Chester Holiday Rentals

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Chester holiday rentals

View from property
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Cabin in Epsom

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (104 reviews)
"This was our second stay and it’s a 10/10 for a romantic getaway! "
United States
Caitlin
The price is HK$850
HK$1,260 total
includes taxes & fees
14 Jan - 15 Jan
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Outdoor dining
Idyllic Small-Town Stay

Holiday Home in Derry

Idyllic Small-Town Stay
10.0 out of 10, Exceptional, (10 reviews)
"Liked the stay, thank you"
United States
Ciria
The price is HK$656
HK$1,304 total
includes taxes & fees
14 Jan - 15 Jan
Idyllic Small-Town Stay
Indoor pool, a heated pool
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

Holiday Home in North Hampton

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
9.6 out of 10, Exceptional, (99 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 HK$11,695
HK$17,875 total
includes taxes & fees
26 Jan - 27 Jan
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
1 bedroom, desk, iron/ironing board, travel cot
Downtown Amesbury! 15 Mins to Beach

Apartment in Amesbury

Downtown Amesbury! 15 Mins to Beach
10.0 out of 10, Exceptional, (1 review)
"Perfect place! Easy walk to downtown Amesbury. Quite neighborhood "
United States
Holly B.
The price is HK$678
HK$1,776 total
includes taxes & fees
2 Feb - 3 Feb
Downtown Amesbury! 15 Mins to Beach
Fridge, microwave, oven, stovetop
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

Apartment in Amesbury

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
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$585
HK$1,552 total
includes taxes & fees
22 Jan - 23 Jan
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
TV
Modern 1BD Near Downtown & Hgwy

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 HK$1,086
HK$1,928 total
includes taxes & fees
2 Feb - 3 Feb
Modern 1BD Near Downtown & Hgwy
TV, offices
Historical Winter Stay | Circa 1805 | Pet-Friendly

Apartment in Epping

Historical Winter Stay | Circa 1805 | Pet-Friendly
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 HK$1,068
HK$3,256 total
includes taxes & fees
14 Jan - 15 Jan
Historical Winter Stay | Circa 1805 | Pet-Friendly
3 bedrooms, WiFi, bed sheets
Fabulous 3-bedroom house in Manchester

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 HK$1,052
HK$2,723 total
includes taxes & fees
15 Jan - 16 Jan
Fabulous 3-bedroom house in Manchester
Smart TV
Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown

Apartment in Nashua

Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay with our 3y and 5y - the house and neighborhood were safe, clean, and easy. We had a great stay!"
United States
Meghan L.
Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown
1 bedroom, free WiFi, bed sheets
Cute Mini Apt - SNHU Arena

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 HK$928
HK$1,852 total
includes taxes & fees
21 Jan - 22 Jan
Cute Mini Apt - SNHU Arena
Outdoor dining
Charming Victorian Retreat in Quiet NH Town

Apartment in Derry

Charming Victorian Retreat in Quiet NH Town
2.0 star property
The price is HK$624
HK$1,015 total
includes taxes & fees
15 Jan - 16 Jan
Charming Victorian Retreat in Quiet NH Town
Private kitchen
Comfortable Studio Close to Airport / Arena / Mall

Apartment in Highlands

Comfortable Studio Close to Airport / Arena / Mall
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 HK$617
HK$1,998 total
includes taxes & fees
21 Jan - 22 Jan
Comfortable Studio Close to Airport / Arena / Mall
Smart TV
Marvelous 3-bedroom townhome with Heated floor Manchester

Holiday Home in Highlands

Marvelous 3-bedroom townhome with Heated floor Manchester
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 HK$1,360
HK$3,142 total
includes taxes & fees
31 Jan - 1 Feb
Marvelous 3-bedroom townhome with Heated floor Manchester
Interior
Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6

Holiday Home in Manchester

Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$936
HK$3,528 total
includes taxes & fees
14 Jan - 15 Jan
Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6
Interior
Walk to Tuscan Village | Modern 3bd Farmhouse

Holiday Home in Salem

Walk to Tuscan Village | Modern 3bd Farmhouse
9.6 out of 10, Exceptional, (15 reviews)
"The house was clean, the communication was prompt and overall we had a great stay! "
United States
Seth M.
The price is HK$8,999
HK$11,741 total
includes taxes & fees
17 Jan - 18 Jan
Walk to Tuscan Village | Modern 3bd Farmhouse
Fridge, microwave, oven, stovetop
Charming 2-Story Home Near Boston, Tuscan Village

Holiday Home in Salem

Charming 2-Story Home Near Boston, Tuscan Village
9.0 out of 10, Wonderful, (10 reviews)
"Overall it was a giod stay. Some amenities were not stocked but we were able to pivot."
United States
Adam L.
The price is HK$8,176
HK$10,301 total
includes taxes & fees
26 Jan - 27 Jan
Charming 2-Story Home Near Boston, Tuscan Village
TV
Very spacious, clean, and comfortable first floor unit. Close to major highway!

Apartment in Wolfe Park

Very spacious, clean, and comfortable first floor unit. Close to major highway!
2.0 star property
8.8 out of 10, Excellent, (9 reviews)
"Close to downtown Manchester. Good communication with host."
United States
Michael S.
The price is HK$1,169
HK$2,309 total
includes taxes & fees
14 Jan - 15 Jan
Very spacious, clean, and comfortable first floor unit. Close to major highway!
Smart TV
Relaxing Family friendly Apartment!!

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 HK$1,497
HK$2,766 total
includes taxes & fees
3 Feb - 4 Feb
Relaxing Family friendly Apartment!!
Beach nearby
Island Path Escape | 3BR Monthly | Views | Fireplace

Holiday Home in Hampton Beach

Island Path Escape | 3BR Monthly | Views | Fireplace
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful place! Will stay again "
United States
Melba K.
The price is HK$1,700
HK$4,433 total
includes taxes & fees
27 Jan - 28 Jan
Island Path Escape | 3BR Monthly | Views | Fireplace
Terrace/patio
Cozy home with hot tub minutes to downtown Nashua and Shops

Holiday Home in Nashua

Cozy home with hot tub minutes to downtown Nashua and Shops
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 HK$1,607
HK$3,900 total
includes taxes & fees
20 Jan - 21 Jan
Cozy home with hot tub minutes to downtown Nashua and Shops
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

DoubleTree by Hilton Nashua

DoubleTree by Hilton Nashua

10/10 Excellent
"Friendly Staff!!"
Veronica 2-night trip
Posted 2 days ago
DoubleTree by Hilton Nashua

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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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?

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.