Chester Holiday Rentals

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Check prices for these dates

Tonight
11 Jul - 12 Jul
Tomorrow
12 Jul - 13 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Chester

Postcard Cabins Blake Brook
Guests can enjoy a peaceful retreat in this cabin, surrounded by a forest and a crackling fire.

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (30)
"Excellent accommodations"
The price is HK$1,327
HK$1,737 total
includes taxes & fees
13 Jul - 14 Jul
Postcard Cabins Blake Brook
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Enjoy a kitchen with a large window offering a view of the outdoors, featuring a stainless steel sink, microwave, and ample kitchen utensils and appliances.

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

6.8 out of 10, (18)
"Property was great "
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Stately two-story building with a central entrance and flanked windows, set amidst a serene lawn and mature trees.

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

9.6 out of 10, Exceptional, (93)
"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."
The price is HK$12,952
HK$19,189 total
includes taxes & fees
1 Aug - 2 Aug
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Classic New England Bunkhouse- Home for the whole family!
Stroll through the serene garden surrounded by lush greenery and a picturesque wooden fence.

Classic New England Bunkhouse- Home for the whole family!

10.0 out of 10, Exceptional, (3)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
The price is HK$1,660
HK$2,775 total
includes taxes & fees
13 Jul - 14 Jul
Classic New England Bunkhouse- Home for the whole family!
The Cottages at Harvey Lake
Situated in a wooded area, this charming home features a front porch with a white railing and a door with a small window above it.

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 HK$801
HK$869 total
includes taxes & fees
14 Jul - 15 Jul
The Cottages at Harvey Lake
Safe Peaceful Quite Bright Gorgeous Accessibility
Exterior

Safe Peaceful Quite Bright Gorgeous Accessibility

7.6 out of 10, Good, (8)
Safe Peaceful Quite Bright Gorgeous Accessibility
Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
Compact kitchen with a central sink, modern faucet, and ample storage for essentials.

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

10.0 out of 10, Exceptional, (28)
"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
Compact kitchen with a stovetop, microwave, and cabinetry.

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

The price is HK$903
HK$2,157 total
includes taxes & fees
16 Jul - 17 Jul
A room with a bathroom for rent in a two bedroom two bathroom condo
Lake front cottage on Harvey Lake with a Golf Putting Green.
Smart TV, fireplace

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

3.0 star property
8.4 out of 10, Very good, (5)
"This was a great place to stay with pets. We really enjoyed the lake side views and and covered portion of the patio deck where we spent a good portion of our time when we were not on the lake. We also enjoyed the use of the lake provisions, especially the paddle board. The location of this home was also very convenient and close by to a lot of other major tourist spots we wanted to visit. We plan to do a return trip in the future!"
Lake front cottage on Harvey Lake with a Golf Putting Green.
3 BEDS | 10 mins to Beach | Portsmouth | Hampton*
Enjoy cooking in this well-equipped kitchen with a stainless steel oven, coffee maker, and ample counter space.

3 BEDS | 10 mins to Beach | Portsmouth | Hampton*

10.0 out of 10, Exceptional, (1)
"This rental was super clean and was perfect for us. Although there was a dog upstairs that wouldn’t stop barking."
3 BEDS | 10 mins to Beach | Portsmouth | Hampton*
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Relax in a serene outdoor setting with a hot tub, sauna, and swimming pool surrounded by lush greenery.

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
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Enjoy the open view from this deck, supported by wooden beams and columns, surrounded by lush greenery.

4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees

10.0 out of 10, Exceptional, (13)
"This was the perfect house for a nice getaway with family and friends. The host communicated well and the listing was as described! We highly recommend this house and host! "
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Lakefront House on Pleasant Lake - Pet Friendly
Outdoor dining

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
Very spacious, clean, and comfortable first floor unit. Close to major highway!
Cozy kitchen area with a refrigerator, dining table, and potted plant.

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

2.0 star property
9.6 out of 10, Exceptional, (5)
"Loved it!"
The price is HK$1,177
HK$2,325 total
includes taxes & fees
14 Jul - 15 Jul
Very spacious, clean, and comfortable first floor unit. Close to major highway!
Your own private Island Retreat
Enjoy cooking in this kitchen with a large island and bar stools, offering a view of the outdoors through the window.

Your own private Island Retreat

10.0 out of 10, Exceptional, (4)
"We loved staying on the island! Felt private and secluded yet only a minute boat ride from shore and town necessities nearby. The place had everything we could need from cleaning supplies to cooking essentials and plenty to do outdoors -- kid kayaks, adult kayaks, SUP, swim raft, bon fire pits, etc! Beds were comfy and wifi came in handy when needed. The host was very responsive to any questions or issues we had. "
Your own private Island Retreat
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Situated in a wooded area, this cabin features a front porch with a white picket fence and a gravel driveway leading to the entrance.

Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!

9.2 out of 10, Wonderful, (10)
"A short walk to the lake where we enjoyed kayaking and were the first to use the new firepit. Great location with all the amenities you would need."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Modern and all new 3BR / near UMASS
Modern kitchen with stainless steel appliances, white cabinetry, and a dining area.

Modern and all new 3BR / near UMASS

10.0 out of 10, Exceptional, (7)
"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 HK$871
HK$2,199 total
includes taxes & fees
22 Jul - 23 Jul
Modern and all new 3BR / near UMASS
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Relax on the lakeside deck with a balcony, surrounded by lush greenery and a serene lake view.

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

9.6 out of 10, Exceptional, (20)
"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
Welcome to the Lake
Relax in this serene gazebo with a semi-circular roof, surrounded by lush greenery and comfortable seating for two.

Welcome to the Lake

10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at this beautiful lake house with great hosts. Would highly recommend for anyone looking for a New Hampshire getaway."
Welcome to the Lake
Cozy home with hot tub minutes to downtown Nashua and Shops
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, oven, and coffee bar.

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 HK$2,130
HK$4,526 total
includes taxes & fees
14 Jul - 15 Jul
Cozy home with hot tub minutes to downtown Nashua and Shops
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 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 Stonyfield Farm, 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.