A stone building with a blue roof, surrounded by a stone wall and wooden troughs for water collection.

Holiday Homes in Chester

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chester holiday 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)
The price is AU$592
includes taxes & fees
19 Oct - 20 Oct
Luxury 2BR Lakefront w/ Dock & Kayaks
A dock with a Yamaha boat, a stone retaining wall, and a blue house with a balcony.

2. 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 AU$764
includes taxes & fees
18 Oct - 19 Oct
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
A rustic outdoor setting with a fire pit, benches, and a small shed.

3. 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 AU$379
includes taxes & fees
19 Oct - 20 Oct
1BR Rustic-Chic Barn Getaway with Private Fire Pit
A wooden deck with a table and chairs, overlooking a lake with houses in the background.

4. 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 AU$1,040
includes taxes & fees
25 Oct - 26 Oct
Cozy Lakefront House with a private dock and lakefront.
A waterfront building with a sign reading 'The Windlass,' featuring a row of wooden paddle boats.

5. 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)
"Everything was well stocked, plenty of space, short walk to a nice restaurant and very comfortable. Would definitely stay again!"
United States
Deidre R.
The price is AU$574
includes taxes & fees
9 Nov - 10 Nov
Lee's House - Lakeview House w/ 3 bdrm & 1 bth
Living Room (2)

6. 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 AU$303
includes taxes & fees
18 Oct - 19 Oct
Historic Barn View Newton Farm House Unit
A hotel room with two beds, a desk, and a window with curtains.

7. 2 Queen Beds | Micfridge

2 Queen Beds | Micfridge
Piscataway
10.0 out of 10, Exceptional, (2 reviews)
"Just wanted somewhere quiet to crash that was clean. This place fit that need without any hassle or complications."
United States
Anonymous traveller
The price is AU$151
includes taxes & fees
1 Nov - 2 Nov
2 Queen Beds | Micfridge
A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.

8. 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 AU$1,419
includes taxes & fees
16 Oct - 17 Oct
BestOBothWorlds*2GWifi@HandcraftedWoodTerrace~Firepit#GameRoom
A two-story house with a balcony, a covered deck, and a dock extending into the water.

9. 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 AU$1,052
includes taxes & fees
15 Nov - 16 Nov
Charming Lake Home on Lake Hopatcong in a quiet cove bring a boat or Waverunner
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.

10. Private and Cozy 2 Bedroom House with Amenities!

Private and Cozy 2 Bedroom House with Amenities!
Union Township
8.6 out of 10, Excellent, (17 reviews)
"Great communication with the host"
United States
Amanda t.
The price is AU$362
includes taxes & fees
20 Oct - 21 Oct
Private and Cozy 2 Bedroom House with Amenities!
An outdoor seating area with a sofa and chairs, surrounded by potted plants and a view of the sky.

11. 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 AU$5,102
includes taxes & fees
19 Oct - 20 Oct
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
A spacious living room with a large sectional sofa, wooden beams, large windows, and a view of the outdoors.

12. 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 AU$1,086
includes taxes & fees
21 Oct - 22 Oct
Lakefront Achieve Cabin / 3BR on 200-Acre Estate
A patio area with a table and chairs, a white fence, and greenery in the background.

13. 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
8.2 out of 10, Very good, (10 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 AU$465
includes taxes & fees
24 Oct - 25 Oct
Charming 2-bedroom Apartment with AC and WiFi in fabulous Scotch Plains
A spacious dining area with a long wooden table, black metal railings, and large windows offering a view of the outdoors.

14. 200-Acre Lakefront Estate / 3 Homes, Sleeps 16+

200-Acre Lakefront Estate / 3 Homes, Sleeps 16+
Blairstown
The price is AU$5,256
includes taxes & fees
21 Oct - 22 Oct
200-Acre Lakefront Estate / 3 Homes, Sleeps 16+
A two-story house with a garage, stone retaining wall, and a well-maintained lawn.

15. Historic Barn View | Cozy Ground Level Retreat

Historic Barn View | Cozy Ground Level Retreat
Frelinghuysen Township
The price is AU$281
includes taxes & fees
18 Oct - 19 Oct
Historic Barn View | Cozy Ground Level Retreat
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
8.8 out of 10, Excellent, (3 reviews)
"Easy access to town but beautifully secluded on a lake. Clean rooms and cozy living room with windows and doors to a beautiful view"
United States
Laura
The price is AU$903
includes taxes & fees
24 Oct - 25 Oct
Private Cozy 2BR Lakefront, 200-Acre Estate
A row of bar stools with a woven top table, metal legs, and a wooden counter with plants.

17. 3BD 102 Madison Ter

3BD 102 Madison Ter
Springfield
The price is AU$3,534
includes taxes & fees
26 Oct - 27 Oct
3BD 102 Madison Ter
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

Hotel Troy, Trademark Collection by Wyndham

Hotel Troy, Trademark Collection by Wyndham

10/10 Excellent
"Clean room, excellent staff, good restaurant"
Rachel 1-night trip
Posted 14 hours ago
Hotel Troy, Trademark Collection by Wyndham

Find out more about Chester

Chester Holiday Homes information

Number of reviews
149
Accommodation
99 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$5,256