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Red Hook Holiday Rentals

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Holiday Rentals in Red Hook

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

10.0 out of 10, Exceptional, (14)
"The house is best for a small family that can be active and not worry about hurting the interior. The property is pretty especially the open fields across the street where an evening walk is lovely. House was well stocked and comfortable ."
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (92)
"Second time I’ve stayed. Nice place. Owner very communicative. Good prices. "
The price is AU$206
includes taxes & fees
7 Feb - 8 Feb
Micosta Leisure Inn

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

8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AU$237
includes taxes & fees
12 Jan - 13 Jan
'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, (64)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (32)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (14)
"Beautiful property, well-appointed, and comfortable for extended family of 12."
Private Estate, Heated Yearround Outdoor Pool

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (226)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
Streamside Cottage Half Mile to Town of Woodstock

The Studio at the Inn at High Falls

7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The price is AU$422
includes taxes & fees
13 Jan - 14 Jan
The Studio at the Inn at High Falls

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (13)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (40)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is AU$447
includes taxes & fees
12 Jan - 13 Jan
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat

Sexiest Lil Cabin in Saugerties, NY

8.6 out of 10, Excellent, (7)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (23)
"The location was perfect—quiet, peaceful, and close to everything we wanted to do. The house was just as described: clean, comfortable, and well-equipped. We especially appreciated the cozy living room and the fully stocked kitchen, which made cooking meals a breeze. The beds were incredibly comfortable, and we slept soundly every night. The host was also very responsive and provided us with helpful tips about the area. Check-in and check-out were seamless, and we felt well taken care of...
The price is AU$315
includes taxes & fees
22 Jan - 23 Jan
Campfire Cottage: Fireplace, fire pit & no chores!

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.4 out of 10, Exceptional, (13)
"Cute farm house type located only short distance from town"
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

A-Frame of Mind

10.0 out of 10, Exceptional, (45)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
A-Frame of Mind

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (34)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Kingston Crawfish Cottage Near Catskills!

9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

9.6 out of 10, Exceptional, (174)
"The property was fantastic. The check-in process was super easy, and the owners stopped by to walk us through the property and answer our questions. If you like using a sauna, then this is the place for you. If you like hot tubbing, then this is the place for you. If you want a wood burning fire place, then this is the place for you. I would absolutely recommend this property, and I will definitely stay again. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (18)
"This apartment was clean and comfortable, and matched the online description. It was not particularly quiet: there is a bar next door, additional VRBO guests upstairs, and trains passing through the neighborhood throughout the night. But the owners provide white noise machines and earplugs, and the noise didn't disrupt my sleep at all. "
The price is AU$389
includes taxes & fees
12 Jan - 13 Jan
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Classic Catskills Estate, Amazing Location!

10.0 out of 10, Exceptional, (87)
"Beautiful location and view, extremely quiet. Room enough for everyone (we had 9 adults and 3 kids). We hosted an Easter dinner for 15, the kitchen and dining room had room to spare. We had beautiful spring weather so most time was spent on the huge porch or around the fire pit."
Classic Catskills Estate, Amazing Location!
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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Other types of properties in Red Hook you may be interested in

DoubleTree by Hilton Poughkeepsie

4.0 star property
8.2 out of 10, Very good, (1002)
"Check in was seamless, hotel bartender was beyond nice. Thank you for a wonderful stay!"
The price is AU$198
includes taxes & fees
19 Jan - 20 Jan
DoubleTree by Hilton Poughkeepsie

Hampton Inn by Hilton New Paltz

2.5 star property
9.4 out of 10, Exceptional, (1004)
"Great location, very convenient to NY Thruway. Comfortable & quiet room."
The price is AU$214
includes taxes & fees
20 Jan - 21 Jan
Hampton Inn by Hilton New Paltz

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (917)
"The best hotel! "
The price is AU$205
includes taxes & fees
22 Jan - 23 Jan
Courtyard by Marriott Kingston
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

Are there holiday rentals in Red Hook?

Yes, there are holiday rentals close to the most popular sights in Red Hook, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Red Hook speak positively about the lakeside and coffee shops in this destination.

What are some of the best holiday rentals that Red Hook has to offer?

Private Estate, Heated Yearround Outdoor Pool: This holiday home rental outside of Red Hook offers a balcony, a garden and air conditioning 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. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Red Hook?

Expedia has 20 holiday rentals for your stay in Red Hook.

What can I see and do in Red Hook?

Poet's Walk Park and Lake Carvel are a couple of scenic spots to enjoy the outdoors, whereas Old Rhinebeck Aerodrome is one of the cultural attractions. Bard College and Red Hook Golf Club are a couple of places you'll find in the wider area.

What are holiday rentals like in Red Hook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Red Hook. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.