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Compare 114 Vacation Homes in Chester with updated reviews, rates, and availability.

Peek-a-Boo Lake Views & Yard: Windham Home

10.0 out of 10, Exceptional, (2)
"Lovely home in sweet neighborhood. The host was responsive to my communications. Very positive experience. "
Peek-a-Boo Lake Views & Yard: Windham Home

Safe Peaceful Quite Bright Gorgeous Accessibility

The price is AED 826
AED 1,475 total
includes taxes & fees
31 Mar - 1 Apr
Safe Peaceful Quite Bright Gorgeous Accessibility

Waterfront Home w/ Private Dock

10.0 out of 10, Exceptional, (14)
"This is a great little get away location. The pond neighborhood is quiet and everything is well maintained. Squirrel friends to watch gather nuts and ducks to calm the soul. "
The price is AED 1,010
AED 1,566 total
includes taxes & fees
26 Mar - 27 Mar
Waterfront Home w/ Private Dock

Location, Location, Location

10.0 out of 10, Exceptional, (5)
"Nicely appointed, spacious, conveniently located."
Location, Location, Location

Lakefront Salem Retreat - Fish, Swim, Kayak & More

8.8 out of 10, Excellent, (8)
"Overall, we were happy with our stay. We were there in the winter, so we didn't get to enjoy the lake. The house was great as a launch point between Boston and the mountains.The house is literally on the lake. Water touches the lake side of the house. When we were there, the lake was frozen and beautiful.The house was well stocked and perfectly ready for us. There's plenty of parking. It's an older house, so the ceilings can be low and the floors are sometimes uneven. But the main room is...
Lakefront Salem Retreat - Fish, Swim, Kayak & More

2-bedroom vacation home 30 minutes from Boston and NH beaches

9.4 out of 10, Exceptional, (6)
"My brother and I stayed while we were visiting family. We found the home clean and comfortable with easy access to the highways we needed. It provided a cozy relaxing atmosphere after a day of running. Mary, the host responded quickly to questions and was very easy to work with. All in all, a great stay. Will rent again when I the area. "
2-bedroom vacation home 30 minutes from Boston and NH beaches

Beautiful & Relaxing Nashua Home - Minutes from Downtown

10.0 out of 10, Exceptional, (9)
"The place was as advertised. The location was convenient to everything. The host was very responsive. It was a nice stay."
The price is AED 962
AED 1,964 total
includes taxes & fees
27 Mar - 28 Mar
Beautiful & Relaxing Nashua Home - Minutes from Downtown

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

6.6 out of 10, (14)
"It had plenty of space for Christmas away"
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen

Waterfront Cottage

9.6 out of 10, Exceptional, (35)
"The property was perfect for what we needed and we will definately be staying again."
Waterfront Cottage

Classic New England Bunkhouse- Home for the whole family!

10.0 out of 10, Exceptional, (2)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
The price is AED 863
AED 1,407 total
includes taxes & fees
30 Mar - 31 Mar
Classic New England Bunkhouse- Home for the whole family!

Across From Tuscan Family Farmhouse

9.6 out of 10, Exceptional, (5)
"The house was clean, the communication was prompt and overall we had a great stay! "
The price is AED 3,926
AED 5,505 total
includes taxes & fees
31 Mar - 1 Apr
Across From Tuscan Family Farmhouse

Relaxing Hampton Beach Vacation Home

10.0 out of 10, Exceptional, (74)
"Quiet secluded sitting areas overlooking the marsh made this stay. "
Relaxing Hampton Beach Vacation Home

Enchanting Romantic Riverfront Cottage

2.0 star property
10.0 out of 10, Exceptional, (6)
"I recently had the pleasure of staying at this property that truly exceeded all my expectations.From the moment we arrived, I was blown away by the beauty of the place—pictures simply didn’t do it justice! The setting was peaceful and quiet, providing the perfect escape from the hustle and bustle of everyday life.The property was well-equipped with everything we needed for a comfortable stay. It felt like a home away from home, and we were able to relax and enjoy our time without any worries. A...
Enchanting Romantic Riverfront Cottage

Lakefront Retreat w/ Kayaks, Grill, Fire Pit!

9.6 out of 10, Exceptional, (10)
"We went in November for a small family retreat and did expect to nor did we swim or kayak. But being on the lake, sitting on the dock and small beach was a magical way to see so many many stars in the sky. It was steps to walk into Pawtuckaway park and go in a hike. We made it to the fire tower!"
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!

Linden Tree: Walk to Hallmark Holiday Downtown, Gas Fireplace, Spacious, Fast WiFi, Smart TV

7.8 out of 10, Good, (14)
"Clean, nice, centrally located. Appox 0.8 mile walk to shops."
Linden Tree: Walk to Hallmark Holiday Downtown, Gas Fireplace, Spacious, Fast WiFi, Smart TV

Charming 4-bedroom unit with 2 full bathrooms in serene Methuen Ma

10.0 out of 10, Exceptional, (1)
"Lovely home and FANTASTIC customer service. Quick response for any requests. I asked about a coffee pot and he brought a brand new pot. It snowed and without being asked he came and shoveled and salted the walk and driveway. I will happily visit again. "
Charming 4-bedroom unit with 2 full bathrooms in serene Methuen Ma

Entire House, Sleep 11, Garage, Fully Fenced Backyard

10.0 out of 10, Exceptional, (2)
"Our family of 7 enjoyed the space this house offered. Lei was very quick in responding to questions. The neighborhood was very peaceful and quiet. My kids really enjoyed the Pine St. Eatery for breakfast and it's right around the corner from this house."
Entire House, Sleep 11, Garage, Fully Fenced Backyard

The Cottages at Harvey Lake

3.0 star property
8.6 out of 10, Excellent, (39)
"This fit the bill for an unplanned birthday overnight. Everything went smoothly and was as described. We regret our stay was too short to enjoy some of the amenities but we hope to return."
The Cottages at Harvey Lake

Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining

10.0 out of 10, Exceptional, (3)
"This is a beautiful home. Close to all the action in Hampton Beach. KC and the Sunshine Band was playing at the Casino Ballroom it was a great show!!! Ruthie was a wonderful host and kept in touch throughout our 10 day stay. We will definitely stay here again next year with friends. Thank you Ruthie for everything ;)"
Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining

Riverfront New Hampshire Cottage w/ Boat Dock

8.6 out of 10, Excellent, (7)
"Nice I like and can back "
Riverfront New Hampshire Cottage w/ Boat Dock
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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Other property types in Chester

Postcard Cabins Blake Brook

2.0 star property
9.8 out of 10, Exceptional, (10)
"Wondering. Had a great time"
The price is AED 496
AED 538 total
includes taxes & fees
8 Apr - 9 Apr
Postcard Cabins Blake Brook

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

9.6 out of 10, Exceptional, (84)
"This is a charming 400-year-old farmhouse that has been well-loved and is perfect for hosting large get togethers. While it has been updated over the years, most of the original layout remains intact. There are lots of rules, but none are unreasonable, and there is a lot to know simply because it is a very large, historic home. This house feels warm and welcoming. It has tons of windows offering lots of light and lovely views from every room. There are six bedrooms upstairs, and the room off the...
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

Peek-a-Boo Lake Views & Yard: Windham Home

10.0 out of 10, Exceptional, (2)
"Lovely home in sweet neighborhood. The host was responsive to my communications. Very positive experience. "
Peek-a-Boo Lake Views & Yard: Windham Home
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.