Vacation rentals in Red Hook

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Top-rated vacation rentals in Red Hook

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Guest favorite

Apartment in Staatsburg

5.0 out of 5 average rating, 188 reviews

Through the Woods Farm

Through the Woods Farm is our 23-acre home. Located in northern Dutchess County; we're minutes from Omega, and the villages of Rhinebeck, Red Hook, Millbrook, and Hyde Park. The apartment is ideal for a single guest or a couple; maximum allowed is 4 adults. Each additional adult over 2 adds $50/per night. The second bedroom is small - two adults in it is a tight fit! If you're looking for a peaceful, rural getaway in an immaculate, private apartment that's close to everything, you've found it!

Nov 10 – 17

G$30,589 GYD per night

Guest favorite

Apartment in Rhinebeck

4.99 out of 5 average rating, 161 reviews

Rhinebeck Ridge - A Woodland Studio Retreat

Nature surrounds this tranquil space nestled within a heavily wooded scenic ridge district, far off the road. Near Omega, Rhinebeck Village, Bard, Walkway over the Hudson, hiking, parks, wineries, swimming, antique stores, farmers markets. Newly constructed & lovingly designed by its builder owner, great attention has been given to quality details designed to soothe your soul. Ideal for singles or couples of any orientation wishing to elegantly commune with nature with all the comforts of home.

Sep 1 – 6

G$32,248 GYD per night

Guest favorite

Apartment in Red Hook

4.85 out of 5 average rating, 193 reviews

A&A's Upper Red Hook

This comfortable, light-filled apartment is located under 10 minutes from Bard College, Fisher Center and Red Hook Village. Private entrance leads to the space that includes the full-size bed (not queen) and a sofa/futon for additional guests. The ensuite bath features a lovely tiled shower. A kitchenette includes large air fryer, microwave. The dining/work space is a mahogany table. Mesh WiFi. Roku TV. Air conditioning, off street parking round out the features. An easy choice for your visit.

Jun 24 – Jul 1

G$25,719 GYD per night

Guest favorite

Guest suite in Red Hook

4.9 out of 5 average rating, 296 reviews

the farmhouse suite at gallatin farmstead

A 575 sq ft. fully private suite with your own entrance in a beautiful early American eyebrow colonial. The mid-century farmhouse style is highlighted by a darling kitchenette. And don't forget the bathroom hot steam shower! Of note, with a 30$ fee, we can set up a 2nd bed in the suite living room. We're happy to do it, it just takes some time to get together. It's a super comfortable mattress, the same model as the queen bed. We are also cycling happy and offer bike rentals and tours.

Nov 26 – Dec 3

G$34,452 GYD per night

Guest favorite

Cabin in Red Hook

5.0 out of 5 average rating, 116 reviews

Country Cottage Retreat

A great place to unwind, take strolls in the woods or along country roads, view stunning sunsets and great-winged birds. It is less than 15 minutes from the village of Rhinebeck. This two-bedroom, one bathroom cottage sits on 6 cleared acres with an additional 22 wooded acres for hiking. It has a cozy screened in porch and a beautiful stone patio, both with stunning views. There is ample outdoor space to enjoy the warmer months and is the perfect cozy spot when the weather turns colder.

May 29 – Jun 5

G$43,905 GYD per night

Superhost

Farm stay in Red Hook

4.78 out of 5 average rating, 254 reviews

Farmland Tranquility at The Greig Farm Schoolhouse

Welcome to Greig Farm, a family-run farm since 1942! The Schoolhouse is part of the farm's west homestead, where it sits between our south barn, a plant nursery, and a beautiful pond filled with hundreds of koi fish. We're an active fruit and vegetable farm, open to the public all year long. In the warm months (May-Oct), come pick-your-own fruit and vegetables. Our farm market has a full breakfast/lunch menu and tons of local produce, meat, and other groceries if you'd prefer to cook!

Oct 8 – 15

G$27,068 GYD per night

Guest favorite

Guest suite in Rhinebeck

4.91 out of 5 average rating, 382 reviews

Contemporary Rhinebeck Private Village Retreat

Quarters covid sanitized. Huge bedroom, Cal King bed. (twin bed avail.upon request, $30/day xtra for 2 people, $55 for 3 people w/extra bed)bathroom,(NO Kitchen)but has coffeemaker, fridge, TV,Fast Wifi, A/C, private patio w/ garden. No pets.PLEASE NOTE: Pic shows front of house so guests can find it, quarters on lower level to private entrance, *See Pics. Close to hiking, shops, 26 restaurants,Omega, Bard College, Dutchess Fairgrounds ***babies allowed. No toddlers or kids under 7.

Jan 30 – Feb 4

G$32,724 GYD per night

Guest favorite

Cabin in Rhinebeck

4.91 out of 5 average rating, 294 reviews

Sunset Bungalow-Mt views on 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

Oct 8 – 15

G$35,189 GYD per night

Guest favorite

Guesthouse in Germantown

4.96 out of 5 average rating, 188 reviews

Luxe Guest House Retreat

Welcome to the Guest House nestled in the woods. We designed this lush and light-filled studio with peace and luxury in mind. Situated across from apple orchards, it sits ten minutes from Hudson and ten minutes from Germantown, you get the best of both worlds: country living with two amazing destinations close by. Ideal for a romantic getaway, or to be close to the sights and sounds but can retreat to natural beauty. A true sanctuary from the City.

Aug 18 – 25

G$26,664 GYD per night

Guest favorite

Cottage in Red Hook

4.98 out of 5 average rating, 211 reviews

CoZy Newly Renovated Cottage in Red Hook Village

'Solas Na Gréine' (Meaning 'light of the sun' in Irish) - Beautifully renovated private cottage located in the Village of Red Hook, New York. A perfect Hudson Valley getaway anytime of the year. Just 2 blocks (3 minute walk) to the town's center with wonderful cuisine, shops & small town charm. A short 5 minute drive to Bard College Campus, Hiking Trails, Orchards, Farms, & Wineries. Come relax, enjoy & explore upstate NY, just 90 miles from NYC.

Jul 20 – 27

G$53,167 GYD per night

Guest favorite

Guesthouse in Germantown

4.99 out of 5 average rating, 137 reviews

The Loft

This beautiful loft apartment is located in the heart of Germantown- just 0.3 miles from Otto's Market (groceries and deli), 3 minute walk to Gaskins Restaurant, "A charming eatery serving a locally-sourced menu of classic American fare in a rustic dining room." We offer tea & coffee in the loft, parking, yard access, wifi, basic amenities, full kitchen and a smart TV that has a fire stick with access to Amazon Prime and Netflix (no cable).

Mar 1 – 8

G$30,126 GYD per night

Guest favorite

Guest suite in Red Hook

4.93 out of 5 average rating, 383 reviews

Quaint Apartment in Red Hook

The suite has a private entrance and is self contained. It includes a kitchenette, small dining area, living area, bedroom and bathroom. The apartment is perched on a hill and located in the town of Red Hook. Head into town for American fare at Flatiron or try an Italian dish at Savonas. Take a drive to the Opus 40 sculpture park or the historic Vanderbilt Mansion.

Sep 12 – 19

G$27,876 GYD per night