Photo by Kristin Patton

Search Holiday Rentals in Chester

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Top Holiday Rentals in Chester

Exterior
HYATT house Parsippany-East
3.0 star property
9.0 out of 10, Wonderful, (1646)
"The property had amble space in the deluxe room and convenient parking. Close to major rail transit transportation for going into NYC. Not much space for a friendly walk but definitely possible to walk next door to some local plaza. Would recommend for those wanting to visit NYC for a day and staying a reasonable distance away from the city."
The price is 1 414 kr
per night
16 Jun - 17 Jun
HYATT house Parsippany-East
Fridge, microwave, oven, stovetop
Deluxe Harmony Duplex
2.0 out of 10, (1)
"The listing said there were 2 king beds and there was only one. The faces of the cabinets were falling off and one of the kitchen drawers was also busted. Cobwebs throughout the property. Holes in walls covered up by curtains. Electrical outlets that didn’t work. Broken toilet seat. Furniture and linens VERY different than shown. Basement does not look like what is shown. 2 bedrooms in basement (not shown) with no heat, and very dungeon looking. The beds are extremely uncomfortable. The listing...
Deluxe Harmony Duplex
Terrace/patio
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
10.0 out of 10, Exceptional, (30)
"An incredible property perfect for a big family gathering!"
The price is 27 693 kr
per night
21 May - 22 May
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
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Interior
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
9.8 out of 10, Exceptional, (12)
"Omg we brought so much stuff thinking it wouldn’t be at house but let me tell you it was so clean all supplies were there everything we needed the host was very accommodating! We really enjoyed ourselves we are looking forward to renting again! The best weekend ever!!!"
The price is 28 237 kr
per night
9 Jun - 10 Jun
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Property grounds
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
10.0 out of 10, Exceptional, (31)
"After a long day of work the home was the perfect retreat."
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Exterior
Unforgettable sunset view, on the porch…
9.4 out of 10, Exceptional, (36)
"This location was as advertised and convenient to all the area has to offer. It was a great home base and the owner was very accommodating and lovely."
Unforgettable sunset view, on the porch…
Interior
Family-friendly Stay in Morris Plains! Pets Allowed Here! Kitchen Available!
8.0 out of 10, Very good, (1)
"The room was very clean, except the towels were stained. The heat wasnt working and it was fixed immediately. Only other issue was certain tv channels did not work properly. There was some garbage and cigarette buts outside. The price was affordable. Overall i was happy. And would stay here again. Huge plus they allow pets for a small extra charge."
The price is 1 596 kr
per night
2 Jun - 3 Jun
Family-friendly Stay in Morris Plains! Pets Allowed Here! Kitchen Available!
Interior
Posh living Estates in Plainfield
10.0 out of 10, Exceptional, (1)
"The stay will was amazing as well as fhe accommodations!"
Posh living Estates in Plainfield
Property grounds
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
10.0 out of 10, Exceptional, (5)
"The property was perfect for us. The hosts were pleasant and thoughtful and very responsive. We throughly enjoyed our stay and will be back again."
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Property grounds
Scenic lakeside 4-bedroom house with sauna/hottub!
10.0 out of 10, Exceptional, (4)
"We came for an overnight stay for a family event. Instructions for checking in, getting in the house and parking were easy enough. The house was clean and the views of the lake were spectacular…so much better in person than in the photos! Would love to stay here again when I’m back in town."
The price is 5 733 kr
per night
21 May - 22 May
Scenic lakeside 4-bedroom house with sauna/hottub!
Property grounds
The Luxury modern home with pool
10.0 out of 10, Exceptional, (10)
"Host was great very responsive. House was beautiful Owner did a great job with modern renovations. Property was great for our ski trip only 22 minutes from mountain creek. I will definitely return to experience the property in the summer"
The Luxury modern home with pool
Property grounds
Waterfront Lake Hopatcong Vacation Rental w/ Dock
10.0 out of 10, Exceptional, (5)
"We needed a place for us, our adult child and husband to stay while visiting family. This was the perfect solution. Lots of space. Well appointed home. Beautiful spot next to the lake."
Waterfront Lake Hopatcong Vacation Rental w/ Dock
Pool
Cheerful 4-Bedroom Lake Home with fire place
9.8 out of 10, Exceptional, (7)
"Very comfortable stay. Super clean. Owner very responsive. Ideal location when visiting my son who lives further down the lake with his family."
Cheerful 4-Bedroom Lake Home with fire place
Outdoor pool, a heated pool
Historic Country Estate with Fabulous Pool & Pool House!
10.0 out of 10, Exceptional, (22)
"The property met all our needs. We stay on site the majority of the time. The few times we needed somethng the appropriate story was within a ten minute drive. Thank you for a wonderful stay."
Historic Country Estate with Fabulous Pool & Pool House!
Fridge, microwave, stovetop, dishwasher
Lovely House (Sleeps 16)
Lovely House (Sleeps 16)
Beach | Sun-loungers, beach towels
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
9.8 out of 10, Exceptional, (18)
"Jenna is a great host, lots of little special touches and great communication. Clean and enjoyable."
The price is 4 627 kr
per night
21 May - 22 May
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Property grounds
Charming Lake House w/ Large Dock
10.0 out of 10, Exceptional, (2)
"Everything went smooth, the instruction by host help a lot for check in and information. Paddle with Kayak is nice too."
The price is 3 781 kr
per night
19 Jun - 20 Jun
Charming Lake House w/ Large Dock
Property grounds
Millburn House w/ Deck - Walk to NYC Transit!
9.4 out of 10, Exceptional, (34)
"My family and I had a wedding to attend in NJ. We loved this place. It was clean and comfortable. We happened to meet Tracey, the host, when we arrived. She was very personable and we enjoyed talking with her. The neighborhood has lots of cute shops and places to eat. Everything is very close by."
Millburn House w/ Deck - Walk to NYC Transit!
Property grounds
Modern Lakefront at Sunset Cove Perfect for any occasion!
10.0 out of 10, Exceptional, (12)
"We had friends and family stay over for a birthday weekend and the house fit everyone really well. The pool table and mortal kombat was fun. I was a little shocked that the lake was drained but it was the first week in December and we still had a great time outside. We also had multiple comments about how much people liked the house and Rocco answer every question we had quickly and kindly."
Modern Lakefront at Sunset Cove Perfect for any occasion!
Terrace/patio
Stay at beautiful Leisure Lake Lodge
10.0 out of 10, Exceptional, (118)
"We enjoyed being able to visit with family here. Lots of activities for the kids to keep them entertained. Plenty of space for everyone!"
Stay at beautiful Leisure Lake Lodge
Don't see what you're looking for?
See all available properties in Chester
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.

Other types of properties in Chester you may be interested in

Deluxe Room, 1 King Bed | In-room safe, individually decorated, individually furnished, desk
Westminster Hotel
4.0 star property
7.6 out of 10, Good, (1007)
"Good customer service"
The price is 1 427 kr
per night
30 May - 31 May
Westminster Hotel
Front of property
Madison Hotel
4.0 star property
8.8 out of 10, Excellent, (1003)
"Great property with excellent restaurants."
The price is 1 662 kr
per night
27 May - 28 May
Madison Hotel
Exterior
Sheraton Parsippany Hotel
4.0 star property
8.2 out of 10, Very good, (1002)
"Good "
The price is 1 957 kr
per night
30 May - 31 May
Sheraton Parsippany Hotel
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.

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, 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’s there to see and do in Chester?

Hacklebarney State Park and Chubb Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Alstede Farms and The Streets of Chester Shopping Center.

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.

Recent reviews of Chester properties
Expedia verified reviews

Home2 Suites by Hilton East Hanover

Home2 Suites by Hilton East Hanover

5/5 Excellent
"Clean room, and friendly staff"
A verified traveller stayed at Home2 Suites by Hilton East Hanover
Posted 1 day ago
Home2 Suites by Hilton East Hanover