Holiday Rentals in Chester

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Our top choices for Chester holiday 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, (104 reviews)
"This was our second stay and it’s a 10/10 for a romantic getaway! "
United States
Caitlin
The price is €124
includes taxes & fees
26 Jan - 27 Jan
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
The price is €163
includes taxes & fees
22 Jan - 23 Jan
Idyllic Small-Town Stay

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.
The price is €306
includes taxes & fees
18 Jan - 19 Jan
Fabulous 3-bedroom house in Manchester

Charming Victorian Retreat in Quiet NH Town

Charming Victorian Retreat in Quiet NH Town
2.0 star property
Derry
The price is €116
includes taxes & fees
2 Feb - 3 Feb
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.
The price is €224
includes taxes & fees
16 Jan - 17 Jan
Comfortable Studio Close to Airport / Arena / Mall

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)
"Close to downtown Manchester. Good communication with host."
United States
Michael S.
The price is €256
includes taxes & fees
13 Feb - 14 Feb
Very spacious, clean, and comfortable first floor unit. Close to major highway!

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 €283
includes taxes & fees
18 Jan - 19 Jan
Charming quiet

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.
The price is €201
includes taxes & fees
2 Feb - 3 Feb
Downtown Amesbury! 15 Mins to Beach

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.
The price is €353
includes taxes & fees
6 Feb - 7 Feb
Marvelous 3-bedroom townhome with Heated floor 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
2.0 star property
Manchester
10.0 out of 10, Exceptional, (1 review)
The price is €403
includes taxes & fees
21 Jan - 22 Jan
Heated Winter Stay • 3BR Home • Pet-Friendly • Free Parking • Near Hospitals • 6

Waterfront Home w/ Private Dock

Waterfront Home w/ Private Dock
Epsom
10.0 out of 10, Exceptional, (20 reviews)
"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
The price is €326
includes taxes & fees
26 Jan - 27 Jan
Waterfront Home w/ Private Dock

Calm Chaos Family Unit

Calm Chaos Family Unit
Rimmon Heights
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and plenty of room for everyone. Hosts were quick to respond to our questions. "
United States
Nicole A.
The price is €551
includes taxes & fees
27 Jan - 28 Jan
Calm Chaos Family Unit

North End Retreat

North End Retreat
North End
10.0 out of 10, Exceptional, (1 review)
"Very nice and clean. I highly recommend any property represented by this individual. "
United States
Eric F.
The price is €538
includes taxes & fees
19 Jan - 20 Jan
North End Retreat

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 €308
includes taxes & fees
18 Jan - 19 Jan
Relaxing Family friendly Apartment!!

Beautiful & Relaxing Nashua Home - Minutes from Downtown

Beautiful & Relaxing Nashua Home - Minutes from Downtown
Nashua
10.0 out of 10, Exceptional, (16 reviews)
"Great home that had everything we needed for our stay! Many great amenities close by. Amazing communication by host! "
United States
Kristina M.
The price is €403
includes taxes & fees
16 Jan - 17 Jan
Beautiful & Relaxing Nashua Home - Minutes from Downtown

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.
The price is €437
includes taxes & fees
20 Jan - 21 Jan
Cozy home with hot tub minutes to downtown Nashua and Shops

4 Corners At Amesbury Downtown Pet Friendly

4 Corners At Amesbury Downtown Pet Friendly
Amesbury
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and owners were very communicative. Short walk to many restaurants and shops in downtown Amesbury."
United States
Tom C.
4 Corners At Amesbury Downtown Pet Friendly

Cute North End Retreat

Cute North End Retreat
North End
9.2 out of 10, Wonderful, (14 reviews)
"The place was very nice and clean. It was also very close to shops and a park. We enjoyed our stay and would choose this place again."
United States
Teresa W.
The price is €309
includes taxes & fees
27 Jan - 28 Jan
Cute North End Retreat

Island Path Escape | Gas Fireplace | Balcony Views

Island Path Escape | Gas Fireplace | Balcony Views
Hampton Beach
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful place! Will stay again "
United States
Melba K.
The price is €502
includes taxes & fees
19 Jan - 20 Jan
Island Path Escape | Gas Fireplace | Balcony Views

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 €684
includes taxes & fees
27 Jan - 28 Jan
Family Oasis
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as €124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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 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.