Chester Vacation Rentals

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Vacation Rentals in Chester

Standard Cabin, 1 Queen Bed | Exterior
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (75)
"Very quiet and peaceful. The cabin we stayed in needed to be updated a bit. Very friendly staff. "
United States
Kelly
$179 nightly
The price is $194
Nov 3 - Nov 4
Total with taxes and fees
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Exterior
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
9.6 out of 10, Exceptional, (98)
"The house and grounds are beautiful, especially if you appreciate old historic houses. Issues did arise ut Chelsi responded very quickly. The kitchen is modern w room for lots of cooks. We made use of most of the amenities -pool, sauna, theater room. Location is great- near beach and rail trail, and short distance to rye, Portsmouth, kittery . It worked perfectly for our college roommate reunion."
United States
Ruth L.
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
3 bedrooms, WiFi, bed sheets
Fabulous 3-bedroom house in Manchester
Fabulous 3-bedroom house in Manchester
2.0 star property
10.0 out of 10, Exceptional, (1)
"Place was nice. Super clean and host was very available for questions. "
United States
Frank C.
$250 nightly
The price is $271
Nov 7 - Nov 8
Total with taxes and fees
Fabulous 3-bedroom house in Manchester
Private kitchen
A room with a bathroom for rent in a two bedroom two bathroom condo
A room with a bathroom for rent in a two bedroom two bathroom condo
A room with a bathroom for rent in a two bedroom two bathroom condo
Exterior
The Cottages at Harvey Lake
The Cottages at Harvey Lake
3.0 star property
8.8 out of 10, Excellent, (46)
"These were cute little cabins, rustic, but clean and tidy with everything there for staying for awhile. AC too. We were on the water and the geese welcomed us in the morning! The cabin had a screened in porch with comfy chairs. There was a nice little beach with kayaks to use, a fire pit and firewood for each cabin. The bed was comfy. It was nice and we would definitely visit again."
United States
Graham
The Cottages at Harvey Lake
Terrace/patio
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
10.0 out of 10, Exceptional, (61)
"Loved this place! So relaxing and cute. The outdoor vibes were great. Very quiet and peaceful! "
United States
Jillian C.
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Fridge, microwave, oven, stovetop
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
9.8 out of 10, Exceptional, (12)
"Very comfortable and convenient home. Had everything we needed for a short stay while transitioning between home moves. Would absolutely stay there again. Thank you!"
United States
Deanna O.
$372 nightly
The price is $404
Nov 17 - Nov 18
Total with taxes and fees
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Fridge, microwave, oven, stovetop
Spacious 4-bedroom house in welcoming Nashua NH
Spacious 4-bedroom house in welcoming Nashua NH
7.0 out of 10, Good, (2)
"Had my crew of 4 stay there when we had a build close by. Host was very responsive, accommodating and communication was great. The house was nice and had everything we needed. I had no complaints from my crew. We were commuting to MA so don't have much to say about the area or town."
United States
Chris H.
Spacious 4-bedroom house in welcoming Nashua NH
Smart TV, books
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Beautiful & Relaxing Nashua Home - Minutes from Downtown
10.0 out of 10, Exceptional, (16)
"This was the perfect location for us for what we needed. Kind of in the middle of everything!"
United States
R Scott B.
$501 nightly
The price is $543
Nov 4 - Nov 5
Total with taxes and fees
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Fridge, microwave, oven, stovetop
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
6.8 out of 10, (25)
"Property was great "
United States
Mitchell H.
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Property grounds
Quaint Dunbarton Waterfront Cottage
Quaint Dunbarton Waterfront Cottage
9.4 out of 10, Exceptional, (56)
"Great time at this quite little getaway. It was a hidden gem!"
United States
Jennifer R.
Quaint Dunbarton Waterfront Cottage
Fridge, microwave, coffee/tea maker, toaster
Cozy Salem Studio Near Tuscan Village & Boston
Cozy Salem Studio Near Tuscan Village & Boston
9.8 out of 10, Exceptional, (18)
"Had a great time. Nice cozy place and a cool area with lots of things to do."
United States
Thomas M.
$217 nightly
The price is $219
Nov 13 - Nov 14
Total with taxes and fees
Cozy Salem Studio Near Tuscan Village & Boston
Fridge, microwave, oven, stovetop
Cozy home with hot tub minutes to downtown Nashua and Shops
Cozy home with hot tub minutes to downtown Nashua and Shops
9.6 out of 10, Exceptional, (22)
"The pics show a pool. No pool! It was obvious that there rehabbing. Also hot tub has leak and floor was soaked, and had soft spots which means it’s been leaking for some time. Broken picnic table, plastic chairs, really not set up for enjoying outdoor New England fall. Fire pit, but no wood! We drove up from Florida to bury my brother and my mom and we’re going to have a cookout after. When we saw that this place was not going to work, we moved it to my daughter’s place in Dracut. Bottom line...
United States
Michael F.
$619 nightly
The price is $672
Nov 11 - Nov 12
Total with taxes and fees
Cozy home with hot tub minutes to downtown Nashua and Shops
Interior
Lakefront Salmon Cottage
Lakefront Salmon Cottage
9.8 out of 10, Exceptional, (11)
"Awesome place for quite getaway."
United States
Jason L.
Lakefront Salmon Cottage
Table tennis
Charming 1825 Farmhouse Near Boston & Canobie Lake
Charming 1825 Farmhouse Near Boston & Canobie Lake
9.8 out of 10, Exceptional, (18)
"This property was perfect for my family, and proximity to restaurant and other fun things with great. "
United States
Emma C.
$1,650 nightly
The price is $1,668
Nov 9 - Nov 10
Total with taxes and fees
Charming 1825 Farmhouse Near Boston & Canobie Lake
Interior
Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
10.0 out of 10, Exceptional, (34)
"What an absolute gem!!! They really thought of everything you would need for a comfortable stay. The outdoor shower was a huge bonus!"
United States
jim r.
Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
Property grounds
Classic New England Bunkhouse- Home for the whole family!
Classic New England Bunkhouse- Home for the whole family!
9.8 out of 10, Exceptional, (8)
"Nice place, neat and clean, beautiful neighborhood!"
United States
Cathy H.
$317 nightly
The price is $354
Nov 6 - Nov 7
Total with taxes and fees
Classic New England Bunkhouse- Home for the whole family!
Outdoor dining
Lakefront House on Pleasant Lake - Pet Friendly
Lakefront House on Pleasant Lake - Pet Friendly
10.0 out of 10, Exceptional, (7)
"We stayed for two nights and I immediately said upon arriving that I could stay forever. This home is so clean, newly renovated, with thoughtful fun additions throughout the home. Plenty of sleeping arrangements options for family or friend trips. The deck with grill and dining table, and the patio with fire pit maee enjoying the outside easy. The private dock with seating was my favorite. Highly recommend this home, and we are already planning an autumn visit! Thank you to the host(s) this is a...
United States
Leo L.
Lakefront House on Pleasant Lake - Pet Friendly
Exterior
Dtwn Amesbury! 15 mins to beach!
Dtwn Amesbury! 15 mins to beach!
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
$238 nightly
The price is $253
Nov 3 - Nov 4
Total with taxes and fees
Dtwn Amesbury! 15 mins to beach!
Exterior
Safe Peaceful Quite Bright Gorgeous Accessibility
Safe Peaceful Quite Bright Gorgeous Accessibility
8.0 out of 10, Very Good, (15)
"Clean, very well appointed, host was responsive and reasonable. We had a great stay."
United States
Phoebe R.
Safe Peaceful Quite Bright Gorgeous Accessibility
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

Seabrook Inn

Seabrook Inn

10/10 Excellent
"Front desk people were very nice and accommodating"
Brian 3-night trip
Posted 1 day ago
Seabrook Inn

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 $194 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.

Explore a world of travel with Expedia

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?

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home: This vacation home rental outside of Chester is located in a rural location and has an indoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Lake Massabesic. 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.