Photo by Elizabeth Massa Peroulakis

Chester Vacation Rentals

  • 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

Vacation Rentals in Chester

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Chester you may be interested in

D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2341)
"Staff was great! "
The price is NT$4,019
NT$4,650 total
includes taxes & fees
Jan 17 - 2025/1/18
D. Hotel Suites & Spa
La Quinta Inn & Suites by Wyndham Springfield MA
Indoor pool

La Quinta Inn & Suites by Wyndham Springfield MA

3.0 star property
8.2 out of 10, Very Good, (1261)
"This hotel is very nice inside. The bed was very comfortable, and I slept well there! My biggest complaint was that the available grass for walking my dog was completely nasty! Apparently, there is no one tending to the grounds because the available spots for walking were full of poop! "
The price is NT$3,586
NT$4,068 total
includes taxes & fees
Dec 29 - Dec 30
La Quinta Inn & Suites by Wyndham Springfield MA
Tru by Hilton Chicopee Springfield
Premium bedding, down comforters, blackout drapes, iron/ironing board

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1003)
"Comfy, clean and quiet!"
The price is NT$3,031
NT$3,439 total
includes taxes & fees
Jan 1 - 2025/1/2
Tru by Hilton Chicopee Springfield
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.

Frequently asked questions

Can I find a vacation rental in Chester?

Yes, you can find vacation rentals close to well known sights in Chester, or you can select a more secluded option if you want a relaxing place to stay. Chester is known for its waterfalls and shopping. Make sure you have time to check out the riverfront and restaurants during your trip.

What can I see and do in Chester?

While exploring the area, visit family-friendly sights like Berkshire Scenic Railway Museum, or get outside and enjoy nature at Glendale Falls. Chester Town Hall and Iroquis Waterfront are a couple of places you'll find in the larger area.

What are vacation rentals like in Chester?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Chester. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.