Holiday houses in Dutchess County

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Popular amenities for Dutchess County holiday rentals

Other great holiday rentals in Dutchess County

Top Guest favourite
Cottage in Clinton Corners
5 out of 5 average rating, 37 reviews

Sun Bear Cottage: 3-Bdrm with Sauna

LizRating, 5 stars4 days ago
Very charming home! Host communicated frequently with us. Everything was as described in the listing. Would definitely return in the future.
Guest favourite
Home in Highland
4.89 out of 5 average rating, 47 reviews

Hudson Valley Boutique Airb&b

DaniRating, 5 stars5 days ago
It was a great stay and beautiful home. Really appreciated the ease of entry and amazing scenery.
Guest favourite
Bus in Hopewell Junction
5 out of 5 average rating, 8 reviews

BIG RED the Bus at Menlo Pond

NatalyaRating, 5 stars4 weeks ago
great place to relax and very peaceful. fantastic fire pit.
Guest favourite
Guesthouse in Clinton Corners
4.97 out of 5 average rating, 34 reviews

Stunning lake side modern barn in Hudson Valley

WillRating, 5 stars1 month ago
Cheryl was a great host and really helped save us when we need overflow space for our retreat.
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 27 reviews

Hudson Riverfront Mid-Century Modern Home

KevinRating, 5 stars3 weeks ago
A beautiful, comfortable house right on the Hudson with stunning views. We loved watching all the life on the river, herons and loons and ducks, as well as boats from tiny crafts to massive barges. There are great hikes just a short distance away. It is a perfect place to rest, write, draw, and make music.
Guest favourite
Cabin in Carmel Hamlet
4.88 out of 5 average rating, 41 reviews

Peaceful Forest Cabin

ChristopherRating, 5 stars6 days ago
Lanthe and Josephine’s cabin was an absolute dream. From the moment we arrived, we felt completely at peace. The space is warm, thoughtfully decorated, and nestled in such a serene location, perfect for a quiet getaway from the city. Everything was clean, cozy, and exactly as pictured. You can truly feel the love and care that went into creating this space. It was the perfect setting to relax, reconnect, and make meaningful memories. Thank you both for being such gracious and welcoming hosts. We’re already looking forward to returning!
Top Guest favourite
Barn in Hyde Park
4.97 out of 5 average rating, 60 reviews

Red Barn at Turtle Rock Pond

CynthiaRating, 5 stars1 day ago
Max and Emily, we truly loved staying at your barn. Spacious, comfortable and lovely. And you obviously enjoy being hosts, the extras - fresh eggs, snacks, bottled water, and doing all of the cleaning prep (?!)make that obvious! We'd want to stay here if we're in the area again. Thanks again, you're terrific!
Guest favourite
Guest suite in Wingdale
4.98 out of 5 average rating, 43 reviews

Dog Tail Corners Studio

MichelleRating, 5 stars2 weeks ago
This wonderful apartment is located just steps away from the Appalachian Trail and nearby dining/shopping in Kent. It was a wonderful place for exploring the area and relaxing in nature. I highly recommend and would happily stay there again.

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