Bed and breakfast vacation rentals in Dutchess County

5 out of 5 average rating, 4 reviews

An open plan living room features multiple seating arrangements with soft upholstered sofas and armchairs. A fireplace is positioned along one wall, and large windows allow natural light to fill the space. Decorative plants and artwork offer a welcoming touch.

Home in Rhinebeck

Unique Converted Carriage House and Barn Compound

JoanRating, 5 stars44 months ago

This house was the perfect place for our family get together. We were able to use both dwelling and socially isolate while indoors. The grounds are extensive and nicely cared for. There were plenty of gathering spots outdoors where family could gather comfortably while maintaining distance. These are cray times, but this property was well suited for our family needs. The garden is gorgeous and there was plenty of room to spread out for a softball game or badminton, but intimate enough to find a nice corner to read or just relax. The location was very good as well. It was a short distance to the walkway over the Hudson (30 min) and to Lake Minnewaska State Park (40 min). This was our first trip to Hudson Valley but will not be our last.

Top guest favorite

4.95 out of 5 average rating, 578 reviews

Scandinavian Designed Dutchess County Room

MichaelRating, 5 stars1 day ago

This is an excellent choice for anyone visiting the Hyde Park area. Best to rent a car once you’re there, but it’s very close to many great attractions. Troy’s home is beautiful and clean, with a lot of great amenities. He also provides great local information and he prepares a wonderful breakfast. Highly recommend.

Top guest favorite

4.98 out of 5 average rating, 219 reviews

Hidden Gem with Pool~ The Harvest Guest House

DeborahRating, 5 stars4 months ago

The Harvast Guest House was great. Lakota was great about communicating and making sure we had everything we needed. We only stayed one night to see concert, but felt right at home. Nice little touches from the snack and coffee to the chilled wine glasses. Would definitely stay again.

The 19th-century mansion features a three-story structure with a broad wrap-around porch shaded by tall trees. The entrance is approached via a stone pathway, and large windows provide glimpses of the inviting interior. The house is surrounded by lush greenery, enhancing its historical charm.

4.87 out of 5 average rating, 180 reviews

Suminski Innski - Room 1

ChristineRating, 5 stars7 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!

Guest favorite

Private room in Poughkeepsie

4.91 out of 5 average rating, 22 reviews

Charming Room in Victorian Home

DishaRating, 5 stars1 month ago

I had an amazing stay at Delia’s place! The space was beautiful, clean, and cozy—exactly as described. But what truly made my experience exceptional was Delia’s kindness and understanding. I was embarrassingly late to check out, yet she was incredibly patient and never once made me feel rushed. Her hospitality went above and beyond, and I’m so grateful for her generosity. Highly recommend staying here if you’re looking for a wonderful host and a great place to stay!

5 out of 5 average rating, 9 reviews

A well-appointed outdoor seating area offers comfortable striped chairs and a glass table. A serene swimming pool is illuminated in soft blue light, surrounded by greenery and enhanced by subtle landscape lighting.

Private room in Red Hook

Mountain View Queen Suite w pool and patio

Enjoy your weekend in the Hudson Valley at this peaceful and centrally-located private Mountain View suite. This is a private home & shared entryway. Your Suite is entirely private. Bard College 3.5 miles away. Dutchess County Fair grounds 3 miles away. Many Historic Landmarks w in 20/30 min drive. Performing Art centers w in 15 min drive. Rhinebeck & Red Hook many restaurants & theatre’s 5-10 mins. Hiking trails, Apple picking, and Tree Farms all close by.

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What guests are saying

Scandinavian Designed Dutchess County Room

4.95 out of 5 average rating, 578 reviews1 day ago

This is an excellent choice for anyone visiting the Hyde Park area. Best to rent a car once you’re there, but it’s very close to many great attractions. Troy’s home is beautiful and clean, with a lot of great amenities. He also provides great local information and he prepares a wonderful breakfast. Highly recommend.

Private room in Hyde Park

What guests are saying

Suminski Innski - Room 2 Queen bed/shared bath

4.76 out of 5 average rating, 136 reviews8 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 Tivoli

What guests are saying

Unique Converted Carriage House and Barn Compound

5 out of 5 average rating, 4 reviews44 months ago

This house was the perfect place for our family get together. We were able to use both dwelling and socially isolate while indoors. The grounds are extensive and nicely cared for. There were plenty of gathering spots outdoors where family could gather comfortably while maintaining distance. These are cray times, but this property was well suited for our family needs. The garden is gorgeous and there was plenty of room to spread out for a softball game or badminton, but intimate enough to find a nice corner to read or just relax. The location was very good as well. It was a short distance to the walkway over the Hudson (30 min) and to Lake Minnewaska State Park (40 min). This was our first trip to Hudson Valley but will not be our last.

Home in Rhinebeck

What guests are saying

Charming Room in Victorian Home

4.91 out of 5 average rating, 22 reviews1 month ago

I had an amazing stay at Delia’s place! The space was beautiful, clean, and cozy—exactly as described. But what truly made my experience exceptional was Delia’s kindness and understanding. I was embarrassingly late to check out, yet she was incredibly patient and never once made me feel rushed. Her hospitality went above and beyond, and I’m so grateful for her generosity. Highly recommend staying here if you’re looking for a wonderful host and a great place to stay!

Private room in Poughkeepsie

What guests are saying

Hudson Pond · Garden Queen Suite

5 out of 5 average rating, 19 reviewstoday

I have never been able to feel as relaxed and comfortable as I did at this Airbnb. It was so easy to find, the host was responsive even late at night, and after a warm shower I was able to fall asleep instantly on the comfortable bed. The indoor decor and backyard are absolutely gorgeous!!!

Private room in Poughkeepsie

What guests are saying

Hidden Gem with Pool~ The Harvest Guest House

4.98 out of 5 average rating, 219 reviews4 months ago

The Harvast Guest House was great. Lakota was great about communicating and making sure we had everything we needed. We only stayed one night to see concert, but felt right at home. Nice little touches from the snack and coffee to the chilled wine glasses. Would definitely stay again.

Private room in Hyde Park

What guests are saying

Suminski Innski - Room 4 Queen bed/shared bath

4.86 out of 5 average rating, 224 reviews7 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.

Private room in Tivoli

What guests are saying

Dilas room , private bathroom, jacuzzi

4.95 out of 5 average rating, 41 reviews18 months ago

As always, Dila is a perfect host -- her home is fantastic. I always stay with her when I'm in the area and she is so warm and welcoming. Offers to make breakfast, has supplies if you need them, the room is gorgeous (I had the master with the jacuzzi) and comfortable. Really a lovely place - look no further! Close to Bard College (5 mins) and only 10 mins to Rhinebeck.

Private room in Red Hook

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Cabins

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Quaint homes, peaceful surroundings

Popular amenities for Dutchess County bed and breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly bed and breakfast rentals

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!

The 19th-century mansion is set amidst lush greenery, featuring a wrap-around porch with white railings and large windows. The exterior showcases a combination of traditional architecture with a slate roof, surrounded by gardens and steps leading to its entrance.

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.

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.

The entrance features a charming porch with decorative columns. Potted plants and greenery surround the steps, which lead to a covered seating area. A small welcome mat is placed on the stone pathway, inviting guests into the inn.

Private room in Rhinebeck

4.92 out of 5 average rating, 63 reviews

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

A warm-hued room features a spacious bed with white linens and decorative pillows. A cozy armchair with a checked pattern is positioned beside a small table. Soft light emanates from a nearby lamp, highlighting a floral artwork on the wall and the room's inviting atmosphere.

Private room in Pine Plains

4.7 out of 5 average rating, 10 reviews

The Smithfield Room

The exterior of a historic Gothic Revival Victorian house is showcased, featuring decorative window details and a welcoming porch. Lush greenery surrounds the structure, with a mix of shrubs and perennial plants enhancing the natural appeal. Bright sunlight highlights the charming architectural elements.

Private room in Rhinebeck

4.88 out of 5 average rating, 59 reviews

The Gables of Rhinebeck Inn, Storm King Suite

A cozy bedroom features a spacious bed dressed in soft white linens and floral accents. A decorative side table with a vibrant floral design is positioned nearby, while a small lamp adds subtle lighting. Natural wood flooring complements the tranquil blue walls.

Private room in Red Hook

4.85 out of 5 average rating, 27 reviews

Nanas beautiful B/R Queen bed and private bathroom

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Bed and breakfast rentals with breakfast

Guest favorite

A two-story house is situated amidst lush greenery, featuring a welcoming balcony with wooden railings. The exterior is clad in neutral siding, complemented by well-maintained shrubs and flower beds. Tall trees in the background provide a natural setting, enhancing the peaceful ambiance.

5 out of 5 average rating, 25 reviews

Kyoto Room - Journey Inn Bed & Breakfast

4.94 out of 5 average rating, 18 reviews

Historic home with magnificent property

A sweeping landscape features rolling hills and a grassy valley bordered by a blend of trees displaying autumn foliage. The distance showcases the mountains under a partly cloudy sky, while a serene body of water is visible beyond the treeline.

5 out of 5 average rating, 12 reviews

Metro Room - Journey Inn Bed & Breakfast

A two-story house is framed by lush green trees, showcasing a wrap-around balcony with wooden railings. Flowering shrubs in various colors are present in the front yard, adding to the natural surroundings.