Bed and breakfast holiday rentals in Dutchess County

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Popular amenities for bed & breakfast rentals in Dutchess County

Family-friendly bed & breakfast rentals

Private room in Rhinebeck
4.92 out of 5 average rating, 63 reviews

The Gables of Rhinebeck Inn, Rockhouse Suite (2BR)

MelissaRating, 5 stars17 months ago
We absolutely loved our stay at The Gables! It was a classic bed and breakfast experience and we would recommend it to anyone planning a trip to Rhinebeck. The Inn keepers- Pamela and John were so friendly and made us feel right at home. We enjoyed a nice evening playing cards in the common area before heading out on the town (all walking distance) for dinner and drinks. We can't wait for our next visit!
Private room in Pine Plains
4.7 out of 5 average rating, 10 reviews

The Smithfield Room

Andrew + JayRating, 5 stars55 months ago
The Inn at Pine Plains hosted by Patricia was great for our long weekend stay (couple with son & dog), the room was cosy and exceptionally clean and tidy. The location is close to walking trails, a beautiful drive to the Catskills and nearby to restaurants. It had a lovely dining space and had everything we needed should we have stayed longer. There is a large lawn backyard that our son and dog loved running around in each morning.
Private room in Rhinebeck
4.88 out of 5 average rating, 59 reviews

The Gables of Rhinebeck Inn, Storm King Suite

JeanneRating, 5 stars20 months ago
From start to finish, we so enjoyed the Gables Inn. It is quaint and cozy with impeccable furnishings, a comfortable bed and lovely room, great coffee and pastry for breakfast and an excellent location in Rhinebeck.
Superhost
Private room in Tivoli
4.76 out of 5 average rating, 136 reviews

Suminski Innski - Room 2 Queen bed/shared bath

SophiaRating, 5 stars8 months ago
Tim was a very kind, easygoing, and communicative host. The home had a ton of character and the outside spaces were so beautiful--lots of little animals running around and beautiful foliage! Loved the chill vibe of the place, the views, and the activities around the space like badminton. Definitely plan to go back!
Superhost
Private room in Tivoli
4.86 out of 5 average rating, 224 reviews

Suminski Innski - Room 4 Queen bed/shared bath

CorneliusRating, 5 stars7 months ago
Hard to capture the spirit of the Summinski in words, you really have to experience it. Truly one of the most unique places I’ve ever had the pleasure of visiting and so wildly aligned with its place. Tim is gracious, friendly and very at ease. The breakfast spread is outstanding. The view of the Catskills across the Hudson is inescapable, especially at sunset during the summer. If you’re lucky, a hootenanny might materialize on a weekend evening. You’ll no doubt find a book or piece of art that piques your curiosity, likely another guest or two as well. If you’re heading to Tivoli and really want to get a feel for the place, stay here. If, on the other hand, you’re just passing through or don’t really care all that much, stay somewhere else and let others hold the space. You’ll get as much out of this spot as you put Innski.
Superhost
Private room in Tivoli
4.88 out of 5 average rating, 163 reviews

Suminski Innski - Room 3 Queen bed/ shared bath

DavidRating, 5 stars8 months ago
Tim was a great host. He truly made his home open to us. His information on the Empire State Trail was spot on. As a cyclist it was nice to talk to a fellow enthusiast.

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Hyde Park
5 out of 5 average rating, 25 reviews

Kyoto Room - Journey Inn Bed & Breakfast

AaronRating, 5 stars9 months ago
Valerie and Eric and all the folks at the Journey Inn run a gem in Hyde Park. They cook a breakfast worthy of being nearby the Culinary Institute of America, are wonderful with recommendations and are truly just kind and welcoming people. If you are looking at Hyde Park or even just anywhere in Hudson Valley, I couldn’t recommend this spot enough.
Private room in Hyde Park
4.94 out of 5 average rating, 18 reviews

Historic home with magnificent property

PaulRating, 5 stars40 months ago
This is a great place to be around nature and history. If your museum buff then the history will be right up your alley and if you like a good walk or run then the Vanderbilt area will satisfy that, too.
Private room in Hyde Park
5 out of 5 average rating, 12 reviews

Metro Room - Journey Inn Bed & Breakfast

Amy PeckRating, 5 stars33 months ago
We chose the right spot for our stay over in Hyde Park! Easy hosts, Valarie, Eric and Buddy the dog all happy to see us. Room clean, bed good, breakfast very yummy. Best plus was the dinner restaurant recommendation, Bia in Rhinebeck.
Private room in Hyde Park
5 out of 5 average rating, 7 reviews

Roosevelt Room - Journey Inn Bed & Breakfast

JessicaRating, 5 stars26 months ago
We couldn’t have loved our stay more. Every single detail was absolutely perfect. The house was beautiful and peaceful. The breakfast was so delicious. Valerie and Eric were so hospitable and friendly. And Buddy was the sweetest dog ever! Valerie and Eric had great recommendations for dinners and also places to explore in the area. The location was ideal and we already are planning our next trip back. Couldn’t imagine a more perfect bed and breakfast. We only wish our stay was longer. Can’t wait to visit again and can’t recommend The Journey Inn strongly enough!
Private room in Highland
5 out of 5 average rating, 6 reviews

Inn at Twaalfskill - Room 2

Mary AnnRating, 5 stars31 months ago
A beautiful and well run Bed and Breakfast with a gracious host. The place is peaceful and the breakfast was delicious. Wonderful getaway!!!
Private room in Highland
5 out of 5 average rating, 20 reviews

Inn at Twaalfskill - Room 3

DavidRating, 5 stars29 months ago
Wonderful weekend at the Inn. Nancy was a proactive and gracious hostess. The Inn is beautiful, well maintained and close to lots of activities. Highly recommended.

Destinations to explore