Chester Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Chester holiday rentals

Property grounds

Luxury 2BR Lakefront w/ Dock & Kayaks

Luxury 2BR Lakefront w/ Dock & Kayaks
Hopatcong
10.0 out of 10, Exceptional, (11 reviews)
"Great stay. Beautiful place "
United States
Joseph M.
The price is HK$576
HK$1,924 total
includes taxes & fees
26 May - 27 May
Luxury 2BR Lakefront w/ Dock & Kayaks
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$2,154
HK$3,447 total
includes taxes & fees
25 May - 26 May
Lakeview Cottage Near Restaurants & Wedding Venues
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, (1 review)
"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$1,136
HK$2,901 total
includes taxes & fees
6 Jun - 7 Jun
Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
Dining

Town & Country Andover NJ Area Apt -1st Fl

Town & Country Andover NJ Area Apt -1st Fl
Newton
The price is HK$830
HK$1,215 total
includes taxes & fees
25 May - 26 May
Town & Country Andover NJ Area Apt -1st Fl
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
8.6 out of 10, Excellent, (7 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$987
HK$2,203 total
includes taxes & fees
3 Jun - 4 Jun
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
TV, fireplace

Town & Country Andover, NJ Area Apt- 2nd Fl

Town & Country Andover, NJ Area Apt- 2nd Fl
Andover Township
6.4 out of 10, (6 reviews)
"Great host! Very nice apartment with everything you could need. "
United States
Madison P.
The price is HK$830
HK$1,215 total
includes taxes & fees
26 May - 27 May
Town & Country Andover, NJ Area Apt- 2nd Fl
Fridge, microwave, oven, stovetop

1bd 1ba Private Apartment Newly Constructed

1bd 1ba Private Apartment Newly Constructed
Scotch Plains
10.0 out of 10, Exceptional, (2 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$1,340
HK$2,731 total
includes taxes & fees
8 Jun - 9 Jun
1bd 1ba Private Apartment Newly Constructed
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$2,197
HK$3,655 total
includes taxes & fees
24 May - 25 May
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
10.0 out of 10, Exceptional, (1 review)
"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$1,402
HK$3,563 total
includes taxes & fees
26 May - 27 May
Pet-Friendly Home w/ Lake Views & Deck!
Desk, iron/ironing board, travel cot, WiFi

Convenient 3 Bed/1 Bath Home

Convenient 3 Bed/1 Bath Home
Livingston
The price is HK$1,703
HK$3,696 total
includes taxes & fees
22 Jun - 23 Jun
Convenient 3 Bed/1 Bath Home
Exterior

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

Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Hopatcong
9.4 out of 10, Exceptional, (13 reviews)
"Great host and location. Easy to find and easy to park!"
United States
Daniel S.
The price is HK$3,502
HK$6,589 total
includes taxes & fees
18 Jun - 19 Jun
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
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$1,575
HK$3,603 total
includes taxes & fees
26 May - 27 May
Pet-friendly Home w/ Lake Views & Deck!
TV

Luxury 2BR Home | 2.5 Baths & Modern Comfort

Luxury 2BR Home | 2.5 Baths & Modern Comfort
Caldwell
Luxury 2BR Home | 2.5 Baths & Modern Comfort
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$2,861
HK$5,411 total
includes taxes & fees
25 May - 26 May
Luxury 6BR Escape Near Lake State Park
Fridge, microwave, oven, stovetop

BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom

BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom
Jefferson
9.0 out of 10, Wonderful, (18 reviews)
"Very attentive hosts. Great location."
United States
Gwen V.
The price is HK$5,468
HK$8,754 total
includes taxes & fees
2 Jun - 3 Jun
BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom
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 HK$4,426
HK$8,918 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Lakefront House with a private dock and lakefront.
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 HK$19,583
HK$29,524 total
includes taxes & fees
3 Jun - 4 Jun
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Dining

3BD 102 Madison Ter

3BD 102 Madison Ter
Springfield
The price is HK$13,318
HK$19,105 total
includes taxes & fees
26 May - 27 May
3BD 102 Madison Ter
Interior

3BD 102 Madison Ter

3BD 102 Madison Ter
2.0 star property
Springfield
The price is HK$18,486
HK$24,339 total
includes taxes & fees
4 Jun - 5 Jun
3BD 102 Madison Ter
Iron/ironing board, Internet, bed sheets

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 HK$39,170
HK$53,388 total
includes taxes & fees
21 Jun - 22 Jun
Secluded 6BR Luxury Estate Near NYC - Sleeps 14 - Private Forest Setting
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

Red Carpet Inn

Red Carpet Inn

4/10 Poor
"No balcony access, door to balcony boarded up. No restaurants, just nasty couldn't even stay all night"
lee 1-night trip
Posted less than an hour ago
Red Carpet Inn

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?

Historic Country Estate with Fabulous Pool & Pool House!: This holiday home rental outside of Chester is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a patio and a selection of games.

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.