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Holiday homes in Chestertown

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

Searching for a holiday home in Chestertown (Florida)? Explore a great selection of vacation homes in Chestertown to find the one that best fits to your needs, starting from $128 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chestertown and region (20 miles)
Retreat on the Pond in Chestertown, USA

Retreat on the Pond

Holiday home in Chestertown, Florida
Situated in Chestertown, 35 km from Fort William Henry and 42 km from Six Flags Great Escape and Splashwater Kingdom, Retreat on the Pond features acc...
  • Parking

Superb 3 Reviews 9.3

from $375.66 Show details »

Upstate Escape Near Schroon River and North Creek! in Warrensburg, USA

Upstate Escape Near Schroon River and No...

Holiday home in Warrensburg near Chestertown, Florida
Situated 42 km from Six Flags Great Escape and Splashwater Kingdom, 42 km from Six Flags Great Escape Lodge and 50 km from Fort Ticonderoga, Upstate E...
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $128.00 Show details »

River Retreat in Brant Lake, USA

River Retreat

Holiday home in Brant Lake near Chestertown, Florida
Offering free WiFi and river views, River Retreat is an accommodation set in Brant Lake.
  • Pets allowed

no reviews

from $232.00 Show details »

Lakeside Vibes in Chestertown, USA

Lakeside Vibes

Holiday home in Chestertown, Florida
Located in Chestertown, 39 km from Fort William Henry, Lakeside Vibes provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Fabulous 1 Reviews 9.0

from $570.65 Show details »

Whit's End in Chestertown, USA

Whit's End

Holiday home in Chestertown, Florida
Whits End is situated in Chestertown, 36 km from Six Flags Great Escape and Splashwater Kingdom and 49 km from Hudson Falls Historic District, in an a...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • TV
  • Iron

Exceptional 1 Reviews 10.0

from $320.00 Show details »

Hideaway Chalet in Chestertown, USA

Hideaway Chalet

Holiday home in Chestertown, Florida
Located in Chestertown, 25 km from Fort William Henry and 32 km from Six Flags Great Escape and Splashwater Kingdom, Hideaway Chalet provides accommod...
  • Parking

Exceptional 3 Reviews 9.7

from $384.67 Show details »

Chestertown Hideaway with Lake and Beach Access! in Chestertown, USA

Chestertown Hideaway with Lake and Beach...

Holiday home in Chestertown, Florida
Chestertown Hideaway with Lake and Beach Access! offers accommodation in Chestertown, 48 km from Six Flags Great Escape and Splashwater Kingdom and 48...
  • Parking

Fabulous 2 Reviews 9.0

from $414.00 Show details »

Basic Adirondack Camp in Chestertown, USA

Basic Adirondack Camp

Holiday home in Chestertown, Florida
Basic Adirondack Camp is situated in Chestertown, 48 km from Six Flags Great Escape and Splashwater Kingdom and 48 km from Six Flags Great Escape Lodg...
  • Parking

Very good 1 Reviews 8.0

from $183.43 Show details »

Hunerburg White House in Chestertown, USA

Hunerburg White House

Holiday home in Chestertown, Florida
Located in Chestertown, 43 km from Fort William Henry, Hunerburg White House provides accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $228.00 Show details »

Moonbeams & Fireflies in Chestertown, USA

Moonbeams & Fireflies

Holiday home in Chestertown, Florida
Boasting mountain views, Moonbeams & Fireflies provides accommodation with a balcony and a coffee machine, around 43 km from Fort William Henry.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Very good 3 Reviews 8.3

from $319.33 Show details »

Sagevick Cabin in Chestertown, USA

Sagevick Cabin

Holiday home in Chestertown, Florida
Situated in Chestertown, 43 km from Fort William Henry, Sagevick Cabin features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $176.21 Show details »

Pine's Way Camp in Chestertown, USA

Pine's Way Camp

Holiday home in Chestertown, Florida
Situated in Chestertown, 28 km from Fort William Henry, Pines Way Camp features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Fabulous 5 Reviews 8.6

from $302.67 Show details »

Peaceful Lakeside Retreat with Private Beach in Chestertown, USA

Peaceful Lakeside Retreat with Private B...

Holiday home in Chestertown, Florida , 11 Overlook Lane North
Boasting mountain views, Peaceful Lakeside Retreat with Private Beach provides accommodation with a patio and a coffee machine, around 24 km from Fort...
  • Parking

Superb 3 Reviews 9.3

from $290.00 Show details »

Hudson Riverside Cottage in Chestertown, USA

Hudson Riverside Cottage

Holiday home in Chestertown, Florida
Hudson Riverside Cottage is set in Chestertown.
  • Parking

no reviews

from $225.57 Show details »

Riverside Bliss in Chestertown, USA

Riverside Bliss

Holiday home in Chestertown, Florida
Situated in Chestertown, 44 km from Fort William Henry, Riverside Bliss features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $404.84 Show details »

Pleasant View Chalet in Brant Lake, USA

Pleasant View Chalet

Holiday home in Brant Lake near Chestertown, Florida
Situated in Brant Lake in the New York State region, Pleasant View Chalet features a balcony and lake views.
  • Parking

no reviews

from $258.00 Show details »

Adirondack Mountains Cottage Near Gore Mountain! in Warrensburg, USA

Adirondack Mountains Cottage Near Gore M...

Holiday home in Warrensburg near Chestertown, Florida
Situated in Warrensburg in the New York State region, Adirondack Mountains Cottage on The Hudson River! features a patio.
  • Parking
  • Internet facilities
  • Air conditioning
  • Iron
  • Refrigerator

Exceptional 5 Reviews 9.8

from $219.00 Show details »

Sweet 2 Bedroom Cottage in Adirondack, USA

Sweet 2 Bedroom Cottage

Holiday home in Adirondack near Chestertown, Florida
Sweet 2 Bedroom Cottage offers accommodation in Adirondack, 44 km from Fort William Henry.
  • Parking

no reviews

from $194.33 Show details »

Remember When in Adirondack, USA

Remember When

Holiday home in Adirondack near Chestertown, Florida
Remember When offers accommodation in Adirondack, 44 km from Fort William Henry.
  • Parking

Fabulous 1 Reviews 9.0

from $214.00 Show details »

Adirondack Adventuring in Brant Lake, USA

Adirondack Adventuring

Holiday home in Brant Lake near Chestertown, Florida
Set in Brant Lake, 40 km from Fort William Henry, Adirondack Adventuring offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $412.86 Show details »

The Sun and Ski - Adirondack Home in Adirondack, USA

The Sun and Ski - Adirondack Home

Holiday home in Adirondack near Chestertown, Florida
Located in Adirondack, 44 km from Fort William Henry, The Sun and Ski - Adirondack Home provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

no reviews

from $422.67 Show details »

Antler Lake House in North Creek, USA

Antler Lake House

Holiday home in North Creek near Chestertown, Florida
Located in North Creek, 36 km from Fort William Henry and 43 km from Six Flags Great Escape and Splashwater Kingdom, Antler Lake House provides air-co...
  • Parking
  • Pets allowed

Good 4 Reviews 7.5

from $425.02 Show details »

River Road Treehouse Retreat in Warrensburg, USA

River Road Treehouse Retreat

Holiday home in Warrensburg near Chestertown, Florida
River Road Treehouse Retreat is located in Warrensburg, 27 km from Fort William Henry and 35 km from Six Flags Great Escape and Splashwater Kingdom, i...
  • Parking

Good 4 Reviews 7.3

from $215.28 Show details »

Beaver Pond Lodge in Brant Lake, USA

Beaver Pond Lodge

Holiday home in Brant Lake near Chestertown, Florida
Situated in Brant Lake, 46 km from Fort William Henry, Beaver Pond Lodge features accommodation with a garden, free WiFi, an ATM, and a concierge serv...
  • Parking
  • Pets allowed

no reviews

from $227.33 Show details »

Leisure by the Lake in Brant Lake, USA

Leisure by the Lake

Holiday home in Brant Lake near Chestertown, Florida
Located in Brant Lake, 44 km from Fort William Henry and 42 km from Fort Ticonderoga, Leisure by the Lake provides accommodation with free WiFi, air c...
  • Parking

Fabulous 2 Reviews 9.0

from $277.80 Show details »

Number of Holiday homes in Chestertown 71
Number of guest ratings 96
Average price per night $367.96
Lowest price per night $128.00
Highest price per night $1.648.00

Most popular Holiday-homes in Chestertown

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

Cheapest Holiday-homes in Chestertown

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

Most booked Holiday-homes in Chestertown

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

Holiday homes in Chestertown (Florida), comfortable and familiar

Staying in a holiday or vacation home in Chestertown 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 Chestertown 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 Chestertown 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