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

Rhinebeck Vacation Rentals

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.

SAR 932 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Kingston

Jim R.

SAR 870 total

includes taxes & fees

18 Nov - 19 Nov

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

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

Kingston

Brendan B.

SAR 908 total

includes taxes & fees

17 Nov - 18 Nov

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

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

Kingston

Erin H.

SAR 919 total

includes taxes & fees

9 Nov - 10 Nov

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.

5. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

SAR 959 total

includes taxes & fees

9 Nov - 10 Nov

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

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

Kingston

Kelley Marie

SAR 1,085 total

includes taxes & fees

17 Nov - 18 Nov

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

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

Staatsburg

elizabeth

SAR 753 total

includes taxes & fees

10 Nov - 11 Nov

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.

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

Kingston

Erick and Lana S.

SAR 941 total

includes taxes & fees

9 Nov - 10 Nov

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

9. Charming & Quaint 1 bed in Historic Uptown!

Kingston

SAR 765 total

includes taxes & fees

9 Nov - 10 Nov

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

SAR 778 total

includes taxes & fees

7 Dec - 8 Dec

A room with a large bookshelf filled with books and DVDs, a bed, a small table with a lamp, and a window with blinds.

11. Mid-Century DJ’s Dream

Staatsburg

Alexandra R.

SAR 1,045 total

includes taxes & fees

9 Dec - 10 Dec

12. Woods Cabin-Kingston/Woodstock, NY.

Kingston

Patti G.

SAR 771 total

includes taxes & fees

10 Nov - 11 Nov

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

Kingston

Amanda R.

SAR 1,950 total

includes taxes & fees

16 Nov - 17 Nov

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.

14. Gatherwild Ranch

Germantown

AYANO

SAR 1,021 total

includes taxes & fees

9 Nov - 10 Nov

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

15. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

SAR 1,771 total

includes taxes & fees

9 Dec - 10 Dec

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

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

Stone Ridge

Michael C.

SAR 502 total

includes taxes & fees

11 Nov - 12 Nov

A stone wall beside a flowing river, surrounded by trees and a wooden cabin.

17. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

SAR 1,131 total

includes taxes & fees

10 Nov - 11 Nov

A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

18. Butterfly Bungalow Studio · Saugerties/Woodstock

Saugerties

Michael W.

SAR 799 total

includes taxes & fees

9 Nov - 10 Nov

A compact kitchen with white cabinets, a black refrigerator, and a microwave. There is a wooden dining table with a chair, and a sofa with a decorative pillow.

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

Hyde Park

alexandra a.

SAR 817 total

includes taxes & fees

9 Dec - 10 Dec

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

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

Kingston

Nan

SAR 1,007 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

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 large white building with a central entrance, surrounded by well-maintained gardens and multiple American flags.

Beekman Arms and Delamater Inn

Rhinebeck Village

10/10 Excellent

John

A two-story building with a covered porch and a stone chimney.

Rhinebeck Village Inn

Rhinebeck Village

10/10 Excellent

Laura

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

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Maria

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

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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Rhinebeck vacation rentals

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

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

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

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

5. Stunning and Cozy loft apartment in kingston .

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

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

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

9. Charming & Quaint 1 bed in Historic Uptown!

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

11. Mid-Century DJ’s Dream

12. Woods Cabin-Kingston/Woodstock, NY.

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

14. Gatherwild Ranch

15. Peaceful Riverfront Cottage with Private Hot tub

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

17. Streamside Cottage Half Mile to Town of Woodstock

18. Butterfly Bungalow Studio · Saugerties/Woodstock

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

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

Find vacation rentals that suit your style

Top Rhinebeck Hotel Reviews

Mirbeau Inn & Spa

10/10 Excellent

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?