Photo by Kristin Patton

Chester Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Chester

Exterior
HYATT house Parsippany-East
3.0 star property
8.8 out of 10, Excellent, (1651)
"Good service and room is very nice "
The price is $115
$132 total
includes taxes & fees
Jun 23 - Jun 24
HYATT house Parsippany-East
Terrace/patio
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
10.0 out of 10, Exceptional, (30)
"An incredible property perfect for a big family gathering!"
The price is $1,500
$2,504 total
includes taxes & fees
May 28 - May 29
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
Interior
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
9.8 out of 10, Exceptional, (13)
"Delightful and comfortable."
The price is $1,025
$1,912 total
includes taxes & fees
Jun 26 - Jun 27
1897 MANSION 30 min to NYC Sleeps up to 26 with 12 bedrooms and 7 and 1/2 baths
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Property grounds
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
10.0 out of 10, Exceptional, (31)
"After a long day of work the home was the perfect retreat."
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Exterior
Unforgettable sunset view, on the porch…
9.4 out of 10, Exceptional, (36)
"This location was as advertised and convenient to all the area has to offer. It was a great home base and the owner was very accommodating and lovely."
Unforgettable sunset view, on the porch…
Interior
Family-friendly Stay in Morris Plains! Pets Allowed Here! Kitchen Available!
8.0 out of 10, Very Good, (1)
"The room was very clean, except the towels were stained. The heat wasnt working and it was fixed immediately. Only other issue was certain tv channels did not work properly. There was some garbage and cigarette buts outside. The price was affordable. Overall i was happy. And would stay here again. Huge plus they allow pets for a small extra charge."
The price is $106
$142 total
includes taxes & fees
May 28 - May 29
Family-friendly Stay in Morris Plains! Pets Allowed Here! Kitchen Available!
Property grounds
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
10.0 out of 10, Exceptional, (5)
"The property was perfect for us. The hosts were pleasant and thoughtful and very responsive. We throughly enjoyed our stay and will be back again."
4 Bedroom Lake Hopatcong Lakehouse with Kayaks and Paddleboat
Property grounds
Scenic lakeside 4-bedroom house with sauna/hottub!
9.8 out of 10, Exceptional, (6)
"We enjoyed the beautiful views and the proximity to the places we were visiting. We wanted to visit NYC and decided to stay in Jersey for the prices. It was a very nice house and we would definitely recommend!"
The price is $250
$522 total
includes taxes & fees
Jun 2 - Jun 3
Scenic lakeside 4-bedroom house with sauna/hottub!
Property grounds
Waterfront Lake Hopatcong Vacation Rental w/ Dock
10.0 out of 10, Exceptional, (5)
"We needed a place for us, our adult child and husband to stay while visiting family. This was the perfect solution. Lots of space. Well appointed home. Beautiful spot next to the lake."
Waterfront Lake Hopatcong Vacation Rental w/ Dock
Property grounds
The Luxury modern home with pool
10.0 out of 10, Exceptional, (10)
"Host was great very responsive. House was beautiful Owner did a great job with modern renovations. Property was great for our ski trip only 22 minutes from mountain creek. I will definitely return to experience the property in the summer"
The price is $900
$1,762 total
includes taxes & fees
May 29 - May 30
The Luxury modern home with pool
Pool
Cheerful 4-Bedroom Lake Home with fire place
9.6 out of 10, Exceptional, (8)
"Property was clean and in a very nice location Just recommend parking on the street because the driveway is quite steep"
Cheerful 4-Bedroom Lake Home with fire place
Outdoor pool, a heated pool
Historic Country Estate with Fabulous Pool & Pool House!
10.0 out of 10, Exceptional, (22)
"The property met all our needs. We stay on site the majority of the time. The few times we needed somethng the appropriate story was within a ten minute drive. Thank you for a wonderful stay."
Historic Country Estate with Fabulous Pool & Pool House!
Beach | Sun loungers, beach towels
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
9.8 out of 10, Exceptional, (18)
"Jenna is a great host, lots of little special touches and great communication. Clean and enjoyable."
The price is $225
$420 total
includes taxes & fees
May 28 - May 29
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Beach towels
Charming Lake House w/ Large Dock
10.0 out of 10, Exceptional, (2)
"Everything went smooth, the instruction by host help a lot for check in and information. Paddle with Kayak is nice too."
Charming Lake House w/ Large Dock
Property grounds
Millburn House w/ Deck - Walk to NYC Transit!
9.4 out of 10, Exceptional, (34)
"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!
Property grounds
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
10.0 out of 10, Exceptional, (23)
"Stayed at this house for three nights with two friends (all three of us in our 40s) and had an excellent time. Everything is as described, very clean and easy to access. Marc was very communicative and a wonderful host. Also very close to the city, but felt like we were hundreds of miles away. Recommended in all aspects!"
Total privacy and relaxation in a secluded 3 bed/ 2 bath house on 5 acres.
Property grounds
Modern Lakefront at Sunset Cove Perfect for any occasion!
10.0 out of 10, Exceptional, (12)
"We had friends and family stay over for a birthday weekend and the house fit everyone really well. The pool table and mortal kombat was fun. I was a little shocked that the lake was drained but it was the first week in December and we still had a great time outside. We also had multiple comments about how much people liked the house and Rocco answer every question we had quickly and kindly."
Modern Lakefront at Sunset Cove Perfect for any occasion!
Terrace/patio
Stay at beautiful Leisure Lake Lodge
10.0 out of 10, Exceptional, (118)
"We enjoyed being able to visit with family here. Lots of activities for the kids to keep them entertained. Plenty of space for everyone!"
Stay at beautiful Leisure Lake Lodge
Fridge, microwave, oven, stovetop
Main Street Livin’
10.0 out of 10, Exceptional, (39)
"ideal location, walking distance to everything we needed. Able to visit with so many relatives in the Flemington erea. Clean quiet and just the correct size."
Main Street Livin’
Property grounds
Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room
10.0 out of 10, Exceptional, (4)
"Had a great stay and the property was perfect for spending the day at the lake and then relaxing and enjoying the evenings with the game room, decks and hot tub. Everything as advertised and no issues with checkin or an assist to get the BBQ going."
Peaceful LakeHouse w/ Spa, Lake Views/Access, and Game Room
Don't see what you're looking for?
See all available properties in Chester
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.

Chester Vacation Rental Travel Info

Popular accommodation
Chester apartments
Known landmarks
Morristown National Historical Park, Hacklebarney State Park and Mine Hill Beach
International airport
Newark, NJ (EWR-Liberty Intl.)

Other types of properties in Chester you may be interested in

Deluxe Room, 1 King Bed | Individually decorated, individually furnished, desk, laptop workspace
Westminster Hotel
4.0 star property
7.6 out of 10, Good, (1013)
"Staff was friendly and helpful… clean and comfortable room"
The price is $116
$133 total
includes taxes & fees
Jun 5 - Jun 6
Westminster Hotel
Front of property
Madison Hotel
4.0 star property
9.0 out of 10, Wonderful, (1010)
"Beautiful corner room, plenty of parking, overall A+"
The price is $195
$244 total
includes taxes & fees
May 28 - May 29
Madison Hotel
Terrace/patio
Courtyard Somerset by Marriott
3.0 star property
8.4 out of 10, Very Good, (1013)
"First big shout out and thank you to Nester and Ana. I had booked with a 3rd party vendor and I had some questions about my reservation. I called and Nester provided me with the information I needed and made me feel relaxed and comfortable. When I arrived later that day I saw him. He and Ana greeted me and provided an excellent check in experience. 10 out of 10. They even told me about the shuttle which was able to take me to my location in the morning. "
The price is $115
$132 total
includes taxes & fees
Jun 2 - Jun 3
Courtyard Somerset by Marriott
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.

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, we offer vacation rentals near well known attractions in Chester, or you can choose a secluded option if you want a relaxing place to 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?

Deluxe Harmony Duplex : This vacation home rental near Chester has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Chester?

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

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.

Recent reviews of Chester properties
Expedia verified reviews

Home2 Suites by Hilton East Hanover

Home2 Suites by Hilton East Hanover

5/5 Excellent
"Very nice rooms, friendly staff and nice breakfast. "
A verified traveler from FLORHAM PARK stayed at Home2 Suites by Hilton East Hanover
Posted 19 hours ago
Home2 Suites by Hilton East Hanover