Chester Holiday Rentals

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Holiday Rentals in Chester

Postcard Cabins Blake Brook

2.0 star property
9.6 out of 10, Exceptional, (39)
"Amazing place for getaway!"
The price is AU$306
includes taxes & fees
14 Aug - 15 Aug
Postcard Cabins Blake Brook

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

9.6 out of 10, Exceptional, (95)
"We wanted a place where friends and family could stay before our vow renewal. The house was wonderful and the host was amazing! We didn't get to do much exploring outside due to rain, but we had plenty to do with the indoor pool. Looking forward to staying again!"
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

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

6.6 out of 10, (19)
"Property was great "
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen

The Cottages at Harvey Lake

3.0 star property
8.8 out of 10, Excellent, (45)
"The view of the lake from the cabin was excellent. "
The price is AU$227
includes taxes & fees
1 Sept - 2 Sept
The Cottages at Harvey Lake

Sunset-Facing Cottage on Mendums Pond in Barrington, NH

10.0 out of 10, Exceptional, (52)
"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."
Sunset-Facing Cottage on Mendums Pond in Barrington, NH

Safe Peaceful Quite Bright Gorgeous Accessibility

7.8 out of 10, Good, (14)
Safe Peaceful Quite Bright Gorgeous Accessibility

Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!

10.0 out of 10, Exceptional, (31)
"We wanted a weekend of relaxation, and we got just that this place is amazing the pictures do not do it justice the hospitality the serene views we will be back next time in the summer."
Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!

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

9.8 out of 10, Exceptional, (57)
"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!"
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

Classic New England Bunkhouse- Home for the whole family!

10.0 out of 10, Exceptional, (6)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
The price is AU$544
includes taxes & fees
13 Aug - 14 Aug
Classic New England Bunkhouse- Home for the whole family!

Charming lakeside cottage steps away from private sandy beach. Summer weeks open

9.8 out of 10, Exceptional, (48)
"Couldn't have had a more relaxing vacation.The lake and property are breathtaking. "
Charming lakeside cottage steps away from private sandy beach. Summer weeks open

Spacious 4-bedroom house in welcoming Nashua NH

The price is AU$805
includes taxes & fees
1 Sept - 2 Sept
Spacious 4-bedroom house in welcoming Nashua NH

Modern and all new 3BR / near UMASS

10.0 out of 10, Exceptional, (8)
"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."
Modern and all new 3BR / near UMASS

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

3.0 star property
8.8 out of 10, Excellent, (6)
"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.

Lakefront Salem Retreat - Fish, Swim, Kayak & More

9.0 out of 10, Wonderful, (16)
"Property was as descibed and was very clean. Instructions were well writtenn."
Lakefront Salem Retreat - Fish, Swim, Kayak & More

Quaint Salem Gem Close to Shopping, Hiking ,Boston

9.2 out of 10, Wonderful, (7)
"It was clean and the owners answered questions promptly. Lots of ammenities included that were helpful."
The price is AU$722
includes taxes & fees
27 Aug - 28 Aug
Quaint Salem Gem Close to Shopping, Hiking ,Boston

1 Bedroom Apartment 1.5 Miles from Downtown Manchester NH

9.0 out of 10, Wonderful, (2)
"Great stay just a few minutes out of Manchester on a quiet residential street. There for a family wedding. Property spotless. Comfy blankets, water, coffee, all amenities were planned out. Would stay again in a heartbeat"
1 Bedroom Apartment 1.5 Miles from Downtown Manchester NH

Waterfront cottage on large, wooded lot with amazing swimming and fishing

10.0 out of 10, Exceptional, (20)
"We found the cottage exactly what we needed- cozy, clean, spacious and it had a great view! We would definitely stay again!"
Waterfront cottage on large, wooded lot with amazing swimming and fishing

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

The price is AU$374
includes taxes & fees
13 Aug - 14 Aug
A room with a bathroom for rent in a two bedroom two bathroom condo

Tuscan Village Charming Home Steps From it All

7.4 out of 10, Good, (3)
"This house has two bedrooms downstairs and two upstairs. One bathroom (one of the listings stated 1). The outside of the house needs work. It would have been nice to be out on the deck enjoying the weather but needs updating. Beds are comfortable and linens seem new. Spacious inside. The location is next to EVERYTHING. Restaurants, music, shopping. Some items were broken and I did let the owners know. They were easy to contact. "
The price is AU$2,608
includes taxes & fees
25 Aug - 26 Aug
Tuscan Village Charming Home Steps From it All

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (50)
"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
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

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 of 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.