
Bed and breakfast holiday rentals in Dutchess County
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Top-rated bed and breakfasts in Dutchess County
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Family-Friendly Bed and Breakfasts

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

The Smithfield Room
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.

Room for 2 Shared Bath Double Bed
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.

Suminski Innski - Room 2 Queen bed/shared bath
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!

Nanas beautiful B/R Queen bed and private bathroom
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.

Suminski Innski - Room 4 Queen bed/shared bath
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.

Suminski Innski - Room 3 Queen bed/ shared bath
The most magical place on planet earth! It is very special and was a such a joy to stay.

Suminski Innski - Room 1
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

Historic home with magnificent property
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.

Roosevelt Room - Journey Inn Bed & Breakfast
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!

Metro Room - Journey Inn Bed & Breakfast
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.

Tuscany Room - Journey Inn Bed & Breakfast
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!

Historical Brinckerhoff Inn 300yr old B&B

Relax and Unwind! Free Breakfast, Free Parking.
Bed and breakfast rentals with a patio

Kingston Carriage House - Poet's Loft
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.

Mountain View Queen Suite w pool and patio
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.

Peaceful Room w/ Work Space
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!!!

Hudson Pond · Garden Queen Suite
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.

Tiny space double bed corner with privacy screen
The bed was nice and comfy! Appreciate the stay!

Hudson Pond · Hideaway King Suite
Our stay at Nicole’s place was lovely. We had a nice walk around the pound. It was very peaceful

Kingston Carriage House - Drawing Loft
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.
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Sterling Forest State Park
- The Stanwich Club
- The Connecticut Golf Club
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hancock Shaker Village
- Hunter Mountain Resort
- Things to do Dutchess County
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