Holiday rentals in Chestertown - Casamundo base64Hash Holiday rentals in Chestertown - Casamundo

Holiday rentals in Chestertown

Anytime
Guests
Anytime
Guests
28 accommodations available

  • Price per night

    • Up to £100
    • £100 - £199
    • From £200

  • Accommodation types

    • Apartment
    • House
    • Farmhouse

  • Distance to centre

    • 2 mi
    • 3 mi
    • Any

  • Rating

    • 4.5+
    • 4+

  • Services

    • WiFi
    • Kitchen
    • Pool
    • Air conditioning
    • TV
    • Washing machine
    • Balcony/patio
    • Parking
    • Microwave
    • Dishwasher
    • Garden
    • Hot tub
    • Fireplace
    • Cot

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended holiday lettings in Chestertown

Find your perfect holiday home, apartment or cottage in Chestertown from just £78 per night!

Cottage Chestertown
200 m² cottage ∙ 11 guests ∙ 4 bedrooms
Chestertown, Chester, New York, United States
This delightful cottage in Chestertown accommodates up to 11 guests and features a warm fireplace, a fully equipped kitchen, and convenient parking, perfect for a memorab...
from £246
per night
Outstanding(1 rating)
from £246
per night
Check prices
House Chestertown
130 m² house ∙ 8 guests ∙ 4 bedrooms
Chestertown, Chester, New York, United States
This delightful house rental in Chestertown accommodates up to 8 guests, offering a stunning lakeview, a charming garden, a cozy fireplace, and convenient parking just st...
from £195
per night
Outstanding(53 ratings)
from £195
per night
Check prices
House Chestertown
372 m² house ∙ 18 guests ∙ 6 bedrooms
Chestertown, Chester, New York, United States
This spacious house rental in Chestertown accommodates up to 18 guests, featuring a private pool, garden, and fireplace, perfect for family gatherings and pet-friendly es...
from £269
per night
Very good(55 ratings)
from £269
per night
Check prices
House Chestertown
87 m² house ∙ 8 guests ∙ 1 bedroom
Chestertown, Chester, New York, United States
This spacious house in Warrensburg offers stunning mountain and lake views, a fireplace, hot tub, and a family-friendly kitchen. Perfect for up to 8 guests, with ample pa...
from £214
per night
Outstanding(26 ratings)
from £214
per night
Check prices
House Chestertown
House ∙ 6 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
This delightful house rental in Chestertown offers stunning lake and mountain views, a relaxing hot tub, family-friendly amenities, a fireplace, and a spacious garden—per...
from £78
per night
Outstanding(39 ratings)
from £78
per night
Check prices
Lodge Chestertown
186 m² lodge ∙ 8 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
Experience the perfect family getaway in this spacious lodge in Chestertown, featuring a garden, hot tub, and fireplace. With room for eight and pet-friendly amenities, i...
from £163
per night
Outstanding(54 ratings)
from £163
per night
Check prices
House Chestertown
House ∙ 7 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
This delightful house rental in Chestertown accommodates up to 7 guests, featuring a cosy fireplace, a family-friendly kitchen, pet-friendly options, and convenient parki...
from £157
per night
Outstanding(26 ratings)
from £157
per night
Check prices
House Chestertown
House ∙ 9 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
This spacious house rental in Warrensburg welcomes pets and features a fireplace, fully equipped kitchen, garden, and parking for up to nine guests, making it perfect for...
from £204
per night
Outstanding(5 ratings)
from £204
per night
Check prices
House Chestertown
264 m² house ∙ 10 guests ∙ 6 bedrooms
Chestertown, Chester, New York, United States
This spacious house rental in Brant Lake offers stunning mountain views, a hot tub, and a family-friendly garden, perfect for gatherings of up to 10 people. Enjoy cozy ev...
from £414
per night
Excellent(37 ratings)
from £414
per night
Check prices
House Chestertown
188 m² house ∙ 6 guests ∙ 4 bedrooms
Chestertown, Chester, New York, United States
A delightful house rental in Chestertown, perfect for families, featuring a garden, fireplace, and fully equipped kitchen. With parking available, this spacious retreat a...
from £228
per night
Very good(44 ratings)
from £228
per night
Check prices
House Chestertown
House ∙ 6 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
This delightful house rental in Chestertown accommodates up to six guests and features a welcoming fireplace, a family-friendly kitchen, a lovely garden, a relaxing hot t...
from £157
per night
Outstanding(15 ratings)
from £157
per night
Check prices
House Chestertown
House ∙ 8 guests ∙ 4 bedrooms
Chestertown, Chester, New York, United States
This stunning house rental in Chestertown accommodates up to 8 guests, featuring a pool, fireplace, kitchen, and beautiful lake and mountain views, all in a family-friend...
from £245
per night
Outstanding(23 ratings)
from £245
per night
Check prices
Farmhouse Chestertown
195 m² farmhouse ∙ 7 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
This delightful farmhouse rental in Chestertown accommodates up to 7 guests and features a spacious kitchen, a charming garden, and ample parking. Ideal for a memorable g...
from £201
per night
Very good(4 ratings)
from £201
per night
Check prices
House Chestertown
House ∙ 6 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
This delightful house rental in Chestertown accommodates up to 6 guests and features a pool, fireplace, kitchen, and family-friendly garden with stunning lake and mountai...
from £286
per night
Outstanding(22 ratings)
from £286
per night
Check prices
House Chestertown
121 m² house ∙ 10 guests ∙ 3 bedrooms
Chestertown, Chester, New York, United States
A beautiful Brant Lake house rental, perfect for families and pets, accommodating up to 10 guests. Enjoy the garden, waterside views, a fireplace, and a spacious balcony ...
from £259
per night
Excellent(30 ratings)
from £259
per night
Check prices

Holiday homes with a patio or terrace

Sunset serenity: Book your Chestertown holiday rental with a private terrace - relaxation awaits!

House Chestertown
from £178 per night
2 guests ∙ 1 bedroom

48 m² House

4.8
Outstanding(23 ratings)
Chestertown, Chester, New York, United States
Balcony/Patio
Check prices
Chalet Chestertown
from £161 per night
8 guests ∙ 4 bedrooms

201 m² Chalet

5.0
Outstanding(95 ratings)
Chestertown, Chester, New York, United States
Balcony/Patio
Check prices
House Chestertown
from £262 per night
7 guests ∙ 3 bedrooms

154 m² House

5.0
Outstanding(87 ratings)
Chestertown, Chester, New York, United States
Balcony/Patio
Check prices
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Holiday homes with a pool

Ready to dive in? Holiday homes with pools await in Chestertown - reserve your rental!

House Chestertown
from £357 per night
9 guests ∙ 4 bedrooms

243 m² House

5.0
Outstanding(14 ratings)
Chestertown, Chester, New York, United States
Pool
Check prices
Apartment Chestertown
from £120 per night
6 guests ∙ 2 bedrooms

100 m² Apartment

4.8
Outstanding(40 ratings)
Chestertown, Chester, New York, United States
Pool
Check prices
House Chestertown
from £350 per night
22 guests ∙ 7 bedrooms

300 m² House

5.0
Outstanding(125 ratings)
Chestertown, Chester, New York, United States
Pool
Check prices
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Frequently asked questions

What are the most popular accommodations in Chestertown?

The most popular accommodation types in Chestertown are house rentals and cabin. With 28 accommodations in Chestertown, the perfect holiday home is only one click away.

What does it cost to rent a holiday home in Chestertown?

With Casamundo you can find rentals in Chestertown starting at £78. On average, you will stay in a 160 m² (Cabin) or a 171 m² (House rentals).

Do you also offer accommodations that are suitable for groups in Chestertown ?

We have a great range of accommodations for groups in Chestertown. On average, the house rentals has space for 8 guests.

Top cities to visit

Most popular holiday destinations around Chestertown

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