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Holiday homes in Chestertown (Page 3)

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)
The Villas on Lake George in Diamond Point, USA

The Villas on Lake George

Villa in Diamond Point near Chestertown, Florida , 3908 Lake Shore Drive
This lakefront resort boasts an outdoor heated pool and on-site water sports facilities.
  • Parking
  • Family rooms
  • Spa and wellness centre
  • Outdoor pool
  • Swimming pool

Good 42 Reviews 7.6

from $210.00 Show details »

The Barn on Bartman in Johnsburg, USA

The Barn on Bartman

Holiday home in Johnsburg near Chestertown, Florida
The Barn on Bartman is set in Johnsburg.
  • Pets allowed

no reviews

from $411.74 Show details »

Brook Sound Cabin in Schroon Lake, USA

Brook Sound Cabin

Holiday home in Schroon Lake near Chestertown, Florida
Situated in Schroon Lake, 2.9 km from Schroon Lake Beach and 41 km from Fort Ticonderoga, Brook Sound Cabin provides accommodation with amenities such...
  • Parking
  • Pets allowed

Good 8 Reviews 7.7

from $190.64 Show details »

Lost Pond Cabin in Schroon Lake, USA

Lost Pond Cabin

Holiday home in Schroon Lake near Chestertown, Florida
Located in Schroon Lake, 45 km from Fort Ticonderoga, Lost Pond Cabin provides accommodation with a garden, free WiFi, an ATM, and a concierge service...
  • Parking
  • Pets allowed

Superb 4 Reviews 9.3

from $222.74 Show details »

Amber Lantern One-Bedroom Cottage in Lake George, USA

Amber Lantern One-Bedroom Cottage

Holiday home in Lake George near Chestertown, Florida , 3601 Lake Shore Drive
Featuring an outdoor pool, Amber Lantern One-Bedroom Cottage is located in Lake George, just 12 minutes’ drive from Lake George Beach.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Good 37 Reviews 7.9

from $165.00 Show details »

Amber Lantern Duplex Cottage in Lake George, USA

Amber Lantern Duplex Cottage

Holiday home in Lake George near Chestertown, Florida , 3601 Lake Shore Drive
Featuring an outdoor pool and table tennis, this Lake George holiday home is just 6.2 km from Fort William Henry.
  • Parking
  • Pets allowed
  • Family rooms
  • Swimming pool
  • Swimming Pool

Superb 10 Reviews 9.4

from $250.00 Show details »

Amber Lantern Two-Bedroom Cottage in Lake George, USA

Amber Lantern Two-Bedroom Cottage

Holiday home in Lake George near Chestertown, Florida , 3601 Lake Shore Drive
Offering an outdoor pool and table tennis Amber Lantern Two-Bedroom Cottage is located in Lake George, just 12 minutes’ drive from Adirondack Outlet...
  • Parking
  • Pets allowed
  • Family rooms
  • Swimming pool
  • Swimming Pool

Very good 17 Reviews 8.6

from $185.00 Show details »

Amber Lantern Efficiency Cottage in Lake George, USA

Amber Lantern Efficiency Cottage

Holiday home in Lake George near Chestertown, Florida , 3601 Lake Shore Drive
Featuring an outdoor pool and table tennis, Amber Lantern Efficiency Cottage is located in Lake George, just 15 minutes drive from Six Flags Great Esc...
  • Parking
  • Family rooms
  • Swimming pool
  • Swimming Pool

Good 25 Reviews 7.9

from $155.00 Show details »

English Brook Cottages in Lake George, USA

English Brook Cottages

Lodge in Lake George near Chestertown, Florida , 2888 Route 9 English Brook Cottages
Situated in Lake George in the New York State region and Shepards Park Beach reachable within 3 km, English Brook Cottages features accommodation with...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Fabulous 59 Reviews 8.8

from $203.00 Show details »

Waterfront Home on Lake George with Boat Dock! in Queensbury, USA

Waterfront Home on Lake George with Boat...

Holiday home in Queensbury near Chestertown, Florida
Situated in Queensbury, 12 km from Fort William Henry and 18 km from Six Flags Great Escape and Splashwater Kingdom, Waterfront Home on Lake George wi...
  • Parking

no reviews

from $360.43 Show details »

Takundewide Retreat in Lake George, USA

Takundewide Retreat

Holiday home in Lake George near Chestertown, Florida
Set in Lake George in the New York State region, Takundewide Retreat features a patio and mountain views.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • TV

Superb 2 Reviews 9.5

from $297.57 Show details »

Adirondack Sunrise Lodge in Lake George, USA

Adirondack Sunrise Lodge

Lodge in Lake George near Chestertown, Florida , 2736 Route 9
Located in Lake George in the New York State region and Shepards Park Beach reachable within 1.8 km, Adirondack Sunrise Lodge provides accommodation w...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Very good 87 Reviews 8.0

from $116.82 Show details »

The Gold Eagle in Lake George, USA

The Gold Eagle

Lodge in Lake George near Chestertown, Florida , 3041 Lake Shore Drive
Featuring an outdoor swimming pool, The Gold Eagle is located in Lake George.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 19 Reviews 8.3

from $145.00 Show details »

Waterfront Lake George Cabin Walk to Water in Lake George, USA

Waterfront Lake George Cabin Walk to Wat...

Holiday home in Lake George near Chestertown, Florida
Situated 2.8 km from Shepards Park Beach, 3.4 km from Fort William Henry and 12 km from Six Flags Great Escape and Splashwater Kingdom, Waterfront Lak...
  • Parking

no reviews

from $354.00 Show details »

Seven Dwarfs Motel & Cabins in Lake George, USA

Seven Dwarfs Motel & Cabins

Lodge in Lake George near Chestertown, Florida , 468 Canada Street
Located off Interstate 87, this Lake George property offers private cabins with a cable TV and a patio.
  • Parking
  • Family rooms
  • Swimming pool
  • Swimming Pool

Good 109 Reviews 7.0

from $125.35 Show details »

Adirondack Farmhouse in Quaint Lake George Town in Hague, USA

Adirondack Farmhouse in Quaint Lake Geor...

Holiday home in Hague near Chestertown, Florida , 20 Split Rock Road
Boasting a garden and barbecue facilities, Adirondack Farmhouse in Quaint Lake George Town provides accommodation in Hague with free WiFi and garden v...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $118.75 Show details »

Thirteenth Lake Chalet with Deck, Walk to Water! in North River, USA

Thirteenth Lake Chalet with Deck, Walk t...

Holiday home in North River near Chestertown, Florida
Located in North River, Thirteenth Lake Chalet with Deck, Walk to Water! provides accommodation with a balcony and free WiFi.
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • Hairdryer

no reviews

from $426.29 Show details »

Schroon River Bend Getaway in Schroon Lake, USA

Schroon River Bend Getaway

Holiday home in Schroon Lake near Chestertown, Florida
Set in Schroon Lake, within 36 km of Fort Ticonderoga, Schroon River Bend Getaway offers accommodation with free WiFi, air conditioning and a garden.
  • Pets allowed

no reviews

from $265.33 Show details »

Overlook Chalet in Hague, USA

Overlook Chalet

Holiday home in Hague near Chestertown, Florida
Set in Hague, 600 metres from Hague Town Beach Park, Overlook Chalet offers accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $260.33 Show details »

Family-Friendly Retreat Less Than 1 Mi to Lake George in Lake George, USA

Family-Friendly Retreat Less Than 1 Mi t...

Holiday home in Lake George near Chestertown, Florida
Located in Lake George, 600 metres from Shepards Park Beach, less than 1 km from Lake George Dog Beach and a 12-minute walk from Million Dollar Beach,...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $459.00 Show details »

Paradox Hill House in Schroon Lake, USA

Paradox Hill House

Holiday home in Schroon Lake near Chestertown, Florida
Set in Schroon Lake, 29 km from Fort Ticonderoga, Paradox Hill House offers accommodation with a garden, free WiFi, an ATM, and a concierge service.
  • Parking

Pleasant 1 Reviews 7.0

from $208.33 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