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

Chester Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Chester holiday rentals

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 HK$988
HK$2,206 total
includes taxes & fees
8 Jul - 9 Jul
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Fridge, microwave, oven, stovetop

Lakeview Cottage Near Restaurants & Wedding Venues

Lakeview Cottage Near Restaurants & Wedding Venues
Lake Hopatcong
9.8 out of 10, Exceptional, (29 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Jenna was a wonderful host—very responsive and helpful. Everything was smooth and stress-free. Would definitely stay again!"
United States
Bana S.
The price is HK$2,096
HK$3,406 total
includes taxes & fees
7 Jul - 8 Jul
Lakeview Cottage Near Restaurants & Wedding Venues
Front of property

Pet-friendly Home w/ Lake Views & Deck!

Pet-friendly Home w/ Lake Views & Deck!
3.0 star property
Stanhope
The price is HK$1,874
HK$3,699 total
includes taxes & fees
7 Jul - 8 Jul
Pet-friendly Home w/ Lake Views & Deck!
Dining

Town & Country Andover NJ Area Apt -1st Fl

Town & Country Andover NJ Area Apt -1st Fl
Newton
The price is HK$1,137
HK$1,578 total
includes taxes & fees
7 Jul - 8 Jul
Town & Country Andover NJ Area Apt -1st Fl
Fridge, microwave, oven, stovetop

Convenient 3 Bed/1 Bath Home

Convenient 3 Bed/1 Bath Home
Livingston
The price is HK$973
HK$2,766 total
includes taxes & fees
7 Jul - 8 Jul
Convenient 3 Bed/1 Bath Home
Property grounds

Cozy Rustic 2BR Retreat Near Park and Lakes

Cozy Rustic 2BR Retreat Near Park and Lakes
Byram Township
10.0 out of 10, Exceptional, (2 reviews)
"rental was very clean, comfortable and private, just as the pictures depict, however the living room was more spacious than the pictures show. Great location, not far from supermarket or major HWY, but enough so it was quiet. Would definitely stay there again"
United States
Shirlgary W.
The price is HK$1,368
HK$2,971 total
includes taxes & fees
2 Aug - 3 Aug
Cozy Rustic 2BR Retreat Near Park and Lakes
Property grounds

Luxury 2BR Lakefront w/ Dock & Kayaks

Luxury 2BR Lakefront w/ Dock & Kayaks
Hopatcong
10.0 out of 10, Exceptional, (13 reviews)
"Great view and stay."
United States
Byunghyun A.
The price is HK$2,565
HK$4,487 total
includes taxes & fees
7 Jul - 8 Jul
Luxury 2BR Lakefront w/ Dock & Kayaks
Interior

AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC

AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
Plainfield
5.8 out of 10, (7 reviews)
"I had a great time"
United States
joshua M.
The price is HK$706
HK$945 total
includes taxes & fees
7 Jul - 8 Jul
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
Private kitchen

2 Apts, 2bd 2ba, Sleeps 10, Clean & Reliable, Near NYC

2 Apts, 2bd 2ba, Sleeps 10, Clean & Reliable, Near NYC
Scotch Plains
The price is HK$2,322
HK$5,073 total
includes taxes & fees
10 Jul - 11 Jul
2 Apts, 2bd 2ba, Sleeps 10, Clean & Reliable, Near NYC
Exterior

Mini Mansion rental suite, close to public transportation, train / buses

Mini Mansion rental suite, close to public transportation, train / buses
Plainfield
The price is HK$1,059
HK$1,339 total
includes taxes & fees
8 Jul - 9 Jul
Mini Mansion rental suite, close to public transportation, train / buses
Exterior

Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac

Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
Scotch Plains
10.0 out of 10, Exceptional, (2 reviews)
"Don was great, very quick with communication and helpful whenever we needed something! The place is in a nice neighborhood with plenty of backyard space. We’re kind of tall people so at times it felt a bit compact but it suited us well for the timing and price. Don provided us with everything to use the fire pit, which we were very excited to do but it was cold and rainy most of the weekend. Would definitely stay again! "
United States
Austin Jared P.
The price is HK$1,412
HK$3,258 total
includes taxes & fees
8 Jul - 9 Jul
Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
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 HK$1,482
HK$3,703 total
includes taxes & fees
7 Jul - 8 Jul
Pet-Friendly Home w/ Lake Views & Deck!
TV

Historic Barn View Modern Newton House - Ground fl

Historic Barn View Modern Newton House - Ground fl
Frelinghuysen Township
The price is HK$1,184
HK$1,663 total
includes taxes & fees
27 Jul - 28 Jul
Historic Barn View Modern Newton House - Ground fl
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 HK$2,265
HK$5,540 total
includes taxes & fees
7 Jul - 8 Jul
Luxury 6BR Escape Near Lake State Park
Exterior

MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)

MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Plainfield
7.6 out of 10, Good, (7 reviews)
"It was nice and would be a steal for a few couples combined)."
United States
James
The price is HK$1,588
HK$1,977 total
includes taxes & fees
8 Jul - 9 Jul
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
1 bedroom, desk, WiFi, bed sheets

1BR Rustic-Chic Barn Getaway with Private Fire Pit

1BR Rustic-Chic Barn Getaway with Private Fire Pit
Byram Township
The price is HK$1,009
HK$2,555 total
includes taxes & fees
6 Aug - 7 Aug
1BR Rustic-Chic Barn Getaway with Private Fire Pit
Fridge, microwave, oven, stovetop

Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC

Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
Scotch Plains
10.0 out of 10, Exceptional, (3 reviews)
"The home was beautifully decorated and well-stocked with plenty of dishes and towels—perfect for a family of four. The owner was very responsive, quickly addressing any concerns we had. Communication was seamless, and they truly went above and beyond to ensure we had a great stay. I would definitely stay here again!"
United States
diana m.
The price is HK$927
HK$2,216 total
includes taxes & fees
20 Jul - 21 Jul
Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
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 HK$2,053
HK$3,496 total
includes taxes & fees
7 Jul - 8 Jul
Lee's House - Lakeview House w/ 3 bdrm & 1 bth
Front of property

Luxury Log Cabin w/ EV Charger & Mtn Views!

Luxury Log Cabin w/ EV Charger & Mtn Views!
3.0 star property
Blairstown
The price is HK$3,898
HK$7,217 total
includes taxes & fees
2 Aug - 3 Aug
Luxury Log Cabin w/ EV Charger & Mtn Views!
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

HYATT house Branchburg / Bridgewater

HYATT house Branchburg / Bridgewater

10/10 Excellent
"great!!!!!!"
sami 1-night trip
Posted 1 hour ago
HYATT house Branchburg / Bridgewater

Find out more about Chester

Search for holiday rentals in Chester on Expedia! 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

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Alstede Farms, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its shopping and restaurants. Make sure you have time to check out the parks while you're in the area.

What are some of the best holiday rentals that Chester has to offer?

Unforgettable sunset view, on the porch…: This holiday home rental outside of Chester is on a lake, and equipped with air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

What’s there to see and do in Chester?

Chubb Park and Kay Environmental Center are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Alstede Farms and Hacklebarney State Park.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.