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

Rhinebeck Vacation Rentals

Where to?

Dates

November 2026

December 2026

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Our top choices for Rhinebeck vacation rentals

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

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

$230 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

2. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

$228 nightly

Nov 9 - Nov 10

Total with taxes and fees

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

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

Kingston

Erin H.

$211 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

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

Kingston

R.A.G. Time A.

$229 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a bed, a chair with a yellow cushion, a potted plant, and a window with curtains.

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

Kingston

Jim R.

$209 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Staatsburg

elizabeth

$177 nightly

Nov 10 - Nov 11

Total with taxes and fees

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

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

Kingston

Brendan B.

$218 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

8. Charming & Quaint 1 bed in Historic Uptown!

Kingston

$202 nightly

Nov 9 - Nov 10

Total with taxes and fees

A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Kingston

Kelley Marie

$245 nightly

Nov 18 - Nov 19

Total with taxes and fees

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

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

Catskill

Darryl

$192 nightly

Dec 7 - Dec 8

Total with taxes and fees

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

11. Mid-Century DJ’s Dream

Staatsburg

Alexandra R.

$207 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Kingston

Amanda R.

$468 nightly

Nov 9 - Nov 10

Total with taxes and fees

13. Woods Cabin-Kingston/Woodstock, NY.

Kingston

Patti G.

$183 nightly

Nov 10 - Nov 11

Total with taxes and fees

A hot tub in a natural setting with a tree and a body of water.

14. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

$391 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Kingston

Nan

$239 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Hyde Park

alexandra a.

$201 nightly

Dec 1 - Dec 2

Total with taxes and fees

A natural setting with a stream, red chairs, and a forested area.

17. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

$269 nightly

Nov 10 - Nov 11

Total with taxes and fees

A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

18. Gatherwild Ranch

Germantown

$255 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

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

Saugerties

molly f.

$607 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

20. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Stone Ridge

Michael C.

$144 nightly

Dec 6 - Dec 7

Total with taxes and fees

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Find vacation rentals that suit your style

Top Rhinebeck Hotel Reviews

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

Mirbeau Inn & Spa

Rhinebeck Village

10/10 Excellent

Paula

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

The Gables of Rhinebeck Inn

Rhinebeck Village

10/10 Excellent

I have already opened a case with Expedia and have not heard back- I contacted the hotel directly Hello, I have arrived at the property and am disappointed to find that it does not match the listing photos or description. The accommodations appear significantly more worn and less clean than represented online. In addition, I did not receive the check-in instructions with the access code, and when I rang the bell for assistance, the hostess was rude and dismissive. Because there are no...

robyn

A covered outdoor dining area with tables set for a meal, surrounded by columns and large windows.

Beekman Arms and Delamater Inn

Rhinebeck Village

10/10 Excellent

John

A row of metal chairs and a wooden barrel on a concrete floor against a wooden wall.

Rhinebeck Village Inn

Rhinebeck Village

10/10 Excellent

Laura

A room with a view of a lake, a balcony with a table and chairs, and a sofa.

Rhinecliff Hotel

Rhinecliff

10/10 Excellent

Sandra

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

Changing Times Boutique Country Lodging

Craryville

10/10 Excellent

Our second time staying here was even more lovely than the first! We brought more family members after our great experience last year. We love the easy check in, cozy comfortable rooms, lots of extras (books and DVDs in the hallway, sweet treats downstairs and in the rooms) and Loretta is the BEST host! She makes an exquisite breakfast and accommodates our early start time. Can’t wait to stay here again.

Kathleen

A white house with a green door, black trim, and a porch with a lantern.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

Inn at Pine Plains

Pine Plains

10/10 Excellent

Kevin

A long dining table set for a meal with chairs, large windows, and a view of a park.

The Heartwood

Arlington

10/10 Excellent

Paulette

A buffet with various food items, including omelets and baked goods, served in metal containers.

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Maria

A multi-story hotel with a central entrance, stone pillars, and a brick facade.

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

10/10 Excellent

Sheri

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.

Roosevelt Inn of Hyde Park

Hyde Park

10/10 Excellent

Adele

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

10/10 Excellent

Leslie

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 $145 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.

Rhinebeck Vacation Rentals

Bundle & Save

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Upfront pricing

Check prices for these dates

Our top choices for Rhinebeck vacation rentals

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

2. Stunning and Cozy loft apartment in kingston .

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

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

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

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

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

8. Charming & Quaint 1 bed in Historic Uptown!

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

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

11. Mid-Century DJ’s Dream

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

13. Woods Cabin-Kingston/Woodstock, NY.

14. Peaceful Riverfront Cottage with Private Hot tub

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

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

17. Streamside Cottage Half Mile to Town of Woodstock

18. Gatherwild Ranch

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

20. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Find vacation rentals that suit your style

Top Rhinebeck Hotel Reviews

Mirbeau Inn & Spa

10/10 Excellent

Find out more about Rhinebeck

Everything you need to know about Rhinebeck vacation rentals

Rhinebeck vacation rentals: An excellent choice for every season

How to find incredible deals on Rhinebeck rentals

Frequently Asked Questions

Can I find a vacation rental in Rhinebeck?

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

How many vacation rentals are there in Rhinebeck?

What’s there to see and do in Rhinebeck?

What’s a vacation rental in Rhinebeck like?

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