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Our top choices for Dutchess County cottages
1. Magnificent View on Whaley Lake
Magnificent View on Whaley LakeHolmes
6.0 out of 10, (2 reviews)
"Great Place to stay, and friendly host!"
Noah L.
2. Cozy 2-bedroom Creekside cottage on the historic Collins Estate.
Cozy 2-bedroom Creekside cottage on the historic Collins Estate.Lagrangeville
10.0 out of 10, Exceptional, (1 review)
"The property was perfect. We were visiting Family for a reunion and this worked out perfectly. Also a perfect time of year on this area! The leaves are starting to turn and the cottage was perfect location for that as well. The property was very clean and communication was excellent. We would return again."
Toni-Leroy M.
3. Wappinger Cottage - Scandinavian retreat on a creek
Wappinger Cottage - Scandinavian retreat on a creekPoughkeepsie
10.0 out of 10, Exceptional, (43 reviews)
"Perfect for a group, the property is totally lovely and well appointed."
Molly M.
4. Reset and Relax in Luxury Cottage
Reset and Relax in Luxury CottageRhinebeck
10.0 out of 10, Exceptional, (61 reviews)
"This property was the perfect off-campus option for my week retreat at Omega Institute. Alysia was available and communicative as needed. I would definitely stay here again if I returned to the area."
Anna Wheatley S.
5. Creekside Cottage The Fitz House Red Hook NY
Creekside Cottage The Fitz House Red Hook NYRed Hook
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay. Communication with host was excellent. Highly recommend the location for a couple."
Mary Z.
6. Village Cottage with Waterfall Sound & Creek
Village Cottage with Waterfall Sound & CreekVerbank
10.0 out of 10, Exceptional, (7 reviews)
"All amenities were excellent, fully equipped , clean and very comfortable. Would and hope that i will stay there again!"
Anna P.
7. Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio
Charming tiny home in delightful Beacon, 2 blocks from main st. Private patioBeacon
10.0 out of 10, Exceptional, (14 reviews)
"A very comfortable retreat after a day full of all Beacon has to offer!"
Audrey B.
8. Modern 4BR Hudson Valley Creekside Retreat + Hot Tub! — Sleeps 8
Modern 4BR Hudson Valley Creekside Retreat + Hot Tub! — Sleeps 8Hyde Park
10.0 out of 10, Exceptional, (18 reviews)
"I loved the location The property is beautiful with the fire pit, jacuzzi and the stream running through it.
I would definitely stay there again ."
Mary Ann F.
9. Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by Avantstay
Historic Barn Retreat w/ Pool & Pond Views Longview Pond Lodge by AvantstayClinton Corners
10.0 out of 10, Exceptional, (1 review)
"It was amazing
Such a lovely place we were there with our family 6 persons
The house has everything very clean lots of space . Everything was amazing
We would love to go again
Thank you 🙏❤️"
Dieter
10. Luxe Mountain Getaway on Private Rd Near Rhinebeck
Luxe Mountain Getaway on Private Rd Near RhinebeckHyde Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.