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, (38)
"Amazing place for getaway!"
The price is AU$308
includes taxes & fees
4 Aug - 5 Aug
Postcard Cabins Blake Brook

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

9.6 out of 10, Exceptional, (95)
"I gave this weekend to my family as a Christmas gift. Each year we go away together as my gift to them. This home was a perfect spot for our group. Adults could enjoy games in the spacious kitchen while children enjoyed the theater or karaoke in the other end of the spacious house. The indoor pool was fabulous and many memories were made over the weekend. Highly recommend for your family adventures."
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$228
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

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

Classic New England Bunkhouse- Home for the whole family!

10.0 out of 10, Exceptional, (5)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
The price is AU$552
includes taxes & fees
10 Aug - 11 Aug
Classic New England Bunkhouse- Home for the whole family!

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

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

9.8 out of 10, Exceptional, (46)
"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$806
includes taxes & fees
27 Aug - 28 Aug
Spacious 4-bedroom house in welcoming Nashua NH

Lake front cottage on Harvey Lake with a Golf Putting Green.

3.0 star property
8.4 out of 10, Very good, (5)
"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!"
Lake front cottage on Harvey Lake with a Golf Putting Green.

1 Bedroom Apartment 1.5 Miles from Downtown Manchester NH

10.0 out of 10, Exceptional, (1)
"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

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

10.0 out of 10, Exceptional, (29)
"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!

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

The price is AU$377
includes taxes & fees
5 Aug - 6 Aug
A room with a bathroom for rent in a two bedroom two bathroom condo

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."
The price is AU$458
includes taxes & fees
5 Aug - 6 Aug
Modern and all new 3BR / near UMASS

Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

9.8 out of 10, Exceptional, (21)
"Our kids said the beds were the most comfortable beds they'd ever slept on, with the coziest blankets. The cabin was warm, cozy, and homey. Host was very nice and communication was timely and helpful. Beautiful view on the lake. Close to all amenities, shopping, and grocery stores."
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

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$2,628
includes taxes & fees
23 Aug - 24 Aug
Tuscan Village Charming Home Steps From it All

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (49)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage

Lakefront House on Pleasant Lake - Pet Friendly

10.0 out of 10, Exceptional, (1)
"We stayed for two nights and I immediately said upon arriving that I could stay forever. This home is so clean, newly renovated, with thoughtful fun additions throughout the home. Plenty of sleeping arrangements options for family or friend trips. The deck with grill and dining table, and the patio with fire pit maee enjoying the outside easy. The private dock with seating was my favorite. Highly recommend this home, and we are already planning an autumn visit! Thank you to the host(s) this is a...
Lakefront House on Pleasant Lake - 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

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.