Chester Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Chester vacation 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
8.0 out of 10, Very Good, (5 reviews)
"The apartment was clean. Good communication with the host. "
United States
Sheila S.
The price is ￥19,989
￥44,304 total
includes taxes & fees
Apr 20 - Apr 21
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Fridge, microwave, oven, stovetop

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
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 ￥43,626
￥69,802 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Dining

Pet-Friendly Home w/ Lake Views & Deck!

Pet-Friendly Home w/ Lake Views & Deck!
Stanhope
The price is ￥26,176
￥69,366 total
includes taxes & fees
Apr 20 - Apr 21
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 ￥21,892
￥30,468 total
includes taxes & fees
Apr 19 - Apr 20
Town & Country Andover NJ Area Apt -1st 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 ￥24,272
￥51,631 total
includes taxes & fees
May 18 - May 19
1bd 1ba Private Apartment Newly Constructed
Property grounds

Luxury 2BR Lakefront w/ Dock & Kayaks

Luxury 2BR Lakefront w/ Dock & Kayaks
Hopatcong
9.8 out of 10, Exceptional, (10 reviews)
"Great stay. Beautiful place "
United States
Joseph M.
The price is ￥26,301
￥57,045 total
includes taxes & fees
Apr 21 - Apr 22
Luxury 2BR Lakefront w/ Dock & Kayaks
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 ￥29,348
￥70,128 total
includes taxes & fees
Apr 20 - Apr 21
Pet-friendly Home w/ Lake Views & Deck!
Exterior

Lakeview House w/ 3 bdrm & 1 bth - newly renovated

Lakeview House w/ 3 bdrm & 1 bth - newly renovated
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 ￥52,351
￥82,334 total
includes taxes & fees
Apr 20 - Apr 21
Lakeview House w/ 3 bdrm & 1 bth - newly renovated
Private kitchen

Luxury 2BR Home | 2.5 Baths & Modern Comfort

Luxury 2BR Home | 2.5 Baths & Modern Comfort
Caldwell
The price is ￥31,744
￥80,973 total
includes taxes & fees
Apr 19 - Apr 20
Luxury 2BR Home | 2.5 Baths & Modern Comfort
1 bedroom, iron/ironing board, internet, bed sheets

Beautiful 1 Bed/1 Bath- Steps to Town Center

Beautiful 1 Bed/1 Bath- Steps to Town Center
Caldwell
The price is ￥19,886
￥55,551 total
includes taxes & fees
Apr 19 - Apr 20
Beautiful 1 Bed/1 Bath- Steps to Town Center
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 ￥37,177
￥83,711 total
includes taxes & fees
May 6 - May 7
Luxury 6BR Escape Near Lake State Park
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 ￥17,133
￥51,398 total
includes taxes & fees
May 4 - May 5
Charming 1-BR 1st Flr apt in Scotch Plains - Full Kitchen on a quiet cul-de-sac
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 ￥21,892
￥30,468 total
includes taxes & fees
Apr 20 - Apr 21
Town & Country Andover, NJ Area Apt- 2nd Fl
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 ￥83,286
￥172,715 total
includes taxes & fees
Apr 20 - Apr 21
Cozy Lakefront House with a private dock and lakefront.
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 ￥110,731
￥177,263 total
includes taxes & fees
Apr 23 - Apr 24
BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom
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 ￥63,932
￥123,900 total
includes taxes & fees
May 6 - May 7
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Private kitchen

Steps to Town Center - Amazing 1 Bed/1 Bath!

Steps to Town Center - Amazing 1 Bed/1 Bath!
Caldwell
The price is ￥22,622
￥59,011 total
includes taxes & fees
Apr 19 - Apr 20
Steps to Town Center - Amazing 1 Bed/1 Bath!
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 ￥396,600
￥597,941 total
includes taxes & fees
Apr 20 - Apr 21
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
House (3 Bedrooms) | Interior

3BD 102 Madison Ter

3BD 102 Madison Ter
2.0 star property
Springfield
The price is ￥335,048
￥456,938 total
includes taxes & fees
May 3 - May 4
3BD 102 Madison Ter
Dining

3BD 102 Madison Ter

3BD 102 Madison Ter
Springfield
The price is ￥269,688
￥402,746 total
includes taxes & fees
Apr 21 - Apr 22
3BD 102 Madison Ter
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

Embassy Suites by Hilton Parsippany

Embassy Suites by Hilton Parsippany

8/10 Good
"The room was clean and the Breakfast was generous and awesome. The staff’s are very friendly"
Jean 1-night trip
Posted 9 hours ago
Embassy Suites by Hilton Parsippany

Find out more about Chester

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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?

1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths : This vacation home rental near Chester offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.