Rhinebeck Holiday Rentals

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Holiday Rentals in Rhinebeck

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
9.6 out of 10, Exceptional, (56)
"We hosted a get-away weekend with friends and the property was perfect. There was lots of privacy, which was nice. The home was well stocked. Communications with the property host and property manager was easy. Everything at the home was in working condition. We had a great time."
Michael M.
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
Sioux Tipi on Chloe's Lake
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
Brandon
The price is AU$228
includes taxes & fees
19 Oct - 20 Oct
Sioux Tipi on Chloe's Lake
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (32)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
David S.
Hamptons on the Hudson in South Saugerties
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."
Paul H.
The price is AU$474
includes taxes & fees
26 Oct - 27 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
A Spectacular 50 Mile View of the Hudson Valley in all seasons
9.8 out of 10, Exceptional, (92)
"Clean and perfect for a couple. Well maintained and provisioned. Yard/view is overgrown and view is obscured mostly by trees since the dwelling is ground level. But overall a pleasant stay in a quiet treed area. Would do again"
Anthony D.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
'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."
Eileen F.
The price is AU$254
includes taxes & fees
26 Oct - 27 Oct
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
2.0 star property
The price is AU$356
includes taxes & fees
19 Oct - 20 Oct
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
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!"
Julie L.
The price is AU$232
includes taxes & fees
20 Oct - 21 Oct
Sexiest Lil Cabin in Saugerties, NY
The Farm at Hyde Park
9.8 out of 10, Exceptional, (81)
"This was the perfect option for us for a nearby wedding. We ate twice at the River & Post (excellent) and went into Rhinebeck for the Sunday market. The property itself was very accommodating and had everything we needed. The kitchen was well equipped, beds comfortable, and plenty of seating options in the main room. The outside area was also a perfect place for coffee in the morning and we loved the chickens running around. Glenn could not have been nicer. Highly recommend!"
Karen
The Farm at Hyde Park
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
10.0 out of 10, Exceptional, (94)
"We loved this stay! The yurt was absolutely charming! Such an amazing location within easy distance of hiking and the Empire State Trail bicycle path, plus great dining in New Paltz and Kingston."
David W.
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.8 out of 10, Exceptional, (32)
"Great location "
steve p.
The price is AU$543
includes taxes & fees
4 Nov - 5 Nov
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (25)
"This space was really cute and easy to find. The beds were comfortable, we had all of the amenities needed and even more, and I must mention that the shower in the bathroom was amazing. We all loved being there and were so grateful to be able to travel with our cat and find a pet-friendly space. "
Victoria S.
The price is AU$441
includes taxes & fees
4 Nov - 5 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Summer Lake Cottage, private beach, Berkshire Hills, small village
9.4 out of 10, Exceptional, (83)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Heather W.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
10.0 out of 10, Exceptional, (1)
"Great host"
Lindsey F.
The price is AU$1,223
includes taxes & fees
27 Oct - 28 Oct
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
2.0 star property
9.4 out of 10, Exceptional, (22)
"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."
Leyla S.
The price is AU$1,003
includes taxes & fees
19 Oct - 20 Oct
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, (75)
"Nice property Very clean and comfortable "
walter A.
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Charming 2-bedroom house in fabulous Kingston close to everything
Charming 2-bedroom house in fabulous Kingston close to everything
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (255)
"A beautiful quiet setting! "
Thomas
Streamside Cottage Half Mile to Town of Woodstock
Esopus Creek modern Tiny house Retreat!
9.8 out of 10, Exceptional, (58)
"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. "
Rebecca
The price is AU$374
includes taxes & fees
22 Oct - 23 Oct
Esopus Creek modern Tiny house Retreat!
Charming Catskill getaway walking distance to Main St. Pet-friendly!
10.0 out of 10, Exceptional, (11)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
Taylor M.
Charming Catskill getaway walking distance to Main St. 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, 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 favourite 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 depend 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 AU$228 per night. Entering your travel dates in the search wizard might find you 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?

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.: This highly rated holiday home rental in Rhinebeck offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Rhinebeck?

With 20 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.