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

Rhinebeck Holiday Rentals

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Check prices for these dates

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

Our top choices for Rhinebeck holiday 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.
The price is HK$1,223
HK$2,581 total
includes taxes & fees
29 Sept - 30 Sept
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.
The price is HK$1,176
HK$2,082 total
includes taxes & fees
13 Sept - 14 Sept
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.
The price is HK$800
HK$2,012 total
includes taxes & fees
16 Sept - 17 Sept
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Living area

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 HK$762
HK$1,916 total
includes taxes & fees
14 Sept - 15 Sept
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Interior

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 HK$635
HK$2,046 total
includes taxes & fees
13 Sept - 14 Sept
Campfire Cottage: Fireplace, fire pit & no chores!
Private kitchen

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 HK$541
HK$1,941 total
includes taxes & fees
22 Sept - 23 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
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.
The price is HK$875
HK$1,620 total
includes taxes & fees
16 Sept - 17 Sept
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
The price is HK$847
HK$2,573 total
includes taxes & fees
22 Sept - 23 Sept
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)
"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 HK$894
HK$1,590 total
includes taxes & fees
17 Sept - 18 Sept
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.
The price is HK$1,223
HK$1,987 total
includes taxes & fees
16 Sept - 17 Sept
Mid-Century DJ’s Dream
Exterior

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 HK$882
HK$1,164 total
includes taxes & fees
13 Sept - 14 Sept
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Living area

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 HK$1,137
HK$1,916 total
includes taxes & fees
7 Oct - 8 Oct
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Living area

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 HK$3,588
HK$6,399 total
includes taxes & fees
12 Oct - 13 Oct
3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
Interior

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 HK$1,459
HK$4,347 total
includes taxes & fees
23 Sept - 24 Sept
Double the Fun: Two Houses, Shared Yard & Fire Pit
Living area

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 HK$1,806
HK$4,166 total
includes taxes & fees
13 Sept - 14 Sept
Hot Tub - Hammock- Games - Grill - Large Colonial
Exterior

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 HK$1,260
HK$1,699 total
includes taxes & fees
16 Sept - 17 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Living area

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 HK$1,059
HK$1,606 total
includes taxes & fees
15 Sept - 16 Sept
Private, Cozy, Clean apartment in lovely Hyde Park
Interior

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 HK$1,200
HK$1,932 total
includes taxes & fees
14 Sept - 15 Sept
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Outdoor dining

19. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is HK$1,747
HK$2,132 total
includes taxes & fees
13 Sept - 14 Sept
Gatherwild Ranch
Outdoor spa tub

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 HK$1,874
HK$3,460 total
includes taxes & fees
13 Sept - 14 Sept
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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"Who wouldn't want to stay at this historic location! Though we were in a room that was not part of the old building, the room was nice and clean, the breakfast was wonderful, the staff so very nice. I love this place, this town."
CAROL 2-night trip
Posted less than an hour ago
Beekman Arms and Delamater Inn

Find out more about Rhinebeck

Search for holiday rentals in Rhinebeck on Expedia! You can easily find your home rentals, villas, holiday apartments in Rhinebeck using one of the methods below:

  • View our selection of featured holiday rentals in Rhinebeck
  • Use the map to find apartments and other holiday homes in the Rhinebeck neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rhinebeck while they last

Look no further and take a look at our great range of rental properties in Rhinebeck!

Frequently asked questions

Can I find a holiday rental in Rhinebeck?

Yes, there are holiday rentals in Rhinebeck close to Dutchess County Fairgrounds, or you can select a more secluded option if you're looking for 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 holiday rentals that Rhinebeck has to offer?

The Chicken Coop: This holiday home rental outside of Rhinebeck is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Rhinebeck?

With 17 Expedia holiday rentals, you're guaranteed 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 holiday rental in Rhinebeck like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rhinebeck. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip.