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Chester Holiday Rentals

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Holiday Rentals in Chester

Charming 2-bedroom house on 2 dog friendly landscaped acres in lovely Chester
2.0 star property
10.0 out of 10, Exceptional, (11)
"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
6.6 out of 10, (4)
"Well-maintainedNice amenities"
New Modern Ranch Close to it All
Historic 5-bedroom house with beautiful back yard suitable for private events.
Historic 5-bedroom house with beautiful back yard suitable for private events.
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 AU$2,787
includes taxes & fees
20 Oct - 21 Oct
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!
10.0 out of 10, Exceptional, (39)
"Your house worked perfectly for our 4 day reunion- scenic, beautifully maintained home, pool, and grounds with a well equipped kitchen and terrific game room. We’ll be back!"
Historic Country Estate with Fabulous Pool & Pool House!
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 AU$5,571
includes taxes & fees
16 Oct - 17 Oct
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
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. "
Stay at Chalet 11, 22
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!
Unforgettable sunset view, on the porch…
9.2 out of 10, Wonderful, (56)
"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.
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.
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown
8.8 out of 10, Excellent, (12)
"This is a really unique location but has everything we needed. It was comfy and enjoyable, and they were very flexible with our plans over the course of our stay!"
Charming 2-bedroom apartment with WiFi, AC in tranquil Morristown
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 AU$396
includes taxes & fees
20 Oct - 21 Oct
MINI MANSION WHOLE RIGHT WING, THREE BEDROOM APARTMENT AVAILABLE AT A (LOW RATE)
Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.
Updated Waterfront. Pet friendly. Private cove. Close to restaurants and parks.
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
9.6 out of 10, Exceptional, (11)
"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 AU$742
includes taxes & fees
4 Nov - 5 Nov
Lakeview Cozy Home - 2-Bedroom Cottage in Hopatcong, NJ
Mini Mansion rental suite, close to public transportation, train / buses
The price is AU$265
includes taxes & fees
19 Oct - 20 Oct
Mini Mansion rental suite, close to public transportation, train / buses
LAKEFRONT Level Lot Home with a Private Deck/Dock w/ 2 Kayaks & Paddle Boards
9.8 out of 10, Exceptional, (7)
"Perfect if you are looking for a quiet getaway"
LAKEFRONT Level Lot Home with a Private Deck/Dock w/ 2 Kayaks & Paddle Boards
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
Private Waterfront Home Nestled In A Quiet Section Of Lake Hopatcong
8.8 out of 10, Excellent, (3)
"Cute house with nice firepit and dock. Owner was very responsive when we had questions."
Private Waterfront Home Nestled In A Quiet Section Of Lake Hopatcong
Charming Lake House w/ Large Dock
9.8 out of 10, Exceptional, (8)
"Wonderful place has everything you would need the views are exceptional great location and we will be back!"
The price is AU$451
includes taxes & fees
16 Oct - 17 Oct
Charming Lake House w/ Large Dock
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

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chester holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$265 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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 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?

Historic 5-bedroom house with beautiful back yard suitable for private events.: This holiday home rental outside of Chester offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of 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 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.