A park with a curved road, wooden fences, and trees with autumn leaves.

Chester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chester vacation rentals

A hotel room with two beds, a kitchenette, a TV, and a wooden floor.

1. Studiores By Marriott Piscataway Somerset

Studiores By Marriott Piscataway Somerset
4.0 star property
Piscataway
10.0 out of 10, Exceptional, (1 review)
"This is a great place to stay for a night or a year. Its conveniently located near a convenience store, the amenities are fantastic and its clean. My only recommendation for staff is to triple-check the cleanliness of the towels. Because this is a new property, you still have time to ensure this small issue is corrected immediately. I appreciate the accommodation and look forward to my next visit."
United States
Richard
$127 nightly
The price is $145
Nov 15 - Nov 16
Total with taxes and fees
Studiores By Marriott Piscataway Somerset
A dock with chairs and a table by a lake, a small building on the water, and a forested hill in the background.

2. Luxury 2BR Lakefront w/ Dock & Kayaks

Luxury 2BR Lakefront w/ Dock & Kayaks
Hopatcong
9.6 out of 10, Exceptional, (15 reviews)
"Great view and stay."
United States
Byunghyun A.
$271 nightly
The price is $309
Nov 8 - Nov 9
Total with taxes and fees
Luxury 2BR Lakefront w/ Dock & Kayaks
Living area

3. Lovely 2-bedroom apartment on a horse farm in charming Bedminster NJ

Lovely 2-bedroom apartment on a horse farm in charming Bedminster NJ
Bedminster
$304 nightly
The price is $337
Nov 5 - Nov 6
Total with taxes and fees
Lovely 2-bedroom apartment on a horse farm in charming Bedminster NJ
A spacious living area with a pool table, sofas, and a wooden coffee table.

4. Secluded 6BR Retreat Near Lake Hopatcong

Secluded 6BR Retreat Near Lake Hopatcong
Roxbury Township
$838 nightly
The price is $928
Nov 5 - Nov 6
Total with taxes and fees
Secluded 6BR Retreat Near Lake Hopatcong
A dock with a Yamaha boat, a stone retaining wall, and a blue house with a balcony.

5. 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, (14 reviews)
"Great host and location. Easy to find and easy to park!"
United States
Daniel S.
$460 nightly
The price is $522
Nov 9 - Nov 10
Total with taxes and fees
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
A rustic outdoor setting with a fire pit, benches, and a small shed.

6. 1BR Rustic-Chic Barn Getaway with Private Fire Pit

1BR Rustic-Chic Barn Getaway with Private Fire Pit
Byram Township
8.8 out of 10, Excellent, (3 reviews)
"Cute one bedroom tucked out of sight and off the road, but close to restaurants, grocery and campus (8 miles from Centenary University). Communication with host was detailed and helpful, including restaurant recommendations."
United States
Tonya K.
$252 nightly
The price is $280
Nov 10 - Nov 11
Total with taxes and fees
1BR Rustic-Chic Barn Getaway with Private Fire Pit
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dining area with a round table and two chairs.

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

Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
Scotch Plains
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place and perfect spot for us visiting family in Cranford, Fanwood and Elizabeth."
United States
Tim B.
$227 nightly
The price is $252
Nov 5 - Nov 6
Total with taxes and fees
Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
A kitchen with white cabinets, a stainless steel microwave, and a marble countertop.

8. Lakeview Cottage Near Restaurants & Wedding Venues

Lakeview Cottage Near Restaurants & Wedding Venues
Lake Hopatcong
9.8 out of 10, Exceptional, (31 reviews)
"The property is close to everything on the lake. Everything about our stay was smoothly done and top notch."
United States
Mark
$336 nightly
The price is $336
Dec 1 - Dec 2
Total with taxes and fees
Lakeview Cottage Near Restaurants & Wedding Venues
Room

9. Lux Lakeview Experience Sleep 8

Lux Lakeview Experience Sleep 8
Hopatcong
10.0 out of 10, Exceptional, (1 review)
"Clean rooms and a great view"
United States
Rocco D.
$765 nightly
The price is $869
Nov 5 - Nov 6
Total with taxes and fees
Lux Lakeview Experience Sleep 8
A waterfront building with a sign reading 'The Windlass,' featuring a row of wooden paddle boats.

10. 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, (19 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.
$365 nightly
The price is $365
Dec 1 - Dec 2
Total with taxes and fees
Lee's House - Lakeview House w/ 3 bdrm & 1 bth
A wooden deck with a table and chairs, overlooking a lake with houses in the background.

11. 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, (7 reviews)
"Very beautiful home right on the lake and very responsive hosts. Highly recommend."
United States
Mo H.
$670 nightly
The price is $761
Nov 30 - Dec 1
Total with taxes and fees
Cozy Lakefront House with a private dock and lakefront.
A hallway with a fireplace, a door with glass panels, and framed pictures on the walls.

12. 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.
$102 nightly
The price is $112
Nov 5 - Nov 6
Total with taxes and fees
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
A cozy room with a stone fireplace, a sofa, a small table with a vase, and a rug.

13. Near NYC / Fireplace / Ski / Pets Ok

Near NYC / Fireplace / Ski / Pets Ok
Blairstown
$268 nightly
The price is $268
Nov 5 - Nov 6
Total with taxes and fees
Near NYC / Fireplace / Ski / Pets Ok
A modern RV interior with a kitchenette, a dining area, and a TV mounted on the wall.

14. Private 17-Acre Family & Group Retreat in the Woods

Private 17-Acre Family & Group Retreat in the Woods
Lebanon Township
10.0 out of 10, Exceptional, (1 review)
"Stop looking! You’ve just found the perfect spot to unplug from work and the city, and spend a few days with family and friends in close contact with nature! There is plenty of space for both indoor and outdoor recreational and sports activities. Off the top of my head, I can mention pool, shuffleboard, board games, badminton, bucket golf, frisbee, cornhole, and a giant hammock that was a huge hit and the kids' favorite spot. We also brought our own volleyball net and soccer goals for family...
United States
Ivan S.
$618 nightly
The price is $687
Nov 10 - Nov 11
Total with taxes and fees
Private 17-Acre Family & Group Retreat in the Woods
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

15. Historic Barn View | Cozy Ground Level Retreat

Historic Barn View | Cozy Ground Level Retreat
Frelinghuysen Township
$97 nightly
The price is $105
Dec 1 - Dec 2
Total with taxes and fees
Historic Barn View | Cozy Ground Level Retreat
Living Room (1)

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

Town & Country Andover, NJ Area Apt- 2nd Fl
Andover Township
6.8 out of 10, (8 reviews)
"Great host! Very nice apartment with everything you could need. "
United States
Madison P.
$143 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
Town & Country Andover, NJ Area Apt- 2nd Fl
A building entrance with a 'welcome' sign, a red circular logo, and a covered walkway.

17. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Piscataway
10.0 out of 10, Exceptional, (3 reviews)
"Affordable spot with solid WiFi and private bathroom. Exactly what I wanted for the price."
United States
Anonymous traveler
$86 nightly
The price is $99
Dec 1 - Dec 2
Total with taxes and fees
1 King Bed | Non-Smoking
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

18. Mini Mansion rental suite, close to public transportation, train / buses

Mini Mansion rental suite, close to public transportation, train / buses
Plainfield
$147 nightly
The price is $163
Nov 5 - Nov 6
Total with taxes and fees
Mini Mansion rental suite, close to public transportation, train / buses
A modern apartment with a kitchen, dining area, and living room.

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

Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
Scotch Plains
10.0 out of 10, Exceptional, (1 review)
"Great location, nice and clean, exactly like the pictures."
United States
Frederic K.
$261 nightly
The price is $290
Nov 29 - Nov 30
Total with taxes and fees
Private 1BR Apt, 2BD 1BA, Sleeps 5, Clean & Reliable, Near NYC
A spacious living area with a sofa, a coffee table, and a patterned rug. A staircase leads to an upper floor, and a kitchen area is visible in the background.

20. Private and Cozy 2 Bedroom House with Amenities!

Private and Cozy 2 Bedroom House with Amenities!
Union Township
8.6 out of 10, Excellent, (20 reviews)
"It was really nice,host was great,neighbors were great and helpful!! I will stay there again"
United States
Kim M.
$209 nightly
The price is $232
Nov 5 - Nov 6
Total with taxes and fees
Private and Cozy 2 Bedroom House with Amenities!
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
"Another fantastic stay at The Madison Hotel in Morristown, the hometown of my wife. The a hotel is not only beautiful, it is also peaceful. Our King Room was exactly what we needed. It was immaculate, warm and the bed was very comfortable. We visit Morristown as often as we can and then we always stay at The Madison. A wonderful free breakfast every morning with everything that anyone want and plenty of it! The coffee, by the way, is the BEST and we ordered some after we returned home. We loved our stay! Plenty of free parking too. The Convent Station train is practically on the property so we hopped the train and took a small round trip. What a great time! Thank you to all."
Robert 2-night trip
Posted 6 hours ago
Madison Hotel

Find out more about Chester

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

New Modern Ranch Close to it All: This vacation home rental near 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 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.