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Featured Holiday Homes in Rhinebeck

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Kingston
With a stay at this vacation home in Kingston, you'll be on a river, just steps from Catskill State Park and a 4-minute drive from Thorn Preserve - Catskill ...
Esopus Creek modern Tiny house Retreat!
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
Located in Staatsburg, this vacation home is in a rural location, within a 10-minute drive of Margaret Lewis Norrie State Park and Ogden Mills and Ruth Livingston ...
The Farm at Hyde Park
Brand New House w gated backyard that is located right at the Saugerties Village

Brand New House w gated backyard that is located right at the Saugerties Village

Saugerties
Located in Saugerties, this vacation home is within a 15-minute walk of Esopus Creek and Kiersted House.
Brand New House w gated backyard that is located right at the Saugerties Village
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HOT TUB w/ POOL,  STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Woodstock
A stay at this vacation home places you in the heart of Woodstock, steps from Catskill State Park and a 4-minute drive from Woodstock Public Library.
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Woodstock Ski House on 35 private acres Mtn Views

Woodstock Ski House on 35 private acres Mtn Views

Woodstock
Located in Bearsville, this vacation home is in the mountains, a 1-minute drive from Catskill State Park and 7 minutes from Byrdcliffe Barn.
Woodstock Ski House on 35 private acres Mtn Views
Higashi: New Paltz family home with King bed minutes to downtown

Higashi: New Paltz family home with King bed minutes to downtown

New Paltz
Located in New Paltz, this vacation home is within a 5-minute drive of Historic Huguenot Street and Huguenot Street Historic District.
Higashi: New Paltz family home with King bed minutes to downtown
Charming Catskill getaway walking distance to Main St. Pet-friendly!

Charming Catskill getaway walking distance to Main St. Pet-friendly!

Catskill
With a stay at this vacation home in Catskill, you'll be a 5-minute walk from Thomas Cole National Historic Site and 7 minutes by foot from Greene County Council ...
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

Ulster Park
Located in Ulster Park, this vacation home is on the waterfront, within a 15-minute drive of Rosendale Public Library and El Paso Winery.
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Large Barn styled vacation home that fits groups with space to spare.

Large Barn styled vacation home that fits groups with space to spare.

Craryville
With a stay at this vacation home in Copake Lake, you'll be on the waterfront, just a 1-minute walk from Copake Lake and 13 minutes by foot from Mosquito ...
Large Barn styled vacation home that fits groups with space to spare.
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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.

Rhinebeck Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Rhinebeck vacation homes are the perfect way for you to wing it.

Holiday houses in Rhinebeck let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Rhinebeck in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Rhinebeck adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Rhinebeck with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Rhinebeck vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Rhinebeck Holiday Homes essential information

Accommodation
741 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Esopus Creek modern Tiny house Retreat!, The Farm at Hyde Park, Brand New House w gated backyard that is located right at the Saugerties Village, HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN, Woodstock Ski House on 35 private acres Mtn Views, Higashi: New Paltz family home with King bed minutes to downtown, Charming Catskill getaway walking distance to Main St. Pet-friendly!, Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest, Large Barn styled vacation home that fits groups with space to spare.

Top trending hotels in Rhinebeck

Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Located in Rhinebeck, Beekman Arms Hotel is within a 5-minute drive of Dutchess County Fairgrounds and Center for Performing Arts at Rhinebeck.
Beekman Arms Hotel
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St, Rhinebeck, NY
Fully refundableReserve now, pay when you stay
With a stay at Mirbeau Inn & Spa in Rhinebeck, you'll be within a 15-minute drive of Bard College and Starr Library.
Mirbeau Inn & Spa
The Harlow House

The Harlow House

2 out of 5
439 Lake Dr, Rhinebeck, NY
Fully refundableReserve now, pay when you stay
With a stay at The Harlow House in Rhinebeck, you'll be in the suburbs, within a 15-minute drive of Omega Institute and Museum of Rhinebeck History.
The Harlow House
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The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Mill St, Rhinebeck, NY
With a stay at The Gables of Rhinebeck Inn in Rhinebeck, you'll be within a 15-minute drive of Bard College and God's Acre.
The Gables of Rhinebeck Inn
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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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^Subject to availability and chosen travel dates.