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
9.6 out of 10, Exceptional, (102 reviews)
"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 12 - Jan 13
Total with taxes and fees
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Idyllic Small-Town Stay

Idyllic Small-Town Stay
Derry
10.0 out of 10, Exceptional, (10 reviews)
"Liked the stay, thank you"
United States
Ciria
$154 nightly
The price is $167
Jan 12 - Jan 13
Total with taxes and fees
Idyllic Small-Town Stay

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
North Hampton
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.
$2,113 nightly
The price is $2,293
Jan 26 - Jan 27
Total with taxes and fees
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

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.
$214 nightly
The price is $228
Feb 2 - Feb 3
Total with taxes and fees
Downtown Amesbury! 15 Mins to Beach

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.
$187 nightly
The price is $199
Jan 22 - Jan 23
Total with taxes and fees
Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches

Modern 1BD Near Downtown & Hgwy

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

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.
$385 nightly
The price is $418
Jan 12 - Jan 13
Total with taxes and fees
Historical Winter Stay | Circa 1805 | Pet-Friendly

Fabulous 3-bedroom house in Manchester

Fabulous 3-bedroom house in Manchester
2.0 star property
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
$324 nightly
The price is $352
Jan 12 - Jan 13
Total with taxes and fees
Fabulous 3-bedroom house in Manchester

Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown

Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown
Nashua
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.
$273 nightly
The price is $296
Jan 12 - Jan 13
Total with taxes and fees
Garage, Fully Fenced Yard, Sleep 8, Walk to Downtown

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.
$221 nightly
The price is $240
Jan 12 - Jan 13
Total with taxes and fees
Cute Mini Apt - SNHU Arena

Charming Victorian Retreat in Quiet NH Town

Charming Victorian Retreat in Quiet NH Town
2.0 star property
Derry
$120 nightly
The price is $130
Jan 15 - Jan 16
Total with taxes and fees
Charming Victorian Retreat in Quiet NH Town

Comfortable Studio Close to Airport / Arena / Mall

Comfortable Studio Close to Airport / Arena / Mall
2.0 star property
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.
$238 nightly
The price is $258
Jan 12 - Jan 13
Total with taxes and fees
Comfortable Studio Close to Airport / Arena / Mall

Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
2.0 star property
Highlands
10.0 out of 10, Exceptional, (1 review)
"Great place. Nice set up. Very communicative."
United States
Jason B.
$371 nightly
The price is $403
Jan 31 - Feb 1
Total with taxes and fees
Marvelous 3-bedroom townhome with Heated floor Manchester

3BR • Fire Pit • Near Hospitals & Arena • Sleeps 6+ • Full Kitchen & Parking

3BR • Fire Pit • Near Hospitals & Arena • Sleeps 6+ • Full Kitchen & Parking
2.0 star property
Manchester
10.0 out of 10, Exceptional, (1 review)
$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

Walk to Tuscan Village | Modern 3bd Farmhouse

Walk to Tuscan Village | Modern 3bd Farmhouse
Salem
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.
$1,491 nightly
The price is $1,506
Jan 17 - Jan 18
Total with taxes and fees
Walk to Tuscan Village | Modern 3bd Farmhouse

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.
$1,365 nightly
The price is $1,379
Jan 22 - Jan 23
Total with taxes and fees
Charming 2-Story Home Near Boston, Tuscan Village

Very spacious, clean, and comfortable first floor unit. Close to major highway!

Very spacious, clean, and comfortable first floor unit. Close to major highway!
2.0 star property
Wolfe Park
8.8 out of 10, Excellent, (9 reviews)
"We had a pleasant visit and stay"
United States
Desiree H.
$258 nightly
The price is $280
Jan 12 - Jan 13
Total with taxes and fees
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.
$327 nightly
The price is $355
Jan 12 - Jan 13
Total with taxes and fees
Relaxing Family friendly Apartment!!

Island Path Escape | 3BR Monthly | Views | Fireplace

Island Path Escape | 3BR Monthly | Views | Fireplace
Hampton Beach
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful place! Will stay again "
United States
Melba K.
$476 nightly
The price is $516
Jan 13 - Jan 14
Total with taxes and fees
Island Path Escape | 3BR Monthly | Views | Fireplace

Cozy home with hot tub minutes to downtown Nashua and Shops

Cozy home with hot tub minutes to downtown Nashua and Shops
Nashua
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.
$459 nightly
The price is $498
Jan 20 - Jan 21
Total with taxes and fees
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

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.