »

Number of Holiday homes in Chesterfield 110
Average price per night $295.24
Lowest price per night $108.00
Highest price per night $741.00

Most popular Holiday-homes in Chesterfield

The most popular Holiday-homes in Chesterfield based on average guest rating (Top 10).

Cheapest Holiday-homes in Chesterfield

The cheapest Holiday-homes in Chesterfield based on room rate per night (Top 10).

Most booked Holiday-homes in Chesterfield

The most booked Holiday-homes in Chesterfield based on popularity with guests (Top 10).

Holiday homes in Chesterfield (New Hampshire), comfortable and familiar

Staying in a holiday or vacation home in Chesterfield 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 Chesterfield 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 Chesterfield 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