Book Holiday Homes in Chester

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Featured Holiday Homes in Chester

New Modern Ranch Close to it All

New Modern Ranch Close to it All

Piscataway
Stay at this vacation home in Piscataway. Enjoy laundry facilities and air conditioning. Popular attractions Middlesex Mall and Triple C Ranch and Nature Center ...
Opens in a new windowNew Modern Ranch Close to it All
Historic 5-bedroom house with beautiful back yard suitable for private events.

Historic 5-bedroom house with beautiful back yard suitable for private events.

Succasunna, NJ
Stay at this vacation home in Succasunna. Enjoy a garden, laundry facilities, and patios. Popular attractions Roxbury Mall and Randolph Tennis Center are located ...
Opens in a new windowHistoric 5-bedroom house with beautiful back yard suitable for private events.
Unforgettable sunset view, on the porch…

Unforgettable sunset view, on the porch…

Hopatcong
Stay at this vacation home in Hopatcong. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Barnes Brothers Marina and Hopatcong State Park ...
Opens in a new windowUnforgettable sunset view, on the porch…
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Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.

Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.

Hackettstown
Stay at this vacation home in Hackettstown. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Stephens State Park and Farm View Golf Center ...
Opens in a new windowTotal privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
Stay at beautiful Leisure Lake Lodge

Stay at beautiful Leisure Lake Lodge

Andover
Book a stay at this family-friendly vacation home in Andover. Enjoy free WiFi, a water park, and a sauna. Popular attractions Raccoon Island and Bridge Marina ...
Opens in a new windowStay at beautiful Leisure Lake Lodge
Work from home in paradise

Work from home in paradise

Andover
Stay at this vacation home in Andover. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Raccoon Island and Bridge Marina are located ...
Opens in a new windowWork from home in paradise
Historic Country Estate with Fabulous Pool & Pool House!

Historic Country Estate with Fabulous Pool & Pool House!

Union Township
Book a stay at this family-friendly vacation home in Pittstown. Enjoy free WiFi, private pools, and laundry facilities. Our guests praise the pool in our reviews. ...
Opens in a new windowHistoric Country Estate with Fabulous Pool & Pool House!
Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.

Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.

Lake Hopatcong, NJ
Stay at this vacation home in Lake Hopatcong. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Bridge Marina and Raccoon Island ...
Opens in a new windowUpdated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.
 Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ

Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ

Hopatcong
The price is NZ$790 per night from 18 Nov to 19 Nov
NZ$790
18 Nov - 19 Nov
includes taxes & fees
Stay at this vacation home in Hopatcong. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Barnes Brothers Marina and Hopatcong ...
Opens in a new window Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
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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.

Chester Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chester vacation homes are the perfect way for you to wing it.

Holiday houses in Chester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chester adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chester with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Chester Holiday Homes essential information

Accommodation
78 Holiday Homes
Lowest Price
NZ$154
Highest Price
NZ$790
Popular accommodation
New Modern Ranch Close to it All, Historic 5-bedroom house with beautiful back yard suitable for private events., Unforgettable sunset view, on the porch…, Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres., Stay at beautiful Leisure Lake Lodge, Work from home in paradise , Historic Country Estate with Fabulous Pool & Pool House!, Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks., Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ

Top trending hotels in Chester

Sheraton Parsippany Hotel

Sheraton Parsippany Hotel

4 out of 5
199 Smith Rd, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$317 per night from 8 Nov to 9 Nov
NZ$317
8 Nov - 9 Nov
includes taxes & fees
Stay at this 4-star business-friendly hotel in Parsippany. Enjoy free parking, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff ...
Opens in a new windowSheraton Parsippany Hotel
Embassy Suites by Hilton Parsippany

Embassy Suites by Hilton Parsippany

3.5 out of 5
909 Parsippany Blvd, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 2 Nov to 3 Nov
NZ$154
2 Nov - 3 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Parsippany. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
Opens in a new windowEmbassy Suites by Hilton Parsippany
Sonesta Simply Suites Somerset

Sonesta Simply Suites Somerset

3 out of 5
41 Worlds Fair Dr, Somerset, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$163 per night from 2 Nov to 3 Nov
NZ$163
2 Nov - 3 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Somerset. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in ...
Opens in a new windowSonesta Simply Suites Somerset
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Embassy Suites by Hilton Piscataway Somerset

Embassy Suites by Hilton Piscataway Somerset

3.5 out of 5
121 Centennial Ave, Piscataway, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$215 per night from 2 Nov to 3 Nov
NZ$215
2 Nov - 3 Nov
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Piscataway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowEmbassy Suites by Hilton Piscataway Somerset
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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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^Subject to availability and chosen travel dates.