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Compare 85 Vacation Homes in Chester with updated reviews, rates, and availability.

Madison Home: Walk to Main Street!

2.0 star property
9.8 out of 10, Exceptional, (7)
"Host was so friendly and welcoming! My friends and I enjoyed talking with him and learning about his Italian family history; it was very interesting. The home is clean and has lots of space. room.Wenjoyed the lowimultiplec"
Madison Home: Walk to Main Street!

Pet-Friendly Vacation Rental w/ Lake Access

10.0 out of 10, Exceptional, (1)
"House was exactly as described! Loved the setting, the location and the large spaces so we could spread out a bit. Thoroughly enjoyed the fire pit! Everyone had a very nice stay!"
Pet-Friendly Vacation Rental w/ Lake Access

Work from home in paradise

9.8 out of 10, Exceptional, (8)
"Great host and location. Very cozy and very accommodations. We hope to stay again in the future"
Work from home in paradise

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!

Stay at beautiful Leisure Lake Lodge

10.0 out of 10, Exceptional, (124)
"Had a wonderful time relaxing in the hot tub and enjoying the view of the lake. House was beautiful and hope to return. "
Stay at beautiful Leisure Lake Lodge

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

Lake Front Home w/Dock, Kayak, Canoe Right On Lake Hopatcong w/AC Wifi Huge Deck

Lake Front Home w/Dock, Kayak, Canoe Right On Lake Hopatcong w/AC Wifi Huge Deck

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

10.0 out of 10, Exceptional, (33)
"Outstanding!"
The price is SAR 7,508
SAR 11,682 total
includes taxes & fees
13 Jan - 14 Jan
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views

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, (45)
"Our stay was very comfortable. We had an incredibly easy check-in and enjoyed the stay."
Unforgettable sunset view, on the porch…

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

10.0 out of 10, Exceptional, (21)
"Our extended family gathered for Thanksgiving. Lots of room for everyone. Any issues were handled in a timely fashion. Great communication. "
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths

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

Cheerful 4-Bedroom Lake Home with fire place

9.6 out of 10, Exceptional, (10)
"Great!"
Cheerful 4-Bedroom Lake Home with fire place

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

Charming Lake House w/ Large Dock

10.0 out of 10, Exceptional, (5)
"The accommodations and lake views were excellent. Plus 70 steps up and down to this otherwise wonderful stay so not the place for you if you have any ambulatory limitations."
The price is SAR 434
SAR 1,113 total
includes taxes & fees
12 Jan - 13 Jan
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, (30)
"The host Marc will make every effort to assure your stay exceeds your expectations. The home was exactly as pictured and described, making our family holiday-stay easy to plan. The area adds to the charm. We enjoyed Long Valley Brewery and Christmas with the Clydesdale at Willow Grove Farm, and would recommend both. "
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.

Main Street Livin’

10.0 out of 10, Exceptional, (46)
"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’

Beautiful Lakefront Retreat w/ Deck & Views!

9.0 out of 10, Wonderful, (16)
"We had a wonderful time! The house was immaculate, we felt right at home and the lake view was everything we hoped for!"
Beautiful Lakefront Retreat w/ Deck & Views!
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 property types in Chester

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!

Pet-Friendly Vacation Rental w/ Lake Access

10.0 out of 10, Exceptional, (1)
"House was exactly as described! Loved the setting, the location and the large spaces so we could spread out a bit. Thoroughly enjoyed the fire pit! Everyone had a very nice stay!"
Pet-Friendly Vacation Rental w/ Lake Access

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

10.0 out of 10, Exceptional, (33)
"Outstanding!"
The price is SAR 7,508
SAR 11,682 total
includes taxes & fees
13 Jan - 14 Jan
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
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.