Chester, NY Villas Rentals

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Our top choices for Chester villas

11BR Retreat w Pool & Game Room

Chester

$4,330 nightly

Jul 1 - Jul 2

Total with taxes and fees

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

New Hampton

Jennifer P.

$1,142 nightly

Jun 3 - Jun 4

Total with taxes and fees

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Top Chester Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible

"they were totally booked and had no room for me when i got there at 7pm"

Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Very nicely kept and clean property and very clean room. Bed and pillows were very comfortable. Only thing I found was, they need new towels. Staff was very nice and courteous and breakfast was good. More like continental breakfast but they also had freshly made waffles you can make yourself. No pool. Right next door to a great Diner I84. All and all rating at least 4.5 stars. Would stay again if necessary."

Hampton Inn Harriman Woodbury

8/10 Good

"The only thing I didn’t like about the hotel was the pool. The hotel itself was clean, and the rooms and common areas were well maintained. The breakfast was decent, and there was always something to eat. Overall, we had a good stay. However, the inside walls of the pool, especially around the waterline, were noticeably dirty and looked like they had not been cleaned for a long time. The water itself was clean, but the yellow buildup around the edges of the pool was unpleasant and affected the overall impression."

Inn on the Hudson

4/10 Poor

"The view of the Hudsonriver was terrific. On the down sidet: the furnature was right out of the Salvation Army resale store. It was drab and smelled like a mustty old motel (which it is). The frig smelled, one set of towels was dirty there was no chair to sit in other than a straight back convention chair. Even though it was cheap, don't waste your money."

The Crossroads Hotel, Newburgh

2/10 Terrible

"First, the hotel staff were excellent and very courteous. Appreciate that very much. We had a very late check-in. Experience with Expedia helpdesk was less than optimum. The bill from hotel did not match expedia rates and still working to resolve.. The issue was not with any of the agents but the overall process it took for us to get things sorted out. Around 4 AM, The family next door was haring a fight and loudly yelling bad words and kids and all of us woke up hearing that which left was not feeling very good. Since we only reached the hotel around midnight. Also, there was lot of smoke smell in the room even though we asked for nonsmoking. Still working with Expedia on the refund."

Find out more about Chester

Chester Villas information

Number of reviews	19
Accommodation	24 Villas
Lowest Price	$1,349
Highest Price	$4,898

Frequently asked questions

Why book your villa in Chester with Expedia?

Expedia makes it simple to find your dream villa in Chester. Vacationing with the kids? Make the most of our helpful filters to look for stays with a kitchen or a pool. If you have a certain budget, select how much you'd like to spend and your preferred star rating. We'll help you find the perfect fit that gels with your style and taste.

How can I find cheap villas in Chester?

Expedia is here to help you easily source cheap villas in Chester. Use our handy filter tool to choose amenities, budget and star rating to refine your search and find an amazing place to stay in a few clicks.

What is there to do near my villa in Chester?

If you're ready to make the most of your time in Chester, pay a visit to Castle Fun Center. It's a favorite with locals and travelers alike.

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Our top choices for Chester villas

11BR Retreat w Pool & Game Room

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

Find vacation rentals that suit your style

Top Chester Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Quality Inn & Suites Fishkill South near I-84

Hampton Inn Harriman Woodbury

Holiday Inn Express Hotel & Suites Chester by IHG

Crowne Plaza Suffern - Mahwah by IHG

DoubleTree by Hilton Hotel Nanuet

Fairfield Inn & Suites by Marriott Goshen Middletown

Inn on the Hudson

The Crossroads Hotel, Newburgh

Find out more about Chester

Chester Villas information

Frequently asked questions

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Villas in Chester

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Chester villas

11BR Retreat w Pool & Game Room

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

Find vacation rentals that suit your style

Top Chester Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Find out more about Chester

Chester Villas information

Frequently asked questions

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