Chester Vacation Rentals

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Our top choices for Chester vacation rentals

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, (116 reviews)
"Very cozy cabin, fantastic experience "
United States
Hang
The price is ¥15,501
¥23,469 total
includes taxes & fees
Feb 23 - Feb 24
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Idyllic Small-Town Stay

Idyllic Small-Town Stay
Derry
10.0 out of 10, Exceptional, (12 reviews)
"Liked the stay, thank you"
United States
Ciria
The price is ¥12,895
¥25,629 total
includes taxes & fees
Feb 16 - Feb 17
Idyllic Small-Town Stay

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 ¥39,536
¥66,071 total
includes taxes & fees
Mar 2 - Mar 3
Comfortable spacious house, easy access to all

Charming 2-Story Home Near Boston, Tuscan Village

Charming 2-Story Home Near Boston, Tuscan Village
Salem
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 ¥160,741
¥212,159 total
includes taxes & fees
Mar 15 - Mar 16
Charming 2-Story Home Near Boston, Tuscan Village

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 ¥30,066
¥65,875 total
includes taxes & fees
Feb 13 - Feb 14
Marvelous 3-bedroom townhome with Heated floor Manchester

Family Oasis

Family Oasis
Kalivas Union
10.0 out of 10, Exceptional, (1 review)
"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 ¥45,359
¥115,888 total
includes taxes & fees
Feb 15 - Feb 16
Family Oasis

Historical Winter Stay | Circa 1805 | Pet-Friendly

Historical Winter Stay | Circa 1805 | Pet-Friendly
Epping
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 ¥20,994
¥66,342 total
includes taxes & fees
Feb 16 - Feb 17
Historical Winter Stay | Circa 1805 | Pet-Friendly

Walk to Tuscan Village | Modern 3bd Farmhouse

Walk to Tuscan Village | Modern 3bd Farmhouse
Salem
9.4 out of 10, Exceptional, (16 reviews)
"Excellent instructions, comfortable stay and gr da t amenities. We really enjoyed our stay."
United Kingdom
Kristen P.
The price is ¥176,919
¥230,830 total
includes taxes & fees
Mar 4 - Mar 5
Walk to Tuscan Village | Modern 3bd Farmhouse

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 ¥44,685
¥91,215 total
includes taxes & fees
Mar 12 - Mar 13
Large 3 floor Townhome with Patio, Backyard and Sauna

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 ¥18,236
¥36,413 total
includes taxes & fees
Feb 15 - Feb 16
Cute Mini Apt - SNHU Arena

Fabulous 3-bedroom house in Manchester

Fabulous 3-bedroom house in Manchester
Manchester
9.6 out of 10, Exceptional, (4 reviews)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
The price is ¥20,687
¥53,539 total
includes taxes & fees
Feb 13 - Feb 14
Fabulous 3-bedroom house in Manchester

Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6

Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6
Manchester
10.0 out of 10, Exceptional, (1 review)
The price is ¥20,687
¥73,158 total
includes taxes & fees
Feb 23 - Feb 24
Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6

Charming quiet

Charming quiet
Rimmon Heights
9.8 out of 10, Exceptional, (15 reviews)
"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 ¥25,898
¥49,548 total
includes taxes & fees
Feb 15 - Feb 16
Charming quiet

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)
"Close to downtown Manchester. Good communication with host."
United States
Michael S.
The price is ¥22,986
¥45,391 total
includes taxes & fees
Feb 13 - Feb 14
Very spacious, clean, and comfortable first floor unit. Close to major highway!

Relaxing Family friendly Apartment!!

Relaxing Family friendly Apartment!!
Rimmon Heights
9.6 out of 10, Exceptional, (20 reviews)
"Nice place "
United States
ron m.
The price is ¥29,422
¥53,871 total
includes taxes & fees
Feb 15 - Feb 16
Relaxing Family friendly Apartment!!

Island Path Escape | 9 Mins to Beach | Balcony

Island Path Escape | 9 Mins to Beach | Balcony
Hampton Beach
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful place! Will stay again "
United States
Melba K.
The price is ¥30,035
¥85,129 total
includes taxes & fees
Feb 22 - Feb 23
Island Path Escape | 9 Mins to Beach | Balcony

Triple Family Unit Combined

Triple Family Unit Combined
Rimmon Heights
10.0 out of 10, Exceptional, (2 reviews)
"Great location! Lots of room!"
United States
Jessica C.
The price is ¥80,451
¥163,772 total
includes taxes & fees
Feb 16 - Feb 17
Triple Family Unit Combined

North End Relaxing Family

North End Relaxing Family
North End
9.4 out of 10, Exceptional, (6 reviews)
"Well suited for large groups of guests. It was welcoming, clean and bright. Good off street parking. "
United States
SCOTT D.
The price is ¥78,306
¥169,591 total
includes taxes & fees
Feb 17 - Feb 18
North End Relaxing Family

Charming Victorian Retreat in Quiet NH Town

Charming Victorian Retreat in Quiet NH Town
Derry
The price is ¥12,259
¥19,952 total
includes taxes & fees
Feb 16 - Feb 17
Charming Victorian Retreat in Quiet NH Town

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 ¥13,654
¥41,084 total
includes taxes & fees
Feb 13 - Feb 14
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

Find out more about Chester

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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 Town Hall and Chester Public Library 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.