Vacation rentals in Town of Greenport

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Top-rated vacation rentals in Town of Greenport

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Top guest favorite

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

Home in Catskill

4.97 out of 5 average rating, 173 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.

Top guest favorite

A two-story historic home is showcased with blue siding and white trim. The front porch features a railing and is lined with flower beds. Windows are adorned with dark frames, and an air conditioning unit is visible. A driveway leads to a parked vehicle on the side.

Home in Athens

4.94 out of 5 average rating, 106 reviews

Renovated historic home, walk to Hudson River!

Escape from NYC and enjoy a slower pace in this bright and spacious historic home, just a short walk to the Hudson River where you can sit by the water, enjoy a picnic, or kayak. This home is made for entertaining and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). There is a little view of the river from the backyard where you can also build a fire. 1 queen bed, 1 full bed and one full air mattress also available.

Top guest favorite

Apartment in Hudson

4.97 out of 5 average rating, 200 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!

Top guest favorite

The spacious room features an 18th-century Opium Wedding bed as the focal point, surrounded by vibrant orange armchairs and a plush ottoman. Brightly colored walls enhance the artistic atmosphere, with large windows allowing natural light to illuminate the unique furnishings.

Loft in Hudson

4.97 out of 5 average rating, 230 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 1 night. If you're planning a month or more stay, more than 6 months out, get in touch and I'll open the calendar for you! I would be delighted to pick & drop you off at the train station. We are a 7 min stroll to the top of Warren This is a park setting, totally removed from any living soul with acres to stroll and explore & yet only 12 min walk to Warren

Guest favorite

A bright living area features a comfortable sofa adorned with decorative pillows in relaxing tones. A vibrant yellow armchair adds a pop of color, while natural light fills the space through large windows with soft curtains. A round coffee table sits at the center, accompanied by a sleek TV stand.

Apartment in Hudson

4.97 out of 5 average rating, 313 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

A charming cottage is framed by large trees and lush greenery. Vibrant bushes with pink blossoms add color in the foreground. The cottage features a welcoming entrance, flanked by decorative lattice. Sunlight filters through the leaves, creating a serene outdoor atmosphere.

Home in Hudson

4.95 out of 5 average rating, 256 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

An open-concept space showcases a spacious bed with crisp bedding positioned beside a colorful area rug. A dining table and two stools are situated near the kitchen, featuring modern cabinetry and tasteful decor. Warm lighting from a pendant illuminates the area.

Home in Catskill

4.94 out of 5 average rating, 278 reviews

b/w Hudson&Hunter, a Catskill Unit Made for Snugs

Welcome to the Catskills and rest up in this calm, small, and stylish space! We recently rebuilt the entire interior of an old brick building and imagined the first floor (*** the entrance is at the back of our house***) as a guest unit for our friends & family during visits. When we do not have friends & family visiting, we are offering this space to you! We are architects by training and have placed our aesthetic energy in making this unit modern but also cozy.

Superhost

A cozy bedroom features a spacious bed with light grey bedding, accompanied by a side table and a soft glow from a nearby lamp. Sunlight filters through sheer white curtains, illuminating the warm wood floor. A doorway leads to the private bathroom, visible on the right.

Apartment in Catskill

4.93 out of 5 average rating, 169 reviews

Catskill Village House - Studio w/ Private Terrace

Featuring it’s own courtyard entrance, shared garden, and private balcony, the Terrace Studio combines natural and airy accents with custom vintage flairs and original artwork to create an ideal and intimate space perfect for a couple or solo traveler. The room includes a private bath with claw foot tub and shower, custom built kitchenette and dining area. Custom queen mattress (featured at Four Seasons NYC), organic cotton sheets, free WiFi (150mb/12mb) +AC.

Top guest favorite

A studio apartment features a queen size bed with a soft throw blanket, complemented by warm lighting. An armchair with decorative pillows is positioned next to a spacious window. A shelving unit holds books and a small ironing board, enhancing the room's functionality.

Apartment in Catskill

4.93 out of 5 average rating, 184 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.

Guest favorite

The exterior of the historic cottage displays a simple white façade with a brick accent wall. A covered porch is supported by decorative columns, featuring a small seating area. Lush green grass and garden beds are visible in the foreground, framed by the clear blue sky.

Cottage in Hudson

4.9 out of 5 average rating, 207 reviews

Historic Hudson Cottage

A historic hideaway built in 1737 nestled just outside the city of Hudson. Featuring a full kitchen, spacious living room and bath on the main floor and a lofted, light-filled bedroom on the second. Enjoy evenings nestled by the wood stove, or get out and explore the four acre property. The city of Hudson is an easy 5 minute drive, take in the Hudson food and drink scene and explore the dozens of antique stores. We look forward to welcoming you!

Superhost

A charming country home is presented with a welcoming red front door. A pergola covers the entryway, surrounded by well-maintained landscaping that includes shrubs and a stone path. The exterior features light yellow siding, providing a warm, inviting appearance.

Home in Hudson

4.82 out of 5 average rating, 242 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.

Guest favorite

A serene outdoor scene captures four individuals seated in Adirondack chairs facing a vibrant sunset over the Hudson River. The expansive lawn features gentle rolling hills and a backdrop of trees, enhancing the peaceful ambiance of the setting.

Guest suite in Hudson

4.99 out of 5 average rating, 112 reviews

Welcome to Casa Bartolo, Your Oasis on the Hudson!

Why book a hotel when you can enjoy a charming, private 2-bedroom suite with breathtaking views of the Catskill Mountains, Hudson River, and stunning sunset! This tranquil retreat offers: Private Entrance, Private Bathroom, Kitchenette, cedar soaking tub & easy parking. Wake up to the sunrise and enjoy a cup of Nespresso or tea. Whether you want to relax, walk, jog, bike, meditate, or simply unwind, this is the perfect escape.