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Vacation Rentals in Pittsfield, MA and nearby

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All 46 Rentals in the Pittsfield Area
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From
$171
Per Night
Pittsfield
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
$130
Per Night
Pittsfield
3 Bedrooms, 1 Bathroom, Sleeps 8
20 photos Details
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From
$100
Per Night
Pittsfield
1 Bedroom, 1 Bathroom, Sleeps 5
8 photos Details
Reviews (1) Make Inquiry

The following rentals are within 10 miles of Pittsfield, Massachusetts.

From
$350
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
17 photos Details
Reviews (1) Make Inquiry
From
$375
Per Night
Lee
5 Bedrooms, 3 Bathrooms, Sleeps 11
Bookings
33 photos Details
Reviews (7) Make Inquiry
From
$300
Per Night
Lee
3 Bedrooms, 2 Bathrooms, Sleeps 5
25 photos Details
Reviews (2) Make Inquiry
From
$150
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
4 photos Details
Reviews (1) Make Inquiry
From
$229
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
4 photos Details
Reviews (1) Make Inquiry
From
$200
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Reviews (1) Make Inquiry
From
$150
Per Night
Lenox
4 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
21 photos Details
Reviews (16) Make Inquiry
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From
$225
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
11 photos Details
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From
$400
Per Night
Lenox
4 Bedrooms, 2 Bathrooms, Sleeps 10
24 photos Details
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From
$1,250
Per Week
Lee
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
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From
$200
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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From
$242
Per Night
Lenox
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
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From
$150
Per Night
Dalton
5 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details
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From
$175
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 2
2 photos Details
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From
$125
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
10 photos Details
Make Inquiry
From
$200
Per Night
Lee
1 Bedroom, 1 Bathroom, Sleeps 6
Booking
7 photos Details
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From
$134
Per Night
Hancock
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
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From
$110
Per Night
Richmond
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
11 photos Details
Reviews (4) Make Inquiry
From
$145
Per Night
Hancock
1 Bedroom, 1 Bathroom, Sleeps 6
16 photos Details
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From
$175
Per Night
Lanesboro
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
10 photos Details
Reviews (12) Make Inquiry
From
$179
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
16 photos Details
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From
$750
Per Night
Lee
5 Bedrooms, 5 Bathrooms, Sleeps 12
7 photos Details
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From
$200
Per Night
Cheshire
2 Bedrooms, 1 Bathroom, Sleeps 5
19 photos Details
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From
$300
Per Night
Lenox
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
33 photos Details
Reviews (1) Make Inquiry
From
$43
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Inquiry
From
$250
Per Night
Lenox
3 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
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From
$500
Per Night
Hinsdale
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details
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From
$130
Per Night
Hinsdale
3 Bedrooms, 2 Bathrooms, Sleeps 7
8 photos Details
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From
$250
Per Night
Lenox
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
7 photos Details
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From
$525
Per Night
Richmond
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
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From
$200
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
7 photos Details
Reviews (1) Make Inquiry
From
$225
Per Night
Hancock
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details
Reviews (3) Make Inquiry
From
$225
Per Night
Lee
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Make Inquiry
From
$300
Per Night
Washington
4 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Make Inquiry
From
$125
Per Night
Hancock
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Make Inquiry
From
$250
Per Night
Lee
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Reviews (2) Make Inquiry
From
$75
Per Night
Hancock
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details
Reviews (6) Make Inquiry
From
$175
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (7) Make Inquiry
From
$250
Per Night
Lee
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
10 photos Details
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From
$140
Per Night
Richmond
3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
7 photos Details
Reviews (1) Make Inquiry
From
$250
Per Night
Richmond
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Make Inquiry
From
$72
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details
Reviews (1) Make Inquiry
From
$100
Per Night
Richmond
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Make Inquiry
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Book Online(40)
Use filters to find the best results!

Suitability

  • Wheelchair access (7)
  • Elder access (15)
  • Suitable for children (31)
  • Pet friendly (10)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (33)
  • Internet (31)
  • Washer/Dryer (29)
  • Grill (24)
  • Parking (23)
  • View all amenities
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Book Online(40)

Suitability

  • Wheelchair access (7)
  • Elder access (15)
  • Suitable for children (31)
  • Pet friendly (10)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (33)
  • Internet (31)
  • Washer/Dryer (29)
  • Grill (24)
  • Parking (23)
  • View all amenities