Chester Holiday Rentals

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Holiday Rentals in Chester

Cabin in Epsom

2.0 star property
9.6 out of 10, Exceptional, (82)
"Everything was wonderful!!"
United States
Christina
The price is AU$243
includes taxes & fees
8 Dec - 9 Dec
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Holiday Home in Derry

10.0 out of 10, Exceptional, (4)
"Liked the stay, thank you"
United States
Ciria
The price is AU$206
includes taxes & fees
18 Dec - 19 Dec
Idyllic Small-Town Stay

Apartment in Highlands

2.0 star property
10.0 out of 10, Exceptional, (1)
"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$395
includes taxes & fees
8 Dec - 9 Dec
Comfortable Studio Close to Airport / Arena / Mall

Holiday Home in Manchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
The price is AU$504
includes taxes & fees
10 Dec - 11 Dec
Fabulous 3-bedroom house in Manchester

Holiday Home in Manchester

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$672
includes taxes & fees
8 Dec - 9 Dec
3BR • Fire Pit • Near Hospitals & Arena • Sleeps 6+ • Full Kitchen & Parking

Apartment in Haverhill

9.8 out of 10, Exceptional, (6)
"Check in was easy! Nice apartment that has been updated. It was great for my family while we were in the area visiting multiple locations."
United States
Erin W.
The price is AU$573
includes taxes & fees
8 Dec - 9 Dec
Bright & Cozy Entire Apartment - Your New England Hub

Apartment in Wolfe Park

2.0 star property
8.8 out of 10, Excellent, (9)
"We had a pleasant visit and stay"
United States
Desiree H.
The price is AU$451
includes taxes & fees
8 Dec - 9 Dec
Very spacious, clean, and comfortable first floor unit. Close to major highway!

Apartment in Amesbury

10.0 out of 10, Exceptional, (1)
"Excellent communication with the owner before and throughout the stay. Apartment is just as advertised. "
United States
Jennifer
The price is AU$436
includes taxes & fees
20 Dec - 21 Dec
Dtwn Amesbury! 15 mins to beach!

Apartment in Rimmon Heights

10.0 out of 10, Exceptional, (14)
"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$492
includes taxes & fees
8 Dec - 9 Dec
Charming Apartment-Saint Anselm -SNHU

Apartment in Epping

9.6 out of 10, Exceptional, (10)
"Nice houseGood for 3-4 adults (2 bedrooms) - we had 2 people Screened patio was awesome No washer/dryer"
United States
Neil P.
The price is AU$617
includes taxes & fees
8 Dec - 9 Dec
Historical Winter Stay | Circa 1805 | Pet-Friendly

Apartment in Amesbury

10.0 out of 10, Exceptional, (7)
"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$901
includes taxes & fees
21 Dec - 22 Dec
4 Corners At Amesbury Downtown Pet Friendly

Apartment in Amesbury

10.0 out of 10, Exceptional, (1)
"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.
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

Holiday Home in Haverhill

9.8 out of 10, Exceptional, (12)
"Nice place, neat and clean, beautiful neighborhood!"
United States
Cathy H.
The price is AU$538
includes taxes & fees
8 Dec - 9 Dec
Classic New England Bunkhouse- Home for the whole family!

Apartment in North End

7.0 out of 10, Good, (2)
"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$419
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom apartment in Manchester with AC, WiFi

Holiday Home in Epsom

10.0 out of 10, Exceptional, (20)
"The home was very clean and so organized. It felt inviting and warm. It was so easy to check in. We used the passcode that was provided. The kitchen was stocked with everything you would need. We loved our stay and highly recommend for a relaxing getaway with a nice view of the pond."
United States
Kerry B.
The price is AU$563
includes taxes & fees
8 Dec - 9 Dec
Waterfront Home w/ Private Dock

Apartment in Rimmon Heights

9.6 out of 10, Exceptional, (18)
"Nice place "
United States
ron m.
The price is AU$535
includes taxes & fees
8 Dec - 9 Dec
Relaxing Family friendly Apartment!!

Apartment in Rimmon Heights

10.0 out of 10, Exceptional, (6)
"Very clean and plenty of room for everyone. Hosts were quick to respond to our questions. "
United States
Nicole A.
The price is AU$969
includes taxes & fees
8 Dec - 9 Dec
Calm Chaos Family Unit

Holiday Home in Nashua

10.0 out of 10, Exceptional, (16)
"This was the perfect location for us for what we needed. Kind of in the middle of everything!"
United States
R Scott B.
The price is AU$696
includes taxes & fees
8 Dec - 9 Dec
Beautiful & Relaxing Nashua Home - Minutes from Downtown

Apartment in North Andover

10.0 out of 10, Exceptional, (1)
"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$379
includes taxes & fees
16 Dec - 17 Dec
Modern 1BD Near Downtown & Hgwy

Apartment in Rimmon Heights

9.8 out of 10, Exceptional, (10)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is AU$362
includes taxes & fees
8 Dec - 9 Dec
Cute Mini Apt - SNHU Arena
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$206 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?

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home: This holiday home rental outside of Chester is located in a rural location, and has an indoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Lake Massabesic. 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.