A busy street with parked cars, pedestrians, and outdoor seating at a restaurant.

Rhinebeck Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is CA $171
CA $402 total
includes taxes & fees
Nov 3 - Nov 4
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
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 .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (18 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is CA $210
CA $372 total
includes taxes & fees
Nov 2 - Nov 3
Stunning and Cozy loft apartment in kingston .
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is CA $105
CA $354 total
includes taxes & fees
Nov 3 - Nov 4
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

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

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is CA $97
CA $343 total
includes taxes & fees
Nov 3 - Nov 4
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (13 reviews)
"We thoroughly enjoyed our stay. We would definitely come back! A fantastic location. And very good communication with the host, Alexander."
United States
elizabeth
The price is CA $158
CA $291 total
includes taxes & fees
Nov 2 - Nov 3
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

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

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (38 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is CA $157
CA $373 total
includes taxes & fees
Nov 3 - Nov 4
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is CA $116
CA $412 total
includes taxes & fees
Nov 17 - Nov 18
Retro Retreat: renovated 2BR, desk, no chore list!
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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"The rental was very clean & Beds were very comfortable. "
United States
R.A.G. Time A.
The price is CA $186
CA $403 total
includes taxes & fees
Nov 3 - Nov 4
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

9. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
The price is CA $203
CA $342 total
includes taxes & fees
Oct 31 - Nov 1
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Private kitchen

10. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (17 reviews)
"Thank you. What an experience!"
United States
Burc
The price is CA $160
CA $284 total
includes taxes & fees
Nov 10 - Nov 11
Woods Cabin-Kingston/Woodstock, NY.
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (329 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is CA $213
CA $290 total
includes taxes & fees
Nov 24 - Nov 25
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A deck with a red umbrella, wooden chairs, and a table with potted plants.

12. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (61 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is CA $214
CA $356 total
includes taxes & fees
Oct 27 - Oct 28
Mid-Century DJ’s Dream
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.

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

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
The price is CA $323
CA $744 total
includes taxes & fees
Nov 2 - Nov 3
Hot Tub - Hammock- Games - Grill - Large Colonial
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

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

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (109 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
The price is CA $220
CA $351 total
includes taxes & fees
Nov 9 - Nov 10
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A farm sign for Clover Brooke Farm in Hyde Park, NY, with a barn and a building in the background.

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

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is CA $241
CA $316 total
includes taxes & fees
Oct 27 - Oct 28
Hudson Valley Farm Getaway- West/Llama Lover Lane
A natural setting with a stream, red chairs, and a forested area.

16. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (307 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is CA $200
CA $442 total
includes taxes & fees
Nov 10 - Nov 11
Streamside Cottage Half Mile to Town of Woodstock
A hot tub in a natural setting with a tree and a body of water.

17. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (17 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is CA $290
CA $563 total
includes taxes & fees
Oct 27 - Oct 28
Peaceful Riverfront Cottage with Private Hot tub
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

Gatherwild Ranch
3.0 star property
Germantown
The price is CA $312
CA $381 total
includes taxes & fees
Oct 27 - Oct 28
Gatherwild Ranch
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

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

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.8 out of 10, Excellent, (19 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is CA $84
CA $193 total
includes taxes & fees
Nov 1 - Nov 2
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

20. Historic Cottage * Steam Shower * Chef’s Kitchen

Historic Cottage * Steam Shower * Chef’s Kitchen
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is CA $216
CA $711 total
includes taxes & fees
Nov 9 - Nov 10
Historic Cottage * Steam Shower * Chef’s Kitchen
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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Top Rhinebeck Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was as expected. No complaints. Staff was friendly. Location is OK if you're passing through. It's not in town but in a large parking lot/retail area, with a few chain restaurants and stores like Target nearby. It took about a 10 minute drive to get to a local restaurant."
Darlene 1-night trip
Posted 7 hours ago
Courtyard by Marriott Kingston

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rhinebeck vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rhinebeck vacation rentals we have selected for you start as low as CA $279 per night. Entering your travel dates in the search wizard 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. 

Explore a world of travel with Expedia

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.