Bed and breakfast holiday rentals in Dutchess County

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Popular amenities for Dutchess County bed and breakfasts

Family-Friendly Bed and Breakfasts

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

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

MelissaRating, 5 stars19 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 stars57 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.
Superhost
Private room in Poughkeepsie
4.81 out of 5 average rating, 72 reviews

Room for 2 Shared Bath Double Bed

CraigRating, 5 stars9 months ago
I can't recommend this enough. Susan is really great. Free to site see , meditate, write or read. The perfect environment. You'll feel right at home in the country.
Superhost
Private room in Tivoli
4.77 out of 5 average rating, 137 reviews

Suminski Innski - Room 2 Queen bed/shared bath

SophiaRating, 5 stars10 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!
Private room in Red Hook
4.85 out of 5 average rating, 27 reviews

Nanas beautiful B/R Queen bed and private bathroom

TaraRating, 5 stars19 months ago
Dila and her home are both incredibly wonderful. She's extraordinarily easy to communicate with, and she's thought of every detail you might need when arriving to and staying at her place. Dila is warm and welcoming, and the way she's arranged and kept her home is absolutely charming, sweet, pristine, and lovely. I would stay with her anytime, and hope to again soon.
Superhost
Private room in Tivoli
4.87 out of 5 average rating, 227 reviews

Suminski Innski - Room 4 Queen bed/shared bath

Chitra F.Rating, 5 stars3 weeks ago
I love everything about Innski Suminski. It’s a laid back and casual and funky communal vibe. It’s like a beautiful friendly hostel with young and old and local and International guests. Innski is not for someone that wants a pristine cookie cutter hotel room with all the modern conveniences like a motel or hotel would have. Innski is an experience more than just a place to spend the night. My family and I loved it and didn’t want to leave. One of the best things about Innski is the Host, Tim Voell. Warm guy with a big heart.
Superhost
Private room in Tivoli
4.88 out of 5 average rating, 164 reviews

Suminski Innski - Room 3 Queen bed/ shared bath

Rachel Rating, 5 stars8 months ago
The most magical place on planet earth! It is very special and was a such a joy to stay.
Superhost
Private room in Tivoli
4.87 out of 5 average rating, 180 reviews

Suminski Innski - Room 1

ChristineRating, 5 stars9 months ago
The Suminksi Innski has its own vibe and attracts people who hopefully get it. No one builds homes like this anymore, and fills it with wonderful eclectic art. It felt like a privilege to stay there and take in the sounds of the Hudson River, the birds, and the train that transports you to another time and place. Tim is a great host - wonderful to sit on the porch and chat with him, the Bard students and families, and the all characters that pass by. I would highly recommend!

Bed and breakfast rentals with breakfast

Private room in Hyde Park
4.94 out of 5 average rating, 18 reviews

Historic home with magnificent property

PaulRating, 5 stars42 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, 7 reviews

Roosevelt Room - Journey Inn Bed & Breakfast

JessicaRating, 5 stars28 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 Hyde Park
5 out of 5 average rating, 12 reviews

Metro Room - Journey Inn Bed & Breakfast

Amy PeckRating, 5 stars35 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, 3 reviews

Tuscany Room - Journey Inn Bed & Breakfast

MichaelRating, 5 stars47 months ago
We love going to The Journey Inn. Val and Eric are wonderful hosts and the accommodations are fantastic. The morning breakfasts are another highlight! If you are reading this review, please do yourself a favor and book!
Private room in Fishkill

Historical Brinckerhoff Inn 300yr old B&B

Hotel room in Kingston

Relax and Unwind! Free Breakfast, Free Parking.

Bed and breakfast rentals with a patio

Superhost
Private room in Kingston

Kingston Carriage House - Poet's Loft

MarcosRating, 5 stars4 months ago
The Carriage House offers a stay that feels both luxuriously curated and effortlessly welcoming. Every detail is carefully considered—from the plush robes to the thoughtfully selected snacks in the common area, a small yet telling gesture of hospitality. The aesthetics are impeccable, blending historic charm with modern elegance. While communication can be slow and breakfast sometimes arrives later than expected, the beauty and coziness of the space make for a truly memorable stay.
Superhost
Private room in Red Hook
5 out of 5 average rating, 9 reviews

Mountain View Queen Suite w pool and patio

HollyRating, 5 stars22 months ago
Beautiful, relaxing getaway with friendly and helpful host. We truly enjoyed every moment in Diane's lovely home. The suite was spacious, comfortable, and full of amenities. We especially made time to enjoy the covered deck and pool, which were as wonderful as we hoped. The continental breakfast was incredibly helpful for getting our days started. Close to many restaurants, hikes, and lovely Hudson Valley towns. We would return in a heartbeat.
Superhost
Private room in Stormville
5 out of 5 average rating, 3 reviews

Peaceful Room w/ Work Space

DanielRating, 5 stars1 month ago
It was a such a pleasure to spend time there while I was in the neighborhood teaching a Gravity Golf school. The hospitality was next level and the conversations were wonderful. Thank you!!!
Top Guest favourite
Private room in Poughkeepsie
4.97 out of 5 average rating, 34 reviews

Hudson Pond · Garden Queen Suite

SorayaRating, 5 stars6 days ago
Nicole’s bed and breakfast was divine! All the beautiful touches and details of old and luxury came together so well. I found my new favorite shampoo from the bathroom and lusted over her interior style. Breakfast was also great, everything you could want and the walk around the pond was nice.
Guest favourite
Shared room in Poughkeepsie
5 out of 5 average rating, 28 reviews

Tiny space double bed corner with privacy screen

JackRating, 5 stars6 months ago
The bed was nice and comfy! Appreciate the stay!
Top Guest favourite
Private room in Poughkeepsie
4.95 out of 5 average rating, 111 reviews

Hudson Pond · Hideaway King Suite

MariaRating, 5 stars1 week ago
Our stay at Nicole’s place was lovely. We had a nice walk around the pound. It was very peaceful
Superhost
Private room in Kingston

Kingston Carriage House - Drawing Loft

LindaRating, 5 stars8 months ago
This inn was very nicely renovated and appointed. We loved the parking right out front, the front porch in the afternoons and the free snacks in the lounge ;-). We would stay again. A few restaurants on the block are nice and the waterfront area is great for walking and dining and it’s less than a 5 minute walk away.

Destinations to explore