Bed and breakfast holiday rentals in Dutchess County

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Dutchess County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
Private room in Hyde Park
4.96 out of 5 average rating, 665 reviews

Scandinavian Designed Dutchess County Room

This room is located on the lower level walk out of my home and private bathroom. This is 1 of 3 rooms I offer. I live and work from my home. I have 2 goldens , Louisa 8, Greta is 4. No kitchen access. However, a 3 course Nordic breakfast is served at 9am with your stay. The home has multiple spaces both in and out for use. Please bring slippers or socks to wear inside my home. Highly recommend a car. Uber is expensive. Please check in prior to 9pm. Prefer 5 star guests and sorry no children.

Private room in Poughkeepsie
4.73 out of 5 average rating, 380 reviews

Neel's Place

The house is located at walking distance from the major Land marks in the City of Poughkeepsie. Walkway over the Hudson: Just Two minutes walk. Train Station is 3/4 Miles only. Grand Hotel is only Five minutes walk. Marist College is One mile, Vassar Hospital is 1.2 miles. Vassar College is just 2 Miles away. CIA is only 3 miles away. Historic sites, President Roosevelt Mansion, Vanderbilt Mansion and Miller house are 5 to12 miles away. All the famous Restaurants are walking distance .

A spacious porch features a series of comfortable seating arrangements, including wicker chairs and a loveseat. Colorful flower pots with vibrant mums adorn the entrance, framed by neatly trimmed bushes. The architectural details include white columns and dark shutters, contributing to a welcoming facade.
Private room in Fishkill

Historical Brinckerhoff Inn 300yr old B&B

Circa 1718 The Brinckerhoff Inn Bed and Breakfast CELEBRATING 300 YEARS Step back in time and enjoy a one of a kind experience and create memories that will last a lifetime! With beautifully appointed luxury accommodations and en-suites. Many Revolutionary Dignitaries and other influential guests slept here. With winery tours and tastings, antique and unique shopping, dining, hiking, historical sites and West Point your stay here will be remembered forever. $249per room/per night. D/O.

Guest favourite
A spacious bedroom features a large queen bed with a contrasting striped blanket. Nightstands are positioned on either side, and a lamp provides soft lighting. Two windows with light-filtering curtains allow natural light to fill the room, complemented by a beige carpet.
Guest suite in Marlboro Township
4.96 out of 5 average rating, 529 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

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

Historic home with magnificent property

Enjoy a luxurious stay at One Vanderbilt Lane. Very close to the Culinary Institute of America, Walkway Over The Hudson, FDR Home and Library, Vanderbilt Mansion, Rhinebeck, Dutchess County Fairgrounds, Marist, Vassar and Bard Colleges. A lovely, historic home, formerly part of the Vanderbilt Estate, a 19th century Gilded Age Mansion, in scenic Hyde Park,. When FDR was in town the secret service would sleep in this house. This is documented in the archives in the Roosevelt Library.

Guest favourite
Private room in Rhinebeck
4.88 out of 5 average rating, 60 reviews

The Gables of Rhinebeck Inn, Storm King Suite

Welcome to The Gables of Rhinebeck, a 4-suite Inn located 1 block from main street. This historic Inn is a fifteen-gable 1860 Gothic Revival Victorian in the heart of Rhinebeck Village. Guests have full access to our half-acre fenced-in yard with perennial and ornamental gardens, + plenty of indoor space. This room, "Storm King" is a 1 + 1/2 BR Suite at our Inn. About Your Suite: -King Bedroom on the 2nd floor with L-couch / pullout queen sofa. https://www.TheGablesRhinebeck.com/

Superhost
Private room in Pine Plains
4.7 out of 5 average rating, 10 reviews

The Smithfield Room

The Inn at Pine Plains is a great basecamp for exploring the Hudson Valley, The Berkshires, and the Litchfield Hills. We're near restaurants and dining, hiking, farms, art and culture, polo fields, horseback riding, distilleries, Millerton NY, Rhinebeck NY, Red Hook NY, Hudson NY, Millbrook NY, Sharon CT, Wassaic NY, and Lakeville CT. Our rooms each have unique character, comfortable charm, and simple elegance. Couples, solo adventurers, and business travelers are all welcome.

Guest favourite
The sleeping area features two cozy single beds, each adorned with light floral-patterned bedspreads and pillow arrangements. A serene piece of wall art depicting a tranquil landscape hangs above, adding a calming touch to the green walls.
Home in Beacon
4.9 out of 5 average rating, 186 reviews

Hiking Hideaway on the Ridge

Come and enjoy a few days in the Hudson Valley. Located on 7 acres in Beacon, NY, our place is a short ride to Main Street and family-friendly activities including art galleries, restaurants, museums, hiking and sightseeing. The nightlife is lively especially on Second Saturday, and you are only little over an hour by train to NYC. You'll love the secluded ridge location, and your friendly host and hostess.

Guest favourite
A comfortable sleeping area features a cozy bed covered with a patterned blanket and adorned with a white pillow. Walls are bright with natural light filtering through sheer curtains. An artistic wall hanging adds a decorative touch while a soft rug complements the space.
Private room in Stormville
5 out of 5 average rating, 5 reviews

Peaceful Room w/ Work Space

Bring the whole family to this great place with lots of room for fun. The room comes with a large walk-in closet and a semi-separate work space within the room. Relax poolside in the summer during a hot summer day or enjoy the beautiful hiking trails nearby. Be sure to ask about our breakfast! Sauna is available upon request with additional charge.upon request you can add additional guest

Hotel room in Kingston

Relax and Unwind! Free Breakfast, Free Parking.

Escape to a Hudson River cabin! Relax at Birch Body Care or El Paso Winery, then explore Forsyth Park and Falling Waters Preserve. For local action, catch a game at Dietz Stadium or enjoy an elegant evening at The Chateau. Craving adventure? Hit the water for kayaking and scenic boat cruises. Whether you seek serenity or sport, this riverside retreat has it all. Your perfect getaway awaits!

Guest favourite
A spacious bedroom is featured, showcasing a queen bed with a patterned blanket. Paintings adorn the walls, and natural light enters through large windows overlooking a garden. A cozy lamp and a stack of towels are visible on a nearby bedside table.
Private room in Tivoli
4.87 out of 5 average rating, 241 reviews

Suminski Innski - Room 4 Queen bed/shared bath

The Suminski Innski is a 3-storied 19th century mansion, perched right on the Hudson River. A great place for writers, artists, musicians, hikers, and friends. Room 4 is a beautiful big room with a queen bed and a garden view. Fresh breakfast is provided every morning! Join us on the front porch by Hudson river to watch the sun set in the Catskill mountains, or on the patio for a barbecue.

A queen-sized bed is positioned in the room, adorned with a red throw and white linens. A vintage lamp and a small table are nearby. A comfortable chair and a wooden cabinet can be seen, along with a brick fireplace and a television in the background.
Private room in Marlboro Township
4.96 out of 5 average rating, 183 reviews

Benmarl Vineyards/Winery B&B Room 1

This beautiful queen sized bedroom suite has a connected bathroom, balcony (overlooking the Hudson River), a fireplace, refrigerator and Keurig. A Breakfast voucher for complimentary breakfast at The Valley Diner, Marlboro, NY, a complimentary wine tasting, 10% off wine purchases, and complimentary cheese platter. The price includes taxes and cleaning fees.

Popular amenities for bed & breakfast rentals in Dutchess County

Destinations to explore