Chester Vacation Rentals

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Our top choices for Chester vacation rentals

Vacation Home in Derry

Idyllic Small-Town Stay
10.0 out of 10, Exceptional, (10)
"Liked the stay, thank you"
United States
Ciria
$154 nightly
The price is $167
Jan 11 - Jan 12
Total with taxes and fees
Idyllic Small-Town Stay
9.6 out of 10, Exceptional, (102)
"This was our second stay and it’s a 10/10 for a romantic getaway! "
United States
Caitlin
$149 nightly
The price is $162
Jan 11 - Jan 12
Total with taxes and fees
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
10.0 out of 10, Exceptional, (1)
"Perfect place! Easy walk to downtown Amesbury. Quite neighborhood "
United States
Holly B.
$206 nightly
The price is $220
Jan 14 - Jan 15
Total with taxes and fees
Downtown Amesbury! 15 Mins to Beach
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.
$239 nightly
The price is $260
Jan 10 - Jan 11
Total with taxes and fees
Comfortable Studio Close to Airport / Arena / Mall
9.0 out of 10, Wonderful, (2)
"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.
$188 nightly
The price is $200
Jan 11 - Jan 12
Total with taxes and fees
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
10.0 out of 10, Exceptional, (1)
$411 nightly
The price is $446
Jan 12 - Jan 13
Total with taxes and fees
3BR • Fire Pit • Near Hospitals & Arena • Sleeps 6+ • Full Kitchen & Parking
2.0 star property
$120 nightly
The price is $130
Jan 11 - Jan 12
Total with taxes and fees
Charming Victorian Retreat in Quiet NH Town
10.0 out of 10, Exceptional, (7)
"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.
$275 nightly
The price is $298
Jan 10 - Jan 11
Total with taxes and fees
Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown

Vacation Home in Manchester

Fabulous 3-bedroom house in Manchester
2.0 star property
9.4 out of 10, Exceptional, (3)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
$322 nightly
The price is $349
Jan 10 - Jan 11
Total with taxes and fees
Fabulous 3-bedroom house in Manchester
8.8 out of 10, Excellent, (9)
"We had a pleasant visit and stay"
United States
Desiree H.
$256 nightly
The price is $278
Jan 10 - Jan 11
Total with taxes and fees
Very spacious, clean, and comfortable first floor unit. Close to major highway!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great place. Nice set up. Very communicative."
United States
Jason B.
$359 nightly
The price is $390
Jan 31 - Feb 1
Total with taxes and fees
Marvelous 3-bedroom townhome with Heated floor Manchester
10.0 out of 10, Exceptional, (7)
"Very clean and owners were very communicative. Short walk to many restaurants and shops in downtown Amesbury."
United States
Tom C.
$470 nightly
The price is $508
Jan 26 - Jan 27
Total with taxes and fees
4 Corners At Amesbury Downtown Pet Friendly

Apartment in Rimmon Heights

Charming quiet
9.8 out of 10, Exceptional, (15)
"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.
$285 nightly
The price is $309
Jan 11 - Jan 12
Total with taxes and fees
Charming quiet
9.6 out of 10, Exceptional, (10)
"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.
$385 nightly
The price is $418
Jan 10 - Jan 11
Total with taxes and fees
Historical Winter Stay | Circa 1805 | Pet-Friendly
10.0 out of 10, Exceptional, (29)
"Wonderful place! Will stay again "
United States
Melba K.
$480 nightly
The price is $521
Jan 13 - Jan 14
Total with taxes and fees
Island Path Escape | 3BR Monthly | Views | Fireplace
10.0 out of 10, Exceptional, (1)
"Excellent communication with the owner before and throughout the stay. Apartment is just as advertised. "
United States
Jennifer
$241 nightly
The price is $257
Jan 13 - Jan 14
Total with taxes and fees
Dtwn Amesbury! 15 mins to beach!

Apartment in Rimmon Heights

Cute Mini Apt - SNHU Arena
9.8 out of 10, Exceptional, (10)
"Nice stay. Nice property. Would stay again"
United States
John B.
$219 nightly
The price is $238
Jan 11 - Jan 12
Total with taxes and fees
Cute Mini Apt - SNHU Arena

Vacation Home in Epsom

Waterfront Home w/ Private Dock
10.0 out of 10, Exceptional, (20)
"Amazing place they had everything you needed and more ! The bedding and beds were so comfortable! And pond is pretty and yard is private ! The house decor is welcoming and cozy for just relaxing ! Would absolutely stay again! "
United States
Morgan
$341 nightly
The price is $370
Jan 11 - Jan 12
Total with taxes and fees
Waterfront Home w/ Private Dock

Apartment in Rimmon Heights

Relaxing Family friendly Apartment!!
9.6 out of 10, Exceptional, (20)
"Nice place "
United States
ron m.
$324 nightly
The price is $352
Jan 11 - Jan 12
Total with taxes and fees
Relaxing Family friendly Apartment!!

Apartment in North Andover

Modern 1BD Near Downtown & Hgwy
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.
$245 nightly
The price is $248
Feb 2 - Feb 3
Total with taxes and fees
Modern 1BD Near Downtown & Hgwy
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

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Idyllic Small-Town Stay: This vacation home rental outside of Chester offers a patio, a selection of games, and a barbecue grill 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 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.