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Search results; Over 1,000 places

Cottage in Holmes
The Whaley Lakeside
3 beds
Apr 22 – 27
New place to stay
Guest favorite
Cabin in Holmes
Cabin Charadora
6 beds
May 7 – 12
5.0 out of 5 average rating, 34 reviews
Cabin in Holmes
Charming Lakefront Escape with Views
4 beds
Apr 28 – May 3
4.88 out of 5 average rating, 90 reviews
Guest favorite
Apartment in Pawling
Quiet Studio Apartment in Pawling
23 min drive
May 19 – 24
5.0 out of 5 average rating, 15 reviews
Guest favorite
Guest suite in Holmes
Pool opens 5/24! Huge & Eclectic 1.5 hr to NYC!
24 min drive
Apr 20 – 25
4.98 out of 5 average rating, 164 reviews
Guest favorite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
37 min drive
Apr 21 – 26
5.0 out of 5 average rating, 61 reviews
Guest favorite
Cottage in Pawling
Forest Acres Cottage: 10 min to AT/Empire St Trail
22 min drive
Apr 22 – 27
4.98 out of 5 average rating, 82 reviews
Guest favorite
Home in Pawling
Hobbit House of Pawling
21 min drive
May 4 – 9
5.0 out of 5 average rating, 185 reviews
Guest favorite
Room in Hopewell Junction
Large Room in HudsonValleyFarmhouse
22 min drive
May 9 – 14
4.86 out of 5 average rating, 405 reviews
Superhost
Chalet in Holmes
Hudson Valley Lakeview Retreat - Lake Access
18 min drive
Apr 20 – 25
5.0 out of 5 average rating, 15 reviews
Guest favorite
Villa in Hopewell Junction
Hudson Valley Haven in Hopewell
15 min drive
Apr 23 – 28
4.96 out of 5 average rating, 25 reviews
Guest favorite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
23 min drive
Apr 20 – 25
4.92 out of 5 average rating, 62 reviews
Guest favorite
Cottage in Pawling
Cozy Cottage Getaway with Wood Burning Stove
19 min drive
Sep 16 – 21
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
32 min drive
Apr 28 – May 3
4.97 out of 5 average rating, 76 reviews
Superhost
Cabin in Pawling
Serene, Peaceful Cabin by the Lake
37 min drive
Apr 28 – May 3
4.95 out of 5 average rating, 110 reviews
Guest favorite
Home in Pawling
Appalachian Trail House! Easy access to NYC trains
30 min drive
May 19 – 24
4.9 out of 5 average rating, 273 reviews
Guest favorite
Room in Hopewell Junction
Room in Hudson Valley Farmhouse
22 min drive
May 3 – 8
4.94 out of 5 average rating, 274 reviews
Cottage in Poughquag
Gorgeous Historical Home in Serene Hudson Valley
11 min drive
Apr 20 – 25
5.0 out of 5 average rating, 4 reviews