Search Vacation Homes in Chester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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

Peek-a-Boo Lake Views & Yard: Windham Home
Terrace/patio

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

8.6 out of 10, Excellent, (4)
"Conveniently located in a quiet friendly neighborhood. Met all of our needs and expectations. "
Peek-a-Boo Lake Views & Yard: Windham Home
Safe Peaceful Quite Bright Gorgeous Accessibility
Miscellaneous

Safe Peaceful Quite Bright Gorgeous Accessibility

The price is AED 404
AED 956 total
includes taxes & fees
11 May - 12 May
Safe Peaceful Quite Bright Gorgeous Accessibility
Waterfront Home w/ Private Dock
Interior

Waterfront Home w/ Private Dock

10.0 out of 10, Exceptional, (15)
"Our family had a wonderful time at this lake house. It had everything we needed for cooking, playing in the lake and relaxing. Would definitely stay again! "
The price is AED 1,010
AED 1,574 total
includes taxes & fees
11 May - 12 May
Waterfront Home w/ Private Dock
Location, Location, Location
Fridge, microwave, oven, stovetop

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
TV

Lakefront Salem Retreat - Fish, Swim, Kayak & More

9.0 out of 10, Wonderful, (11)
"Property was as descibed and was very clean. Instructions were well writtenn."
Lakefront Salem Retreat - Fish, Swim, Kayak & More
2-bedroom vacation home 30 minutes from Boston and NH beaches
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (7)
"We really enjoyed our stay! Thank you!"
The price is AED 477
AED 1,173 total
includes taxes & fees
11 May - 12 May
2-bedroom vacation home 30 minutes from Boston and NH beaches
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Smart TV, books

Beautiful & Relaxing Nashua Home - Minutes from Downtown

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay. It was nice and bright which I liked and it was in a good location. The host communicated well. We will definitely stay again if we are in the Nashua area."
The price is AED 962
AED 1,976 total
includes taxes & fees
11 May - 12 May
Beautiful & Relaxing Nashua Home - Minutes from Downtown
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

6.8 out of 10, (15)
"It had plenty of space for Christmas away"
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Waterfront Cottage
Property grounds

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!
Terrace/patio

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
9 May - 10 May
Classic New England Bunkhouse- Home for the whole family!
Across From Tuscan Family Farmhouse
Fridge, microwave, oven, stovetop

Across From Tuscan Family Farmhouse

9.8 out of 10, Exceptional, (9)
"Nice spot very clean. Ran into homeowner nice guy. Highly Recommend if you are going to park or beaches all close bye."
The price is AED 1,502
AED 2,500 total
includes taxes & fees
29 May - 30 May
Across From Tuscan Family Farmhouse
Relaxing Hampton Beach Vacation Home
Exterior

Relaxing Hampton Beach Vacation Home

10.0 out of 10, Exceptional, (74)
"Nice place with beautiful views. Great location for exploring NH, Maine, and Massachusetts."
Relaxing Hampton Beach Vacation Home
Enchanting Romantic Riverfront Cottage
Smart TV, fireplace, DVD player, books

Enchanting Romantic Riverfront Cottage

2.0 star property
9.8 out of 10, Exceptional, (7)
"It was very nice. Enjoyed my stay."
The price is AED 1,062
AED 1,295 total
includes taxes & fees
15 May - 16 May
Enchanting Romantic Riverfront Cottage
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Outdoor dining

Lakefront Retreat w/ Kayaks, Grill, Fire Pit!

9.6 out of 10, Exceptional, (10)
"Was an excellent stay, the national park is on the other side of the lake so the view is stellar. Had a very relaxing stay, most of it spent lounging on the lake beach."
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Linden Tree: Walk to Hallmark Holiday Downtown, Gas Fireplace, Spacious, Fast WiFi, Smart TV
Beach nearby

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
Interior

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
Fridge, microwave, oven, stovetop

Entire House, Sleep 11, Garage, Fully Fenced Backyard

10.0 out of 10, Exceptional, (2)
"My sister and I were in town with our families and stayed here. It was perfect for us and the host was very responsive."
Entire House, Sleep 11, Garage, Fully Fenced Backyard
The Cottages at Harvey Lake
Lake

The Cottages at Harvey Lake

3.0 star property
8.6 out of 10, Excellent, (39)
"We loved being right on the lake and taking the boats out this morning was a highlight. Though smaller than we expected, this was rustic stay on a beautiful lake."
The price is AED 500
AED 542 total
includes taxes & fees
26 May - 27 May
The Cottages at Harvey Lake
Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining
Terrace/patio

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

10.0 out of 10, Exceptional, (3)
"Great place, very good communication with owner. Very well stocked also."
Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining
Riverfront New Hampshire Cottage w/ Boat Dock
Miscellaneous

Riverfront New Hampshire Cottage w/ Boat Dock

8.6 out of 10, Excellent, (7)
"Communication is great from the owner."
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chester

Postcard Cabins Blake Brook
Exterior

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (15)
"Quaint, Quiet, Peaceful Retreat"
The price is AED 413
AED 588 total
includes taxes & fees
22 May - 23 May
Postcard Cabins Blake Brook
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Indoor pool, a heated pool

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

9.6 out of 10, Exceptional, (87)
"We had our annual friends weekend away & Chelsi’s house was the perfect setting for it all! So spacious, there was a room for everyone to do just what they wanted! Pool, hot tub & sauna was a fun added bonus! The theater room was great for the guys who wanted to hang there! Kitchen was really well stocked & had so much room for us all to gather. Beds were comfy & all the linens were cozy too! We had a great time & hope to come back! Thanks Chelsi!"
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Safe Peaceful Quite Bright Gorgeous Accessibility
Miscellaneous

Safe Peaceful Quite Bright Gorgeous Accessibility

The price is AED 404
AED 956 total
includes taxes & fees
11 May - 12 May
Safe Peaceful Quite Bright Gorgeous Accessibility
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.