Bed and breakfast holiday rentals in Dutchess County

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Top-rated bed and breakfast rentals in Dutchess County

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Private room in Poughkeepsie

4.76 out of 5 average rating, 369 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 .

Guest favourite

Private 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.

Guest favourite

Private room in Rhinebeck

4.92 out of 5 average rating, 65 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/

Top guest favourite

Guest suite in Marlboro Township

4.97 out of 5 average rating, 491 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.

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.

Superhost

Private room in Kingston

Kingston Carriage House - Pony Loft

The Pony Loft is thoughtfully designed to sleep up to 2 guests in a luxurious King Bed. The space is adorned with plush Moroccan rugs, plaid patterned headboard, and warm reclaimed wood-paneled walls, creating a cozy, cabin-like atmosphere. A private bath features a modern shower, decorative tiles, and radiant heated floors, adding an extra touch of comfort. Whether you're enjoying the tranquil garden views or breakfast in bed, The Pony Loft provides a serene and intimate escape.

Top guest favourite

Private room in Hyde Park

4.95 out of 5 average rating, 618 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 7, Greta is 3. 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.

Guest favourite

Private room in Red Hook

5 out of 5 average rating, 9 reviews

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.

Top guest favourite

Private room in Poughkeepsie

4.96 out of 5 average rating, 132 reviews

Hudson Pond · Hideaway King Suite

Escape to the tranquility of Hudson Pond, where history meets modern comfort in our enchanting 1860's farmhouse. Thoughtfully updated private ensuite accommodations blend modern amenities with timeless charm to ensure a luxurious stay. Indulge in a truly unforgettable getaway, where every moment promises to be as magical as the next. Once you experience the unique charm of our one-of-a-kind bed and breakfast, you'll find it hard to say goodbye.

Guest favourite

Home in Beacon

4.9 out of 5 average rating, 174 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.

Superhost

Private room in Stormville

5 out of 5 average rating, 4 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