Rhinebeck Holiday Rentals

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Holiday Rentals in Rhinebeck

Postcard Cabins Eastern Catskills

2.0 star property
9.2 out of 10, Wonderful, (27)
"Great place "
The price is NZ$381
includes taxes & fees
3 Aug - 4 Aug
Postcard Cabins Eastern Catskills

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (36)
"Had a fantastic stay for a quick overnight trip to ski."
The price is NZ$421
includes taxes & fees
20 July - 21 July
Esopus Creek modern Tiny house Retreat!

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is NZ$240
includes taxes & fees
7 July - 8 July
Sioux Tipi on Chloe's Lake

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

8.2 out of 10, Very good, (42)
"Perfect place to reconnect with natural world and yourself"
The price is NZ$268
includes taxes & fees
9 July - 10 July
'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, (71)
"Great location to the historic sites and the areas that I wanted to for me personally. Host was great, kind and informative."
The Farm at Hyde Park

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (25)
"This was a very nice place, great value and comfortable. I would definitely return."
The price is NZ$443
includes taxes & fees
8 July - 9 July
The Studio at the Inn at High Falls

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$506
includes taxes & fees
13 July - 14 July
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

The House In Highland- Secluded Retreat

10.0 out of 10, Exceptional, (6)
The House In Highland- Secluded Retreat

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (175)
"We loved our stay at this home! It is full of so much light and good vibes. We planned the weekend around a concert at Levon Helms studio, which was right down the street. The owners/management were wonderful & easy to get in touch with (not that we needed anything). The deck & music room were enjoyed the most :)"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (23)
"Beautiful property- not too far from Hunter Mt or Woodstock. House has a lot to offer for adults and/or families with kids. Would highly recommend!"
Hamptons on the Hudson in South Saugerties

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (87)
"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (65)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

A-Frame of Mind

10.0 out of 10, Exceptional, (57)
"Great place, great host. {ictures dont do it justice"
A-Frame of Mind

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (240)
"Incredible location and comfortable space. Would make this my exclusive place to stay everytime I visit woodstock."
Streamside Cottage Half Mile to Town of Woodstock

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
9.8 out of 10, Exceptional, (11)
"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "
The price is NZ$1,072
includes taxes & fees
10 July - 11 July
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (15)
"The house is so historic and very beautiful/interesting. We had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (4)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (20)
"Nice area, cute cottage."
Quaint Cottage w/ Peloton & Sauna near Hiking

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

9.8 out of 10, Exceptional, (99)
"We had a wonderful family long weekend at Michele’s beautiful home in the Hudson Valley. We were there to celebrate the birthdays of my husband, son, and grandson. The house was comfortable and well equipped to make meals. Michele the host couldn’t be more responsive. There are many great hikes and wineries close by. This was a 5 star expereince enjoyed by all."
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

Sexiest Lil Cabin in Saugerties, NY

8.4 out of 10, Very good, (8)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY
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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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 offers a BBQ, air conditioning and a Smart TV 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 that you can cook with friends or family.

How many holiday rentals are there in Rhinebeck?

With 27 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.