Photo by Kristin Patton

Chester Holiday Rentals

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Holiday Rentals in Chester

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

2.0 star property
Chester
10.0 out of 10, Exceptional, (11)
"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."
United States
Donna V.
Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester

1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths

Plainfield
10.0 out of 10, Exceptional, (35)
"It was exactly as described, very spacious and comfortable and a great kitchen with everything we needed to cook. Location is also close to some nice restaurants and a nice park."
United States
Rohullah Z.
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths

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

Glen Gardner
10.0 out of 10, Exceptional, (33)
"Great communication - beautiful property - highly recommend!"
United States
john w.
The price is HK$19,433
HK$28,684 total
includes taxes & fees
19 Nov - 20 Nov
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views

New Renovated vacation house

Jefferson
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. "
United States
Rob K.
New Renovated vacation house

Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.

Lake Hopatcong
10.0 out of 10, Exceptional, (1)
"It was absolutely lovely and clean. The lake view was gorgeous and the host was kind and responsive. I would not recommend the house for families with small children because the house is furnished with a lot of light-colored furniture and area rugs—not a good mix with toddlers. Overall, we were very pleased with our stay. Highly recommend!"
United States
Christina R.
Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.

Historic Country Estate with Fabulous Pool & Pool House!

Union Township
10.0 out of 10, Exceptional, (39)
"Fabulous house and pool! Jeff was great to deal with. Hope to return sometime!"
United States
Patty E.
Historic Country Estate with Fabulous Pool & Pool House!

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

Morristown
8.8 out of 10, Excellent, (14)
"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!"
United States
Steve J.
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown

Lakefront Family Retreat~Private Pool~Game Room

Newton
Lakefront Family Retreat~Private Pool~Game Room

Unforgettable sunset view, on the porch…

Hopatcong
9.2 out of 10, Wonderful, (59)
"Excellent stay, great host & very clean place! Thank you!"
United States
Austin F.
Unforgettable sunset view, on the porch…

Spacious 4-bedroom house with WiFi and AC in Union. 2mnts to majors HW.

Union
8.0 out of 10, Very good, (1)
"Decent. A/c didn't work for first 3 days"
United States
Michael G.
Spacious 4-bedroom house with WiFi and AC in Union. 2mnts to majors HW.

Private Lofts Duplexes with Skylights

Franklin Township
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$840
HK$1,093 total
includes taxes & fees
23 Nov - 24 Nov
Private Lofts Duplexes with Skylights

Lake Hopatcong Lake House w/Private Dock and Grill

Lake Hopatcong
9.8 out of 10, Exceptional, (22)
"Beautiful place. Enjoyed our stay"
United States
William D.
Lake Hopatcong Lake House w/Private Dock and Grill

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

Plainfield
The price is HK$1,049
HK$1,327 total
includes taxes & fees
30 Nov - 1 Dec
Mini Mansion rental suite, close to public transportation, train / buses

Charming Lake House w/ Large Dock

Hopatcong
9.8 out of 10, Exceptional, (8)
"Great stay. Beautiful place "
United States
Joseph M.
The price is HK$816
HK$2,229 total
includes taxes & fees
19 Nov - 20 Nov
Charming Lake House w/ Large Dock

Comfortable, spacious, basement, 1bdrm apartment, sleeps 4

Jefferson
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$1,511
HK$2,121 total
includes taxes & fees
26 Nov - 27 Nov
Comfortable, spacious, basement, 1bdrm apartment, sleeps 4

Cozy Lakefront House with a private dock and lakefront.

Hopatcong
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$1,749
HK$5,494 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Lakefront House with a private dock and lakefront.

Historic Barn View Newton Farm House

Frelinghuysen Township
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$1,314
HK$2,324 total
includes taxes & fees
23 Nov - 24 Nov
Historic Barn View Newton Farm House

BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom

Jefferson
9.6 out of 10, Exceptional, (17)
"Very nice property, backyard is ideal for large group hang outs. Owner is very responsive and ensures that everything that could be needed is provided. Would definitely recommend for large group looking for a nice lake trip"
United States
Jason A.
The price is HK$5,426
HK$8,616 total
includes taxes & fees
19 Nov - 20 Nov
BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom

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

Lake Hopatcong
10.0 out of 10, Exceptional, (27)
"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$1,166
HK$2,564 total
includes taxes & fees
20 Nov - 21 Nov
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

Cozy Cabin with Hot Tub, Private Lake & Game Room

Sparta Township
9.4 out of 10, Exceptional, (18)
"The house was very accommodating for our stay with family and friends. It was clean and had a lot of games for the whole group to enjoy! Great, quiet location and walking distance to the lake. The owner was helpful and very easy to communicate with. We really enjoyed our stay here!"
United States
H B.
Cozy Cabin with Hot Tub, Private Lake & 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.
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Top Chester Hotel Reviews

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?

1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths : This holiday home rental outside of Chester offers a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 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.