A stone waterfall in a forested area with a stone wall in the background.

Chester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chester vacation homes

A dock with chairs and a table by a lake, a small building on the water, and a forested hill in the background.

1. 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.
The price is CA $177
CA $583 total
includes taxes & fees
Oct 1 - Oct 2
Luxury 2BR Lakefront w/ Dock & Kayaks
A wooden deck with a railing, leading to a building with a window and a door.

2. Secluded 6BR Retreat Near Lake Hopatcong

Secluded 6BR Retreat Near Lake Hopatcong
Roxbury Township
The price is CA $365
CA $897 total
includes taxes & fees
Oct 5 - Oct 6
Secluded 6BR Retreat Near Lake Hopatcong
A two-story house with a garage, stone retaining wall, and a well-maintained lawn.

3. Historic Barn View | Cozy Ground Level Retreat

Historic Barn View | Cozy Ground Level Retreat
Frelinghuysen Township
The price is CA $106
CA $169 total
includes taxes & fees
Oct 8 - Oct 9
Historic Barn View | Cozy Ground Level Retreat
A rustic outdoor setting with a fire pit, benches, and a small shed.

4. 1BR Rustic-Chic Barn Getaway with Private Fire Pit

1BR Rustic-Chic Barn Getaway with Private Fire Pit
Byram Township
8.0 out of 10, Very good, (2 reviews)
"Everything was exactly as described in the listing. It had everything we needed for our quick trip. Plenty of room for the two of us and our small dogs. There are a couple of nice grass areas to walk them around. And we found several nice trails to walk not too far away. Communication with the host was excellent and always very responsive. The check in and out process was simple. We are very satisfied and would definitely stay here again if we make it back this way someday."
United States
Ashley G.
The price is CA $117
CA $379 total
includes taxes & fees
Oct 19 - Oct 20
1BR Rustic-Chic Barn Getaway with Private Fire Pit
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.
The price is CA $284
CA $778 total
includes taxes & fees
Oct 6 - Oct 7
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
A wooden deck with a table and chairs, overlooking a lake with houses in the background.

6. 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)
"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 CA $284
CA $994 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Lakefront House with a private dock and lakefront.
A dining area with a long table, multiple chairs, a television displaying a fireplace, and a modern ceiling light fixture.

7. Lux Lakeview Experience Sleep 8

Lux Lakeview Experience Sleep 8
Hopatcong
Lux Lakeview Experience Sleep 8
A waterfront building with a sign reading 'The Windlass,' featuring a row of wooden paddle boats.

8. 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, (18 reviews)
"Amazing"
United States
Andrew
The price is CA $356
CA $616 total
includes taxes & fees
Oct 26 - Oct 27
Lee's House - Lakeview House w/ 3 bdrm & 1 bth
A patio area with a table and chairs, a white fence, and greenery in the background.

9. Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains

Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
Scotch Plains
9.0 out of 10, Wonderful, (9 reviews)
"Place was exactly what we needed. We were in town for a hockey camp, so we just needed somewhere to basically sleep. Our first VRBO got cancelled and I’m taking it as a blessing in disguise because this place was great!"
United States
Courtney K.
The price is CA $198
CA $425 total
includes taxes & fees
Oct 4 - Oct 5
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
A hotel room with two beds, a desk, and a window with curtains.

10. 2 Queen Beds | Micfridge

2 Queen Beds | Micfridge
Piscataway
The price is CA $132
CA $152 total
includes taxes & fees
Oct 13 - Oct 14
2 Queen Beds | Micfridge
Living Room (2)

11. Historic Barn View Newton Farm House Unit

Historic Barn View Newton Farm House Unit
Frelinghuysen Township
10.0 out of 10, Exceptional, (2 reviews)
"Was easy to communicate with especially day of when we had some questions "
United States
Lauren L.
The price is CA $197
CA $274 total
includes taxes & fees
Oct 4 - Oct 5
Historic Barn View Newton Farm House Unit
A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.

12. BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom

BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom
Jefferson
9.2 out of 10, Wonderful, (20 reviews)
"Very attentive hosts. Great location."
United States
Gwen V.
The price is CA $840
CA $1,415 total
includes taxes & fees
Oct 1 - Oct 2
BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom
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.

13. Private and Cozy 2 Bedroom House with Amenities!

Private and Cozy 2 Bedroom House with Amenities!
Union Township
8.4 out of 10, Very good, (16 reviews)
"Place was great and very neat, home setting, had everything we needed. Great place"
United States
Alicia P.
The price is CA $220
CA $363 total
includes taxes & fees
Oct 5 - Oct 6
Private and Cozy 2 Bedroom House with Amenities!
A two-story house with a balcony, a covered deck, and a dock extending into the water.

14. Charming Lake Home on Lake Hopatcong in a quiet cove bring a boat or Waverunner

Charming Lake Home on Lake Hopatcong in a quiet cove bring a boat or Waverunner
Jefferson
10.0 out of 10, Exceptional, (4 reviews)
"Owner Lori is a wonderful and caring host!Beautiful and charming home on the lake. Clean and comfortable accommodations with lovely views. Looking forward to a return trip!"
United States
Ann D.
The price is CA $533
CA $1,054 total
includes taxes & fees
Oct 3 - Oct 4
Charming Lake Home on Lake Hopatcong in a quiet cove bring a boat or Waverunner
A spacious living room with a large sectional sofa, wooden beams, large windows, and a view of the outdoors.

15. Lakefront Achieve Cabin / 3BR on 200-Acre Estate

Lakefront Achieve Cabin / 3BR on 200-Acre Estate
Blairstown
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful peaceful surrounding House has everything you need loved waking up in the morning and with two major wake up would love to come back in the summer"
United States
Christy M.
The price is CA $422
CA $922 total
includes taxes & fees
Oct 9 - Oct 10
Lakefront Achieve Cabin / 3BR on 200-Acre Estate
A lakeside setting with a fire pit and Adirondack chairs.

16. Private Cozy 2BR Lakefront, 200-Acre Estate

Private Cozy 2BR Lakefront, 200-Acre Estate
Blairstown
8.0 out of 10, Very good, (2 reviews)
"The house was very lovely. Very private, very isolated, absolute peace and quiet. Just be a little cautious when driving on the property; especially when it snowed. Perfect weekend getaway. House was spacious and pleasant. Firewood was easy to access; just a little walking but it’s not bad. Host were fast to respond with anything. The house has basic necessities such as cookware and ingredients. House can be cold when entering. Heating set up is easy. Just let it warm up a while. Directions for...
United States
Thomas S.
The price is CA $386
CA $886 total
includes taxes & fees
Oct 6 - Oct 7
Private Cozy 2BR Lakefront, 200-Acre Estate
An outdoor seating area with a sofa and chairs, surrounded by potted plants and a view of the sky.

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

Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Glen Gardner
10.0 out of 10, Exceptional, (33 reviews)
"Great communication - beautiful property - highly recommend!"
United States
john w.
The price is CA $3,548
CA $5,336 total
includes taxes & fees
Oct 1 - Oct 2
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
A row of bar stools with a woven top table, metal legs, and a wooden counter with plants.

18. 3BD 102 Madison Ter

3BD 102 Madison Ter
Springfield
The price is CA $2,410
CA $3,606 total
includes taxes & fees
Oct 6 - Oct 7
3BD 102 Madison Ter
A spacious dining area with a long wooden table, black metal railings, and large windows offering a view of the outdoors.

19. 200-Acre Lakefront Estate / 3 Homes, Sleeps 16+

200-Acre Lakefront Estate / 3 Homes, Sleeps 16+
Blairstown
The price is CA $3,264
CA $5,344 total
includes taxes & fees
Oct 6 - Oct 7
200-Acre Lakefront Estate / 3 Homes, Sleeps 16+
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

Hyatt Regency Morristown

Hyatt Regency Morristown

8/10 Good
"Very good"
stephen 2-night trip
Posted 2 hours ago
Hyatt Regency Morristown

Find out more about Chester

Chester Vacation Homes information

Number of reviews
142
Accommodation
102 Vacation Homes
Lowest Price
CA $152
Highest Price
CA $5,344

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