Chester Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chester Vacation Homes

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, (19)
"Property was great "
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
The Cottages at Harvey Lake
Exterior

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 CA $187
CA $203 total
includes taxes & fees
Sep 1 - Sep 2
The Cottages at Harvey Lake
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)
"Very comfortable and convenient home. Had everything we needed for a short stay while transitioning between home moves. Would absolutely stay there again. Thank you!"
The price is CA $302
CA $534 total
includes taxes & fees
Sep 1 - Sep 2
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
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)
"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
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, (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
Exterior

Safe Peaceful Quite Bright Gorgeous Accessibility

7.6 out of 10, Good, (13)
Safe Peaceful Quite Bright Gorgeous Accessibility
Spacious 4-bedroom house in welcoming Nashua NH
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in welcoming Nashua NH

The price is CA $373
CA $704 total
includes taxes & fees
Aug 27 - Aug 28
Spacious 4-bedroom house in welcoming Nashua NH
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
8.4 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!"
Rustic Lake front cottage nestled in the pines with a Golf Putting Green.
Tuscan Village Charming Home Steps From it All
Game room

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 CA $1,794
CA $2,308 total
includes taxes & fees
Aug 13 - Aug 14
Tuscan Village Charming Home Steps From it All
Coveted Public House suite, food trucks & craft beer on site, walk to UNH & town
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
"Interesting, comfortable "lodging" suite. it truly feels like an old time accommodation over a retail/pub- Rooms are beautiful, and stylish. The bed is nice and the shower and bathroom has excellent surfaces and pressure/temperature. We loved it."
The price is CA $229
CA $335 total
includes taxes & fees
Aug 13 - Aug 14
Coveted Public House suite, food trucks & craft beer on site, walk to UNH & town
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, (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!
Property grounds

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 CA $291
CA $486 total
includes taxes & fees
Aug 11 - Aug 12
Classic New England Bunkhouse- Home for the whole family!
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

9.8 out of 10, Exceptional, (21)
"Nice place to stay"
The price is CA $373
CA $798 total
includes taxes & fees
Sep 1 - Sep 2
Cozy home with hot tub minutes to downtown Nashua and Shops
Coveted Public House suite, food trucks & craft beer on site, walk to UNH & town
1 bedroom, desk, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (10)
"Perfect location for visiting Durham and Dover."
The price is CA $241
CA $350 total
includes taxes & fees
Aug 20 - Aug 21
Coveted Public House suite, food trucks & craft beer on site, walk to UNH & town
Enchanting, romantic and fun river getaway
Property grounds

Enchanting, romantic and fun river getaway

10.0 out of 10, Exceptional, (20)
"The house was amazing!! Anna was very welcoming and accommodating. The breakfast items were a nice touch. Despite having a rainy weekend we were able to sit on the porch and enjoy the view of the Merrimack. Would definitely go again and recommend to others!"
Enchanting, romantic and fun river getaway
Location, Location, Location
Dining

Location, Location, Location

9.8 out of 10, Exceptional, (9)
"Nicely appointed, spacious, conveniently located."
Location, Location, Location
Maplewood Retreat | Spacious, Modern & Pet-Friendly
Fridge, microwave, oven, stovetop

Maplewood Retreat | Spacious, Modern & Pet-Friendly

9.8 out of 10, Exceptional, (9)
"This place is very roomy and clean. This is the second year in arow that we have stayed there."
Maplewood Retreat | Spacious, Modern & Pet-Friendly
Historic home w/ charming courtyard
Fridge, microwave, oven, stovetop

Historic home w/ charming courtyard

10.0 out of 10, Exceptional, (2)
"The home was exactly what we needed for our weekend. The kitchen was well stocked, beds comfortable and location convenient to explore downtown. "
Historic home w/ charming courtyard
Whispering Pines | Spacious, Pet-Friendly NH Retreat
Fridge, microwave, oven, stovetop

Whispering Pines | Spacious, Pet-Friendly NH Retreat

9.6 out of 10, Exceptional, (18)
"Clean and beautiful decor. "
Whispering Pines | Spacious, Pet-Friendly NH Retreat
Comfortable spacious house, easy access to all
Dining

Comfortable spacious house, easy access to all

8.6 out of 10, Excellent, (11)
"Clean, organized and well appointed. Easy to recommend."
The price is CA $319
CA $557 total
includes taxes & fees
Aug 10 - Aug 11
Comfortable spacious house, easy access to all
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
"Very enjoyable stay, my room was a corner room so it was very spacious."
Nicole 5-night trip
Posted 1 day ago
DoubleTree by Hilton Manchester Downtown