Chester Holiday Rentals from €126: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Chester has to offer?

The Cottages at Harvey Lake : This holiday home rental outside Chester is located on the waterfront, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchenette with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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Holiday Rentals in Chester

"Perfect place "

includes taxes & fees

25 Aug - 26 Aug

"We all had a splendid time."

"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."

includes taxes & fees

25 Aug - 26 Aug

"We had a great stay here. The property and accommodations were excellent. Clean, quiet, and as comfortable as we could ask for. It is in a great location close to the University of NH (great to drive and walk through) and Portsmouth. Highly recommend staying here!"

"Property was great "

"It was a really nice place. Even though it is shared, we had plenty of privacy. In fact, we stayed 3 days and never saw the roommate mentioned in the post. I recommend to anyone looking for a comfortable place to stay. "

"The view of the lake from the cabin was excellent. "

includes taxes & fees

2 Sept - 3 Sept

"In town for a few days hunting with friends. Place was nice and owner was nice. Had trouble with the door lock code a few times. Almost had reservation cancelled because the owner could “hear animals” which was actually us getting our turkey calls out for the following day. Very clean house and quiet neighborhood. Felt weird that the owner was in some sort of a hidden apt. though. "

includes taxes & fees

27 Aug - 28 Aug

includes taxes & fees

2 Sept - 3 Sept

"We enjoyed our stay at this beautiful lake house with great hosts. Would highly recommend for anyone looking for a New Hampshire getaway."

"Beautiful setting on a quiet lake with loons and herons. We loved the deck overlooking the lake, and the kayaks and canoe provided (be sure to bring your own life vests)! The water was lovely and warm during our end-of-June stay."

"Great bedding, roomy, tons of kitchen supplies, fenced yard. Worked wonderfully for me. "

includes taxes & fees

1 Sept - 2 Sept

"This property was perfect for us. My wife and 2 sons had a fantastic time. We were in New Hampshire for my sons college graduation. It was perfect for us. We had a beautiful weekend on the lake. It could not have been better!! Thank you for the memories!!"

"It served our purpose well. I would use it again"

includes taxes & fees

22 Sept - 23 Sept

"We had a great experience overall. The house was super cozy and the view was amazing. House has everything we needed and then some. Joan was also very helpful and responsive when we had a few questions. We will definitely be back again!"

"My family stayed in this beautiful home for 6 nights and we couldn’t have loved it more. The description matched the place perfectly. There was plenty of sleeping space for 6 adults and the view from the back porch was unreal. There was plenty of water supplies which gave everyone an equal opportunity to be out in the water. Would definitely stay here again!"

"My girlfriends and i were up here for work in Hudson, NH. The home was very clean and we all felt very comfortable. Would stay again."

includes taxes & fees

15 Sept - 16 Sept

"Owner greeted me with a mug to check if i had needs, which i appreciate. Ive extended my stay its so peaceful and quiet here. The owners are genuinely lovely people "

includes taxes & fees

2 Sept - 3 Sept

"It was clean and the owners answered questions promptly. Lots of ammenities included that were helpful."

includes taxes & fees

31 Aug - 1 Sept

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Top Chester Hotel Reviews

Best Western Plus Executive Court Inn & Conference Center

10/10 Excellent

" Easy check-in process with friendly staff."

Best Western Plus The Inn at Hampton

10/10 Excellent

"All of the staff was exceptional… very welcoming, polite, professional, helpful and kind… like they were glad to help you. I’ve never stayed at a hotel where I’ve been treated so well. It was like the staff actually enjoyed their jobs, and tried to make the guests feel appreciated and welcomed… They actually smiled when they spoke to you. "

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 €126 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?

The Cottages at Harvey Lake: This holiday home rental outside Chester is located on the waterfront, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchenette with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 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.

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Holiday Rentals in Chester

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Holiday Rentals in Chester

Postcard Cabins Blake Brook

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

Classic New England Bunkhouse- Home for the whole family!

Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen

Relax in Our Cozy Duplex: Private, Quiet, and Perfect for Every Season!

The Cottages at Harvey Lake

Safe Peaceful Quite Bright Gorgeous Accessibility

Spacious 4-bedroom house in welcoming Nashua NH

A room with a bathroom for rent in a two bedroom two bathroom condo

Welcome to the Lake

Sunset-Facing Cottage on Mendums Pond in Barrington, NH

A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

Quaint Dunbarton Waterfront Cottage

Lovely 2 bedroom- kitchenette

Charming 2-bedroom waterfront cottage in welcoming Barrington with deck and WiFi

Rustic Lake front cottage nestled in the pines with a Golf Putting Green.

Modern and all new 3BR / near UMASS

Lakefront Salmon Cottage

Quaint Salem Gem Close to Shopping, Hiking ,Boston

Top Chester Hotel Reviews

Best Western Plus Executive Court Inn & Conference Center

La Quinta Inn & Suites by Wyndham Boston-Andover

The Centennial

Exeter Inn

Guest House Suites

DoubleTree by Hilton Manchester Downtown

Best Western Hampshire Inn

Park View Inn - Salem

Best Western Plus The Inn at Hampton

Find out more about Chester

Frequently asked questions