Chester Holiday Rentals

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Holiday Rentals in Chester

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (25)
"Excellent accommodations"
The price is NZ$330
includes taxes & fees
30 June - 1 July
Postcard Cabins Blake Brook

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

9.6 out of 10, Exceptional, (92)
"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

Safe Peaceful Quite Bright Gorgeous Accessibility

7.6 out of 10, Good, (5)
Safe Peaceful Quite Bright Gorgeous Accessibility

The Cottages at Harvey Lake

3.0 star property
8.6 out of 10, Excellent, (44)
"The view of the lake from the cabin was excellent. "
The price is NZ$244
includes taxes & fees
27 June - 28 June
The Cottages at Harvey Lake

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

10.0 out of 10, Exceptional, (53)
"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

Spacious 4-bedroom house in welcoming Nashua NH

Spacious 4-bedroom house in welcoming Nashua NH

Cozy home with hot tub minutes to downtown Nashua and Shops

9.6 out of 10, Exceptional, (20)
"Nice place to stay"
The price is NZ$936
includes taxes & fees
30 June - 1 July
Cozy home with hot tub minutes to downtown Nashua and Shops

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

Windham New Construction - Minutes from Tuscan Village, Canobie Lake Park, & I93

10.0 out of 10, Exceptional, (2)
"Absolutely gorgeous brand new townhouse!! Everything was pristine and the location is really great. Chris is a wonderful host - super responsive and friendly. We really enjoyed our stay and would definitely look to stay again"
Windham New Construction - Minutes from Tuscan Village, Canobie Lake Park, & I93

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

6.8 out of 10, (18)
"Great house with plenty of room."
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$468
includes taxes & fees
9 July - 10 July
A room with a bathroom for rent in a two bedroom two bathroom condo

North End Family Oasis

9.6 out of 10, Exceptional, (15)
"Great house for a large group!"
North End Family Oasis

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 NZ$2,781
includes taxes & fees
29 June - 30 June
Tuscan Village Charming Home Steps From it All

Family-Friendly Townhouse on the Merrimack River

9.6 out of 10, Exceptional, (12)
"We really enjoyed our stay! Thank you!"
The price is NZ$603
includes taxes & fees
1 July - 2 July
Family-Friendly Townhouse on the Merrimack River

Cottage on Lake Attitash with AC, WiFi, parking

Cottage on Lake Attitash with AC, WiFi, parking

Lakefront Salem Retreat - Fish, Swim, Kayak & More

9.0 out of 10, Wonderful, (14)
"Property was as descibed and was very clean. Instructions were well writtenn."
Lakefront Salem Retreat - Fish, Swim, Kayak & More

Walk to Tuscan Village | Modern 3bd Farmhouse

9.8 out of 10, Exceptional, (10)
"Nice spot very clean. Ran into homeowner nice guy. Highly Recommend if you are going to park or beaches all close bye."
The price is NZ$1,338
includes taxes & fees
28 June - 29 June
Walk to Tuscan Village | Modern 3bd Farmhouse

Coveted Public House suite, food trucks & craft beer on site, walk to UNH & town

10.0 out of 10, Exceptional, (6)
"What a fun stay. Close to the college. A nice place to celebrate my son’s 21st birthday. Beautiful weekend. Space was clean and comfortable. We will surely stay again."
The price is NZ$403
includes taxes & fees
29 June - 30 June
Coveted Public House suite, food trucks & craft beer on site, walk to UNH & town

Cozy Salem Studio Near Tuscan Village & Boston

9.8 out of 10, Exceptional, (18)
"Quarters were as advertised, convenient location with easy access to all areas of NH. Had a good time"
The price is NZ$604
includes taxes & fees
9 July - 10 July
Cozy Salem Studio Near Tuscan Village & Boston

Very spacious, clean, and comfortable first floor unit. Close to major highway!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Everything was great! Thanks for having us. Would recommend! "
The price is NZ$463
includes taxes & fees
22 July - 23 July
Very spacious, clean, and comfortable first floor unit. Close to major highway!
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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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 Stonyfield Farm, 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.