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Holiday homes in Chester (Page 5)

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

Searching for a holiday home in Chester (Vermont)? Explore a great selection of vacation homes in Chester to find the one that best fits to your needs, starting from $92.67 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chester and region (30 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 Chester, Vermont
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 »

Bärenhaus in Wardsboro, USA

Bärenhaus

Holiday home in Wardsboro near Chester, Vermont
Located in Wardsboro, 21 km from Stratton Mountain, 42 km from Mount Equinox and 20 km from Mount Snow Resort, Bärenhaus provides accommodation with ...
  • Parking

no reviews

from $108.00 Show details »

Cozy Modern Farmhouse in Wallingford, USA

Cozy Modern Farmhouse

Holiday home in Wallingford near Chester, Vermont
Situated in Wallingford, 46 km from Killington Mountain and 47 km from Stratton Mountain, Cozy Modern Farmhouse features air-conditioned accommodation...
  • Parking
  • Pets allowed

no reviews

from $288.05 Show details »

Oak Hill Solitude in West Wardsboro, USA

Oak Hill Solitude

Holiday home in West Wardsboro near Chester, Vermont
Oak Hill Solitude offers accommodation in Wardsboro.
  • Tea/Coffee maker
  • Shower
  • TV
  • Hairdryer
  • Iron

Pleasant 1 Reviews 7.0

from $223.00 Show details »

Three Bears Cabin btwn Mt Snow and Stratton Mtn! in Wardsboro, USA

Three Bears Cabin btwn Mt Snow and Strat...

Holiday home in Wardsboro near Chester, Vermont
Cabin Between Mt Snow and Stratton Mountain is set in Wardsboro, 42 km from Mount Equinox, 19 km from Mount Snow Resort, as well as 31 km from Molly S...
  • Parking
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $215.33 Show details »

Rocky Red in Bromley Village, USA

Rocky Red

Holiday home in Bromley Village near Chester, Vermont
Located in Bromley Village, 15 km from Stratton Mountain, Rocky Red provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

no reviews

from $439.39 Show details »

Snow Mountain Rustic Retreat in Wardsboro, USA

Snow Mountain Rustic Retreat

Holiday home in Wardsboro near Chester, Vermont
Located in Wardsboro, 20 km from Stratton Mountain and 42 km from Mount Equinox, Snow Mountain Rustic Retreat offers free WiFi and air conditioning.
  • Parking
  • Pets allowed
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Very good 4 Reviews 8.5

from $156.33 Show details »

2-Acre Ski Chalet with Deck 8 Mi to Mt Snow! in Wardsboro, USA

2-Acre Ski Chalet with Deck 8 Mi to Mt S...

Holiday home in Wardsboro near Chester, Vermont
2-Acre Ski Chalet with Deck 8 Mi to Mt Snow! is set in Wardsboro, 47 km from Mount Equinox, 20 km from Mount Snow Resort, and 32 km from Molly Stark S...
  • Parking

no reviews

from $377.00 Show details »

A-Frame Retreat in Wardsboro, USA

A-Frame Retreat

Holiday home in Wardsboro near Chester, Vermont
Set in Wardsboro, 29 km from Stratton Mountain and 47 km from Mount Equinox, A-Frame Retreat provides accommodation with amenities such as free WiFi a...
  • Parking
  • Pets allowed

no reviews

from $227.94 Show details »

Tranquility One in Wardsboro, USA

Tranquility One

Holiday home in Wardsboro near Chester, Vermont
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 »

Engel Haus in Wardsboro, USA

Engel Haus

Holiday home in Wardsboro near Chester, Vermont
Set in Wardsboro, 20 km from Stratton Mountain, Engel Haus offers accommodation with a garden, free WiFi and an ATM.
  • Parking

Pleasant 1 Reviews 6.0

from $186.33 Show details »

Cozy in Plymouth in Plymouth, USA

Cozy in Plymouth

Holiday home in Plymouth near Chester, Vermont
Situated in Plymouth, 24 km from Killington Mountain and 21 km from Gifford Woods State Park, Cozy in Plymouth provides accommodation with amenities s...
  • Parking
  • Pets allowed
  • Sauna
  • Tea/Coffee maker
  • Shower

Fabulous 1 Reviews 9.0

from $193.00 Show details »

Easy Living in Plymouth, USA

Easy Living

Holiday home in Plymouth near Chester, Vermont
Easy Living offers accommodation in Plymouth.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Pleasant 4 Reviews 7.0

from $306.23 Show details »

Swift Family Chalet in Barnumville, USA

Swift Family Chalet

Chalet in Barnumville near Chester, Vermont
Located in Barnumville, 18 km from Stratton Mountain, Swift Family Chalet provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Very good 4 Reviews 8.5

from $329.00 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 Chester, Vermont , 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 »

Skifarm in Plymouth, USA

Skifarm

Holiday home in Plymouth near Chester, Vermont
Situated in Plymouth, 28 km from Killington Mountain, Skifarm features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $243.08 Show details »

Stratton Woods in West Wardsboro, USA

Stratton Woods

Holiday home in West Wardsboro near Chester, Vermont
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 »

Newfane Hill Retreat in Newfane, USA

Newfane Hill Retreat

Holiday home in Newfane near Chester, Vermont
Set in Newfane, 41 km from Stratton Mountain, 21 km from Fort Dummer State Park and 23 km from Mount Snow Resort, Newfane Hill Retreat offers accommod...
  • Parking
  • Pets allowed
  • Sauna

Passable 2 Reviews 5.0

from $197.00 Show details »

Secluded Sanctuary in West Wardsboro, USA

Secluded Sanctuary

Holiday home in West Wardsboro near Chester, Vermont
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 »

Forest View Log Cabin in Stratton, USA

Forest View Log Cabin

Holiday home in Stratton near Chester, Vermont
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 »

The Sugar House in Bridgewater, USA

The Sugar House

Holiday home in Bridgewater near Chester, Vermont
Located in Bridgewater in the Vermont region, The Sugar House has a patio.
  • Parking

no reviews

from $414.67 Show details »

Whites Hill Ski Retreat in Dover, USA

Whites Hill Ski Retreat

Holiday home in Dover near Chester, Vermont
Located in Dover, 39 km from Stratton Mountain, Whites Hill Ski Retreat provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Good 9 Reviews 7.6

from $248.93 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 Chester, Vermont
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 »

Woodward Grove in Plymouth, USA

Woodward Grove

Holiday home in Plymouth near Chester, Vermont
Situated in Plymouth, 18 km from Killington Mountain, 15 km from Gifford Woods State Park and 16 km from Pico Peak, Woodward Grove features accommodat...
  • Parking
  • Pets allowed

no reviews

from $159.33 Show details »

Idyllic Wallingford Retreat - Near Skiing and Hiking in Wallingford, USA

Idyllic Wallingford Retreat - Near Skiin...

Holiday home in Wallingford near Chester, Vermont
Idyllic Wallingford Retreat - Near Skiing and Hiking is situated in Wallingford, 33 km from Pico Peak, 35 km from Gifford Woods State Park, and 36 km ...
  • Parking

no reviews

from $120.71 Show details »

Number of Holiday homes in Chester 147
Number of guest ratings 481
Average price per night $435.30
Lowest price per night $92.67
Highest price per night $1.863.00

Most popular Holiday-homes in Chester

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

Cheapest Holiday-homes in Chester

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

Most booked Holiday-homes in Chester

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

Holiday homes in Chester (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Chester 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 Chester 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 Chester 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