Chester Holiday Rentals

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Our top choices for Chester holiday rentals

9.6 out of 10, Exceptional, (109 reviews)
"Very cozy cabin, fantastic experience "
United States
Hang
The price is AU$239
includes taxes & fees
26 Jan - 27 Jan
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Holiday Home in Derry

Idyllic Small-Town Stay
10.0 out of 10, Exceptional, (11 reviews)
"Liked the stay, thank you"
United States
Ciria
The price is AU$251
includes taxes & fees
23 Jan - 24 Jan
Idyllic Small-Town Stay

Holiday Home in Manchester

Fabulous 3-bedroom house in Manchester
2.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
The price is AU$517
includes taxes & fees
3 Feb - 4 Feb
Fabulous 3-bedroom house in Manchester
9.6 out of 10, Exceptional, (100 reviews)
"Owner very responsive to questions. Beautiful house on 9 acres of land. Great outdoor spaces, fire pit, grills, pool and hot tub."
United States
Christine C.
The price is AU$3,320
includes taxes & fees
26 Jan - 27 Jan
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great location. Close to the airport and SNHU arena. Plenty of shopping options within a mile. Apartment was nice and clean."
United States
Steven T.
The price is AU$382
includes taxes & fees
23 Jan - 24 Jan
Comfortable Studio Close to Airport / Arena / Mall
10.0 out of 10, Exceptional, (1 review)
"Perfect place! Easy walk to downtown Amesbury. Quite neighborhood "
United States
Holly B.
The price is AU$327
includes taxes & fees
4 Feb - 5 Feb
Downtown Amesbury! 15 Mins to Beach
9.0 out of 10, Wonderful, (2 reviews)
"Everything was as advertised. We needed a one night stay to break up our road trip. Check in was as easy as possible. Was clean and comfortable. Would use again if in the area."
United States
Nancy M.
The price is AU$299
includes taxes & fees
2 Feb - 3 Feb
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

Apartment in Rimmon Heights

Cute Mini Apt - SNHU Arena
9.8 out of 10, Exceptional, (10 reviews)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is AU$354
includes taxes & fees
25 Jan - 26 Jan
Cute Mini Apt - SNHU Arena
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great place. Nice set up. Very communicative."
United States
Jason B.
The price is AU$588
includes taxes & fees
3 Feb - 4 Feb
Marvelous 3-bedroom townhome with Heated floor Manchester
9.6 out of 10, Exceptional, (10 reviews)
"Much larger than I expected! Huge clean rooms, very tastefully decorated throughout- a book for everyone’s liking, everything you need in the kitchen with a gorgeous dining room table. Our dog loved all the space and the little bit of woods in the back. The covered porch was perfect for the rainy days we had."
United States
Karen P.
The price is AU$601
includes taxes & fees
19 Feb - 20 Feb
Historical Winter Stay | Circa 1805 | Pet-Friendly
2.0 star property
The price is AU$196
includes taxes & fees
4 Feb - 5 Feb
Charming Victorian Retreat in Quiet NH Town

Apartment in North Andover

Modern 1BD Near Downtown & Hgwy
10.0 out of 10, Exceptional, (1 review)
"What a cozy little spot? It was as described, our host was very accommodating and communicative, and its a good location, a nice neighborhood close to town as well as highways. We very much enjoyed our stay and will look to stay again when we're in the area"
United States
Chris H.
The price is AU$356
includes taxes & fees
8 Feb - 9 Feb
Modern 1BD Near Downtown & Hgwy

Apartment in Rimmon Heights

Charming quiet
9.8 out of 10, Exceptional, (15 reviews)
"This property exceeded our expectations. It was clean, lots of sunshine, good lighting, and well equiped with air conditioners in each room and the kitchen had everything we needed. Definitely a home away from home."
Canada
Kim B.
The price is AU$478
includes taxes & fees
3 Feb - 4 Feb
Charming quiet
9.8 out of 10, Exceptional, (27 reviews)
"Great place for a family. Family friendly and even had toys available for the kids. We had a good stay."
United States
Dee C.
The price is AU$701
includes taxes & fees
26 Jan - 27 Jan
Cozy home with hot tub minutes to downtown Nashua and Shops
10.0 out of 10, Exceptional, (1 review)
The price is AU$662
includes taxes & fees
26 Jan - 27 Jan
Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6
8.8 out of 10, Excellent, (9 reviews)
"Close to downtown Manchester. Good communication with host."
United States
Michael S.
The price is AU$405
includes taxes & fees
8 Feb - 9 Feb
Very spacious, clean, and comfortable first floor unit. Close to major highway!
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and owners were very communicative. Short walk to many restaurants and shops in downtown Amesbury."
United States
Tom C.
The price is AU$676
includes taxes & fees
25 Jan - 26 Jan
4 Corners At Amesbury Downtown Pet Friendly
7.0 out of 10, Good, (2 reviews)
"Good location with easy parking. Be aware that the steps up to the apartment are definitely winding and narrow. "
United States
Alan G.
The price is AU$411
includes taxes & fees
25 Jan - 26 Jan
Charming 2-bedroom apartment in Manchester with AC, WiFi
10.0 out of 10, Exceptional, (16 reviews)
"Great home that had everything we needed for our stay! Many great amenities close by. Amazing communication by host! "
United States
Kristina M.
The price is AU$710
includes taxes & fees
26 Jan - 27 Jan
Beautiful & Relaxing Nashua Home - Minutes from Downtown

Apartment in Rimmon Heights

Relaxing Family friendly Apartment!!
9.6 out of 10, Exceptional, (20 reviews)
"Nice place "
United States
ron m.
The price is AU$524
includes taxes & fees
25 Jan - 26 Jan
Relaxing Family friendly Apartment!!
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$239 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 a holiday rental in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester has to offer?

Idyllic Small-Town Stay: This holiday home rental outside of Chester offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Chester?

While exploring the area, visit family-friendly sights like Canobie Lake Park, or get outside and enjoy nature at Onway Lake. While here, Chester Public Library and Chester Town Hall are other places worth a visit.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.