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Chester Vacation Rentals

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In two weeks
Oct 17 - Oct 19
In two months
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Jan 23 - Jan 25

Vacation Rentals in Chester

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

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"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
New Modern Ranch Close to it All
3 bedrooms, iron/ironing board, WiFi, bed sheets

New Modern Ranch Close to it All

6.6 out of 10, (4)
"Well-maintainedNice amenities"
New Modern Ranch Close to it All
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Interior

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, (33)
"The house was great, everyone was very accommodating! "
The price is ￥131,133
￥271,576 total
includes taxes & fees
Oct 20 - Oct 21
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Historic 5-bedroom house with beautiful back yard suitable for private events.
Outdoor dining

Historic 5-bedroom house with beautiful back yard suitable for private events.

The price is ￥73,505
￥101,869 total
includes taxes & fees
Oct 7 - Oct 8
Historic 5-bedroom house with beautiful back yard suitable for private events.
New Cozy pristine home in Mountainside NJ, Mins to NYC free coffee, Smart Tvs +
3 bedrooms, iron/ironing board, WiFi, bed sheets

New Cozy pristine home in Mountainside NJ, Mins to NYC free coffee, Smart Tvs +

10.0 out of 10, Exceptional, (1)
"Clean, spacious, and well equipped. We had a great stay."
New Cozy pristine home in Mountainside NJ, Mins to NYC free coffee, Smart Tvs +
Unforgettable sunset view, on the porch…
Exterior

Unforgettable sunset view, on the porch…

9.2 out of 10, Wonderful, (55)
"Excellent stay, great host & very clean place! Thank you!"
Unforgettable sunset view, on the porch…
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
Outdoor dining

Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.

10.0 out of 10, Exceptional, (34)
"Great place to stay. Close to downtown…"
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
Cheerful Cottage with hot tub
Outdoor spa tub

Cheerful Cottage with hot tub

10.0 out of 10, Exceptional, (16)
"Rented cottage for Christmas time, my family and I had such a nice time! Super clean and great location and views of lake! "
Cheerful Cottage with hot tub
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown
Outdoor dining

Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown

8.8 out of 10, Excellent, (12)
"Perfect location beautiful bedrooms lovely host "
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Exterior

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 ￥29,770
￥37,495 total
includes taxes & fees
Oct 8 - Oct 9
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Historic Country Estate with Fabulous Pool & Pool House!
Outdoor pool, a heated pool

Historic Country Estate with Fabulous Pool & Pool House!

10.0 out of 10, Exceptional, (39)
"We had an incredible time on our family reunion at Jeff's house. The house is incredible, stocked, and exactly like the pics if not even better. Great location to go out or bring in food. Will definitely come back!"
Historic Country Estate with Fabulous Pool & Pool House!
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Terrace/patio

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 ￥367,525
￥529,996 total
includes taxes & fees
Oct 6 - Oct 7
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Elegant & Private Sparta Home – Pool, Deck, and Luxury Comfort
Property grounds

Elegant & Private Sparta Home – Pool, Deck, and Luxury Comfort

10.0 out of 10, Exceptional, (19)
"Absolutely stunning home and property! We can’t find one negative thing to say about our stay. It was a pleasure to dealing withthe owners. They were accommodating, prompt in responding and overall amazing. We simply did not want to leave. Everything was wonderful, EXTREMELY clean, quiet, relaxing and beautiful. I wish I took more pictures but we didn’t to disconnect from our electronics and phones to enjoy quality time as a family and this house made it easy to do!! We can’t recommend this...
Elegant & Private Sparta Home – Pool, Deck, and Luxury Comfort
Stay at Chalet 11, 22
TV, fireplace, table tennis

Stay at Chalet 11, 22

10.0 out of 10, Exceptional, (1)
"Really nice stay at this property - hosts were responsive, and left everything in great condition for us. Definitely a spot we'd love to use again. "
The price is ￥154,802
￥235,658 total
includes taxes & fees
Oct 6 - Oct 7
Stay at Chalet 11, 22
Cozy large space with private Sauna, gym & office in a tranquil neighborhood
Fridge, microwave, oven, dishwasher

Cozy large space with private Sauna, gym & office in a tranquil neighborhood

Cozy large space with private Sauna, gym & office in a tranquil neighborhood
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Outdoor dining

4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat

10.0 out of 10, Exceptional, (15)
"We had a great stay. We were mainly in town for a conference and just needed a place to gather at night. It was just what we needed."
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Exterior

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

9.4 out of 10, Exceptional, (10)
"Very clean with excellent air conditioning, comfortable patio, nice lake views. Be mindful of 107 stairs from the unit to the dock. Kayaking was fun. "
The price is ￥23,522
￥69,354 total
includes taxes & fees
Oct 7 - Oct 8
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Mini Mansion rental suite, close to public transportation, train / buses
Exterior

Mini Mansion rental suite, close to public transportation, train / buses

The price is ￥19,846
￥25,093 total
includes taxes & fees
Oct 6 - Oct 7
Mini Mansion rental suite, close to public transportation, train / buses
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (25)
"We had a great experience renting this property. Good location and the perfect size for our family. The outdoor areas were a huge bonus!"
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!
Fridge, microwave, stovetop, coffee/tea maker

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 ￥38,958
￥67,247 total
includes taxes & fees
Oct 30 - Oct 31
Home Away From Home -- with pools, parks, hiking, fishing, and lakes nearby!
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

Hilton Short Hills

Hilton Short Hills

10/10 Excellent
"The breakfast was excellent"
Nancy 3-night trip
Posted 1 day ago
Hilton Short Hills

Find out more about Chester

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Chester?

Yes, we offer vacation rentals in Chester near Alstede Farms, or you can choose a 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 vacation home rentals in Chester?

Historic 5-bedroom house with beautiful back yard suitable for private events.: This vacation home rental near Chester offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the garden 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 vacation rental in Chester like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Chester. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.