Over 1,000 homes

Apartment in Hillsdale
Sweet 2BR by Catamount, Berkshires & Hudson
2 beds
Oct 24 – 31
$89 per night, originally $99
Superhost
Barn in Kinderhook
Unique Village Antique Print/Shop Studio Apartment
2 beds
Oct 16 – 21
$95 per night
Superhost
Vacation home in Great Barrington
Home in Great Barrington. Steps from downtown!
3 beds
Nov 6 – 11
$234 per night
Private room in North Chatham
Arnold Farmhouse (Italianate - private bath)
1 double bed
Oct 2 – 8
$93 per night
Superhost
Home in Kinderhook
Charming Kinderhook Village Victorian Duplex
2 beds
Nov 6 – 12
$120 per night
Superhost
Cabin in Red Hook
Modern Upstate Cabin, near Rhinebeck NY
1 queen bed
Oct 31 – Nov 5
$350 per night
Superhost
Private room in Great Barrington
Quiet refuge in Great Barrington
1 double bed
Oct 19 – 24
$72 per night
Superhost
Apartment in Hudson
Great top fl near center with sunroom and a view
2 queen beds
Oct 10 – 17
$118 per night, originally $147
Cabin in Athens
Lakefront Cabin Getaway
4 beds
Oct 16 – 21
$189 per night, originally $320
Superhost
Cabin in Old Chatham
RaW Magical Cabin in the Woods
2 beds
Nov 5 – 11
$199 per night
Superhost
Apartment in Athens
Airbnbathensny
3 beds
Oct 16 – 21
$58 per night
Home in Hillsdale
Hillsdale Haven ~countryside comfort ~ near all!
4 beds
Oct 16 – 21
$220 per night
Superhost
Cottage in Hudson
Newly Remodeled Cottage + Fire Pit
1 bed
Oct 16 – 21
$188 per night, originally $222
Superhost
Private room in Ancram
The Doodletown
1 double bed
Oct 2 – 7
$65 per night
Superhost
Home in Athens
Cozy 2 Bedroom New construction!
4 beds
Oct 2 – 7
$155 per night
Superhost
Private room in Red Hook
Bedroom-2 twin beds in charming house
1 bed
Oct 23 – 29
$65 per night, originally $72
Home in New Lebanon
The old sawmill from 1771
2 beds
Nov 1 – 6
$119 per night
Superhost
Cottage in Craryville
The Craryville Cottage
2 beds
Oct 2 – 7
$150 per night, originally $172
Apartment in Athens
1 bdrm apt in Athens on the Hudson
1 double bed
Oct 3 – 8
$95 per night
Superhost
Home in Austerlitz
Tranquility Near Hudson & The Berkshires
3 beds
Oct 2 – 7
$189 per night
Cabin in Chatham
The Upstate Cabin: A secluded getaway in the woods
2 queen beds
Oct 26 – Nov 2
$323 per night, originally $404
Superhost
Private room in Red Hook
Single bedroom in a charming house
1 bed
Oct 23 – 28
$65 per night, originally $74
Cottage in Sheffield
Charming Handcrafted Cottage in the Berkshires
5 beds
Oct 24 – 30
$195 per night
Home in Kinderhook
The Big Yard at Kinderhook
3 beds
Nov 18 – 23
$181 per night