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Top Holiday Rentals in Rhinebeck

The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, 48 reviews
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
Streamside Cottage Walking Distance to Town of Woodstock
Property grounds
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 199 reviews
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is €338
includes taxes & fees
18 Jun - 19 Jun
Streamside Cottage Walking Distance to Town of Woodstock
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, 22 reviews
"The backyard was really cool! Great features. Beautiful, peaceful, and private. We did not see or hear anyone else on the property during our stay. The apartment was very nice. Cozy, clean and comfortable, perfect for two. The host, Ryan was extremely responsive and friendly. We had an amazing stay would definitely recommend!"
The price is €269
includes taxes & fees
19 Jun - 20 Jun
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, 32 reviews
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is €284
includes taxes & fees
10 Jun - 11 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Exterior
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, 29 reviews
"Lovely stay! Comfortable accommodation and welcoming family."
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, 38 reviews
"We spent the weekend and had a wonderful time. The property was conveniently located near the center of town while still being very quiet and private. The cottage is perfect for a couple’s weekend getaway. Great spot if you want to have a jumping off point to explore the area. Would definitely stay again."
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Property grounds
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, 85 reviews
"Everything was as described, instructions to the house were precise and the facility was exactly what we 2 couples) needed for a weekend of strolls in Woodstock and trails around. We cooked 2 dinners, kitchen and BBQ were great."
The price is €286
includes taxes & fees
20 Jun - 21 Jun
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, 37 reviews
"Our trip was amazing. We do it again again and again"
The price is €137
includes taxes & fees
9 Jun - 10 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Charming Artist's Retreat
Fridge, microwave, oven, stovetop
Charming Artist's Retreat
10.0 out of 10, Exceptional, 114 reviews
"This is our second time staying at the cottage. What beautiful weather in such a beautiful setting. Incredible motorcycle ride through the mountains. Thank you Maureen. Robin & Bruce"
Charming Artist's Retreat
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Bar (on property)
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, 71 reviews
"The cabin is really cute & has wind chimes & garden art all around it that integrates so perfectly with the natural oasis it is set in. This is a great place for a nature loving couple to enjoy. Singing birds, frogs, turtles chipmunks & fish in the lake, are the only neighbors you will notice o this beautiful property. Karen is a lovely gracious host and both she and the cabin are very welcoming & charming. Its a perfect spot go to with your soulmate & reconnect with nature."
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Fridge, microwave, oven, stovetop
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
8.6 out of 10, Excellent, 14 reviews
"There were 26 of us for a nice family gathering. Plenty of bedrooms and beds. Only 2 showers for 26 people a little challenging. Kitchen facilities lacking materials as noted in the listing. Bring your own pots and pans. Hot tub and fire pit were a nice addition. All in all, worked out great."
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Hamptons on the Hudson in South Saugerties
Property grounds
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, 7 reviews
"Rainy but had a great time at the Wool and Sheep Festival.The fall colors were beautiful."
Hamptons on the Hudson in South Saugerties
Spacious restored Victorian w/ wraparound porch
Fridge, microwave, oven, stovetop
Spacious restored Victorian w/ wraparound porch
9.6 out of 10, Exceptional, 9 reviews
"Spacious house, beautiful setting. Perfect set up for a reunion with friends and family. Highlights were spending quality time on the wrap around porch and making s'mores in the fire pit. Kids loved the pool and exploring the property. Host was responsive and helpful. Highly recommend!"
Spacious restored Victorian w/ wraparound porch
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Property grounds
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, 41 reviews
"The house is decorated beautifully, and the view of the river is great. The beds and linens were soo comfortable. Would love to return in warmer weather to enjoy the outdoors 😀"
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, 16 reviews
"An unassuming setting belies the well-appointed interior and thoughtful extras you’ll find within. Parking is tight but it is off-street and the location offers come-and-go convenience for exploring the area."
The price is €231
includes taxes & fees
10 Jun - 11 Jun
Campfire Cottage: Fireplace, fire pit & no chores!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
View from property
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, 153 reviews
"We had a great time, and the space was great. The house is so spacious, and that was perfect for us. We would have liked a few more towels, a bit more soap and shampoo, and the grill didn't get hot enough to cook the steak we had brought. Overall a wonderful time. Thank you very much."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Cozy Relaxing Retreat in Saugerties, NY
Property grounds
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, 31 reviews
"The house is secluded and peaceful with a huge deck for a cool breeze with morning coffee or an evening glass of wine. The house was spotless and well equipped with anything you could possibly need. Restaurants, grocery, and Katterskill Falls for hiking all within a 15-20 minute drive. Our host, Nick, was very attentive making sure everything was as we expected ( and it was). Would stay here again if the opportunity arises. I highly recommend this property for your vacation getaway."
Cozy Relaxing Retreat in Saugerties, NY
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Shower, hair dryer, towels
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
9.8 out of 10, Exceptional, 10 reviews
"The number of bedrooms and bathrooms was great for the 13 of us. The big kitchen, pantry and long dining tables made for fun interaction. The game room with pool table and ping pong table were perfect for after dinner fun. Beautiful property on the river. We plan to go back. Historic homes are tough to maintain and our hope is that it is as nice in the future as it was this week."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Exterior
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, 27 reviews
"This is our third stay in this property, and each time we had a fabulous time."
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Woodstock House on 35 private acres Mtn Views
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, 35 reviews
"Perfect long weekend getaway for our family of four plus our dog. Plenty of room both inside and out. Close to skiing, hikes, and nearby towns, Woostock, Phoenicia, etc. Thank you!"
Woodstock House on 35 private acres Mtn Views
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See all available properties in Rhinebeck
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.

Other types of properties in Rhinebeck you may be interested in

Beekman Arms Hotel
Front of property
Beekman Arms Hotel
3.5 star property
8.2 out of 10, Very good, 586 reviews
"Excellent location Very nice room Clean and comfortable Great parking "
The price is €223
includes taxes & fees
19 Jun - 20 Jun
Beekman Arms Hotel
Mirbeau Inn & Spa
Exterior
Mirbeau Inn & Spa
4.0 star property
9.6 out of 10, Exceptional, 229 reviews
"Highly recommend a bit pricey but very elegant ,staff is professional and so courteous. Room is large ,bed so comfy ,love the big bathroom too."
The price is €482
includes taxes & fees
25 Jun - 26 Jun
Mirbeau Inn & Spa
Rhinebeck Village Inn
Basic Room, 2 Queen Beds | Individually furnished, desk, blackout curtains, iron/ironing board
Rhinebeck Village Inn
2.0 star property
7.6 out of 10, Good, 318 reviews
"Quiet and comfortable "
The price is €129
includes taxes & fees
19 Jun - 20 Jun
Rhinebeck Village 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.

How many holiday rentals are there in Rhinebeck?

With 34 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.

Recent reviews of Rhinebeck properties
Expedia verified reviews

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

5/5 Excellent
"Cozy and comfortable "
A verified traveller stayed at Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Posted 20 hours ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott