Rhinebeck Vacation Rentals

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Oct 10 - Oct 12
In two months
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Jan 16 - Jan 18

Vacation Rentals in Rhinebeck

Our top choices for Rhinebeck vacation rentals

Postcard Cabins Eastern Catskills
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (84)
"My girls and I had a great time, so peaceful, clean and safe! "
The price is ￥22,174
￥29,573 total
includes taxes & fees
Sep 29 - Sep 30
Postcard Cabins Eastern Catskills
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

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

8.2 out of 10, Very Good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
The price is ￥18,603
￥24,169 total
includes taxes & fees
Sep 28 - Sep 29
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Children's area

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is ￥26,788
￥45,837 total
includes taxes & fees
Oct 5 - Oct 6
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Exterior

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

9.8 out of 10, Exceptional, (92)
"Had an absolutely fantastic time. Beautiful property and the owners are incredibly kind and welcoming "
A Spectacular 50 Mile View of the Hudson Valley in all seasons
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (78)
"Great place to stay. Glen was a great host and give us different items from the area to try from local farms"
The Farm at Hyde Park
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (30)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
Hamptons on the Hudson in South Saugerties
Sioux Tipi on Chloe's Lake
Exterior

Sioux Tipi on Chloe's Lake

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
The price is ￥16,237
￥21,492 total
includes taxes & fees
Sep 29 - Sep 30
Sioux Tipi on Chloe's Lake
Jessie's Harvest House
Bar (on property)

Jessie's Harvest House

10.0 out of 10, Exceptional, (2)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is ￥16,073
￥28,336 total
includes taxes & fees
Sep 28 - Sep 29
Jessie's Harvest House
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Fridge, microwave, oven, stovetop

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

2.0 star property
9.8 out of 10, Exceptional, (17)
"The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered."
The price is ￥56,403
￥81,607 total
includes taxes & fees
Sep 29 - Sep 30
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (55)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
The price is ￥22,100
￥35,919 total
includes taxes & fees
Oct 1 - Oct 2
Esopus Creek modern Tiny house Retreat!
Sexiest Lil Cabin in Saugerties, NY
Outdoor dining

Sexiest Lil Cabin in Saugerties, NY

9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
The price is ￥16,606
￥21,905 total
includes taxes & fees
Sep 29 - Sep 30
Sexiest Lil Cabin in Saugerties, NY
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Private kitchen

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is ￥20,857
￥33,278 total
includes taxes & fees
Oct 2 - Oct 3
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Apartment, 1 Bedroom, Balcony, Garden View | Living area

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.0 out of 10, Wonderful, (8)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is ￥25,714
￥30,117 total
includes taxes & fees
Oct 2 - Oct 3
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (29)
"Great location "
The price is ￥31,475
￥59,066 total
includes taxes & fees
Sep 26 - Sep 27
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
2 bedrooms, iron/ironing board, WiFi, bed sheets

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (21)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Charming Yacht on Catskill Creek
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Charming Yacht on Catskill Creek

8.8 out of 10, Excellent, (10)
"Melisa, the owner, couldn't have made more pleasant and been more available. Without be intrusive. Can only add " if your looking for a different experience. This is it" "
The price is ￥19,263
￥32,920 total
includes taxes & fees
Sep 30 - Oct 1
Charming Yacht on Catskill Creek
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (253)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Outdoor pool

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

10.0 out of 10, Exceptional, (131)
"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Fridge, microwave, oven, stovetop

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (122)
"The house was extraordinary, a beautiful house in a beautiful location. There were 8 of us and we were well accommodated. The kitchen has everything you could want and more! "
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Smart TV

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

9.8 out of 10, Exceptional, (9)
"The cabin is beautiful,clean and private all the amenities are there and if you feel like venturing out the town of Woodstock is close by "
The price is ￥36,533
￥71,006 total
includes taxes & fees
Sep 29 - Sep 30
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
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

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

10/10 Excellent
"The room was clean, staff was wonderful customer service "
Alexa 2-night trip
Posted 3 days ago
Home2 Suites By Hilton Poughkeepsie

Find out more about Rhinebeck

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!

Explore a world of travel with Expedia

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Frequently asked questions

Can I find a vacation rental in Rhinebeck?

Yes, we give you a choice of vacation rentals in Rhinebeck near Dutchess County Fairgrounds, or you can choose a more secluded option if you want 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 vacation home rentals in Rhinebeck?

Esopus Creek modern Tiny house Retreat!: This vacation home rental outside of Rhinebeck is located on a river and has a fireplace, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Rhinebeck?

With 20 Expedia vacation rentals, you're sure 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 vacation rental in Rhinebeck like?

A vacation rental is a private property where you can stay for a long or short time in Rhinebeck. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.