Holiday Rentals in Rhinebeck

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Our top choices for Rhinebeck holiday rentals

Apartment in Rhinebeck Village

Private Studio Close to Downtown Rhinebeck
9.8 out of 10, Exceptional, (27 reviews)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is €205
includes taxes & fees
13 Jan - 14 Jan
Private Studio Close to Downtown Rhinebeck
9.6 out of 10, Exceptional, (126 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is €157
includes taxes & fees
14 Jan - 15 Jan
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.8 out of 10, Exceptional, (6 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is €183
includes taxes & fees
13 Jan - 14 Jan
Hudson Valley Farm Getaway- West/Llama Lover Lane
9.0 out of 10, Wonderful, (15 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is €149
includes taxes & fees
2 Feb - 3 Feb
Cozy Apartment with Sauna in Historic Stone Ridge
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is €213
includes taxes & fees
3 Feb - 4 Feb
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is €186
includes taxes & fees
13 Jan - 14 Jan
Charming loft cottage in tranquil Germantown with WiFi, AC
9.6 out of 10, Exceptional, (9 reviews)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
United States
Carol N.
The price is €287
includes taxes & fees
13 Jan - 14 Jan
Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Holiday Home in Palenville

The Creek House on Kaaterskill
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Rooms were clean."
United States
Lichen B.
The price is €507
includes taxes & fees
13 Jan - 14 Jan
The Creek House on Kaaterskill
10.0 out of 10, Exceptional, (13 reviews)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is €228
includes taxes & fees
13 Jan - 14 Jan
Peaceful Cabin w/ Fire Pit & Creek Access

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44 reviews)
"We had a great overnight stay at DJ’s Dream. Kevin was welcoming and we had the perfect quiet spot to refresh and regroup. Don’t miss the Roosevelt and Vanderbilt attractions in Hyde Park!"
United States
Jean B.
The price is €215
includes taxes & fees
8 Feb - 9 Feb
Mid-Century DJ’s Dream

Holiday Home in Poughkeepsie

Cozy Escape -Strong Wi-Fi -Prime Location
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is €267
includes taxes & fees
13 Jan - 14 Jan
Cozy Escape -Strong Wi-Fi -Prime Location
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is €428
includes taxes & fees
13 Jan - 14 Jan
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Holiday Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very good, (34 reviews)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is €236
includes taxes & fees
13 Jan - 14 Jan
The Studio at the Inn at High Falls
10.0 out of 10, Exceptional, (2 reviews)
"We booked this place last minute for a weekend getaway and it was absolute perfection! It was so spacious, clean and organized with every updated amenity you could ask for. Erin and James are wonderful hosts and thought of everything with this place! We have three boys and there was plenty of space for them to enjoy. They had a lot of fun making forts in the woods and there were plenty of games to keep them occupied. We loved relaxing with coffee on the decks in the morning and enjoying the...
United States
Brittany S.
Catskill Cabin with Fire Pit & Brilliant Fall views

Chalet in Tannersville

Jessie's Harvest House
10.0 out of 10, Exceptional, (1 review)
"cute little spot! very nice place to stay"
United States
David R.
The price is €179
includes taxes & fees
13 Jan - 14 Jan
Jessie's Harvest House
10.0 out of 10, Exceptional, (4 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 €205
includes taxes & fees
9 Feb - 10 Feb
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
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 €259
includes taxes & fees
9 Feb - 10 Feb
Retro Retreat: renovated 2BR, desk, no chore list!
10.0 out of 10, Exceptional, (1 review)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is €443
includes taxes & fees
13 Jan - 14 Jan
Umana's Cabin, cozy, comfy, 5+ acres of land
9.6 out of 10, Exceptional, (27 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
The price is €221
includes taxes & fees
29 Jan - 30 Jan
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in and out process. Property was very clean and host was communicative with clear instruction on use of amenities! Great location with direct water access. "
United States
Lucy N.
The price is €625
includes taxes & fees
13 Jan - 14 Jan
Cozy Waterfront Oasis – Hot Tub, Sauna, Firepit, Creek Views, Pet Friendly
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

Find out more about Rhinebeck

Everything you need to know about Rhinebeck holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rhinebeck holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rhinebeck holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rhinebeck holiday rentals we have selected for you start as low as €157 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 holiday 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 holiday.

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. 

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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Rhinebeck is located on a river, and has a fireplace, a BBQ and air conditioning 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 that you can cook with friends or family.

How many holiday rentals are there in Rhinebeck?

With 18 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 Center for Performing Arts at Rhinebeck 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 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.