Chester Vacation Rentals

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Sep 27 - Sep 28
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Vacation Rentals in Chester

Postcard Cabins Blake Brook
Exterior

Postcard Cabins Blake Brook

2.0 star property
9.8 out of 10, Exceptional, (61)
"Perfect place "
The price is ￥20,779
￥28,222 total
includes taxes & fees
Sep 29 - Sep 30
Postcard Cabins Blake Brook
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Exterior

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!
Property grounds

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 ￥31,617
￥52,849 total
includes taxes & fees
Sep 28 - Sep 29
Classic New England Bunkhouse- Home for the whole family!
Relaxing Hampton Beach Vacation Home
Exterior

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
Fridge, microwave, oven, stovetop

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
Quaint Dunbarton Waterfront Cottage
Property grounds

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

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

The price is ￥13,454
￥36,235 total
includes taxes & fees
Sep 29 - Sep 30
A room with a bathroom for rent in a two bedroom two bathroom condo
The Cottages at Harvey Lake
Exterior

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
Terrace/patio

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

9.8 out of 10, Exceptional, (60)
"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
Fridge, microwave, oven, stovetop

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
Modern 1BD Near Downtown & Hgwy
Fridge, microwave, dishwasher, coffee/tea maker

Modern 1BD Near Downtown & Hgwy

The price is ￥16,952
￥32,592 total
includes taxes & fees
Sep 28 - Sep 29
Modern 1BD Near Downtown & Hgwy
Sunset-Facing Cottage on Mendums Pond in Barrington, NH
Outdoor dining

Sunset-Facing Cottage on Mendums Pond in Barrington, NH

10.0 out of 10, Exceptional, (56)
"We were looking for a place to stay while in NH for the NHRA races at epping. This place definitely fit the bill and then some. Great place, great hosts. Would definitely recommend! "
Sunset-Facing Cottage on Mendums Pond in Barrington, NH
Safe Peaceful Quite Bright Gorgeous Accessibility
Exterior

Safe Peaceful Quite Bright Gorgeous Accessibility

7.8 out of 10, Good, (14)
"In town for a few days hunting with friends. Place was nice and owner was nice. Had trouble with the door lock code a few times. Almost had reservation cancelled because the owner could “hear animals” which was actually us getting our turkey calls out for the following day. Very clean house and quiet neighborhood. Felt weird that the owner was in some sort of a hidden apt. though. "
Safe Peaceful Quite Bright Gorgeous Accessibility
Modern 2-bedroom 1 bathroom apartment with private entrance and fitness room.
Smart TV

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.
Tuscan Village Charming Home Steps From it All
Game room

Tuscan Village Charming Home Steps From it All

7.6 out of 10, Good, (4)
"Perfect for our needs. Back yard was great. "
The price is ￥32,128
￥62,986 total
includes taxes & fees
Oct 5 - Oct 6
Tuscan Village Charming Home Steps From it All
Cozy home with hot tub minutes to downtown Nashua and Shops
Fridge, microwave, oven, stovetop

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 ￥46,013
￥92,907 total
includes taxes & fees
Sep 29 - Sep 30
Cozy home with hot tub minutes to downtown Nashua and Shops
Charming 2-bedroom apartment in brilliant Manchester with AC, WiFi
Living area

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

The price is ￥21,676
￥41,524 total
includes taxes & fees
Sep 28 - Sep 29
Charming 2-bedroom apartment in brilliant Manchester with AC, WiFi
Rustic Lake front cottage nestled in the pines with a Golf Putting Green.
Smart TV, fireplace

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.
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Fridge, microwave, oven, stovetop

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 ￥32,888
￥57,581 total
includes taxes & fees
Oct 6 - Oct 7
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Walk to Tuscan Village | Modern 3bd Farmhouse
Fridge, microwave, oven, stovetop

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 ￥225,867
￥282,515 total
includes taxes & fees
Oct 26 - Oct 27
Walk to Tuscan Village | Modern 3bd Farmhouse
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

DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

10/10 Excellent
"Staff was friendly and the room was beautiful and well equipped "
Ralph 1-night trip
Posted 1 day ago
DoubleTree by Hilton Manchester Downtown

Find out more about Chester

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Can I find a vacation rental in Chester?

Yes, we offer vacation rentals close to well known points of interest in Chester, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Chester?

The Cottages at Harvey Lake: This vacation home rental outside Chester is located on the waterfront and has a terrace, a garden, and a barbecue grill 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 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 vacation rentals like in Chester?

Vacation rentals are private properties you can book for several days or more in Chester. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.