A stone waterfall in a forested area with a stone wall in the background.

Search Holiday Homes in Chester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

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 homes

1 bedroom, iron/ironing board, WiFi, bed sheets

Stylish & Modern Entire Private Suite - near NYC / minutes to Morristown

Stylish & Modern Entire Private Suite - near NYC / minutes to Morristown
Boonton
The price is £229
includes taxes & fees
3 Aug - 4 Aug
Stylish & Modern Entire Private Suite - near NYC / minutes to Morristown
Interior

Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains

Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Scotch Plains
9.0 out of 10, Wonderful, (9 reviews)
"When I arrived, the apartment was spotless. The host showed me where the thermostat was, so I was able to switch between AC and heat (Jersey in spring...prepare for all 4 seasons!). There is a family living upstairs, but they leave you alone and are so quiet, it's easy to forget someone lives upstairs. In my encounters with them, they were super nice. I would highly recommend this location, and would not hesitate to rent this apartment again."
United States
Sean
The price is £211
includes taxes & fees
19 Jul - 20 Jul
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Property grounds

1BR Rustic-Chic Barn Getaway with Private Fire Pit

1BR Rustic-Chic Barn Getaway with Private Fire Pit
Byram Township
The price is £210
includes taxes & fees
20 Jul - 21 Jul
1BR Rustic-Chic Barn Getaway with Private Fire Pit
TV

Historic Barn View Modern Newton House - Ground fl

Historic Barn View Modern Newton House - Ground fl
Frelinghuysen Township
The price is £112
includes taxes & fees
22 Jul - 23 Jul
Historic Barn View Modern Newton House - Ground fl
Exterior

Lee's House - Lakeview House w/ 3 bdrm & 1 bth

Lee's House - Lakeview House w/ 3 bdrm & 1 bth
Jefferson
10.0 out of 10, Exceptional, (14 reviews)
"Everything was well stocked, plenty of space, short walk to a nice restaurant and very comfortable. Would definitely stay again!"
United States
Deidre R.
The price is £333
includes taxes & fees
19 Jul - 20 Jul
Lee's House - Lakeview House w/ 3 bdrm & 1 bth
Dining

Pet-Friendly Home w/ Lake Views & Deck!

Pet-Friendly Home w/ Lake Views & Deck!
Stanhope
8.0 out of 10, Very good, (2 reviews)
"SUPER Clean, well-laid out, and just as advertised! The hosts were great, the check-in could not have been easier. We loved this place, even though it was only for one weekend."
United States
Brendan Q.
The price is £355
includes taxes & fees
22 Jul - 23 Jul
Pet-Friendly Home w/ Lake Views & Deck!
Property grounds

Luxury 2BR Lakefront w/ Dock & Kayaks

Luxury 2BR Lakefront w/ Dock & Kayaks
Hopatcong
9.8 out of 10, Exceptional, (14 reviews)
"Great view and stay."
United States
Byunghyun A.
The price is £431
includes taxes & fees
19 Jul - 20 Jul
Luxury 2BR Lakefront w/ Dock & Kayaks
TV

Historic Barn View Newton Farm House Unit

Historic Barn View Newton Farm House Unit
Frelinghuysen Township
10.0 out of 10, Exceptional, (2 reviews)
"Was easy to communicate with especially day of when we had some questions "
United States
Lauren L.
The price is £129
includes taxes & fees
19 Jul - 20 Jul
Historic Barn View Newton Farm House Unit
Exterior

Luxury 6BR Escape Near Lake State Park

Luxury 6BR Escape Near Lake State Park
Hopatcong
9.2 out of 10, Wonderful, (17 reviews)
"Very clean and very spacious."
United States
Philip F.
The price is £628
includes taxes & fees
21 Jul - 22 Jul
Luxury 6BR Escape Near Lake State Park
Property grounds

Cozy Lakefront House with a private dock and lakefront.

Cozy Lakefront House with a private dock and lakefront.
Hopatcong
9.8 out of 10, Exceptional, (6 reviews)
"The home was well appointed and had a beautiful view! Steve was very responsive to all our needs."
United States
Mary Jo Y.
The price is £750
includes taxes & fees
15 Aug - 16 Aug
Cozy Lakefront House with a private dock and lakefront.
Smart TV, fireplace

Lakefront Achieve Cabin / 3BR on 200-Acre Estate

Lakefront Achieve Cabin / 3BR on 200-Acre Estate
Blairstown
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful peaceful surrounding House has everything you need loved waking up in the morning and with two major wake up would love to come back in the summer"
United States
Christy M.
The price is £1,193
includes taxes & fees
21 Jul - 22 Jul
Lakefront Achieve Cabin / 3BR on 200-Acre Estate
Property grounds

Private Cozy 2BR Lakefront, 200-Acre Estate

Private Cozy 2BR Lakefront, 200-Acre Estate
Blairstown
8.0 out of 10, Very good, (2 reviews)
"The house was very lovely. Very private, very isolated, absolute peace and quiet. Just be a little cautious when driving on the property; especially when it snowed. Perfect weekend getaway. House was spacious and pleasant. Firewood was easy to access; just a little walking but it’s not bad. Host were fast to respond with anything. The house has basic necessities such as cookware and ingredients. House can be cold when entering. Heating set up is easy. Just let it warm up a while. Directions for...
United States
Thomas S.
The price is £557
includes taxes & fees
13 Aug - 14 Aug
Private Cozy 2BR Lakefront, 200-Acre Estate
Exterior

Secluded 6BR Luxury Estate Near NYC - Sleeps 14 - Private Forest Setting

Secluded 6BR Luxury Estate Near NYC - Sleeps 14 - Private Forest Setting
Morris Plains
The price is £2,852
includes taxes & fees
21 Jul - 22 Jul
Secluded 6BR Luxury Estate Near NYC - Sleeps 14 - Private Forest Setting
Property grounds

Dog Friendly Lake House with Lake Toys and Game Room 10 Person Capacity

Dog Friendly Lake House with Lake Toys and Game Room 10 Person Capacity
Jefferson
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate clean. Eric the host was amazing and easy to deal with. His response was immediate to our needs. My family and I enjoyed our stay at your house. I was amazed at how you took care of that house. I didn't have any pets. The only thing if I may mention is to have a screen to the living room balcony. That will keep mosquitoes out at night andcsave you on electricity for ac use. Thecweather was great and thecfresh air was enjoyable. I will definitely return to your...
United States
Nabila I.
The price is £1,231
includes taxes & fees
7 Aug - 8 Aug
Dog Friendly Lake House with Lake Toys and Game Room 10 Person Capacity
Terrace/patio

Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views

Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Glen Gardner
10.0 out of 10, Exceptional, (33 reviews)
"Great communication - beautiful property - highly recommend!"
United States
john w.
The price is £2,758
includes taxes & fees
20 Jul - 21 Jul
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Smart TV

World Cup Special: Spacious home in secluded woods close to events and NYC.

World Cup Special: Spacious home in secluded woods close to events and NYC.
Watchung
World Cup Special: Spacious home in secluded woods close to events and NYC.
Dining

3BD 102 Madison Ter

3BD 102 Madison Ter
Springfield
The price is £1,895
includes taxes & fees
21 Jul - 22 Jul
3BD 102 Madison Ter
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Hilton Garden Inn Rockaway

Hilton Garden Inn Rockaway

8/10 Good
"Room was clean, everything looked as it should. My only complaints were that half the channels on live TV did not work (said off air) and the shop by the front desk only had water for purchase. I did get the breakfast as part of my room package which did cost extra, and the food was good. It is cooked it order, not buffet style. Just a note. Staff was very friendly. A+ there!"
David 2-night trip
Posted 8 hours ago
Hilton Garden Inn Rockaway

Find out more about Chester

Chester Holiday Homes information

Number of reviews
80
Accommodation
109 Holiday Homes
Lowest Price
£112
Highest Price
£2,852