Vacation rentals in Annandale-on-Hudson

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Top-rated vacation rentals in Annandale-on-Hudson

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Guest favorite

Apartment in Red Hook

4.85 out of 5 average rating, 196 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.

Guest favorite

Guest suite in Red Hook

4.9 out of 5 average rating, 300 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.

Superhost

Farm stay in Red Hook

4.78 out of 5 average rating, 259 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!

Guest favorite

Guest suite in Rhinebeck

4.91 out of 5 average rating, 385 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.

Guest favorite

Home in Tivoli

4.92 out of 5 average rating, 118 reviews

Entire House with Panoramic Views of The Catskill

Stay at our home located 2 miles from Bard College and the cozy village of Tivoli and less than 10 miles from the trendy towns of Red Hook and Rhinebeck. We have 3 bedrooms and one sleeper couch. Picture windows from all westward facing rooms and our deck provide 60-mile panoramic views of the Hudson Valley and Catskill Mountains. Great for families visiting students at Bard or enjoying nearby visits to Hyde Park. Single level home with complete kitchen and 2 bathrooms.

Guest favorite

Guest suite in Kingston

4.98 out of 5 average rating, 213 reviews

Peaceful large Hudson Valley private guest suite

The health and safety of my guests is my top priority! I want to reassure you that the suite is cleaned and sanitized by myself and I am vigilant in upholding these practices. Mid-century home with private entrance guest suite on 5 acres. Queen bed, full kitchen, modern amenities, luxury dishware, flatware and quality linens. Decorated with vintage and modern furnishings contribute to a peaceful retreat. 5 min drive to Kingston, 15 min to Woodstock and Saugerties..

Guest favorite

Cottage in Red Hook

4.98 out of 5 average rating, 213 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 favorite

Guesthouse in Germantown

4.99 out of 5 average rating, 139 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).

Guest favorite

Apartment in Hudson

4.95 out of 5 average rating, 100 reviews

Restored 19th century farm house apartment

Brought back from the original bnb boarding days of the 19th century is our 1 bedroom top floor apartment located on a peaceful country road 15 minutes from downtown Hudson or Red Hook. You can still see the original numbers of the old boarding house on the doors! The house is surrounded by 12 acres of fields and forest that we welcome you to explore. It’s a small homestead with animals, a geo dome greenhouse and garden. Hope you enjoy!

Guest favorite

Tiny home in Saugerties

4.94 out of 5 average rating, 220 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! “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 favorite

Guest suite in Red Hook

4.93 out of 5 average rating, 388 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.

Guest favorite

Home in Rhinebeck

5.0 out of 5 average rating, 165 reviews

Eagle Rock House

FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Eagle Rock House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space.