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Holiday Rentals in Windsor, MA

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 20 Rentals in the Windsor Area
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The following rentals are within 25 kilometres of Windsor, Massachusetts.

From
₹6,008
Per Night
Pittsfield
1 Bedroom, 1 Bathroom, Sleeps 5
8 photos Details
Reviews (1) Make Enquiry
From
₹12,737
Per Night
Plainfield
3 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
Reviews (13) Make Enquiry
From
₹7,510
Per Night
Hawley
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (1) Make Enquiry
From
₹7,510
Per Night
Becket
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (7) Make Enquiry
From
₹9,312
Per Night
Lanesboro
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (11) Make Enquiry
From
₹77,801
Per Week
Becket
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (9) Make Enquiry
From
₹6,909
Per Night
Charlemont
1 Bedroom, 1 Bathroom, Sleeps 4
35 photos Details
Reviews (88) Make Enquiry
From
₹9,012
Per Night
New Ashford
4 Bedrooms, 3 Bathrooms, Sleeps 7
10 photos Details
Reviews (7) Make Enquiry
From
₹25,954
Per Night
Charlemont
5 Bedrooms, 3 Bathrooms, Sleeps 14
8 photos Details
Make Enquiry
From
₹12,016
Per Night
Cheshire
2 Bedrooms, 1 Bathroom, Sleeps 5
19 photos Details
Make Enquiry
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From
₹15,020
Per Night
Cummington
2 Bedrooms, 1 Bathroom, Sleeps 1
6 photos Details
Make Enquiry
From
₹10,514
Per Night
Becket
2 Bedrooms, 2 Bathrooms, Sleeps 4
6 photos Details
Make Enquiry
From
₹18,023
Per Night
Becket
3 Bedrooms, 4 Bathrooms, Sleeps 6
17 photos Details
Make Enquiry
From
₹63,082
Per Week
Becket
3 Bedrooms, 1 Bathroom, Sleeps 5
9 photos Details
Make Enquiry
From
₹9,012
Per Night
Dalton
5 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details
Make Enquiry
From
₹18,023
Per Night
Becket
3 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Make Enquiry
From
₹16,521
Per Night
Becket
4 Bedrooms, 3 Bathrooms, Sleeps 8
32 photos Details
Make Enquiry
From
₹7,810
Per Night
Pittsfield
3 Bedrooms, 1 Bathroom, Sleeps 8
20 photos Details
Make Enquiry
From
₹30,039
Per Night
Hinsdale
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details
Make Enquiry
From
₹12,016
Per Night
Becket
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Make Enquiry
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Suitability

  • Wheelchair access (3)
  • Elder access (10)
  • Suitable for children (18)
  • Pet friendly (8)
  • Smoking allowed (1)

Amenities

  • Other outdoor space (15)
  • Parking (15)
  • Internet (13)
  • Grill (12)
  • Washer/Dryer (12)
  • View all amenities
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