Photo by Kristin Patton

Chester Holiday Rentals

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Holiday Rentals in Chester

Scenic lakeside 4-bedroom house with sauna/hottub!
9.2 out of 10, Wonderful, (16)
"The house was on a great location, amazing views of the lake, a relaxing hot tub, really good restaurants in the area.the house is beautiful, the area very relaxing, we also got the opportunity to see deers in the backyard. We really had a wonderful time. I would definitely recommend it, you definitely will enjoy your stay. Gladys Tutsch"
The price is AU$801
includes taxes & fees
30 Nov - 1 Dec
Scenic lakeside 4-bedroom house with sauna/hottub!
Historic Country Estate with Fabulous Pool & Pool House!
10.0 out of 10, Exceptional, (31)
"The house was perfect!!! We are a large family coming together from the east coast and west coast. Large bedrooms. Great entertaining space. Communication with owner very easy. I give it 5 stars!!!! "
Historic Country Estate with Fabulous Pool & Pool House!
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, (18)
"We stayed here with our bridal party and friends coming in from overseas for the weekend of our wedding. Immediately, everyone was raving about the space and how gorgeous and huge it was. On the night before the wedding, we used it as the rehearsal dinner space, bringing in pans of catering but heating, serving, and using dishware all on site. We were so pleased with how well stocked the kitchen was. We spent so much time on the porch, playing pool, and taking pictures on the staircase. On the...
The price is AU$3,680
includes taxes & fees
24 Nov - 25 Nov
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Cheerful 4-Bedroom Lake Home with fire place
9.6 out of 10, Exceptional, (10)
"Great!"
Cheerful 4-Bedroom Lake Home with fire place
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
10.0 out of 10, Exceptional, (33)
"Outstanding!"
The price is AU$4,829
includes taxes & fees
25 Nov - 26 Nov
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Main Street Livin’
10.0 out of 10, Exceptional, (45)
"My nieces and i thoroughly enjoyed our visit. The house is very pretty and our stay there was very relaxing. The house was immaculate and provided all we needed. I had a question on our first day there and the owner was very responsive to my phone call. "
Main Street Livin’
Lakeside Home w/Lake Access, Dock & Water Views!
10.0 out of 10, Exceptional, (13)
"Spent weekend at house with friends to e joy surrounding area. Very enjoyable stay. "
Lakeside Home w/Lake Access, Dock & Water Views!
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
10.0 out of 10, Exceptional, (22)
"Close to everything, her home was organized and clean She got back to me with all questions I needed answered. Will be back"
The price is AU$652
includes taxes & fees
25 Nov - 26 Nov
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
10.0 out of 10, Exceptional, (41)
"The house sits high up on the hill with a big deck overlooking the lake. Viewing the lake with coffee in AM, watching the lake activity during day and seeing the moon and lights across the water with a glass of wine at night was lovely. The lake in front of the house is a no wake zone which affords a calmer setting which was really nice. The owner lives in the area and was quickly attentive to answer questions and resolve any small issues that came up. Highly recommend this home."
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Unforgettable sunset view, on the porch…
9.4 out of 10, Exceptional, (43)
"This was our second stay at the bungalow and it was better this time than the first time! Vlad is an amazing host! A+"
Unforgettable sunset view, on the porch…
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
10.0 out of 10, Exceptional, (12)
"This house was a great find! We were attending a wedding at Lake Hopatcong and instead of staying in a bunch of hotel rooms, we choose this home. Four spacious bedrooms, extra beds for additional guests and everything we needed to enjoy being together as a family. Having to travel from North Carolina, my husband and I had to work remotely one day during our stay. The bedrooms upstairs had nice desk space to accommodate private space for us to work. The view of the lake made the stay even more...
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Family Farm Estate: Private Outdoor Paradise with Two Houses, Pond, & Golf Range
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay at Cedar Crest Farms! The outdoor amenities were amazing... the fields and forests around us, the paddle & row boat, fishing, hiking, bball, and ping pong. And their were so many yard games available in their basement... cornhole, frisbees, volleyballs, and even croquet! Our kids loved being able to visit Urla and the cows each day. The Farmhouse is more rustic than the Guesthouse... an 18th century home with a modern kitchen and bathroom. The Guesthouse is actually...
Family Farm Estate: Private Outdoor Paradise with Two Houses, Pond, & Golf Range
Secluded 6br Home 1min from Lake's State Park
9.2 out of 10, Wonderful, (17)
"We were so happy when we entered this house after our long day at the NJ Spartan Trifecta! The kitchen was perfect, and we felt very safe in the area. Thomas was very helpful in sending clear check in instructions! Highly recommend!!"
Secluded 6br Home 1min from Lake's State Park
The Luxury modern home with pool
10.0 out of 10, Exceptional, (16)
"This house is amazing. The host was so easy to communicate with. The house is spotless. Loved, loved all that it offers. I will definitely stay here again. Nestled in a fabulous location gave us plenty of privacy. Highly recommend this home. "
The Luxury modern home with pool
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
5.0 out of 10, (2)
"Great room. Awesome house. Maybe upgrade on the towels?"
The price is AU$205
includes taxes & fees
26 Nov - 27 Nov
AFFORDABLE SUITE IN MINI MANION NEAR PUBLIC TRANSPORTATION AND SHOPPING DISTRIC
Charming Lake House w/ Large Dock
10.0 out of 10, Exceptional, (4)
"Great stay. Beautiful place "
The price is AU$468
includes taxes & fees
23 Nov - 24 Nov
Charming Lake House w/ Large Dock
Millburn House w/ Deck - Walk to NYC Transit!
9.4 out of 10, Exceptional, (36)
"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!
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
10.0 out of 10, Exceptional, (29)
"Very nice, clean, quite. Exceptional!"
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room
8.0 out of 10, Very good, (6)
"Had a great stay and the property was perfect for spending the day at the lake and then relaxing and enjoying the evenings with the game room, decks and hot tub. Everything as advertised and no issues with checkin or an assist to get the BBQ going."
Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room
Water Gap Log House
10.0 out of 10, Exceptional, (3)
"We were of 4 families, 15 people total. The house was well equipped to accommodate everyone. Safe for toddlers, Diego has gates installed in front of the stairs. Bigger kids had a blast in the game room and with the bunk beds. Short drive from NYC and still feels remote, with great views woods and mountains, plus a few local farms. Highly recommend!"
Water Gap Log House
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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Other types of properties in Chester you may be interested in

Sheraton Parsippany Hotel
4.0 star property
8.2 out of 10, Very good, (1000)
"The layout of the room is fantastic! It is very spacious, open, and clean. I could come stay here one weekend just for the peace and quiet as well."
The price is AU$189
includes taxes & fees
26 Nov - 27 Nov
Sheraton Parsippany Hotel
Embassy Suites by Hilton Piscataway Somerset
3.5 star property
8.6 out of 10, Excellent, (1001)
"Very noisy heat/air unit"
The price is AU$193
includes taxes & fees
22 Dec - 23 Dec
Embassy Suites by Hilton Piscataway Somerset
Westminster Hotel
4.0 star property
7.8 out of 10, Good, (1006)
"Wonderful staff!"
Westminster 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.
Beautiful view of the beach with palm trees

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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 are some of the best holiday rentals that Chester has to offer?

Historic Country Estate with Fabulous Pool & Pool House!: This holiday home rental outside of Chester is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a patio and an arcade/games room.

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.