Holiday rentals in Annandale-on-Hudson, Red Hook

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Top-rated holiday rentals in Annandale-on-Hudson, Red Hook

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Flat in Red Hook

4.85 out of 5 average rating, 241 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 queen-size 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 4 you

Guest favourite

Guest suite in Rhinebeck

4.91 out of 5 average rating, 456 reviews

Contemporary Rhinebeck Private Village Retreat

Quarters covid sanitized.Huge bedroom,CalKing bed.(twin bed avail.upon request,$30/day xtra for 2 people,$55 for 3 people w/extra bed)bathroom,(NO Kitchen)has coffeemaker, fridge,TV,Wifi,A/C, private patio & 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 ok. No toddlers or kids under 7. June/July,Aug/Oct-wknds 2 day minimum

Top guest favourite

Flat in Kingston

4.96 out of 5 average rating, 238 reviews

DeMew Townhouse in Historic Kingston

DeMew Townhouse is beautiful duplex apartment located in a renovated 1850s building overlooking Hideaway Marina in the Rondout district of Kingston. The building boats a rich history: the main floor of the building served as a speakeasy during Prohibition. It has hand rubbed oak floors, a renovated kitchen and bath and 14 windows providing views of the Rondout. With a spacious open plan, the DeMew Townhouse is the perfect location from which to explore Kingston and the Hudson Valley.

Guest favourite

Guest suite in New Paltz

4.9 out of 5 average rating, 136 reviews

Newly built apartment steps from Mohonk preserve.

Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

Top guest favourite

Home in Saugerties

4.98 out of 5 average rating, 132 reviews

Sexy Abode in the Coolest Town - Saugerties, NY

GlassCo Hill is the newest addition to our eclectic collection of getaways at the Brigham Group - a family owned and run hospitality group. GlassCo Hill is centrally located in Saugerties, NY; one of the coolest small towns in the Hudson Valley. It is a sexy little two bedroom home that is perfect for a quick getaway or even for longer stays! The fully equipped kitchen will make your stay even more comfortable. Centrally located to all the Hudson Valley has to offer!

Top guest favourite

Guest suite in Woodstock

4.99 out of 5 average rating, 162 reviews

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

Top guest favourite

Cottage in Red Hook

4.98 out of 5 average rating, 251 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.

Guest favourite

Tiny home in Saugerties

4.95 out of 5 average rating, 294 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! Ac cools beautifully in summer! The Haven at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Guest favourite

Guest house in Tivoli

4.91 out of 5 average rating, 176 reviews

Tivoli Star Gazing Cabin

Down a long driveway, set amongst 100 year old trees and meadows, the cabin offers time in the quiet country though only minutes to the lively village of Tivoli. With a wrap around porch for morning coffee, fire fly viewing or star gazing. It has a soaking tub, with a hand held shower. The cabin is part of our family compound of a main house and a small garden hut. Each property has an independent outdoor space for relaxing and privacy.

Top guest favourite

Guest house in Germantown

4.99 out of 5 average rating, 217 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), And Universal Cafe. " farm to table global inspired classics." 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).

Guest favourite

Guest suite in Kingston

4.98 out of 5 average rating, 258 reviews

Peaceful large Hudson Valley private guest suite

Mid-century home with private entrance guest suite on 5 acres. Queen bed, full kitchen, modern amenities, luxury dishware, flatware and quality linens. I keep the suite super clean and uncluttered just for Airbnb guests! Decorated with vintage and modern furnishings contribute to a peaceful retreat. 5 min drive to Kingston, 15 min to Woodstock and Saugerties.

Guest favourite

Cottage in Tivoli

4.97 out of 5 average rating, 213 reviews

Clausterhaus

The "cozy cottage" with a rustic feel but all the amenities of a fine hotel- exposed beams-goose down sofas and chairs- old fashioned gas burning stove to keep you warm in the cold winter months. *Please take note that we are not currently serving breakfast due to the pandemic but hope to resume when it is safe to do so.