Chester Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Chester vacation rentals

TV

Historic Barn View Modern Newton House - Ground fl

Historic Barn View Modern Newton House - Ground fl
Frelinghuysen Township
The price is AED 602
AED 834 total
includes taxes & fees
15 Jul - 16 Jul
Historic Barn View Modern Newton House - Ground fl
Fridge, microwave, oven, stovetop

Convenient 3 Bed/1 Bath Home

Convenient 3 Bed/1 Bath Home
Livingston
The price is AED 1,098
AED 2,129 total
includes taxes & fees
1 Jul - 2 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 AED 444
AED 1,143 total
includes taxes & fees
25 Jun - 26 Jun
Cozy Rustic 2BR Retreat Near Park and Lakes
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 AED 331
AED 442 total
includes taxes & fees
24 Jun - 25 Jun
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
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 AED 496
AED 627 total
includes taxes & fees
29 Jun - 30 Jun
Mini Mansion rental suite, close to public transportation, train / buses
1 bedroom, WiFi

Town & Country Andover, NJ Area- Studio Unit

Town & Country Andover, NJ Area- Studio Unit
Newton
3.0 out of 10, (2 reviews)
"We came for 1 night on a weeknight, the room itself was fine but the next door neighbors (shared wall) were extremely loud (shouting after midnight) and smoking weed, which made our room smell. Would not recommend "
United States
Tyler M.
The price is AED 305
AED 472 total
includes taxes & fees
24 Jun - 25 Jun
Town & Country Andover, NJ Area- Studio Unit
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
8.8 out of 10, Excellent, (8 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 AED 463
AED 1,026 total
includes taxes & fees
29 Jun - 30 Jun
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Shower, hair dryer, towels, soap

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 AED 588
AED 1,433 total
includes taxes & fees
27 Jun - 28 Jun
Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
Smart TV

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

Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
Scotch Plains
The price is AED 409
AED 988 total
includes taxes & fees
7 Jul - 8 Jul
Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
1 bedroom, WiFi, bed sheets, wheelchair access

Tranquil 1-bedroom apartment nestled in the cozy corner of West Orange

Tranquil 1-bedroom apartment nestled in the cozy corner of West Orange
West Orange
10.0 out of 10, Exceptional, (1 review)
"Place was clean and had everything we needed. Great location as well."
United States
Hayden F.
The price is AED 507
AED 639 total
includes taxes & fees
1 Jul - 2 Jul
Tranquil 1-bedroom apartment nestled in the cozy corner of West Orange
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 AED 661
AED 1,697 total
includes taxes & fees
30 Jun - 1 Jul
Pet-Friendly Home w/ Lake Views & Deck!
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 AED 949
AED 1,548 total
includes taxes & fees
25 Jun - 26 Jun
Lakeview Cottage Near Restaurants & Wedding Venues
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 AED 422
AED 608 total
includes taxes & fees
1 Jul - 2 Jul
Town & Country Andover, NJ Area Apt- 2nd Fl
Fridge, microwave, oven, stovetop

Luxury 2BR Home | 2.5 Baths & Modern Comfort

Luxury 2BR Home | 2.5 Baths & Modern Comfort
Caldwell
The price is AED 794
AED 1,972 total
includes taxes & fees
24 Jun - 25 Jun
Luxury 2BR Home | 2.5 Baths & Modern Comfort
TV

Historic Barn View Modern Country Newton House

Historic Barn View Modern Country Newton House
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 AED 639
AED 858 total
includes taxes & fees
20 Jul - 21 Jul
Historic Barn View Modern Country Newton House
Desk, iron/ironing board, travel crib, WiFi

Convenient 3 Bed/1 Bath Home

Convenient 3 Bed/1 Bath Home
Livingston
The price is AED 1,263
AED 2,344 total
includes taxes & fees
2 Jul - 3 Jul
Convenient 3 Bed/1 Bath Home
House (3 Bedrooms) | 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 AED 738
AED 1,689 total
includes taxes & fees
30 Jun - 1 Jul
Pet-friendly Home w/ Lake Views & Deck!
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 AED 744
AED 926 total
includes taxes & fees
24 Jun - 25 Jun
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
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.
Luxury 6BR Escape Near Lake State Park
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

Madison Hotel

Madison Hotel

10/10 Excellent
"Everything I’d expect from a big brand that I am used to with a nice restaurant and bar attached in a great area. Looks like a good place for an event also."
Gary 1-night trip
Posted 4 hours ago
Madison Hotel

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, we offer vacation rentals in Chester near Alstede Farms, or you can choose a 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 vacation home rentals in Chester?

Luxury 2BR Lakefront w/ Dock & Kayaks: Located near Chester, this vacation home rental offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 vacation rental in Chester like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Chester. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.