Chester Holiday Rentals

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Holiday Rentals in Chester

Postcard Cabins Blake Brook

2.0 star property
9.8 out of 10, Exceptional, (61)
"Amazing place for getaway!"
The price is NZ$327
includes taxes & fees
1 Oct - 2 Oct
Postcard Cabins Blake Brook

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

9.6 out of 10, Exceptional, (95)
"The house and property were absolutely gorgeous! Highly recommend!"
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

Classic New England Bunkhouse- Home for the whole family!

9.8 out of 10, Exceptional, (7)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
The price is NZ$612
includes taxes & fees
1 Oct - 2 Oct
Classic New England Bunkhouse- Home for the whole family!

Relaxing Hampton Beach Vacation Home

10.0 out of 10, Exceptional, (85)
"Amazing home! Had everything we needed. The views were beautiful and we love looking for crabs on the private beach area. Would stay here again. "
Relaxing Hampton Beach Vacation Home

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

6.6 out of 10, (23)
"This house easily accommodated our group. The pool table was great and there was plenty of space for everyone "
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen

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

The price is NZ$418
includes taxes & fees
28 Oct - 29 Oct
A room with a bathroom for rent in a two bedroom two bathroom condo

Quaint Dunbarton Waterfront Cottage

9.4 out of 10, Exceptional, (52)
"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!!"
Quaint Dunbarton Waterfront Cottage

The Cottages at Harvey Lake

3.0 star property
8.8 out of 10, Excellent, (46)
"The cottage was great! It was very clean and comfy. The host had everything ready for us for a late check in. "
The Cottages at Harvey Lake

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

9.8 out of 10, Exceptional, (60)
"This property is exactly as described! It was so relaxing. We used all of the amenities- cold plunge, sauna, hot tub, steam shower, massage chair! Everything was setup beautifully, with such wonderful attention to detail. We cooked dinner in the outdoor kitchen, which was stocked with everything we needed to make our meal. I couldn’t be more thankful for the 3 days we spent together."
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

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."
Spacious 4-bedroom house in welcoming Nashua NH

Safe Peaceful Quite Bright Gorgeous Accessibility

7.8 out of 10, Good, (14)
"Clean, very well appointed, host was responsive and reasonable. We had a great stay."
Safe Peaceful Quite Bright Gorgeous Accessibility

Modern 2-bedroom 1 bathroom apartment with private entrance and fitness room.

9.4 out of 10, Exceptional, (3)
"Wonderful spacious apartment. Loved the mattresses and the fact that it is a pet-free rental. Richie and Lisa responded quickly to my questions/messages and were gracious regarding my animal allergy concerns. Entry and check out Instructions were very clear which we appreciated. Would definitely stay here again!"
Modern 2-bedroom 1 bathroom apartment with private entrance and fitness room.

Cozy home with hot tub minutes to downtown Nashua and Shops

9.6 out of 10, Exceptional, (22)
"We loved the space for activities, fire pit, location, neighborhood and layout. Laundry area very handy. Lots of amenities, TVs, though we didn’t use them very much, Everything you need for a great vacation"
The price is NZ$1,076
includes taxes & fees
1 Oct - 2 Oct
Cozy home with hot tub minutes to downtown Nashua and Shops

Charming 2-bedroom apartment in brilliant Manchester with AC, WiFi

The price is NZ$477
includes taxes & fees
1 Oct - 2 Oct
Charming 2-bedroom apartment in brilliant Manchester with AC, WiFi

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

3.0 star property
8.0 out of 10, Very good, (8)
"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!"
Rustic Lake front cottage nestled in the pines with a Golf Putting Green.

Quaint Salem Gem Close to Shopping, Hiking ,Boston

9.4 out of 10, Exceptional, (9)
"Was in a very convenient spot. Near the highway as well as a mall and lots of dining options. Great place to stay if you’re going to Boston or anywhere near Salem New Hampshire "
The price is NZ$779
includes taxes & fees
1 Oct - 2 Oct
Quaint Salem Gem Close to Shopping, Hiking ,Boston

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

9.6 out of 10, Exceptional, (9)
"We were in town for a conference at Lowell. This was a great location, much better than Boston due to traffic. The house was nice and clean with everything that you could possibly need."
The price is NZ$657
includes taxes & fees
6 Oct - 7 Oct
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

Walk to Tuscan Village | Modern 3bd Farmhouse

9.4 out of 10, Exceptional, (12)
"It was a nice property and fit all of us nicely. We would definitely stay there again "
The price is NZ$3,274
includes taxes & fees
26 Oct - 27 Oct
Walk to Tuscan Village | Modern 3bd Farmhouse

Lakefront Salmon Cottage

9.8 out of 10, Exceptional, (11)
"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 "
Lakefront Salmon Cottage

Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.

9.4 out of 10, Exceptional, (6)
"Third time staying here we love everything the place has to offer. It’s great for my family. Also can’t beat the location."
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
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

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, 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 NZ$327 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 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.