Chester Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Chester

Exterior
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Cabin in Epsom

2.0 star property
9.6 out of 10, Exceptional, (81)
"Everything was wonderful!!"
United States
Christina
The price is HK$721
HK$1,119 total
includes taxes & fees
4 Dec - 5 Dec
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Outdoor dining
Idyllic Small-Town Stay

Holiday Home in Derry

10.0 out of 10, Exceptional, (4)
"Liked the stay, thank you"
United States
Ciria
The price is HK$693
HK$1,047 total
includes taxes & fees
4 Dec - 5 Dec
Idyllic Small-Town Stay
Private kitchen
Comfortable Studio Close to Airport / Arena / Mall

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 HK$616
HK$2,019 total
includes taxes & fees
15 Dec - 16 Dec
Comfortable Studio Close to Airport / Arena / Mall
Exterior
Downtown Amesbury! 15 Mins to Beach

Apartment in Amesbury

10.0 out of 10, Exceptional, (1)
"Perfect place! Easy walk to downtown Amesbury. Quite neighborhood "
United States
Holly B.
The price is HK$622
HK$1,701 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Amesbury! 15 Mins to Beach
Fridge, microwave, oven, stovetop
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

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.
The price is HK$700
HK$1,707 total
includes taxes & fees
5 Dec - 6 Dec
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
3 bedrooms, WiFi, bed sheets
Fabulous 3-bedroom house in Manchester

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 HK$933
HK$2,574 total
includes taxes & fees
29 Nov - 30 Nov
Fabulous 3-bedroom house in Manchester
Terrace/patio
4 Corners At Amesbury Downtown Pet Friendly

Apartment in Amesbury

10.0 out of 10, Exceptional, (6)
"Very clean and owners were very communicative. Short walk to many restaurants and shops in downtown Amesbury."
United States
Tom C.
The price is HK$1,504
HK$3,763 total
includes taxes & fees
1 Dec - 2 Dec
4 Corners At Amesbury Downtown Pet Friendly
Dining
Very spacious, clean, and comfortable first floor unit. Close to major highway!

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 HK$1,167
HK$2,304 total
includes taxes & fees
15 Dec - 16 Dec
Very spacious, clean, and comfortable first floor unit. Close to major highway!
Cookware/dishes/utensils
Charming Apartment-Saint Anselm -SNHU

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 HK$1,314
HK$2,540 total
includes taxes & fees
2 Dec - 3 Dec
Charming Apartment-Saint Anselm -SNHU
Living area
Calm Chaos Family Unit

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 HK$2,100
HK$4,886 total
includes taxes & fees
15 Dec - 16 Dec
Calm Chaos Family Unit
Interior
Waterfront Home w/ Private Dock

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 HK$1,750
HK$2,878 total
includes taxes & fees
29 Nov - 30 Nov
Waterfront Home w/ Private Dock
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Relaxing Family friendly Apartment!!

Apartment in Rimmon Heights

9.6 out of 10, Exceptional, (18)
"In a terrific part of Manchester next to the best breakfast place in the city, just a short shot to downtown. And much nicer than expected."
United States
Timothy G.
The price is HK$1,493
HK$2,734 total
includes taxes & fees
30 Nov - 1 Dec
Relaxing Family friendly Apartment!!
Dining
Exeter Winter MTR | Circa 1805 | Pet-Friendly

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 HK$980
HK$3,131 total
includes taxes & fees
9 Dec - 10 Dec
Exeter Winter MTR | Circa 1805 | Pet-Friendly
Fridge, microwave, dishwasher, coffee/tea maker
Modern 1BD Near Downtown & Hgwy

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 HK$1,084
HK$1,931 total
includes taxes & fees
17 Dec - 18 Dec
Modern 1BD Near Downtown & Hgwy
Smart TV, books
Beautiful & Relaxing Nashua Home - Minutes from Downtown

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 HK$1,546
HK$3,559 total
includes taxes & fees
8 Dec - 9 Dec
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Fridge, microwave, oven, stovetop
Family Oasis

Holiday Home in Kalivas Union

10.0 out of 10, Exceptional, (1)
"Excellent recent reno - kept the original features and added updates. Rooms are larger than they appear in the pix. Only concern are the steep, narrow stairs."
United States
Steve R.
The price is HK$2,302
HK$6,152 total
includes taxes & fees
30 Nov - 1 Dec
Family Oasis
Beach nearby
Sunset Views | Fireplace | Lux Kitchen | Laundry

Holiday Home in Hampton Beach

10.0 out of 10, Exceptional, (28)
"Comfortable house with lots of space and lovey view of the marshes. Great kitchen and only a 5 minute walk to the boardwalk!"
United States
Jay S.
The price is HK$1,563
HK$4,254 total
includes taxes & fees
30 Nov - 1 Dec
Sunset Views | Fireplace | Lux Kitchen | Laundry
Fridge, microwave, oven, stovetop
North End Retreat Family

Apartment in North End

8.8 out of 10, Excellent, (3)
"The property was clean, amenities were good, kitchen and bathroom was well stocked. "
United States
CHITHKALA S.
The price is HK$1,540
HK$2,794 total
includes taxes & fees
29 Dec - 30 Dec
North End Retreat Family
Fridge, microwave, oven, stovetop
Cozy home with hot tub minutes to downtown Nashua and Shops

Holiday Home in Nashua

9.6 out of 10, Exceptional, (25)
"Great place for a family. Family friendly and even had toys available for the kids. We had a good stay."
United States
Dee C.
Cozy home with hot tub minutes to downtown Nashua and Shops
Smart TV
3BR • Fire Pit • Near Hospitals & Arena • Sleeps 6+ • Full Kitchen & Parking

Holiday Home in Manchester

2.0 star property
The price is HK$958
HK$3,495 total
includes taxes & fees
9 Dec - 10 Dec
3BR • Fire Pit • Near Hospitals & Arena • Sleeps 6+ • Full Kitchen & Parking
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

La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

10/10 Excellent
"Everything "
john 7-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Boston-Andover

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
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • 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?

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.