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A church with a steeple, a bell tower, and a large arched window.

Rhinebeck Vacation Rentals

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    Check prices for these dates, December 15 – 16, 2026

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    Our top choices for Rhinebeck vacation rentals

    1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

    A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

    2. Stunning and Cozy loft apartment in kingston .

    A wooden deck with wicker furniture and a welcome mat.

    3. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

    A modern kitchen with a marble island, dark cabinets, and a checkered floor mat.

    4. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

    A wooden fence with planters, a hammock, and outdoor furniture in a backyard setting.

    5. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

    A wooden fence with planters, a hammock, and outdoor furniture in a backyard setting.

    6. Campfire Cottage: Fireplace, fire pit & no chores!

    A living room with a TV, a sliding barn door, a sofa, a lamp, and a plant.

    7. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

    A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

    8. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

    A living room with a sofa, armchair, and coffee table, a TV on a wooden stand, and a window with a floor lamp.

    9. Mid-Century DJ’s Dream

    A deck with a red umbrella, wooden chairs, and a table with potted plants.

    10. Retro Retreat: renovated 2BR, desk, no chore list!

    A kitchen with white appliances, a wooden countertop, and teal cabinets.

    11. Charming & Quaint 1 bed in Historic Uptown!

    A compact living space with a kitchenette, a sofa, a coffee table, and a patterned rug.

    12. Woods Cabin-Kingston/Woodstock, NY.

    Room

    13. Hot Tub - Hammock- Games - Grill - Large Colonial

    A wooden fence with planters, a hammock, and outdoor furniture in a backyard setting.

    14. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

    A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

    15. Streamside Cottage Half Mile to Town of Woodstock

    Two Adirondack chairs facing a river with a bridge in the background.

    16. Peaceful Riverfront Cottage with Private Hot tub

    A wooden deck with wicker chairs and a fire pit overlooking a calm lake, surrounded by trees and a house in the background.

    17. Hudson Valley Farm Getaway- West/Llama Lover Lane

    Terrace/patio

    18. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

    A deer grazing in a lush garden with a house in the background.

    19. Creek Views, Chef’s Kitchen, Walk To Lighthouse

    A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

    20. Gatherwild Ranch

    An outdoor covered patio with a wooden table and chairs, a hanging light fixture, and a view of the surrounding greenery.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Find vacation rentals that suit your style

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    Top Rhinebeck Hotel Reviews

    Rhinecliff Hotel

    A white picket fence, a grassy lawn, and a body of water in the background.

    Mirbeau Inn & Spa

    A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

    Changing Times Boutique Country Lodging

    A fire pit with two Adirondack chairs, a table with drinks, and a house in the background.

    The Heartwood

    A modern lobby with a blue sofa, marble coffee table, and a reception desk with a blackboard.

    Twin Gables of Woodstock

    A two-story house with a front entrance, a staircase, and a signboard.

    Hotel Mountain Brook

    A wooden cabin interior with a bed, a desk, a television, and a large window.

    Holiday Inn Express & Suites Kingston-Ulster by IHG

    A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

    Inn at Pine Plains

    A dining area with a table set for breakfast, a chalkboard menu, and various kitchen utensils hanging on the wall.

    Inn at Bellefield / Hyde Park, Residence Inn by Marriott

    A spacious living area with stone pillars, leather sofas, a fireplace, and a kitchen in the background.

    Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

    A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

    Journey Inn Bed & Breakfast

    A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

    Home2 Suites By Hilton Poughkeepsie

    An outdoor seating area with stone walls, a fire feature, and yellow chairs.

    The Gables of Rhinebeck Inn

    A house with a porch, a garden with ferns and flowering plants, and a red flowering tree.

    Roosevelt Inn of Hyde Park

    A hotel room with a large bed, two bedside tables with lamps, a headboard with a mirror, a window with curtains, and an air conditioning unit.

    The Herwood Inn

    A wooden house with a porch, two wicker chairs, and a small garden.

    Find out more about Rhinebeck

    Everything you need to know about Rhinebeck vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rhinebeck vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rhinebeck vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Rhinebeck vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Rhinebeck. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rhinebeck in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Rhinebeck rentals

    At Expedia, we put the best Rhinebeck vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Rhinebeck rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rhinebeck vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rhinebeck. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a vacation rental in Rhinebeck?

    Yes, we give you a choice of vacation rentals in Rhinebeck near Dutchess County Fairgrounds, or you can choose a more secluded option if you want a relaxing stay. Rhinebeck is known for its festivals and waterfront. Make sure you have time to check out the gardens while you're in the area.

    What are some of the best vacation home rentals in Rhinebeck?

    Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental outside Rhinebeck is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

    How many vacation rentals are there in Rhinebeck?

    With 17 Expedia vacation rentals, you're sure to find just the right place for your Rhinebeck stay.

    What’s there to see and do in Rhinebeck?

    Cultural attractions include Wilderstein Historic Site and Museum of Rhinebeck History, whereas Northern Dutchess Botanical Gardens and Ferncliff Forest are a couple of picturesque spots to enjoy the outdoors. Dutchess County Fairgrounds and Starr Library are other places to visit while you're in town.

    What’s a vacation rental in Rhinebeck like?

    A vacation rental is a private property where you can stay for a long or short time in Rhinebeck. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.

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