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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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, (32 reviews)
"great place for homebase to visit Hudson Valley area and host was very communicative and helpful"
United States
Brian C.
The price is CA $215
CA $457 total
includes taxes & fees
Sep 29 - Sep 30
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, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is CA $207
CA $366 total
includes taxes & fees
Sep 13 - Sep 14
Stunning and Cozy loft apartment in kingston .
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

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

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (35 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 $135
CA $347 total
includes taxes & fees
Sep 16 - Sep 17
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (32 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is CA $138
CA $339 total
includes taxes & fees
Sep 14 - Sep 15
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

5. 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 $112
CA $360 total
includes taxes & fees
Sep 13 - Sep 14
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

6. 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, (6 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 $95
CA $340 total
includes taxes & fees
Sep 22 - Sep 23
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.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is CA $154
CA $287 total
includes taxes & fees
Sep 16 - Sep 17
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

8. 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 $156
CA $461 total
includes taxes & fees
Sep 22 - Sep 23
Retro Retreat: renovated 2BR, desk, no chore list!

9. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (10 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is CA $157
CA $280 total
includes taxes & fees
Sep 21 - Sep 22
Woods Cabin-Kingston/Woodstock, NY.
A deck with a red umbrella, wooden chairs, and a table with potted plants.

10. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (58 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is CA $215
CA $348 total
includes taxes & fees
Sep 16 - Sep 17
Mid-Century DJ’s Dream
A rustic cabin with a wooden deck and a chair, surrounded by dense forest.

11. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (51 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is CA $155
CA $205 total
includes taxes & fees
Sep 13 - Sep 14
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

12. 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 $200
CA $337 total
includes taxes & fees
Oct 7 - Oct 8
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A spacious living area with a dining table, sofa, and large windows offering a view of the outdoors.

13. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
Kingston
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, had everything we needed for a great long weekend. Easy to get to town. Highly recommend! Amanda was very clear about the check-in and check out process. Would love to stay again when the weather is warmer."
United States
Mitch B.
The price is CA $563
CA $1,023 total
includes taxes & fees
Oct 1 - Oct 2
3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

14. Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
The price is CA $257
CA $770 total
includes taxes & fees
Sep 23 - Sep 24
Double the Fun: Two Houses, Shared Yard & Fire Pit
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.

15. 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 $318
CA $736 total
includes taxes & fees
Sep 13 - Sep 14
Hot Tub - Hammock- Games - Grill - Large Colonial
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

16. 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, (295 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
The price is CA $222
CA $299 total
includes taxes & fees
Sep 15 - Sep 16
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

17. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is CA $195
CA $296 total
includes taxes & fees
Sep 15 - Sep 16
Private, Cozy, Clean apartment in lovely Hyde Park
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

18. 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, (100 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is CA $211
CA $339 total
includes taxes & fees
Sep 24 - Sep 25
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
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.

19. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is CA $297
CA $364 total
includes taxes & fees
Oct 11 - Oct 12
Gatherwild Ranch
A hot tub in a natural setting with a tree and a body of water in the background.

20. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is CA $330
CA $612 total
includes taxes & fees
Sep 15 - Sep 16
Peaceful Riverfront Cottage with Private Hot tub
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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good
"Location"
Jon 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Poughkeepsie Convention Center

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 $205 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?

Rhinebeck Chalet: Modern Stylish Retreat: Visitors give good reviews to this Rhinebeck vacation home rental, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable 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 Ferncliff Forest and Northern Dutchess Botanical Gardens are a couple of picturesque spots to enjoy the outdoors. Dutchess County Fairgrounds and Center for Performing Arts at Rhinebeck 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.