Chester Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Chester holiday rentals

View from property

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
2.0 star property
Epsom
9.8 out of 10, Exceptional, (124 reviews)
"Very cozy cabin, fantastic experience "
United States
Hang
The price is HK$775
HK$1,180 total
includes taxes & fees
2 Mar - 3 Mar
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Outdoor dining

Idyllic Small-Town Stay

Idyllic Small-Town Stay
Derry
10.0 out of 10, Exceptional, (13 reviews)
"Liked the stay, thank you"
United States
Ciria
The price is HK$658
HK$1,308 total
includes taxes & fees
5 Mar - 6 Mar
Idyllic Small-Town Stay
3 bedrooms, WiFi, bed sheets

Fabulous 3-bedroom house in Manchester

Fabulous 3-bedroom house in Manchester
Manchester
9.6 out of 10, Exceptional, (5 reviews)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
The price is HK$1,056
HK$2,725 total
includes taxes & fees
1 Mar - 2 Mar
Fabulous 3-bedroom house in Manchester
Fridge, microwave, oven, stovetop

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
Amesbury
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 HK$782
HK$1,824 total
includes taxes & fees
15 Mar - 16 Mar
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
TV, offices

Federal on Exeter | Circa 1805 | Pet-Friendly

Federal on Exeter | Circa 1805 | Pet-Friendly
Epping
9.6 out of 10, Exceptional, (10 reviews)
"Super clean, and convenient location for our family. The place is beautifully decorated and has a “home away from home” feel the second you open the door. We would love to stay again!"
United States
Kristie H.
The price is HK$1,072
HK$3,387 total
includes taxes & fees
9 Mar - 10 Mar
Federal on Exeter | Circa 1805 | Pet-Friendly
Fridge, microwave, oven, stovetop

Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all
Newburyport
8.8 out of 10, Excellent, (13 reviews)
"A big, comfortable house. The owner was quick to answer the questions that I had and resolved everything nicely."
United States
William
The price is HK$1,817
HK$3,174 total
includes taxes & fees
1 Mar - 2 Mar
Comfortable spacious house, easy access to all
Outdoor dining

Charming Victorian Retreat in Quiet NH Town

Charming Victorian Retreat in Quiet NH Town
Derry
The price is HK$626
HK$1,019 total
includes taxes & fees
5 Mar - 6 Mar
Charming Victorian Retreat in Quiet NH Town
1 bedroom, free WiFi, bed sheets

Cute Mini Apt - SNHU Arena

Cute Mini Apt - SNHU Arena
Rimmon Heights
9.8 out of 10, Exceptional, (10 reviews)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is HK$931
HK$1,816 total
includes taxes & fees
1 Mar - 2 Mar
Cute Mini Apt - SNHU Arena
TV

Modern 1BD Near Downtown & Hgwy

Modern 1BD Near Downtown & Hgwy
North Andover
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 HK$1,090
HK$1,917 total
includes taxes & fees
18 Mar - 19 Mar
Modern 1BD Near Downtown & Hgwy
Exterior

Dtwn Amesbury! 15 mins to beach!

Dtwn Amesbury! 15 mins to beach!
Amesbury
10.0 out of 10, Exceptional, (1 review)
"Excellent communication with the owner before and throughout the stay. Apartment is just as advertised. "
United States
Jennifer
Dtwn Amesbury! 15 mins to beach!
Smart TV

Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
Highlands
10.0 out of 10, Exceptional, (1 review)
"Great place. Nice set up. Very communicative."
United States
Jason B.
The price is HK$1,535
HK$3,363 total
includes taxes & fees
1 Mar - 2 Mar
Marvelous 3-bedroom townhome with Heated floor Manchester
Cookware/dishes/utensils

Charming quiet

Charming quiet
Rimmon Heights
9.8 out of 10, Exceptional, (15 reviews)
"Space was great, plenty of room, easy street parking, location is close to downtown - enjoyed our stay. "
United States
Dianne A.
The price is HK$1,322
HK$2,530 total
includes taxes & fees
1 Mar - 2 Mar
Charming quiet
Interior

Charming 2-bedroom apartment in Manchester with AC, WiFi

Charming 2-bedroom apartment in Manchester with AC, WiFi
North End
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 HK$1,134
HK$2,156 total
includes taxes & fees
1 Mar - 2 Mar
Charming 2-bedroom apartment in Manchester with AC, WiFi
Fridge, microwave, oven, stovetop

Large 3 floor Townhome with Patio, Backyard and Sauna

Large 3 floor Townhome with Patio, Backyard and Sauna
Rimmon Heights
9.8 out of 10, Exceptional, (19 reviews)
"Great place for a church group to brainstorm and pray! Comfortable and relaxing."
United States
Jeremy S.
The price is HK$1,901
HK$4,244 total
includes taxes & fees
2 Mar - 3 Mar
Large 3 floor Townhome with Patio, Backyard and Sauna
Terrace/patio

4 Corners At Amesbury Downtown Pet Friendly

4 Corners At Amesbury Downtown Pet Friendly
Amesbury
10.0 out of 10, Exceptional, (8 reviews)
"Our host, Collin, was incredible. Stay was exactly as described. Home is very nice."
United States
Ann M.
The price is HK$1,681
HK$3,970 total
includes taxes & fees
17 Mar - 18 Mar
4 Corners At Amesbury Downtown Pet Friendly
Fridge, microwave, oven, stovetop

Calm Chaos Family Unit

Calm Chaos Family Unit
Rimmon Heights
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and plenty of room for everyone. Hosts were quick to respond to our questions. "
United States
Nicole A.
The price is HK$2,112
HK$4,983 total
includes taxes & fees
1 Mar - 2 Mar
Calm Chaos Family Unit
Interior

Pet friendly, quiet home away from home!

Pet friendly, quiet home away from home!
Amesbury
9.4 out of 10, Exceptional, (16 reviews)
"Cozy, clean apartment walking distance to downtown Amesbury. Check in/out was easy. Great stay!"
United States
katie H.
The price is HK$1,471
HK$2,281 total
includes taxes & fees
15 Mar - 16 Mar
Pet friendly, quiet home away from home!
Fridge, microwave, oven, stovetop

Cute North End Retreat

Cute North End Retreat
North End
9.2 out of 10, Wonderful, (14 reviews)
"The place was very nice and clean. It was also very close to shops and a park. We enjoyed our stay and would choose this place again."
United States
Teresa W.
The price is HK$1,502
HK$2,750 total
includes taxes & fees
1 Mar - 2 Mar
Cute North End Retreat
TV

Very spacious, clean, and comfortable first floor unit. Close to major highway!

Very spacious, clean, and comfortable first floor unit. Close to major highway!
Wolfe Park
8.8 out of 10, Excellent, (9 reviews)
"great location, great size, worked perfectly - thank you!"
United States
joanna y.
The price is HK$1,174
HK$2,317 total
includes taxes & fees
1 Mar - 2 Mar
Very spacious, clean, and comfortable first floor unit. Close to major highway!
Private kitchen

Comfortable Studio Close to Airport / Arena / Mall

Comfortable Studio Close to Airport / Arena / Mall
Highlands
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 HK$697
HK$2,097 total
includes taxes & fees
1 Mar - 2 Mar
Comfortable Studio Close to Airport / Arena / Mall
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

Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

10/10 Excellent
"Clean room and nice staff"
Katherina 1-night trip
Posted 2 days ago
Hampton Inn by Hilton Concord/Bow

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:

  • View our selection of featured holiday rentals in Chester
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  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

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?

Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath: This holiday home rental outside of Chester is located in the mountains, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Town Hall and Chester Public Library 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.