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Compare 6 Condo Rentals in Chester with updated reviews, rates, and availability.

Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!
Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!
10.0 out of 10, Exceptional, (1)

Perfect for Winter Skiing!!
Perfect for Winter Skiing!!

Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood
10.0 out of 10, Exceptional, (2)

Cozy Condo with resort amenities
Cozy Condo with resort amenities

Condo with Resort Amenities in Lenox
Condo with Resort Amenities in Lenox

Cozy Condo, walk to town, private and bright
Cozy Condo, walk to town, private and bright
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

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (120)

Deluxe Queen Room with 2 Queen Beds
Deluxe Queen Room with 2 Queen Beds
The price is AED 437
AED 570 total
includes taxes & fees
11 May - 12 May

Cozy Home in Holyoke with 2 bedrooms
Cozy Home in Holyoke with 2 bedrooms
10.0 out of 10, Exceptional, (4)
The price is AED 477
AED 1,063 total
includes taxes & fees
12 May - 13 May
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.
Recent reviews of Chester hotels
Recent reviews of Chester hotels

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"I had a wonderful stay at The Yankee, Trademark Collection by Wyndham. The room was beautiful and comfortable, making for a very relaxing experience. The staff was incredibly kind, welcoming, and made check-in and check-out effortless.
However, during my visit, there was construction happening nearby, which was quite noisy and inconvenient as it was right next to our room. Additionally, the lobby was not accessible at the time, which was a bit disappointing. Despite these minor issues, my overall experience was positive, largely thanks to the excellent staff and comfortable accommodations."
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 3 days ago