Vacation rentals in Greenport

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Top-rated vacation rentals in Greenport

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Guest favorite

Apartment in Hudson

4.89 out of 5 average rating, 309 reviews

Monthly Stays for Winter /Spring $2300 total B&W

I'd be delighted to pick & drop you off at the train station, so let me know- and if you'd like to stay a month or more just send me an inquiry of the dates you want and i will send you the special offer of $2300 !! This country craftsman schoolhouse has 4 renovated 750 Sq. ft classroom lofts, each with it's own private back entrance. I guess there's no need to tout the perks of this place, being in a park setting, totally removed from any living soul with acres and acres to stroll and explore.

Dec 16 – 23

$119 per night

Guest favorite

Guest suite in Hudson

4.87 out of 5 average rating, 238 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.

Jul 16 – 23

$140 per night

Guest favorite

Apartment in Hudson

4.98 out of 5 average rating, 149 reviews

Lower Warren Street Picture-Perfect 2-Bedroom Apt

Stylish, compact and lovingly renovated two-bedroom apartment on lower Warren Street. Just down the block from Cafe Le Perche and The Maker Cafe, around the corner from the new and fabulous Feast & Floret, and an easy walk from the Hudson Amtrak station, with the Basilica just beyond. Step out the door and into the world of this inventive, fashionable city! Small, non-shedding, non-barking and well behaved dogs accepted on a case-by-case basis, with a one-time additional surcharge of $75.

Nov 24 – Dec 1

$145 per night

Guest favorite

Camper/RV in Hudson

4.98 out of 5 average rating, 167 reviews

Cozy and private with Mountain View’s

Just a short six-minute ride from the center of Hudson, you'll find a quiet retreat featuring tiny house style living with gorgeous mountain views from the inside out. The unit includes one full bath, one bedroom with a queen sized memory foam mattress . Cozy open layout with kitchen and dining area including a sofa bed. Full kitchen is equipped to make meals, or enjoy the countryside cooking on the grill. Take advantage of the views from a private fenced in patio with propane fire pit.

Oct 4 – 11

$115 per night

Guest favorite

Home in Hudson

4.85 out of 5 average rating, 426 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*

Oct 5 – 12

$136 per night

Guest favorite

Apartment in Hudson

4.97 out of 5 average rating, 226 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.

Aug 3 – 10

$154 per night

Guest favorite

Home in Hudson

4.93 out of 5 average rating, 106 reviews

Main Street Cottage

We are on a well traveled, main road. Close to everything! For nature lovers, explore the area with hikes on local trails or on a kayak down the river. Just a few minutes drive, explore the Hudson River Skywalk and the homes of Thomas Cole and Fredrick Church. Stroll down Warren Street for shopping and food. The fall brings lovely foliage and the unique taste of New York apples. The Catskills has much to offer and our cottage is in the perfect area to enjoy it all!

Sep 24 – Oct 1

$140 per night

Guest favorite

Apartment in Catskill

4.93 out of 5 average rating, 134 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.

Aug 13 – 20

$86 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 11 – 18

$111 per night

Superhost

Guest suite in Hudson

4.9 out of 5 average rating, 299 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

Jun 27 – Jul 4

$112 per night

Guest favorite

Apartment in Hudson

4.91 out of 5 average rating, 165 reviews

Studio/Guest Suite Minutes from Warren St.

This newly renovated studio/guest suite, 2 blocks from Warren Street, is centrally located and sun-filled. The studio/guest suite comes equipped with a full-bed, a smart TV, an eat-in area, a spacious bathroom and while there is no kitchen, there is a mini-fridge, microwave, coffee maker, electric tea kettle, glasses, silverware & dishes. Coffee and tea are provided.

Nov 7 – 14

$114 per night

Guest favorite

Apartment in Hudson

4.97 out of 5 average rating, 180 reviews

A Lovely Historic Apartment

A historic, Italianate Victorian located on a quiet street in downtown Hudson, two blocks away from charming Warren Street. Our property has a fenced-in backyard filled with lovely greenery, lush gardens, and meditative places to lounge. Designed with comfort and beauty in mind, our chic, peaceful nest is the perfect place to land in Hudson.

Jul 9 – 16

$181 per night