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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, (147 reviews)
"Great stay "
United States
Edward
The price is £143
includes taxes & fees
13 May - 14 May
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Lakefront Yellow Cottage

Lakefront Yellow Cottage
Northwood
10.0 out of 10, Exceptional, (5 reviews)
"Clean, friendly, a great place to stay. I kayaked in the lake and it was beautiful. Hope to stay again next summer!"
United States
Ravaioli N.
The price is £152
includes taxes & fees
13 May - 14 May
Lakefront Yellow Cottage

The Cottages at Harvey Lake

The Cottages at Harvey Lake
3.0 star property
Northwood
8.8 out of 10, Excellent, (46 reviews)
"The view of the lake from the cabin was excellent. "
United States
Matt
The price is £108
includes taxes & fees
26 May - 27 May
The Cottages at Harvey Lake

Lakefront Purple Cottage

Lakefront Purple Cottage
Northwood
9.2 out of 10, Wonderful, (7 reviews)
"Quaint colorful just right ."
United States
Susan B.
The price is £152
includes taxes & fees
13 May - 14 May
Lakefront Purple Cottage

Lakefront Orange Cottage

Lakefront Orange Cottage
Northwood
8.8 out of 10, Excellent, (10 reviews)
"Location was nice right in front of the lake and we took advantage of the kayaks. Shower was very small and cottage a bit rustic but for the location and price was great. "
United States
Danna P.
The price is £122
includes taxes & fees
17 May - 18 May
Lakefront Orange Cottage

Lakefront Salmon Cottage

Lakefront Salmon Cottage
Northwood
9.8 out of 10, Exceptional, (11 reviews)
"Awesome place for quite getaway."
United States
Jason L.
The price is £127
includes taxes & fees
24 May - 25 May
Lakefront Salmon Cottage

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 £292
includes taxes & fees
13 May - 14 May
Comfortable spacious house, easy access to all

Bright & Cozy Entire Apartment - Your New England Hub

Bright & Cozy Entire Apartment - Your New England Hub
Haverhill
9.8 out of 10, Exceptional, (6 reviews)
"It was a great place to stay."
United States
Lorraine B.
The price is £305
includes taxes & fees
16 May - 17 May
Bright & Cozy Entire Apartment - Your New England Hub

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 £407
includes taxes & fees
18 May - 19 May
Large 3 floor Townhome with Patio, Backyard and Sauna

Mini cozy quiet apartment

Mini cozy quiet apartment
Rimmon Heights
9.8 out of 10, Exceptional, (10 reviews)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is £177
includes taxes & fees
24 May - 25 May
Mini cozy quiet apartment

Charming quiet

Charming quiet
Rimmon Heights
9.8 out of 10, Exceptional, (18 reviews)
"The apartment was easy to find and much bigger than we anticipated based on the photos! We were in town for a wedding and greatly appreciated the spacious guest rooms, double vanity in the bathroom, and open kitchen which made it easy for all of us to get ready. "
United States
Kelsey W.
The price is £237
includes taxes & fees
13 May - 14 May
Charming quiet

Lakefront Pink Cottage

Lakefront Pink Cottage
Northwood
10.0 out of 10, Exceptional, (1 review)
"Cozy cottage on the lake, beautiful view of the sunrise from bed! Plus kayak and paddle boats to use on the lake!"
United States
Caitlin H.
The price is £160
includes taxes & fees
13 May - 14 May
Lakefront Pink Cottage

The Amoskeag - Ash Street Inn

The Amoskeag - Ash Street Inn
Corey Square
The price is £245
includes taxes & fees
20 May - 21 May
The Amoskeag - Ash Street Inn

Island Path Escape | 6 Mins to Beach | Balcony

Island Path Escape | 6 Mins to Beach | Balcony
Hampton Beach
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful place! Will stay again "
United States
Melba K.
Island Path Escape | 6 Mins to Beach | Balcony

Cute North End Retreat

Cute North End Retreat
North End
9.2 out of 10, Wonderful, (16 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 £257
includes taxes & fees
13 May - 14 May
Cute North End Retreat

Family Friendly

Family Friendly
Rimmon Heights
10.0 out of 10, Exceptional, (7 reviews)
"Nancy was responsive when needed. Place was very clean. Parking was great. I would highly recommend "
United States
Lydia M.
The price is £470
includes taxes & fees
24 May - 25 May
Family Friendly

Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
Highlands
10.0 out of 10, Exceptional, (2 reviews)
"Location was close to stores and easy access to the highway. Everything was new and clean. Beds were very comfortable.Would be a great location for families coming for college graduation. Would stay here again "
United States
Kimberly D.
The price is £310
includes taxes & fees
13 May - 14 May
Marvelous 3-bedroom townhome with Heated floor Manchester

Liz Room in downtown Exeter next to PEA

Liz Room in downtown Exeter next to PEA
Exeter
Liz Room in downtown Exeter next to PEA

4 Corners At Amesbury Downtown Pet Friendly

4 Corners At Amesbury Downtown Pet Friendly
Amesbury
10.0 out of 10, Exceptional, (8 reviews)
" Clean and tidy a lot of space very good people cant wait for our next stay"
United States
Donald
The price is £295
includes taxes & fees
19 May - 20 May
4 Corners At Amesbury Downtown Pet Friendly
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 £127 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?

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home: This holiday home rental outside of Chester is located in a rural location, and has an indoor pool, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 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.