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Chester Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Chester holiday rentals

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

Holiday Home in Scotch Plains

Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
2.0 star property
8.0 out of 10, Very good, (4)
"Very clean, comfortable and safe. Thank you. "
United States
M M.
The price is HK$981
HK$2,182 total
includes taxes & fees
3 Jan - 4 Jan
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Microwave, oven, stovetop, dishwasher
Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac

Apartment in Scotch Plains

Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
10.0 out of 10, Exceptional, (1)
"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$856
HK$2,493 total
includes taxes & fees
12 Jan - 13 Jan
Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
Fridge, microwave, oven, stovetop
Historic Barn View Newton Farm House

Holiday Home in Frelinghuysen Township

Historic Barn View Newton Farm House
10.0 out of 10, Exceptional, (1)
"Was easy to communicate with especially day of when we had some questions "
United States
Lauren L.
The price is HK$934
HK$1,333 total
includes taxes & fees
4 Jan - 5 Jan
Historic Barn View Newton Farm House
Exterior
Mini Mansion rental suite, close to public transportation, train / buses

Apartment in Plainfield

Mini Mansion rental suite, close to public transportation, train / buses
The price is HK$1,051
HK$1,329 total
includes taxes & fees
3 Jan - 4 Jan
Mini Mansion rental suite, close to public transportation, train / buses
Fridge, stovetop
Town & Country Andover 1st Floor 2 Bedroom

Apartment in Newton

Town & Country Andover 1st Floor 2 Bedroom
The price is HK$709
HK$1,072 total
includes taxes & fees
5 Jan - 6 Jan
Town & Country Andover 1st Floor 2 Bedroom
Terrace/patio
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views

Holiday Home in Glen Gardner

Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
10.0 out of 10, Exceptional, (33)
"Great communication - beautiful property - highly recommend!"
United States
john w.
The price is HK$19,458
HK$29,335 total
includes taxes & fees
2 Feb - 3 Feb
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Fridge, microwave, oven, stovetop
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

Cottage in Lake Hopatcong

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
9.8 out of 10, Exceptional, (29)
"This cottage was very clean and well organized.The host was very responsive.I would definitely stay here again "
United States
Ken B.
The price is HK$2,140
HK$3,425 total
includes taxes & fees
4 Jan - 5 Jan
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Property grounds
Cozy Lakefront House with a private dock and lakefront.

Holiday Home in Hopatcong

Cozy Lakefront House with a private dock and lakefront.
9.8 out of 10, Exceptional, (6)
"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$1,440
HK$5,179 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Lakefront House with a private dock and lakefront.
Fridge, microwave, oven, stovetop
1bd 1ba Private Apartment Newly Constructed

Apartment in Scotch Plains

1bd 1ba Private Apartment Newly Constructed
2.0 star property
The price is HK$1,238
HK$2,414 total
includes taxes & fees
4 Jan - 5 Jan
1bd 1ba Private Apartment Newly Constructed
Exterior
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)

Apartment in Plainfield

MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
7.6 out of 10, Good, (7)
"It was nice and would be a steal for a few couples combined)."
United States
James
The price is HK$1,577
HK$1,963 total
includes taxes & fees
5 Jan - 6 Jan
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Private kitchen
Country vicinity & Modern Living

Holiday Home in Randolph

Country vicinity & Modern Living
The price is HK$1,090
HK$2,087 total
includes taxes & fees
23 Jan - 24 Jan
Country vicinity & Modern Living
Terrace/patio
Comfortable, spacious, basement, 1bdrm apartment, sleeps 4

Apartment in Jefferson

Comfortable, spacious, basement, 1bdrm apartment, sleeps 4
10.0 out of 10, Exceptional, (1)
"It is a gorgeous space with everything that you may need for a beautiful stay. The apartment is very organized, clean and welcoming. The back yard is absolutely amazing in nature. The house has a pool which you can use with prior authorization from the owner. The host/owner is very polite and resourceful. We will be coming back. "
United States
JOSE A
The price is HK$1,513
HK$2,124 total
includes taxes & fees
15 Jan - 16 Jan
Comfortable, spacious, basement, 1bdrm apartment, sleeps 4
Exterior
Lakeview House w/ 3 bdrm & 1 bth - newly renovated

Holiday Home in Jefferson

Lakeview House w/ 3 bdrm & 1 bth - newly renovated
2.0 star property
10.0 out of 10, Exceptional, (13)
"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$2,569
HK$4,041 total
includes taxes & fees
3 Jan - 4 Jan
Lakeview House w/ 3 bdrm & 1 bth - newly renovated
1 bedroom, iron/ironing board, WiFi, bed sheets
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC

Apartment in Plainfield

AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
5.8 out of 10, (7)
"I had a great time"
United States
joshua M.
The price is HK$701
HK$938 total
includes taxes & fees
3 Jan - 4 Jan
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
Microwave, oven, stovetop, dishwasher
Beautiful Lakefront Retreat w/ Deck & Views!

Holiday Home in Newton

Beautiful Lakefront Retreat w/ Deck & Views!
2.0 star property
The price is HK$2,180
HK$6,036 total
includes taxes & fees
3 Jan - 4 Jan
Beautiful Lakefront Retreat w/ Deck & Views!
Beach nearby, sun-loungers, beach towels
BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom

Holiday Home in Jefferson

BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom
9.6 out of 10, Exceptional, (17)
"Great stay! Comfortable bed and living room. Nice gas fire pit. Good location"
United States
Miles M.
The price is HK$4,125
HK$6,700 total
includes taxes & fees
10 Jan - 11 Jan
BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom
2 bedrooms, WiFi, bed sheets
3BD 102 Madison Ter

Holiday Home in Springfield

3BD 102 Madison Ter
The price is HK$13,237
HK$20,203 total
includes taxes & fees
5 Jan - 6 Jan
3BD 102 Madison Ter
Stovetop, cookware/dishes/utensils
Town & Country Andover 2nd Floor Area Apartment

Apartment in Andover Township

Town & Country Andover 2nd Floor Area Apartment
2.0 star property
5.6 out of 10, (5)
"Overall good stay at this location. Was there for a wedding and was able to contact the property management clearly and on time. Shopping and amenities nearby and was central to our venue. Would recommend, only complaint if I had one is the heat wouldn't stay on while we were gone for the day but heated up once we set it at night. "
United States
Kalin L.
The price is HK$701
HK$1,063 total
includes taxes & fees
5 Jan - 6 Jan
Town & Country Andover 2nd Floor Area Apartment
Exterior
5 min to Lake/ Chic&Cozy/ Hot Tub, 5 min to Lake/ Chic&Cozy/ Hot Tub

Holiday Home in Sparta

5 min to Lake/ Chic&Cozy/ Hot Tub, 5 min to Lake/ Chic&Cozy/ Hot Tub
The price is HK$2,873
HK$5,273 total
includes taxes & fees
4 Jan - 5 Jan
5 min to Lake/ Chic&Cozy/ Hot Tub, 5 min to Lake/ Chic&Cozy/ Hot Tub
Lobby
Private Lofts Duplexes with Skylights

Aparthotel in Franklin Township

Private Lofts Duplexes with Skylights
2.0 out of 10, (2)
"The property is not well-maintained, and the condition of the furniture is poor."
United States
Hua-Chen C.
The price is HK$841
HK$1,094 total
includes taxes & fees
3 Jan - 4 Jan
Private Lofts Duplexes with Skylights
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 Regency Morristown

Hyatt Regency Morristown

10/10 Excellent
"We just arrived, so no breakfast yet. There is a cafe in the ground floor and the coffee is great. Everything is perfect so far. "
Mary Ellen 1-night trip
Posted 20 hours ago
Hyatt Regency Morristown

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:

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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?

Beautiful Large Home in the Heart of Morristown- FIFA host and more!!: This holiday home rental outside of Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.