The 10 best holiday homes in Chestertown, USA | Booking.com
Skip to main content

Holiday Homes in Chestertown

Find the holiday homes that appeal to you the most

The best holiday homes in Chestertown

Check out our pick of great holiday homes in Chestertown

Filter by:

Review score

North Creek All Season Rental

North Creek (Near Chestertown)

North Creek All Season Rental is offering accommodation in North Creek. With free private parking, the property is 43 km from Fort William Henry and 48 km from Adirondack Museum.

R
Randy
From
Canada
Fairly clean, there were games and entertainment items available, good experience for the price.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 19 reviews
Price from
US$127
1 night, 2 adults

The Villas on Lake George

Diamond Point (Near Chestertown)

This lakefront resort boasts an outdoor heated pool and on-site water sports facilities. Free Wi-Fi is accessible in every room. Lake George Village is 5 miles away.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 45 reviews
Price from
US$235
1 night, 2 adults

Pine's Way Camp

Chestertown

Situated in Chestertown, 28 km from Fort William Henry and 36 km from Six Flags Great Escape And Splashwater Kingdom, Pine's Way Camp features a restaurant.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 5 reviews

Adirondack Mountains Cottage Near Gore Mountain!

Warrensburg (Near Chestertown)

Situated in Warrensburg, 25 km from Fort William Henry and 32 km from Six Flags Great Escape And Splashwater Kingdom, Adirondack Mountains Cottage Near Gore Mountain!

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews

Bolton Landing Cottage with Deck, Walk to Beach!

Bolton Landing (Near Chestertown)

Bolton Landing Cottage with Deck, Walk to Beach! is located in Bolton Landing, 26 km from Six Flags Great Escape And Splashwater Kingdom, 39 km from Hudson Falls Historic District, and 26 km from Six...

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Cottage Less Than 8 Mi to Gore Mountain in Bakers Mill!

Bakers Mills (Near Chestertown)

Featuring air-conditioned accommodation with a patio, Cottage Less Than 8 Mi to Gore Mountain in Bakers Mill! is set in Bakers Mills.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 16 reviews

Shady Acres

North Creek (Near Chestertown)

Shady Acres offers accommodation in North Creek, 48 km from Six Flags Great Escape And Splashwater Kingdom and 48 km from Six Flags Great Escape Lodge.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 5 reviews

River Road Treehouse Retreat

Warrensburg (Near Chestertown)

Located in Warrensburg in the New York region, River Road Treehouse Retreat has a balcony and river views.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 6 reviews

Gore Village Townhome #16

North Creek (Near Chestertown)

Gore Village Townhome #16 is situated in North Creek, 40 km from Fort William Henry, 47 km from Six Flags Great Escape And Splashwater Kingdom, as well as 47 km from Six Flags Great Escape Lodge.

Scored out of 10, guest rating 7.1
Good - What previous guests thought, 11 reviews

Lost Pond Cabin

Schroon Lake (Near Chestertown)

Located in Schroon Lake, Lost Pond Cabin provides accommodation within 45 km of Fort Ticonderoga. The property features a restaurant with an outdoor dining area.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 8 reviews
All holiday homes in Chestertown

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.

Most booked holiday homes in Chestertown and surroundings in the past month

See all

Enjoy breakfast in Chestertown and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Warrensburg, 34 km from Fort William Henry and 34 km from Lake George, Schroon River Adventures offers air conditioning. The property features a restaurant with an outdoor dining area.

  • River Retreat

    Brant Lake
    Breakfast options

    River Retreat is set in Brant Lake, 33 km from Fort William Henry, 40 km from Six Flags Great Escape And Splashwater Kingdom, and 40 km from Six Flags Great Escape Lodge.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 3 reviews

    Offering garden views, 6 Bedroom House at Schroon River is an accommodation situated in Brant Lake, 34 km from Fort William Henry and 41 km from Six Flags Great Escape And Splashwater Kingdom.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Located 41 km from Six Flags Great Escape And Splashwater Kingdom, 41 km from Six Flags Great Escape Lodge and 48 km from Fort Ticonderoga, Less Than 1 Mi to Beach Peaceful Brant Lake Home!

  • Lakeside Vibes

    Chestertown
    Breakfast options

    Located in Chestertown, Lakeside Vibes provides a restaurant and mountain views, 39 km from Fort William Henry and 46 km from Six Flags Great Escape And Splashwater Kingdom.

  • Whit's End

    Chestertown
    Breakfast options
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Offering mountain views, Whit's End is an accommodation located in Chestertown, 29 km from Fort William Henry and 29 km from Lake George.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a terrace, Hideaway Chalet is located in Chestertown. This holiday home provides accommodation with a balcony.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 4 reviews

    Chestertown Hideaway with Lake and Beach Access! offers accommodation in Chestertown, 48 km from Six Flags Great Escape And Splashwater Kingdom and 48 km from Six Flags Great Escape Lodge.

Great access to the city centre. Check these holiday homes in Chestertown and nearby

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Set 41 km from Lake George, 48 km from Six Flags Great Escape And Splashwater Kingdom and 48 km from Six Flags Great Escape Lodge, Basic Adirondack Camp offers accommodation situated in Chestertown.

  • Offering lake views, Hunerburg White House is an accommodation located in Chestertown, 43 km from Fort William Henry and 50 km from Six Flags Great Escape And Splashwater Kingdom.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Offering lake views, Moonbeams & Fireflies is an accommodation located in Chestertown, 43 km from Fort William Henry and 50 km from Six Flags Great Escape And Splashwater Kingdom.

  • Sagevick Cabin is a beachfront property situated in Chestertown, 43 km from Fort William Henry and 50 km from Six Flags Great Escape And Splashwater Kingdom.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 4 reviews

    Situated in Chestertown, 43 km from Fort William Henry and 50 km from Six Flags Great Escape And Splashwater Kingdom, Rustic Adirondacks Home with Hot Tub and Lake Access! offers air conditioning.

  • Situated in Chestertown, 44 km from Fort William Henry and 44 km from Lake George, Hudson Riverside Cottage features a restaurant and river views.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Boasting a hot tub, Riverside Bliss is situated in Chestertown. A hot tub is available for guests. The property has a restaurant with an outdoor dining area.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 4 reviews

    Situated in Chestertown, 43 km from Fort William Henry and 43 km from Lake George, Around the Mountains features a restaurant and mountain views.

Save money on holiday homes in Chestertown and nearby – budget options available

  • Featuring air-conditioned accommodation with a patio, Peaceful Family Cabin on Schroon River! is located in Warrensburg.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Situated in North Creek, 44 km from Fort William Henry and 45 km from Lake George, Adirondack Retreat with Heated Pool and Scenic Views! offers a bar and air conditioning.

  • Boasting air-conditioned accommodation with a patio, Mountain Retreat on Private Lake-Alderbrook Lodge is set in Bolton.

  • Alderbrook Yurt

    Warrensburg
    Budget options available

    Offering a casino and lake view, Alderbrook Yurt is located in Warrensburg, 33 km from Six Flags Great Escape And Splashwater Kingdom and 46 km from Hudson Falls Historic District.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 9 reviews

    Situated in Warrensburg, 25 km from Fort William Henry and 32 km from Six Flags Great Escape And Splashwater Kingdom, Adirondack Mountains Cottage Near Gore Mountain!

  • Adirondack Adventuring

    Brant Lake
    Budget options available

    Adirondack Adventuring is a beachfront property set in Brant Lake, 40 km from Fort William Henry and 47 km from Six Flags Great Escape And Splashwater Kingdom.

  • Antler Lake House

    North Creek
    Budget options available
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 3 reviews

    Located in North Creek in the New York region, Antler Lake House has a balcony. Guests can benefit from a terrace and a picnic area. The property features a restaurant with an outdoor dining area.