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Chester Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Chester vacation rentals

View from property

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
2.5 star property
Epsom
9.6 out of 10, Exceptional, (167 reviews)
"How clean the cabin is feel so peaceful over there"
United States
Jessica
The price is AED 584
AED 793 total
includes taxes & fees
3 Aug - 4 Aug
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Interior

Lakefront Salmon Cottage

Lakefront Salmon Cottage
Northwood
9.8 out of 10, Exceptional, (14 reviews)
"Awesome place for quite getaway."
United States
Jason L.
The price is AED 598
AED 744 total
includes taxes & fees
8 Jul - 9 Jul
Lakefront Salmon Cottage
Dining

Riverfront 2BR | Home King Suite | Patio & Grill

Riverfront 2BR | Home King Suite | Patio & Grill
Epping
The price is AED 569
AED 1,873 total
includes taxes & fees
8 Jul - 9 Jul
Riverfront 2BR | Home King Suite | Patio & Grill
1 bedroom, free WiFi, bed sheets

Mini cozy quiet apartment

Mini cozy quiet apartment
Rimmon Heights
9.8 out of 10, Exceptional, (11 reviews)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is AED 437
AED 885 total
includes taxes & fees
8 Jul - 9 Jul
Mini cozy quiet apartment
Exterior

Lakefront Secluded Cottage in Northwood, New Hampshire

Lakefront Secluded Cottage in Northwood, New Hampshire
Northwood
The price is AED 645
AED 779 total
includes taxes & fees
5 Aug - 6 Aug
Lakefront Secluded Cottage in Northwood, New Hampshire
Dining

Lakefront Yellow Cottage

Lakefront Yellow Cottage
Northwood
9.4 out of 10, Exceptional, (6 reviews)
"Clean, friendly, a great place to stay. I kayaked in the lake and it was beautiful. Hope to stay again next summer!"
United States
Ravaioli N.
The price is AED 598
AED 744 total
includes taxes & fees
8 Jul - 9 Jul
Lakefront Yellow Cottage
Dining

Lakefront Pink Cottage

Lakefront Pink Cottage
Northwood
10.0 out of 10, Exceptional, (3 reviews)
"We had an enjoyable two night stay at the cabin. Our dog loved his first ever swim and we wanted to stay longer."
United States
Matty B.
The price is AED 703
AED 875 total
includes taxes & fees
13 Jul - 14 Jul
Lakefront Pink Cottage
3 bedrooms, WiFi, bed sheets

Fabulous 3-bedroom house in Manchester

Fabulous 3-bedroom house in Manchester
Manchester
9.4 out of 10, Exceptional, (11 reviews)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
The price is AED 549
AED 1,361 total
includes taxes & fees
21 Jul - 22 Jul
Fabulous 3-bedroom house in Manchester
1 bedroom, desk, iron/ironing board, travel crib

Downtown Amesbury! 15 Mins to Beach

Downtown Amesbury! 15 Mins to Beach
Amesbury
10.0 out of 10, Exceptional, (1 review)
"Perfect place! Easy walk to downtown Amesbury. Quite neighborhood "
United States
Holly B.
The price is AED 569
AED 1,163 total
includes taxes & fees
2 Aug - 3 Aug
Downtown Amesbury! 15 Mins to Beach
Cookware/dishes/utensils

Charming quiet

Charming quiet
Rimmon Heights
9.8 out of 10, Exceptional, (18 reviews)
"Had everything we needed from snacks, to water! Great place to stay! "
United States
Sierra M.
The price is AED 621
AED 1,200 total
includes taxes & fees
8 Jul - 9 Jul
Charming quiet
Interior

Cozy Salem Studio Near Tuscan Village & Boston

Cozy Salem Studio Near Tuscan Village & Boston
Salem
9.6 out of 10, Exceptional, (24 reviews)
"It is right near the center of town so everything is perfectly located. We had a great stay here. Everything was clean and nicely organized."
United States
Lamont M.
The price is AED 536
AED 1,354 total
includes taxes & fees
8 Jul - 9 Jul
Cozy Salem Studio Near Tuscan Village & Boston
Exterior

Lakefront Purple Cottage

Lakefront Purple Cottage
Northwood
9.2 out of 10, Wonderful, (7 reviews)
"Quaint colorful just right ."
United States
Susan B.
The price is AED 609
AED 741 total
includes taxes & fees
5 Aug - 6 Aug
Lakefront Purple Cottage
Lake

The Cottages at Harvey Lake

The Cottages at Harvey Lake
3.0 star property
Northwood
8.8 out of 10, Excellent, (47 reviews)
"The view of the lake from the cabin was excellent. "
United States
Matt
The price is AED 599
AED 650 total
includes taxes & fees
8 Jul - 9 Jul
The Cottages at Harvey Lake
Smart TV

Relaxing Family friendly Apartment!!

Relaxing Family friendly Apartment!!
Rimmon Heights
9.6 out of 10, Exceptional, (20 reviews)
"Would definitely stay again! House was clean and had everything we needed and more!!We were a group of 6 and there was plenty of room for all! "
United States
Sarah W.
The price is AED 705
AED 1,307 total
includes taxes & fees
8 Jul - 9 Jul
Relaxing Family friendly Apartment!!
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.
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
Exterior

Cozy, NEW, Spacious 1-bedroom suite with AC in charming Nashua

Cozy, NEW, Spacious 1-bedroom suite with AC in charming Nashua
Nashua
The price is AED 882
AED 1,327 total
includes taxes & fees
8 Jul - 9 Jul
Cozy, NEW, Spacious 1-bedroom suite with AC in charming Nashua
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Family Relaxing

Family Relaxing
North End
9.2 out of 10, Wonderful, (18 reviews)
"The apartment is very nicely finished and the kitchen is on the whole well equipped though missing a couple essentials like an can opener. There were also closets in every bedroom, but no clothes bar so there is nowhere to hang clothes. I would suggest adding clothes bars, a coat rack in the living room at the entrance and a set of drawers in each bedroom.The location is excellent in a very nice part of Manchester and convenient to the interstates. I would certainly stay here again. I can’t...
United States
Richard T.
Family Relaxing
Fridge, microwave, oven, stovetop

Comfortable spacious house, easy access to all

Comfortable spacious house, easy access to all
Newburyport
9.0 out of 10, Wonderful, (14 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 AED 853
AED 1,490 total
includes taxes & fees
13 Jul - 14 Jul
Comfortable spacious house, easy access to all
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 AED 420
AED 1,101 total
includes taxes & fees
13 Jul - 14 Jul
Comfortable Studio Close to Airport / Arena / Mall
Smart TV

Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
Highlands
9.6 out of 10, Exceptional, (5 reviews)
"Location was close to stores and easy access to the highway. Everything was new and clean. Beds were very comfortable.Would be a great location for families coming for college graduation. Would stay here again "
United States
Kimberly D.
The price is AED 721
AED 1,575 total
includes taxes & fees
21 Jul - 22 Jul
Marvelous 3-bedroom townhome with Heated floor Manchester
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

SpringHill Suites by Marriott Hampton Portsmouth

SpringHill Suites by Marriott Hampton Portsmouth

10/10 Excellent
"Breakfast was not very good it was turkey sausage no bacon no reg sausage and scrambled eggs alot of muffins and a choice of a banana or apple"
Cindy 1-night trip
Posted 2 hours ago
SpringHill Suites by Marriott Hampton Portsmouth

Frequently asked questions

Can I find a vacation rental in Chester?

Yes, we offer vacation rentals close to well known points of interest in Chester, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Chester?

Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath: This vacation home rental outside of Chester is located in the mountains and has a balcony, a garden, and a barbecue grill 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 vacation with amenities like a 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 Public Library and Chester Town Hall are other places worth a visit.

What are vacation rentals like in Chester?

Vacation rentals are private properties you can book for several days or more in Chester. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.