Bed and breakfast vacation rentals in Dutchess County

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in Dutchess County

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

0 of 0 items showing

1 of 3 pages

Superhost

Home in Rhinebeck

5.0 out of 5 average rating, 4 reviews

Unique Converted Carriage House and Barn Compound

The house is set on five private acres surrounded by hundreds more and accessed by a long private gated driveway. Guests will have the experience of being on a secluded private estate, yet be just minutes to the center of the village- truly the best of both worlds! The House: This is a charming and rambling home that combines modern comforts with the texture and character of the 19th century. The ground floor of this three story house has a large open plan living/dining room with a fireplace and two doors out to the patio and grounds on one side, and the porch, gardens and guesthouse on the other. This space flows into a large open country kitchen, with a vintage garland stove, dishwasher and microwave, and has a powder room and laundry off of it as well as a door leading out to the patio. On the second floor is the large king sized master bedroom suite with its vaulted beamed ceilings, fireplace, private bathroom with a separate shower and bubble tub built for two and access to the grounds via a charming bridge. Also on this floor is a media room/library, two smaller sunny corner bedrooms and a third transitional room and a bathroom. The third floor has another king sized suite with vaulted ceilings and a large bathroom with tub and hand shower. There is Direct TV and a number of DVD players throughout the house. The guesthouse: Soaring cathedral ceilings , rustic exposed beams and loads of light set the tone for this dramatic and unique space. Each of the two bedroom suites, which occupy the top floor of the barn, has it's own bathroom with jacuzzi tub and skylight, decorative fireplace, seating area and french doors to a private deck with table and chairs. In the hallway between the two bedrooms there is a breakfast "mini bar" with a refrigerator, Keurig coffee machine, electric kettle and microwave oven and is stocked with coffees, teas, treats, hot cocoa and bottled water. The space is comfortably furnished with an eclectic mix of new and antique furniture, original artwork and prints with luxurious bedding and towels. This historic house and the barn once had a life as a true Bed & Breakfast and a few remnants of that period remain, namely the kitchy names for the guest rooms. The "Fox Den" looks out over gardens and main house and the "Huntsman's Hideaway" overlooks woods. There is air conditioning in both of the king suites in the main house as well as in both of the guesthouse suites. Guests will have full use of the house and grounds plus there is plenty of parking space. The grounds are spacious and varied and feature a koi pond, vegetable garden, cutting garden, herb garden, perennial beds, and a hammock with sculptures throughout to discover and room to stroll or run around I will personally greet guests whenever possible and give them the overview...after that you will be left to enjoy the privacy of the space and grounds. I will have books and suggestions for you if you want input on your stay. Rhinebeck sits at the crossroads of the historic Hudson Valley and there is a great deal to do. The town is full of charming shops, galleries, day spas and quality restaurants and hosts the finest farmers market in the county on Sundays. Guests will enjoy the house and grounds with plenty of parking space. The property is private, spacious and varied and features a koi pond, vegetable garden, cutting garden, herb garden, perennial beds, and a hammock with sculptures throughout to discover The Amtrak stops right in Rhinecliff Station if you want to take the train up but you really will need a car once you are here in order to thoroughly explore. Town is a 20 minute walk from the house or a quick bike ride if you bring one to tour the area on two wheels. Kayaks can be launched near Rhinecliff if you want to explore the mighty Hudson at water level which is great fun. The house is located just outside of the Village, and is set far from the road, accessed through a long gated private driveway. We share the driveway with our two neighbors and multitudes of deer, wild turkeys, foxes and other critters so drive with caution as you approach. Well behaved and house trained dogs are welcome but sadly we have a cat allergy in the house.

Jan. 14 – 21

$1,220 CAD per night

Guest favourite

Room in Poughkeepsie

4.78 out of 5 average rating, 311 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 .

Oct. 10 – 17

$108 CAD per night

Room in Red Hook

5.0 out of 5 average rating, 12 reviews

The Grand Dutchess - The Jacqueline

A Victorian Experience for Modern Times. 1874 Victorian home located in the Rhinebeck area. Complimentary coffee & tea. Excellent WiFi. Visiting Bard College! We have the ideal location! In the Village of Red Hook, we are a 5 minute drive to Bard College and a short walk from excellent shops and restaurants. RHINEBECK is 5 minutes away. Centrally located in the Hudson Valley. Visit the Culinary Institute of America, Fisher Center , Hyde Park. Wineries, distilleries are all a short drive.

Jan. 12 – 19

$302 CAD per night

Guest favourite

Room in Hyde Park

4.95 out of 5 average rating, 521 reviews

Scandinavian Designed Dutchess County Room

This room is located on the lower level walk out of my home and has a private bathroom. This is 1 of 3 rooms I offer. I live and work from my home. I have 2 goldens , Louisa -5 and Greta is 2 . No kitchen access. However, a 3 course Nordic breakfast is included with your stay. The home has multiple spaces both in and out for use. Please bring slippers /socks; we don't wear shoes inside. Highly recommend a car. Uber and Lyft can be expensive. Please arrive prior to 9pm Prefer 5 star guests!

Jun. 16 – 23

$257 CAD per night

Guest favourite

Room in Red Hook

4.95 out of 5 average rating, 41 reviews

Dilas room , private bathroom, jacuzzi

This spacious bedroom is perfect for two people. If you want to get away for a romantic weekend , also perfect if you have a young child . In the bedroom I have a comfortable Chase ! It has a comfortable king bed and Attached to a large, private bathroom with a jacuzzi, 2 sinks and a shower. The house is very large and there is plenty of common space you are welcome to use. The property has a lot of land with outdoor seating areas, a terrace, a pool -- all of which you are welcome to use.

Mar. 3 – 10

$306 CAD per night

Room in Rhinebeck

4.9 out of 5 average rating, 63 reviews

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

The Gables of Rhinebeck, a 4-suite Inn located 1 block from main street. This 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 suite, "Rockhouse" is a 2BR in it's own private corner of the Inn on the 2nd floor. About Your Room -Queen BR -Two Twin BR -Full Shared Bathroom with claw foot tub https://www.TheGablesRhinebeck.com/

Aug. 13 – 20

$662 CAD per night

Guest favourite

Room in Hyde Park

4.98 out of 5 average rating, 188 reviews

The Harvest Guest House ~Private Space-⭐️⭐️⭐️⭐️⭐️

Rustic Georgian style home in Hyde Park with a long winding driveway nestled on 7 beautiful wooded acres. Minutes from national landmarks, Culinary, Vassar, Marist, Fairgrounds , train & hospitals. Private 1 or 2 Bedrooms, 1 bath, private entrance "connected to main house" "partitioned off" to my living quarters. I do not access your side of sleeping quarters. This is not shared with other guests. Doors are secured & keyless entry on entry door & guest room doors. Mapquest us.

Mar. 24 – 31

$205 CAD per night

Guest favourite

Guest suite in Marlboro

4.96 out of 5 average rating, 392 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.

Jun. 27 – Jul. 4

$171 CAD per night

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.

Feb. 26 – Mar. 5

$1,003 CAD per night

Guest favourite

Room in Tivoli

4.87 out of 5 average rating, 166 reviews

Suminski Innski - Room 1

The Suminski Innski is a 3-storied 19th century mansion, located right on the Hudson River. A great place for writers, artists, musicians, hikers, and friends. Room 1 is a beautiful big room with a king bed and a private bathroom; in addition, 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 at the patio for grill & barbecue.

Oct. 6 – 13

$192 CAD per night

Home in Beacon

4.9 out of 5 average rating, 143 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.

Dec. 1 – 8

$228 CAD per night

Guest favourite

Room in Rhinebeck

4.87 out of 5 average rating, 286 reviews

Lovely Room in Lovely Home

A sunny room with comfy queen bed and library, a full large (shared) bathroom, and access to nearby meditation room and Reading Nook w/ espresso machine, tea kettle, fridge, microwave, and nibbles. 2 mins. walk to Amtrak station, 17 mins drive to Omega, 15 mins to Bard, 5 mins to Rhinebeck, 25 mins to Woodstock. Full bath. Meditation Room. Nook w/ fridge, microwave, coffee, tea, nibbles.

Aug. 26 – Sep. 2

$173 CAD per night