Vacation rentals in Town of Greenport

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Top-rated vacation rentals in Town of Greenport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious bedroom features floral wallpaper with green and pink patterns. A wooden bed is draped with a red patterned coverlet and accented by a decorative pillow. Two windows allow for natural light, and a bedside table with a lamp complements a nearby chair.
Apartment in Athens
4.93 out of 5 average rating, 225 reviews

1 bdrm apt in Athens on the Hudson

Come enjoy village life right in the middle of this friendly and vibrant, yet quiet community in your own charmingly appointed 3 room apartment. Explore the Great Northern Catskills with its boating and paddling opportunities, antiquing, local history, art and music. The Thomas Cole House is minutes away in Catskill. Olana is right across the Rip Van Winkle Bridge. If sculpture is your passion, Opus 40 in Saugerties is not to be missed. Winerys abound and be sure not to miss Athens own brewery.

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, 180 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
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, 234 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

Top 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, 327 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 spacious living area is illuminated by natural light from large windows. A comfortable sofa is positioned beside a wooden coffee table. A raised dining area is visible, furnished with two chairs and a small table. The kitchenette features open shelving and rustic accents.
Apartment in Catskill
4.91 out of 5 average rating, 270 reviews

Catskill Village House - Mountain View Studio

Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

Top 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, 212 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!

Guest favorite
A hot tub is positioned on a wooden deck, inviting relaxation. A single chair sits nearby, offering a view of a lush landscape featuring trees with autumn foliage. Clear blue skies enhance the serene outdoor setting.
Cabin in Catskill
4.9 out of 5 average rating, 155 reviews

Cabin Oasis near Town

Greetings and welcome to our delightful, recently remodeled cabin, seamlessly combining modern coziness with the allure of rustic charm. Situated within a welcoming Catskills neighborhood, this snug haven ensures an authentically comfortable escape. Step through the door to uncover a welcoming, well-planned interior that caters to your home-like needs. Savor your morning coffee on the deck or indulge in a soak in your exclusive hot tub.

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, 249 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, 116 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.

Guest favorite
The kitchen features a cozy layout with a farmhouse sink, marble countertops, and a rustic wooden table. Pendant lights hang from the ceiling, and vintage cookware is displayed on the wall, complemented by artwork and warm-toned accents.
Townhouse in Hudson
4.92 out of 5 average rating, 136 reviews

Bespoke + Luxe Designer Rental in Hudson NY

Welcome to This Old Hudson’s Maison! This spacious, light-filled rental has been tastefully renovated by Zio and Sons with vintage charm and artful details. The luxuriant, timeless design combines comfort, convenience, and elegance. A quick walk to Warren Street offers the finest eateries, art galleries, and antique stores the valley has to offer. We take pride in our exceptional hospitality with this authentic rental experience.

Superhost
A spacious bedroom features a large bed dressed in white linens with a colorful woven blanket. Natural light enters through multiple windows, highlighting the wooden decor, including a rustic table and decorative mirrors.
Apartment in Hudson
4.9 out of 5 average rating, 633 reviews

Gorgeous Getaway, close to everything!

The apartment is spacious, bright, peaceful and very private. There is a coded lock, and your own front entry and spacious front porch. Located on a quiet street, just slightly off the beaten path yet within a short walk to all of the best restaurants and shopping Hudson has to offer. A full kitchen will also allow for some chill out time or a family meal if that is more your speed. A beautiful and convenient refuge.

Guest favorite
A vintage black rotary phone sits atop a white marble-topped table. The table holds a collection of stacked books in various colors. Two elegant white candles are placed in gold holders alongside a minimalist white vase, which is decorated with a leafy plant. The background features a patterned wall in earthy tones.
Home in Hudson
4.96 out of 5 average rating, 105 reviews

Designer Home, Hot Tub, Private Yard, & Projector

A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake

Popular amenities for Town of Greenport vacation rentals