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Vacation rentals in Hillsdale, NY and nearby

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  • Dedicated on-site help
  • Experienced local staff
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  • 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 36 Rentals in the Hillsdale Area
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From
$162
Per Night
Hillsdale
4 Bedrooms, 3 Bathrooms, Sleeps 7
45 photos Details
Reviews (1) Make Enquiry
From
$460
Per Night
Hillsdale
3 Bedrooms, 2 Bathrooms, Sleeps 13
18 photos Details
Reviews (1) Make Enquiry
From
$108
Per Night
Hillsdale
2 Bedrooms, 1 Bathroom, Sleeps 3
10 photos Details
Make Enquiry
From
$189
Per Night
Hillsdale
3 Bedrooms, 2 Bathrooms, Sleeps 8
30 photos Details
Make Enquiry
From
$108
Per Night
Hillsdale
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (4) Make Enquiry
From
$162
Per Night
Hillsdale
3 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
Make Enquiry

The following rentals are within 15 kilometres of Hillsdale, New York.

From
$271
Per Night
Great Barrington, MA
2 Bedrooms, 1 Bathroom, Sleeps 5
10 photos Details
Reviews (2) Make Enquiry
From
$812
Per Week
Copake
3 Bedrooms, 1 Bathroom, Sleeps 6
4 photos Details
Reviews (1) Make Enquiry
From
$200
Per Night
Alford, MA
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (3) Make Enquiry
From
$541
Per Night
Sheffield, MA
4 Bedrooms, 3 Bathrooms, Sleeps 15
19 photos Details
Reviews (7) Make Enquiry
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From
$216
Per Night
Copake
3 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Reviews (1) Make Enquiry
From
$211
Per Night
Great Barrington, MA
1 Bedroom, 1 Bathroom, Sleeps 3
10 photos Details
Reviews (7) Make Enquiry
From
$271
Per Night
Austerlitz
4 Bedrooms, 2 Bathrooms, Sleeps 9
12 photos Details
Reviews (3) Make Enquiry
From
$173
Per Night
North Egremont, MA
1 Bedroom, 1 Bathroom, Sleeps 2
35 photos Details
Reviews (3) Make Enquiry
From
$135
Per Night
Ancram
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (1) Make Enquiry
From
$379
Per Night
Great Barrington, MA
5 Bedrooms, 3 Bathrooms, Sleeps 11
9 photos Details
Make Enquiry
From
$216
Per Night
Great Barrington, MA
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Make Enquiry
From
$866
Per Night
Ancram
5 Bedrooms, 4 Bathrooms, Sleeps 12
13 photos Details
Make Enquiry
From
$4,869
Per Week
Great Barrington, MA
6 Bedrooms, 6 Bathrooms, Sleeps 12
25 photos Details
Make Enquiry
From
$216
Per Night
Austerlitz
3 Bedrooms, 3 Bathrooms, Sleeps 6
18 photos Details
Make Enquiry
From
$379
Per Night
Austerlitz
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Make Enquiry
From
$503
Per Night
Great Barrington, MA
5 Bedrooms, 5 Bathrooms, Sleeps 10
27 photos Details
Make Enquiry
From
$325
Per Night
Great Barrington, MA
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Make Enquiry
From
$325
Per Night
Great Barrington, MA
4 Bedrooms, 2 Bathrooms, Sleeps 9
11 photos Details
Make Enquiry
From
$2,164
Per Night
Ancram
5 Bedrooms, 6 Bathrooms, Sleeps 12
20 photos Details
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From
$514
Per Night
Great Barrington, MA
4 Bedrooms, 6 Bathrooms, Sleeps 12
22 photos Details
Make Enquiry
From
$162
Per Night
Craryville
2 Bedrooms, 3 Bathrooms, Sleeps 6
6 photos Details
Make Enquiry
From
$216
Per Night
Great Barrington, MA
2 Bedrooms, 2 Bathrooms, Sleeps 4
10 photos Details
Make Enquiry
From
$189
Per Night
Copake
3 Bedrooms, 2 Bathrooms, Sleeps 9
16 photos Details
Reviews (5) Make Enquiry
From
$568
Per Night
Sheffield, MA
4 Bedrooms, 3 Bathrooms, Sleeps 8
32 photos Details
Reviews (16) Make Enquiry
From
$1,353
Per Week
Copake
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (2) Make Enquiry
From
$271
Per Night
Great Barrington, MA
3 Bedrooms, 2 Bathrooms, Sleeps 8
19 photos Details
Make Enquiry
From
$289
Per Night
South Egremont, MA
4 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
Make Enquiry
From
$325
Per Night
Housatonic, MA
4 Bedrooms, 3 Bathrooms, Sleeps 10
9 photos Details
Make Enquiry
From
$325
Per Night
Great Barrington, MA
4 Bedrooms, 2 Bathrooms, Sleeps 11
13 photos Details
Make Enquiry
From
$171
Per Night
Great Barrington, MA
5 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details
Make Enquiry
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Book Online(27)
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Suitability

  • Wheelchair access (0)
  • Elder access (19)
  • Suitable for children (24)
  • Pet friendly (15)
  • Smoking allowed (1)

Amenities

  • Internet (33)
  • Other outdoor space (32)
  • Grill (26)
  • Parking (23)
  • Washer/Dryer (23)
  • View all amenities
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