- Haddock Cotter Chic Farmhouse and Barn w PoolOld Chatham
- Pet-Friendly Cottage in a Working Farm near Hudson, New YorkHudson
- NEW 6-Bedroom Retreat Book Your Summer GetawayLebanon Springs
- Stunning and Secluded Luxury Barn for a Family Getaway in the Berkshires, MassachusettsGreat Barrington
- Shaker Mill Inn9.1West Stockbridge
- Pondfront Gem Minutes from Hudson’s Best Shops Cafes The Stillwater HouseHudson
- Elizabeth House Creekside Cabins by AvantStay Historic Event Estate with Cabins Pool and Swimming Hole Sleeps 20Leeds
- Farmhouse Retreat, Outdoor Dining, Fire-Pit, Fast Wifi, Golf and 3-Acre PrivacyValatie
- Cozy Berkshires Stay, Mins from Ski SlopesLebanon Springs
- Unique Vacation Rental on a Working Farm near Hudson, New YorkHudson
- Secluded w Deck Views Hot Tub Ping Pong Hudson in the Berks by AvantStayEast Chatham
- Stylish Camping Tents Set on an Organic Farm in Hudson Valley, New York StateGhent
- Secluded Cottage Rental with a Heated Pool in Red Hook for Family Getaways in New York StateRed Hook
- Post & Beam - Stunningly Designed Luxury Home with Pool & Hot TubPine Plains
- Riverfront Cabin with Beautiful Views of Housatonic River in Great Barrington, Massachusetts
- Charm at the foot of the BerkshiresHillsdale
- Amazing Twin Island Lake Private Island for Glamping in New YorkPine Plains
- Nautical Nest Hudson9.1Hudson
- Pleasant Valley Motel West Stockbridge5.3West Stockbridge
- Wm. Farmer and SonsHudson8.9
- Secluded Cabin with Gorgeous Views near Stockbridge in the Berkshires of MassachusettsStockbridge
- Prospect BerkshiresNorth Egremont9.5
- The Grandview, Catskill NYCatskill9.5
- Charming Ghent Getaway, minutes from Hudson!Ghent
- Romantic Glamping Getaway in a Pet Friendly Caravan, Ideal to Explore Hudson Valley
- Secluded Berkshires Estate Private PondPoolTheater Gym Sunny Pond
- Chic Barn House with PoolGermantown10.0
- Stay Near Ski Berkshires, Mid-Week & Promo Deals!
- Beautifully Designed 4BR Home Heated Pool HotTubValatie
- Hudson Restored Farmhouse with Fire PitHudson3.0
- Pet-Friendly Vacation Rental on a Working Farm near Hudson, New YorkHudson
- 6 Mi to Tanglewood Peaceful Berkshire Apt!Richmond
- 9 Mi to Dtwn Hudson Pet-Friendly Home with PoolCraryville
- Gorgeous Getaway Suite in a Converted Barn near Hudson, New YorkHudson
- 8 Mi to Tanglewood and Butternut Ski Spacious Home!
- 4 Mi to Great Barrington Berkshires Retreat!Sheffield
- Bright, Airy Home in Hudson!Hudson10.0
- 4 Mi to Dtwn Catskill Mtn-View HomeCatskill
- Billingswood by BoutiqAthens
- Inn at Silver Maple Farm9.3East Chatham
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