Bed and breakfast vacation rentals in Dutchess County

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Top-rated bed and breakfast rentals in Dutchess County

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A charming two-story house is featured with white siding, red shutters, and a brick facade. French doors open to a patio area, where comfortable lounge chairs and an umbrella are positioned. Surrounding trees and greenery create a serene outdoor environment.
Home in Rhinebeck
5 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.

Private room in Poughkeepsie
4.75 out of 5 average rating, 372 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 favorite
A whimsical elf sign is mounted on a pole, situated next to two trash bins. The scene is framed by bare trees and a cloudy sky, depicting a quiet road in a natural setting.
Shared room in Poughkeepsie
5 out of 5 average rating, 30 reviews

Tiny space double bed corner privacy screen #6

SPECIAL NOTE: We have one prickly neighbor who HATES when people go up his driveway by mistake. FIND US BY THE ELF SIGN, don't rely on GPS. In a corner of our dry basement level, across the hall from two other bedrooms, we have this tiny modest room with a privacy screen. Priced economically and for the occasional budget minded traveler just passing through. Comes with all amenities- sheets pillow towel and quick meals at our snack share bar. Coffee tea and a quick breakfast always available.

A spacious bedroom features a tall wooden bed with decorative pillows against a green wall. A light-colored bench sits at the foot of the bed. A framed artwork adorns the wall above, and a doorway leads to a brightly lit bathroom area.
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.

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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 favorite
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
4.97 out of 5 average rating, 501 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.

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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.

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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 favorite
The living area features large windows allowing abundant natural light, with views of indoor plants. A spacious, white sectional sofa is complemented by a textured fur throw. Decorative elements include wooden furniture and a cozy fireplace, creating a comfortable and inviting space.
Private room in Hyde Park
4.95 out of 5 average rating, 628 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.

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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 favorite
Private room in Poughkeepsie
4.96 out of 5 average rating, 142 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.

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