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Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Condo Rentals in Chester

Peaceful 1BR Condo with Pond View
Property grounds

Peaceful 1BR Condo with Pond View

Peaceful 1BR Condo with Pond View
Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!
Fridge, microwave, oven, stovetop

Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!

10.0 out of 10, Exceptional, (1)
"I really enjoyed my stay at this Vrbo. Everything was well stocked (bedroom/bathroom/kitchen linens, cleaning supplies, kitchen appliances / serveware etc). The futon pulled out was comfortable. The flat is in a great location that is walking-distance to cafes/restaurants. Tre was an excellent host!"
Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!
Perfect for Winter Skiing!!
Fridge, microwave, oven, stovetop

Perfect for Winter Skiing!!

Perfect for Winter Skiing!!
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood
Fridge, microwave, oven, stovetop

Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood

10.0 out of 10, Exceptional, (2)
"It is located near everything"
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood
Cozy Condo with resort amenities
Property grounds

Cozy Condo with resort amenities

Cozy Condo with resort amenities
Condo with Resort Amenities in Lenox
Property grounds

Condo with Resort Amenities in Lenox

Condo with Resort Amenities in Lenox
Thanksgiving in Pittsfield, Mass.- 1 BR 1 Ba. Snow & More! 11/26-11/29/2025
Microwave, oven, stovetop

Thanksgiving in Pittsfield, Mass.- 1 BR 1 Ba. Snow & More! 11/26-11/29/2025

Thanksgiving in Pittsfield, Mass.- 1 BR 1 Ba. Snow & More! 11/26-11/29/2025
Cozy Condo, walk to town, private and bright
Dishwasher

Cozy Condo, walk to town, private and bright

Cozy Condo, walk to town, private and bright
Summer in the Berkshires: Cozy country condo in charming Stockbridge MA.
Living area

Summer in the Berkshires: Cozy country condo in charming Stockbridge MA.

Summer in the Berkshires: Cozy country condo in charming Stockbridge MA.
Tranquil Lakeside Escape in the Berkshires
Property grounds

Tranquil Lakeside Escape in the Berkshires

Tranquil Lakeside Escape in the Berkshires
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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