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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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Pittsfield
1 Bedroom, 1 Bathroom, Sleeps 5
8 photos Details
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Pittsfield
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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Pittsfield
3 Bedrooms, 1 Bathroom, Sleeps 8
20 photos Details
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The following rentals are within 10 miles of Pittsfield, Massachusetts.

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Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
26 photos Details
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Richmond
3 Bedrooms, 1 Bathroom, Sleeps 6
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13 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 2
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17 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
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Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 4
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4 photos Details
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Hancock
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details
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Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
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7 photos Details
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Lanesboro
2 Bedrooms, 1 Bathroom, Sleeps 4
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10 photos Details
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Lee
3 Bedrooms, 2 Bathrooms, Sleeps 5
25 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 2
4 photos Details
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Lee
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
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Lenox
4 Bedrooms, 1 Bathroom, Sleeps 7
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21 photos Details
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Hancock
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details
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Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
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Lenox
3 Bedrooms, 3 Bathrooms, Sleeps 7
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33 photos Details
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Lee
5 Bedrooms, 3 Bathrooms, Sleeps 11
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33 photos Details
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Washington
4 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
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Lee
3 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
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Hinsdale
3 Bedrooms, 2 Bathrooms, Sleeps 7
8 photos Details
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Cheshire
2 Bedrooms, 1 Bathroom, Sleeps 5
19 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 2
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10 photos Details
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Lenox
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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Lee
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
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Lenox
4 Bedrooms, 2 Bathrooms, Sleeps 10
24 photos Details
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Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
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11 photos Details
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Richmond
3 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
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16 photos Details
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Hancock
1 Bedroom, 1 Bathroom, Sleeps 6
16 photos Details
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Lee
4 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details
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Lenox
2 Bedrooms, 2 Bathrooms, Sleeps 4
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7 photos Details
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Richmond
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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Hinsdale
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details
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Lenox
3 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
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Richmond
3 Bedrooms, 1 Bathroom, Sleeps 7
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7 photos Details
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Lee
5 Bedrooms, 5 Bathrooms, Sleeps 12
7 photos Details
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Lee
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
10 photos Details
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Dalton
5 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 2
2 photos Details
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Lee
1 Bedroom, 1 Bathroom, Sleeps 6
7 photos Details
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Hancock
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
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Hancock
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
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Hancock
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
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Book Online(40)
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Suitability

  • Wheelchair access (7)
  • Elder access (16)
  • Suitable for children (32)
  • Pet friendly (10)
  • Smoking allowed (1)

Amenities

  • Internet (32)
  • Other outdoor space (32)
  • Washer/Dryer (29)
  • Grill (25)
  • Parking (23)
  • View all amenities
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Book Online(40)

Suitability

  • Wheelchair access (7)
  • Elder access (16)
  • Suitable for children (32)
  • Pet friendly (10)
  • Smoking allowed (1)

Amenities

  • Internet (32)
  • Other outdoor space (32)
  • Washer/Dryer (29)
  • Grill (25)
  • Parking (23)
  • View all amenities