Hotel vacation rentals in Dutchess County

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Top-rated hotel rentals in Dutchess County

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Hotel room in Amenia

4.67 out of 5 average rating, 30 reviews

1967 Hotel Caravana: For Those Who Want Amazing

*Ranked top 8 world’s best vintage caravan hotels- Lonely Planet *Featured in the Travel section of The Guardian *Seen on the Meghan Kelly Show and Good Morning America Nestled in the heart of Amenia, Hotel Caravana offers a world-class boutique airstream experience like no other. First, in the Hudson Valley, we offer a relaxed stay and an opportunity to escape life. Stay in an airstream, hotels are boring. *Includes 4 movie tickets to our Drive-In theatre (double feature) *Includes Mini Golf

Guest favorite

Hotel room in Kingston

4.98 out of 5 average rating, 83 reviews

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Hotel room in Kingston

Prime Location! Near Kingston Point Beach

Experience a relaxing stay in a cabin near the Hudson River! If you're looking for something to do, you should check out Birch Body Care and El Paso Winery, while those looking to take in the area's natural beauty might visit Forsyth Park and Falling Waters Preserve. While in town, are you looking to take in an event or a game? Check out the events at Dietz Stadium or think about spending the evening at The Chateau. There are many water adventures nearby, including kayaking and boat cruises.

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Hotel room in Rhinebeck

4.94 out of 5 average rating, 80 reviews

The Gables of Rhinebeck Inn, Sugarloaf Suite

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. "Sugarloaf" is a 1BR Suite at The Gables of Rhinebeck. About Your Room: -Queen Bed, Cable TV, Full Bath on the 2nd floor with claw foot tub. AC'd in the summer https://www.TheGablesRhinebeck.com/

Hotel room in Millbrook

The Millbrook Inn Beatrice king

This spacious suite on the second floor of our boutique hotel in the Hudson Valley features a modern twist on vintage English garden fabrics. The suite has a separate workspace with a window and a leather-topped desk for deep thought; plus a bedroom area with a king bed and chairs for relaxing. The new bathroom features herringbone marble heated floors, a walk-in shower, large single vanity, and a sunny window for natural light. An ample closet will hold clothes for a longer stay.

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Hotel room in Saugerties

4.96 out of 5 average rating, 45 reviews

Village Inn - Chelsea suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Both of our accommodations include Cable TV, WiFi, and A/C. The Chelsea suite features a private bedroom with a king sized bed. A kitchenette, with breakfast area and a living area with a twin pullout. Spa soaking tub to help relax and rejuvenate after a long day. Private parking lot to accommodate our guests, and all rooms have private entrances.

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Hotel room in Saugerties

4.78 out of 5 average rating, 36 reviews

Village Inn - SoHo suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Our accommodations include Cable TV, WiFi, and A/C. This bright room features a comfy king sized bed, TV, WiFi, AC and an updated spa like bathroom to help relax and rejuvenate after a long day. Private parking lot to accommodate our guests, and all rooms have private entrances. Convenient to all the Town of Saugerties has to offer.

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Private room in Rhinebeck

The Harlow House: Woodland Suite

Welcome to The Harlow House, a serene inn nestled in the picturesque town of Rhinebeck, NY. The inn features 6 elegantly appointed suites, every suite boasts a private bathroom and a cozy bedroom. We do not allow pets or children under the age of 12. The Woodland Suite has a private deck with a fire pit as well as a separate living room. It offers a King bed and a futon. It is on the 2nd floor and accessed via 1 flight of stairs.

Hotel room in Beacon

4.7 out of 5 average rating, 76 reviews

The Eliza at The Beacon Hotel

The Beacon Hotel is a short term rental style property, we do not employ a hotel staff. It is located right on Main Street in the middle of one of the Hudson Valley's most exciting cities, Beacon! Within the past 10 years Beacon has completely redeveloped and brought in a whole new population. Main street is filled with art galleries, shops, restaurants, antiques, nightlife and the Beacon Hotel is right in the middle of it all.

Hotel room in Red Hook

The Reclaimed Motel, Hudson Valley - Three Farmers

Moving the past forward The Reclaimed Motel was built in 1960, and we wanted to respect its mid-century bones while making thoughtful modern upgrades. And the list of upgrades was long! From a new roof, to all new plumbing and electric, we've kept the integrity of this Red Hook landmark while investing in meaningful improvements to make this motel appealing and memorable for the modern traveler.

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Hotel room in Saugerties

5 out of 5 average rating, 3 reviews

Bird Room - Queen Bed & Private Bath

A very cozy room with solid oak queen sleigh bed, 47" LED Cable TV, two upholstered French provincial side chairs, drop leaf table, ornate desk with stenciled chair, gilt mirrors, vibrant Persian carpets, cozy antiques and eclectic art, wooden venetian blinds, warm flowing draperies, full closet, felt lined drawers, romantic tiffany style lighting.

Hotel room in Dover Plains

New place to stay

Upstate Getaway

Cozy, clean, and just 90 minutes from NYC, our small upstate motel offers the perfect escape. Surrounded by nature, it’s ideal for hiking, exploring local farms, or enjoying a peaceful weekend away. With nearby trails and small-town charm, it's a great base for adventure or relaxation. Simple, affordable, and welcoming—your upstate retreat awaits.