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

Rhinebeck Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rhinebeck vacation rentals

Room

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.
$280 nightly
The price is $316
Sep 8 - Sep 9
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Interior

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.
$238 nightly
The price is $267
Sep 9 - Sep 10
Total with taxes and fees
Stunning and Cozy loft apartment in kingston .
Terrace/patio

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.
$245 nightly
The price is $274
Sep 13 - Sep 14
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
$235 nightly
The price is $263
Sep 23 - Sep 24
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Private kitchen

5. 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.
$220 nightly
The price is $246
Sep 8 - Sep 9
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Living area

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (31 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.
$230 nightly
The price is $258
Sep 10 - Sep 11
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Private kitchen

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.
$176 nightly
The price is $199
Sep 29 - Sep 30
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Room

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
$300 nightly
The price is $336
Sep 15 - Sep 16
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
Private kitchen

9. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (10 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
$180 nightly
The price is $202
Sep 7 - Sep 8
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
Property grounds

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.
$233 nightly
The price is $264
Sep 10 - Sep 11
Total with taxes and fees
Mid-Century DJ’s Dream
Exterior

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, (290 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
$209 nightly
The price is $226
Sep 7 - Sep 8
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Living area

12. 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.
$192 nightly
The price is $217
Sep 7 - Sep 8
Total with taxes and fees
Private, Cozy, Clean apartment in lovely Hyde Park
Interior

13. 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.
$492 nightly
The price is $551
Sep 23 - Sep 24
Total with taxes and fees
Double the Fun: Two Houses, Shared Yard & Fire Pit
Classic Tent, Garden View | Outdoor dining

14. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$223 nightly
The price is $250
Sep 22 - Sep 23
Total with taxes and fees
Gatherwild Ranch
Property grounds

15. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (296 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
$272 nightly
The price is $305
Sep 7 - Sep 8
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Outdoor spa tub

16. 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.
$395 nightly
The price is $442
Sep 7 - Sep 8
Total with taxes and fees
Peaceful Riverfront Cottage with Private Hot tub
Exterior

17. '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.
$133 nightly
The price is $148
Sep 9 - Sep 10
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Living area

18. 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.
$484 nightly
The price is $542
Sep 8 - Sep 9
Total with taxes and fees
3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
Interior

19. 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, (99 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
$220 nightly
The price is $246
Sep 13 - Sep 14
Total with taxes and fees
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Property grounds

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

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
$215 nightly
The price is $234
Sep 8 - Sep 9
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rhinebeck Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"For a three star hotel, I give this place 5 stars. The staff was friendly and attentive. Check in was a breeze, when I called for extra towels, they delivered them within minutes. The room was spacious and clean. The water pressure was excellent. Honestly, that alone is a reason to come back. They have a really nice lobby area and the fire pit in the back was so lovely to sit around. The pool was great too. No jacuzzi, but we didn’t even need one as the pool was heated. I would definitely stay here again. Great experience overall."
Miriam 2-night trip
Posted 17 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, 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 $148 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.

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 Museum of Rhinebeck History and Wilderstein Historic Site, 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.