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Chester Holiday Rentals

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Check prices for these dates

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Chester

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester
Enjoy a view of the lush garden from the kitchen's large window, which opens to a balcony. The kitchen features a dishwasher and coffee maker.

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester

2.0 star property
10.0 out of 10, Exceptional, (8)
"We loved our stay. The location was perfect to visit family, the house was clean, bright, with a lot of windows, and close to shopping. The yard is amazing (park-like), and very relaxing to just sit and look at. We'll be back the next time we visit NJ."
Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Stunning staircase with classic design, featuring ornate chandelier and decorative ironwork windows.

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, (31)
"great location, spacious home great for large families "
The price is HK$11,485
HK$19,018 total
includes taxes & fees
17 Aug - 18 Aug
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Historic Country Estate with Fabulous Pool & Pool House!
Enjoy a pool and serene surroundings in this secure, single-story property.

Historic Country Estate with Fabulous Pool & Pool House!

10.0 out of 10, Exceptional, (36)
"Excellent in every way "
Historic Country Estate with Fabulous Pool & Pool House!
New Modern Ranch Close to it All
Relax in this cozy retreat with a large bed, bedside table, and functional workspace.

New Modern Ranch Close to it All

6.6 out of 10, (4)
"Well-maintainedNice amenities"
New Modern Ranch Close to it All
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Relax in a serene outdoor space with a river view, surrounded by lush greenery and a seating area.

Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat

9.8 out of 10, Exceptional, (44)
"After a long day of work the home was the perfect retreat."
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Madison Home: Walk to Main Street!
Relax on the covered patio with a table and chairs, or unwind on the front porch with a garden view.

Madison Home: Walk to Main Street!

2.0 star property
8.8 out of 10, Excellent, (18)
"Highly recommended "
Madison Home: Walk to Main Street!
Lake Hopatcong Lake House w/Private Dock and Grill
Enjoy cooking in this well-equipped kitchen with a microwave, stove, sink, and refrigerator.

Lake Hopatcong Lake House w/Private Dock and Grill

10.0 out of 10, Exceptional, (19)
"Beautiful place. Enjoyed our stay"
The price is HK$2,247
HK$4,262 total
includes taxes & fees
13 Aug - 14 Aug
Lake Hopatcong Lake House w/Private Dock and Grill
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Enjoy scenic views from the balcony of this waterfront property, which offers boating opportunities from the dock.

Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ

9.4 out of 10, Exceptional, (6)
"Fantastic and cozy lake house, with quick access to the lake. Clean property with all the amenities, and close by local shops and attractions. Owner was very curteous, and the kayaks were a nice way to access the water :) Overall a wonderful stay for an affordable cost"
The price is HK$1,060
HK$3,516 total
includes taxes & fees
12 Aug - 13 Aug
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a marble countertop, and ample storage.

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

10.0 out of 10, Exceptional, (24)
"We had a great experience renting this property. Good location and the perfect size for our family. The outdoor areas were a huge bonus!"
The price is HK$1,615
HK$3,088 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
New Renovated vacation house
Enjoy serene views of the lake from this deck, surrounded by trees and a distant shoreline.

New Renovated vacation house

10.0 out of 10, Exceptional, (45)
"Our group had an amazing time, The house is as advertised and the host is extremely attentive and responsive. "
New Renovated vacation house
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Stately building with a central entrance and balcony, featuring columns and arches.

MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)

7.4 out of 10, Good, (6)
"It was nice and would be a steal for a few couples combined)."
The price is HK$1,590
HK$2,002 total
includes taxes & fees
17 Aug - 18 Aug
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Relax on the patio with comfortable seating and a scenic view of the water.

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

10.0 out of 10, Exceptional, (33)
"Great communication - beautiful property - highly recommend!"
The price is HK$19,625
HK$29,250 total
includes taxes & fees
12 Aug - 13 Aug
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Secluded Cabin w/ Boats < 6 Mi to Jenny Jump!
Cozy living area with a stone fireplace, wooden beams, and polished wood flooring.

Secluded Cabin w/ Boats < 6 Mi to Jenny Jump!

9.8 out of 10, Exceptional, (25)
"Awesome place to stay. Everyone enjoyed to the max. Place to take your family for a great stay"
Secluded Cabin w/ Boats < 6 Mi to Jenny Jump!
Stay at beautiful Leisure Lake Lodge
Relax on the inviting patio, surrounded by a classic home's charm.

Stay at beautiful Leisure Lake Lodge

10.0 out of 10, Exceptional, (129)
"Everything is as listed. The lake is very peaceful, views are amazing...the house is cozy with plenty of room for your pack to spread out. We can't wait to hopefully be able to return!"
Stay at beautiful Leisure Lake Lodge
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Enjoy lakeside dining and relaxation with a table and chairs under a shaded canopy, a barbecue grill, and potted plants.

4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat

10.0 out of 10, Exceptional, (15)
"Lake Hopatcong is a hidden gem in New Jersey, and the Lakehouse was a wonderful vacation home right on the lake. We absolutely loved the view and spending time on the dock. Our family had a wonderful week and highly recommend this home!!!"
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!
Fully equipped kitchen with a dining area for four, featuring a sink, stove, and various appliances.

Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!

9.0 out of 10, Wonderful, (2)
"Home was well appointed for out-of-town family visiting."
The price is HK$1,872
HK$3,351 total
includes taxes & fees
13 Aug - 14 Aug
Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!
BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom
Enjoy a tranquil beach experience with access to the calm waters and scenic views.

BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom

9.4 out of 10, Exceptional, (15)
"Catalina, the host, was always helpful and so considerate and made sure we had everything we needed. The house was clean and the neighborhood was very safe. My friends and I enjoyed our stay, I would totally stay here again!"
The price is HK$4,380
HK$7,403 total
includes taxes & fees
12 Aug - 13 Aug
BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom
LAKEFRONT Level Lot Home with a Private Deck/Dock w/ 2 Kayaks & Paddle Boards
Enjoy waterfront views from the balcony and patio area, perfect for relaxing and taking in the surroundings.

LAKEFRONT Level Lot Home with a Private Deck/Dock w/ 2 Kayaks & Paddle Boards

10.0 out of 10, Exceptional, (4)
"Perfect if you are looking for a quiet getaway"
LAKEFRONT Level Lot Home with a Private Deck/Dock w/ 2 Kayaks & Paddle Boards
Lake Facing Commute Friendly Sunny & Serene House
Enjoy cooking in this well-equipped kitchen with appliances and a large window offering a view of the outdoors.

Lake Facing Commute Friendly Sunny & Serene House

Lake Facing Commute Friendly Sunny & Serene House
Luxury Log Cabin w/ EV Charger & Mtn Views!
Enjoy expansive forest views from the large windows of this cabin, featuring a cozy seating area with leather sofas and a rustic chandelier.

Luxury Log Cabin w/ EV Charger & Mtn Views!

9.8 out of 10, Exceptional, (10)
"We absolutely loved our weekend stay at the Log Cabin. The place was clean, very cozy, and spacious. The property owners definitely put a lot of thought and care into the place. The amenities were plentiful, there was enough room for our family to spread out with plenty of activities to do! Simple check in and check out process. I would definitely recommend this place!"
Luxury Log Cabin w/ EV Charger & Mtn 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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Top Chester Hotel Reviews

Homewood Suites by Hilton Parsippany-Troy Hills

Homewood Suites by Hilton Parsippany-Troy Hills

10/10 Excellent
"Excellent in all aspects. Third time we spent a week here. Great staff,clean and modern suites, and a truly excellent breakfast that begins at 6 am weekdays. 7am on weekends. "
Michael 5-night trip
Posted 1 day ago
Homewood Suites by Hilton Parsippany-Troy Hills

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Alstede Farms, 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?

1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths : This holiday home rental outside of Chester offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Chester?

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

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.