Search Vacation Homes in Chester

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Vacation Homes in Chester

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
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 SAR 793
SAR 1,326 total
includes taxes & fees
5 Oct - 6 Oct
Classic New England Bunkhouse- Home for the whole family!
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
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
Enchanting, romantic and fun river getaway
Property grounds

Enchanting, romantic and fun river getaway

10.0 out of 10, Exceptional, (23)
"Cozy"
Enchanting, romantic and fun river getaway
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)
"This property is exactly as described! It was so relaxing. We used all of the amenities- cold plunge, sauna, hot tub, steam shower, massage chair! Everything was setup beautifully, with such wonderful attention to detail. We cooked dinner in the outdoor kitchen, which was stocked with everything we needed to make our meal. I couldn’t be more thankful for the 3 days we spent together."
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
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.
Safe Peaceful Quite Bright Gorgeous Accessibility
Exterior

Safe Peaceful Quite Bright Gorgeous Accessibility

7.8 out of 10, Good, (14)
"Clean, very well appointed, host was responsive and reasonable. We had a great stay."
Safe Peaceful Quite Bright Gorgeous Accessibility
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Smart TV, books

Beautiful & Relaxing Nashua Home - Minutes from Downtown

10.0 out of 10, Exceptional, (15)
"This was the perfect location for us for what we needed. Kind of in the middle of everything!"
The price is SAR 1,114
SAR 2,071 total
includes taxes & fees
6 Oct - 7 Oct
Beautiful & Relaxing Nashua Home - Minutes from Downtown
The House at Harvey Lake
Fridge, microwave, oven, stovetop

The House at Harvey Lake

9.4 out of 10, Exceptional, (28)
"This was a great stay. Definitely an older property but served the purpose. It's everything you need and our family had a great time. We would use it again. We did not use any of the amenities because of the weather but seems like there was plenty there."
The House at Harvey Lake
North End Relaxing Family
Cookware/dishes/utensils

North End Relaxing Family

10.0 out of 10, Exceptional, (2)
"Well suited for large groups of guests. It was welcoming, clean and bright. Good off street parking. "
The price is SAR 1,538
SAR 3,654 total
includes taxes & fees
20 Oct - 21 Oct
North End Relaxing 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

9.6 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 SAR 1,065
SAR 2,222 total
includes taxes & fees
16 Oct - 17 Oct
Cozy home with hot tub minutes to downtown Nashua and Shops
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
Cozy 1-bedroom house w/ WiFi. Work, weekend getaway or celebration? Great place
Interior

Cozy 1-bedroom house w/ WiFi. Work, weekend getaway or celebration? Great place

10.0 out of 10, Exceptional, (6)
"We stayed for two nights. The apartment was very neat and clean with lots of little extra amenities to make our stay more comfortable. The bed was comfortable. We hope to stay again next year. "
Cozy 1-bedroom house w/ WiFi. Work, weekend getaway or celebration? Great place
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 SAR 806
SAR 1,576 total
includes taxes & fees
5 Oct - 6 Oct
Tuscan Village Charming Home Steps From it All
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 SAR 5,666
SAR 7,087 total
includes taxes & fees
26 Oct - 27 Oct
Walk to Tuscan Village | Modern 3bd Farmhouse
Charming 3-bedroom house in Methuen; minutes to Boston & NH region
Microwave, oven, stovetop, dishwasher

Charming 3-bedroom house in Methuen; minutes to Boston & NH region

10.0 out of 10, Exceptional, (1)
"I enjoyed my stay. Cozy and clean. Good communication with the host. "
Charming 3-bedroom house in Methuen; minutes to Boston & NH region
Enjoy your own home in Hampton Falls!
Fridge, microwave, oven, stovetop

Enjoy your own home in Hampton Falls!

10.0 out of 10, Exceptional, (95)
"A very lovely little house in a beautiful part of New Hampshire. I stayed for two nights with my 7 year old son while visiting for a high school reunion. It was very cosy on a rainy weekend! The hosts were incredibly responsive and helpful. I highly recommend!"
Enjoy your own home in Hampton Falls!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Park View Inn - Salem

Park View Inn - Salem

10/10 Excellent
"Very clean accommodation and whilst it’s on a busy road - it’s at the back of the lot overlooking a beautiful park so it’s very quiet. They do a nice little coffee and pastry to go in the morning. Very pleasant stay considering I was meant to be in Salem Ma not Salem NH!! "
Merry 1-night trip
Posted 1 day ago
Park View Inn - Salem