Holiday Rentals in Rhinebeck

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Holiday Rentals in Rhinebeck

Kingston Crawfish Cottage Near Catskills!

9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!

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

8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is €145
includes taxes & fees
8 Jan - 9 Jan
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

The Farm at Hyde Park

9.8 out of 10, Exceptional, (64)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The price is €255
includes taxes & fees
6 Jan - 7 Jan
The Studio at the Inn at High Falls

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (13)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties

Sexiest Lil Cabin in Saugerties, NY

8.6 out of 10, Excellent, (7)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (13)
"This house is so grand and perfect for a destination wedding, corprate retreat or family reunion. Host was wonderful!"
The Scenic Mansion With Breathtaking View

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (18)
"This apartment was clean and comfortable, and matched the online description. It was not particularly quiet: there is a bar next door, additional VRBO guests upstairs, and trains passing through the neighborhood throughout the night. But the owners provide white noise machines and earplugs, and the noise didn't disrupt my sleep at all. "
The price is €239
includes taxes & fees
16 Jan - 17 Jan
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (24)
"My daughter needed a place to stay while visiting for the holiday. Kevin was easy to reach and responded quickly. The apartment is very cute and was the perfect size. Everything was clean and had some nice personal touches. Im sure a summertime stay would be lovely, when the garden is in bloom"
The price is €159
includes taxes & fees
9 Jan - 10 Jan
Mid-Century DJ’s Dream

The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard

9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (130)
"Lovely in every way except loft area around bed. Didn’t realize I couldn’t stand upright. Was difficult to get around. Carpet could be replaced on loft. No idea it had such challenging steps to the bed. Cottage had a musty smell when first entered. "
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!

9.8 out of 10, Exceptional, (20)
"Large clean house. Great for families. Toys for inside and out. Huge, well stocked kitchen. Very large dining table. Responsive host. Had a great time. Thank you. "
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!

The Loft At The Inn At High Falls

8.6 out of 10, Excellent, (10)
"Frank's place had everything we needed for the perfect end to summer weekend. He was responsive and his instructions were easy. We hope to come back someday!"
The price is €341
includes taxes & fees
7 Jan - 8 Jan
The Loft At The Inn At High Falls

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (226)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
Streamside Cottage Half Mile to Town of Woodstock

High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

9.8 out of 10, Exceptional, (23)
"Let me start off by saying Bernadette is a very attentive host, communication was great despite the fact that she was dealing with a family emergency during our trip. The location is exactly what my friends and I were after - an escape with no neighbors in sight, a place where we could cook, play cards, and gaze at the stars with minimal light pollution. All the amenities promised were there, all the utilities worked as expected, and the view was phenomenal. Be aware that the home has some...
High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (40)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is €278
includes taxes & fees
12 Jan - 13 Jan
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (23)
"The location was perfect—quiet, peaceful, and close to everything we wanted to do. The house was just as described: clean, comfortable, and well-equipped. We especially appreciated the cozy living room and the fully stocked kitchen, which made cooking meals a breeze. The beds were incredibly comfortable, and we slept soundly every night. The host was also very responsive and provided us with helpful tips about the area. Check-in and check-out were seamless, and we felt well taken care of...
The price is €183
includes taxes & fees
6 Jan - 7 Jan
Campfire Cottage: Fireplace, fire pit & no chores!

A-Frame of Mind

10.0 out of 10, Exceptional, (45)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
A-Frame of Mind

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (34)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Charming Artist's Retreat

10.0 out of 10, Exceptional, (132)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat
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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Other types of properties in Rhinebeck you may be interested in

Beekman Arms Hotel

3.5 star property
8.2 out of 10, Very good, (676)
"Excellent!"
Beekman Arms Hotel

Mirbeau Inn & Spa

4.0 star property
9.6 out of 10, Exceptional, (261)
"Five stars all the way from the staff, our room, and spa treatments. We didn’t dine in the restaurant but did have a drink at the bar. We would absolutely stay at the Rhinebeck location again as it is superior to their Skaneatles hotel which is tired and in need of a refresh."
The price is €509
includes taxes & fees
6 Jan - 7 Jan
Mirbeau Inn & Spa

Delamater Inn

3.5 star property
7.8 out of 10, Good, (226)
"Beautiful Inn with limited service and a lot of Old world style! A very pleasant place for a weekend getaway."
Delamater Inn
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.

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 Farm at Hyde Park: This holiday home rental outside of Rhinebeck is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Rhinebeck?

With 30 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 Northern Dutchess Botanical Gardens and Ferncliff Forest are a couple of picturesque spots to enjoy the outdoors. Dutchess County Fairgrounds and Museum of Rhinebeck History 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.