Vacation rentals in Greenport

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Top-rated vacation rentals in Greenport

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Guest favorite

Rental unit in Hudson

4.96 out of 5 average rating, 148 reviews

Luxury Warren St. Suite With Fire Pit

1% donated to the Hudson Community Free Fridge. Nestled between a natural wine shop and an art gallery, the luxurious Warren St. Suite welcomes you to live like a Hudson local. Situated directly on Warren Street, everything you must see while visiting Hudson are within walking distance (including the Amtrak station). The suite is equipped with all you need to feel right at home—a king Casper mattress, Brooklinen linens, Le Creuset cookware, local treats & more. Plus our backyard fire pit area!

Guest favorite

Home in Catskill

4.96 out of 5 average rating, 115 reviews

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Superhost

Guest suite in Hudson

4.86 out of 5 average rating, 295 reviews

Townhouse with private garden patio

A beautifully renovated 1842 townhouse on a pristine block in the heart of town in Hudson. Your full floor basement apt has a private entrance, two large rooms, full bath, decorative fireplace, coffee machine, mini fridge and microwave. Not a full kitchen. Private garden patio with vintage Portuguese tiles and climbing hydrangeas. Two blocks to Warren street, and a quick walk to Amtrak with free parking. Strictly NO PETS allowed! If we find evidence of a pet a $250 cleaning fee charge.

Guest favorite

Rental unit in Hudson

4.97 out of 5 average rating, 152 reviews

Studio Oasis nr Warren St w porch & yard

Oasis in midst of downtown Hudson, 2 blocks fr Warren St, short walk fr Amtrak, 1/2 block fr Empire State Trail. Spacious, sunny studio apartment w fenced in yard, park-like setting & private porch to relax, have a meal or watch the world go by. Inside this elegant 1850 home, you’ll find bedroom, living room and work areas, full kitchen w dining table, and a large bathroom w clawfoot tub and a walk in shower. Original architectural details have also been preserved with care. Come, and enjoy!

Guest favorite

Rental unit in Hudson

5 out of 5 average rating, 106 reviews

Vibrant Lower Warren Street Writing Retreat

Be a writer—or just look like one! Recently listed lovingly furnished “kitchen free” hotel-like suite on fun and funky lower Warren Street, perfect for a creative person or couple looking to rest/recharge/reimagine (and are cool with not being able to cook). Fetch yourself breakfast at Le Perche, the Maker Cafe, or Breadfolks. Enjoy a socially distant dinner at Feast & Floret. Read a book, sketch on the sofa, plot your next move, take a midday nap. Short walk from the Hudson Amtrak station.

Guest favorite

Home in Hudson

4.86 out of 5 average rating, 449 reviews

Pied-A-Terre | City of Hudson Entire Apartment

Entire Apartment in a gorgeous Queen Anne Victorian House located 2 blocks from Warren Street. Elegantly appointed with all the amenities one could need on their stay. Toasty warm. This is a sweet apartment located on the street level of my Queen Anne Victorian home. You have keyless access with your own front and back doors, access to the garden, laundry and all amenities. The apartment is cozy and full of charm and magic. * I am discouraging wedding party reservations during Covid*

Guest favorite

Rental unit in Hudson

4.97 out of 5 average rating, 270 reviews

Stylish Hudson Getaway

Enjoy our one bedroom home in the heart of beautiful Hudson, New York. Steps away from the best shops and restaurants Warren Street has to offer, our apartment is on a beautiful residential street with historic views. Introduce yourself to our town with the peace of mind that when you return to this Airbnb, you can relish in the delight of organic cotton sheets, lush robes and slippers, an assortment of organic teas and coffee, and some of the best products from our sweet little city.

Guest favorite

Home in Hudson

4.95 out of 5 average rating, 177 reviews

Main Street Cottage

We are located on U.S. Route 9. It is a well traveled, main road but close to everything! It is peaceful but not quiet. For nature lovers, explore the area with hikes on local trails or on a kayak down the river. We are 5miles from the Hudson River Skywalk, Olana and Thomas Cole. We are 3.9miles to Warren Street where you can enjoy a full day of shopping, spa and food. The Catskills has much to offer. The cottage is in the perfect area to enjoy it all year round!

Guest favorite

Rental unit in Catskill

4.93 out of 5 average rating, 154 reviews

Cosy Catskill Casita in the Middle of Village

The Casita is a studio apartment comfortable for solo travellers, couples or just two folks who don't mind sharing a bed! We’ve endeavored to make it a comfortable stay for a weekend or even longer, with all basic amenities, a queen size bed, standing shower bathroom, and kitchenette. Although it is an apartment on the ground floor of my house, you will have your privacy with a separate entrance off of the driveway which is for guest use during the stay.

Superhost

Guest suite in Hudson

4.89 out of 5 average rating, 324 reviews

Secluded mid-century guest house in Hudson

A newly renovated studio apartment about 7 minutes drive north of downtown Hudson. Close to everything the town has to offer, but surrounded by beautiful woods, which makes for a nice escape from city life. The house is a short walk to a large nature preserve on the Hudson River. Secluded, quiet, and scenic in any season of the year. We were featured in Architectural Digest's "High Design Airbnb Rentals We'd Love to Call Home" - http://bit.ly/2NJrU5w

Guest favorite

Loft in Hudson

4.97 out of 5 average rating, 200 reviews

Cemetery Schoolhouse Asian

I want to accommodate all weary travelers but 1 night reservations are economically hard to maintain, so there is a $50 surcharge for only 1 night, collected through the resolution center I would be delighted to pick & drop you off at the train station. We are a mere 7 min stroll to the top of Warren! This is a park setting, totally removed from any living soul with acres and acres to stroll and explore & yet only 12 min walk to Warren

Superhost

Home in Hudson

4.82 out of 5 average rating, 191 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.