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The best holiday homes in Chestertown

Check out our pick of great holiday homes in Chestertown

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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The spacious holiday home has 4 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

We loved everything, from the rooms to the outside of the house to what was near us for the kids to do. We for sure enjoyed our vacay to it full capacity.

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8.6
Fabulous
5 reviews
Price from
£192
per night

Located in Chestertown, 25 km from Fort William Henry and 32 km from Six Flags Great Escape and Splashwater Kingdom, Chestertown Home 14 mi to Lake George Village offers air conditioning. The Six Flags Great Escape Lodge is within 32 km of the holiday home. The property is non-smoking and is set 45 km from Hudson Falls Historic District.

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10
Exceptional
2 reviews

With free WiFi, this 3-bedroom holiday home provides a cable TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.

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9
Superb
2 reviews
Price from
£328
per night

The holiday home is equipped with 2 bedrooms, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with mountain views.

You can play tennis at the holiday home, and the area is popular for canoeing and hiking. Skiing, cycling and fishing are possible within the area, and Peaceful Lakeside Retreat with Private Beach offers a private beach area.

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9.3
Superb
3 reviews
Price from
£318
per night

Boasting a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, a microwave and a toaster, a living room with a seating area and a dining area, 3 bedrooms, and 1 bathroom with a hot tub and a bath. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.

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9.3
Superb
3 reviews
Price from
£315
per night

The spacious holiday home features 3 bedrooms, a TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are available in the holiday home. The property has an outdoor dining area.

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10
Exceptional
2 reviews
Price from
£333
per night

The spacious holiday home has 3 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hot tub. Towels and bed linen are offered in the holiday home. The accommodation offers a fireplace.

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10
Exceptional
1 reviews
Price from
£385
per night

The spacious holiday home has 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 4 bathrooms with a walk-in shower. Towels and bed linen are available in the holiday home. There is also a seating area and a fireplace.

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9.5
Exceptional
2 reviews
Price from
£372
per night

The spacious holiday home features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are provided in the holiday home. There is also a seating area and a fireplace.

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9.7
Exceptional
3 reviews
Price from
£398
per night

The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 4 bathrooms with a walk-in shower. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

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10
Exceptional
1 reviews

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
Search holiday homes in Chestertown

Most booked holiday homes in Chestertown this month

Enjoy breakfast in Chestertown!

  • Pine's Way Camp
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 5 reviews

    Pine's Way Camp is situated in Chestertown, 36 km from Six Flags Great Escape and Splashwater Kingdom, 48 km from Hudson Falls Historic District, as well as 36 km from Six Flags Great Escape Lodge.

  • River Road Retreat

    Situated in Chestertown, 42 km from Six Flags Great Escape and Splashwater Kingdom and 42 km from Six Flags Great Escape Lodge, River Road Retreat offers a garden and air conditioning.

  • Chestertown Home 14 mi to Lake George Village
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Located in Chestertown, 25 km from Fort William Henry and 32 km from Six Flags Great Escape and Splashwater Kingdom, Chestertown Home 14 mi to Lake George Village offers air conditioning.

  • Chestertown Hideaway with Lake and Beach Access!
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Located in Chestertown, 41 km from Fort William Henry and 48 km from Six Flags Great Escape and Splashwater Kingdom, Chestertown Hideaway with Lake and Beach Access! offers air conditioning.

  • Peaceful Lakeside Retreat with Private Beach
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews

    Set in Chestertown, Peaceful Lakeside Retreat with Private Beach provides accommodation 44 km from Hudson Falls Historic District and 31 km from Six Flags Great Escape Lodge.

  • Retreat on the Pond
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews

    Situated in Chestertown, within 35 km of Fort William Henry and 42 km of Six Flags Great Escape and Splashwater Kingdom, Retreat on the Pond offers accommodation with free WiFi, air conditioning, a...

  • Rustic Adirondacks Home with Hot Tub and Lake Access!
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Boasting a hot tub, Rustic Adirondacks Home with Hot Tub and Lake Access! is situated in Chestertown. Free WiFi is available throughout the property and Fort William Henry is 43 km away.

  • Hudson Riverside Cottage

    Situated in Chestertown in the New York region, Hudson Riverside Cottage features a garden. The property has river views.

Save money on holiday homes in Chestertown – budget options available!

  • Riverside Bliss
    Budget options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Chestertown in the New York region, Riverside Bliss features a patio and river views. Free WiFi is available throughout the property and Fort William Henry is 44 km away.

  • Around the Mountains
    Budget options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    Boasting a hot tub, Around the Mountains is situated in Chestertown. The property features mountain views. Free WiFi is available throughout the property and Fort William Henry is 43 km away.

  • Hideaway Chalet
    Budget options available
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Located in Chestertown, 25 km from Fort William Henry and 32 km from Six Flags Great Escape and Splashwater Kingdom, Hideaway Chalet provides air-conditioned accommodation with a balcony and free WiFi...

  • Whit's End
    Budget options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated 36 km from Six Flags Great Escape and Splashwater Kingdom, 49 km from Hudson Falls Historic District and 36 km from Six Flags Great Escape Lodge, Whit's End provides accommodation set in...

  • Lakeside Vibes
    Budget options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Located in Chestertown, just 39 km from Fort William Henry, Lakeside Vibes provides beachfront accommodation with a garden and free WiFi.

  • Private Contemporary
    Budget options available

    Featuring mountain views, Private Contemporary provides accommodation with a patio, around 40 km from Fort William Henry. This beachfront property offers access to a balcony and free WiFi.

  • Moonbeams & Fireflies
    Budget options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 2 reviews

    Boasting lake views, Moonbeams & Fireflies provides accommodation with a patio, around 43 km from Fort William Henry. This beachfront property offers access to a balcony and free WiFi.

  • Basic Adirondack Camp
    Budget options available

    Situated 48 km from Six Flags Great Escape and Splashwater Kingdom and 48 km from Six Flags Great Escape Lodge, Basic Adirondack Camp offers accommodation located in Chestertown.

Holiday homes that guests love in Chestertown

  • Avg. price/night: £166.72
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 117 reviews
    Very clean Staff is great.
    bob
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews
    Took my three children to ski in Gore mountain and stayed in this town house. We all liked it, very clean and comfortable. The landlord was very helpful in answering questions we had and kept the house warm before we entered. The house is right by a lake. There are fishing rods in the house; I guess one can fish in the warm weather.
    Alex
    Solo traveller
gogless