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Chester Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Chester holiday rentals

Desk, free WiFi, individually furnished, bed sheets

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
The price is RM477
RM1,103 total
includes taxes & fees
28 Jul - 29 Jul
Cottage Suites
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

Jellystone Park Gardiner

Jellystone Park Gardiner
3.0 star property
Gardiner
Jellystone Park Gardiner
Private kitchen

Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is RM2,108
RM2,595 total
includes taxes & fees
22 Jul - 23 Jul
Carriage House Apartment Goshen NY
Interior

Hike, Ski & Explore: Otisville Retreat w/ Yard!

Hike, Ski & Explore: Otisville Retreat w/ Yard!
3.0 star property
Otisville
The price is RM1,605
RM3,224 total
includes taxes & fees
24 Jul - 25 Jul
Hike, Ski & Explore: Otisville Retreat w/ Yard!
7 bedrooms

West Point Summer Pool Jacuzzi Events Pets OK

West Point Summer Pool Jacuzzi Events Pets OK
2.0 star property
Cornwall
The price is RM3,960
RM6,874 total
includes taxes & fees
21 Jul - 22 Jul
West Point Summer Pool Jacuzzi Events Pets OK
Front of property

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is RM986
RM1,679 total
includes taxes & fees
21 Jul - 22 Jul
Hike & Fish: Outdoor Retreat Near Trails
Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is RM863
RM1,399 total
includes taxes & fees
13 Aug - 14 Aug
Close to Trails: Studio w/ Water Views
Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is RM865
RM2,107 total
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Interior

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
3.0 star property
Monroe
The price is RM1,260
RM2,978 total
includes taxes & fees
2 Aug - 3 Aug
Family Home Close to Warwick, 5 Mi to Lake!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

10/10 Excellent
"Love it all"
Christina 1-night trip
Posted 1 hour ago
LEGOLAND Hotel NEW York

Find out more about Chester

Search for holiday rentals in Chester on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Castle Fun Center, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Chester. Make sure you have time to check out the ski areas and coffee shops during your trip.

How many holiday rentals are there in Chester?

Expedia has 10 holiday rentals for your stay in Chester.

What can I see and do in Chester?

Cultural attractions include Museum Village and Sugar Loaf Performing Arts Center, whereas The Rock Sports Complex is one spot to enjoy nature. You’ll find favourite places to visit such as LEGOLAND® New York and Woodbury Common Premium Outlets in the wider area.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.