Photo by Kristin Patton

Chester Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 26 - Sep 28
Next weekend
Oct 3 - Oct 5

Vacation Rentals in Chester

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester
Interior

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester

2.0 star property
10.0 out of 10, Exceptional, (9)
"We loved our stay. The location was perfect to visit family, the house was clean, bright, with a lot of windows, and close to shopping. The yard is amazing (park-like), and very relaxing to just sit and look at. We'll be back the next time we visit NJ."
Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester
New Modern Ranch Close to it All
3 bedrooms, iron/ironing board, WiFi, bed sheets

New Modern Ranch Close to it All

6.6 out of 10, (4)
"Well-maintainedNice amenities"
New Modern Ranch Close to it All
Private and Cozy 2 Bedroom House with Amenities!
TV

Private and Cozy 2 Bedroom House with Amenities!

The price is ￥20,053
￥25,336 total
includes taxes & fees
Sep 25 - Sep 26
Private and Cozy 2 Bedroom House with Amenities!
Unforgettable sunset view, on the porch…
Exterior

Unforgettable sunset view, on the porch…

9.2 out of 10, Wonderful, (53)
"Excellent stay, great host & very clean place! Thank you!"
Unforgettable sunset view, on the porch…
Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!
Fridge, microwave, stovetop, coffee/tea maker

Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!

9.0 out of 10, Wonderful, (2)
"Home was well appointed for out-of-town family visiting."
The price is ￥35,205
￥61,976 total
includes taxes & fees
Sep 30 - Oct 1
Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown
Outdoor dining

Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown

8.8 out of 10, Excellent, (10)
"This is a really unique location but has everything we needed. It was comfy and enjoyable, and they were very flexible with our plans over the course of our stay!"
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (25)
"We had a great experience renting this property. Good location and the perfect size for our family. The outdoor areas were a huge bonus!"
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Historic Country Estate with Fabulous Pool & Pool House!
Outdoor pool, a heated pool

Historic Country Estate with Fabulous Pool & Pool House!

10.0 out of 10, Exceptional, (39)
"We had an incredible time on our family reunion at Jeff's house. The house is incredible, stocked, and exactly like the pics if not even better. Great location to go out or bring in food. Will definitely come back!"
Historic Country Estate with Fabulous Pool & Pool House!
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Exterior

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

9.4 out of 10, Exceptional, (10)
"Very clean with excellent air conditioning, comfortable patio, nice lake views. Be mindful of 107 stairs from the unit to the dock. Kayaking was fun. "
The price is ￥23,618
￥70,670 total
includes taxes & fees
Oct 7 - Oct 8
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Terrace/patio

Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views

10.0 out of 10, Exceptional, (33)
"Great communication - beautiful property - highly recommend!"
The price is ￥369,025
￥532,159 total
includes taxes & fees
Sep 25 - Sep 26
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Historic 5-bedroom house with beautiful back yard suitable for private events.
Outdoor dining

Historic 5-bedroom house with beautiful back yard suitable for private events.

The price is ￥59,044
￥74,322 total
includes taxes & fees
Oct 7 - Oct 8
Historic 5-bedroom house with beautiful back yard suitable for private events.
Stay at Chalet 11, 22
TV, fireplace, table tennis

Stay at Chalet 11, 22

10.0 out of 10, Exceptional, (1)
"Really nice stay at this property - hosts were responsive, and left everything in great condition for us. Definitely a spot we'd love to use again. "
The price is ￥155,433
￥236,619 total
includes taxes & fees
Sep 29 - Sep 30
Stay at Chalet 11, 22
Cheerful Cottage with hot tub
Outdoor spa tub

Cheerful Cottage with hot tub

10.0 out of 10, Exceptional, (16)
"Rented cottage for Christmas time, my family and I had such a nice time! Super clean and great location and views of lake! "
Cheerful Cottage with hot tub
Comfortable, spacious, basement, 1bdrm apartment, sleeps 4
Terrace/patio

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. "
The price is ￥28,695
￥40,284 total
includes taxes & fees
Oct 1 - Oct 2
Comfortable, spacious, basement, 1bdrm apartment, sleeps 4
New Cozy pristine home in Mountainside NJ, Mins to NYC free coffee, Smart Tvs +
3 bedrooms, iron/ironing board, WiFi, bed sheets

New Cozy pristine home in Mountainside NJ, Mins to NYC free coffee, Smart Tvs +

10.0 out of 10, Exceptional, (1)
"Clean, spacious, and well equipped. We had a great stay."
New Cozy pristine home in Mountainside NJ, Mins to NYC free coffee, Smart Tvs +
New Renovated vacation house
Property grounds

New Renovated vacation house

10.0 out of 10, Exceptional, (46)
"Our group had an amazing time, The house is as advertised and the host is extremely attentive and responsive. "
New Renovated vacation house
Elegant & Private Sparta Home – Pool, Deck, and Luxury Comfort
Property grounds

Elegant & Private Sparta Home – Pool, Deck, and Luxury Comfort

10.0 out of 10, Exceptional, (19)
"Absolutely stunning home and property! We can’t find one negative thing to say about our stay. It was a pleasure to dealing withthe owners. They were accommodating, prompt in responding and overall amazing. We simply did not want to leave. Everything was wonderful, EXTREMELY clean, quiet, relaxing and beautiful. I wish I took more pictures but we didn’t to disconnect from our electronics and phones to enjoy quality time as a family and this house made it easy to do!! We can’t recommend this...
Elegant & Private Sparta Home – Pool, Deck, and Luxury Comfort
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Exterior

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

7.4 out of 10, Good, (6)
"It was nice and would be a steal for a few couples combined)."
The price is ￥29,891
￥37,648 total
includes taxes & fees
Oct 1 - Oct 2
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Family Farm Estate: Private Outdoor Paradise with Two Houses, Pond, & Golf Range
Terrace/patio

Family Farm Estate: Private Outdoor Paradise with Two Houses, Pond, & Golf Range

10.0 out of 10, Exceptional, (8)
"Enjoyed the amenities, we used the peddle boat and row boat and hits some golf balls. Wish we had time for all the other amenities offered. "
Family Farm Estate: Private Outdoor Paradise with Two Houses, Pond, & Golf Range
Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room
Terrace/patio

Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room

8.0 out of 10, Very Good, (6)
"Good place and a nice time."
Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Embassy Suites by Hilton Piscataway Somerset

Embassy Suites by Hilton Piscataway Somerset

10/10 Excellent
"For business its a great deal. Used the gym and was well maintained with cold water and fresh towels (this says a lot about the cleanliness). "
Jose 2-night trip
Posted 4 days ago
Embassy Suites by Hilton Piscataway Somerset

Find out more about Chester

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

LAKEFRONT Level Lot Home with a Private Deck/Dock w/ 2 Kayaks & Paddle Boards: This vacation home near Chester is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

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.