Holiday houses in Underhill Pond

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Top-rated holiday rentals in Underhill Pond

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Top Guest favourite
Apartment in Hudson
4.97 out of 5 average rating, 220 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 favourite
A charming blue bungalow features a welcoming red front door and white accents. A traditional porch with railings is visible, alongside a garage. Lush greenery surrounds the property, enhancing the inviting exterior of the home.
Home in Hudson
4.92 out of 5 average rating, 143 reviews

Bungalow Hudson - steps from Warren w/ huge patio!

Relax at this bright and comfy 3-bedroom home in the heart of Hudson! The open kitchen flows out to a private patio perfect for grilling, morning coffee, or a sunset glass of wine. Just two blocks from Oakdale Lake for summer swims or winter sauna sessions, and a short walk to Warren Street favorites like Lil Deb’s, Rivertown Lodge, Backbar, Cafe Mutton, and The Maker. A stylish and peaceful escape with all the charm of Upstate - perfect for long weekends, antique hunts, or cozy nights in.

Top Guest favourite
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, 352 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.

Superhost
A modern kitchen area is showcased with a wooden countertop and sleek cabinetry. Two wooden stools are placed at the counter. A cozy seating area is visible in the background, featuring a dark sofa with patterned cushions. Natural light streams in through large windows.
Holiday home in Hudson
4.85 out of 5 average rating, 151 reviews

Great top fl near cnter with sunroom and a view cc

Experience comfort and convenience in this Hudson apartment, perfect for solo travelers, couples, or small families. Enjoy the cozy ambiance of this space, complete with a fully equipped kitchen, and organic washing and cleaning products. You'll find comfortable sleeping arrangements, as well as Smart TV and board/card games for your entertainment. Unwind on your private patio. Whether you're here for business or leisure, don't miss out on this spacious, bright, peaceful space.

Guest favourite
Home in Hudson
4.92 out of 5 average rating, 102 reviews

Hudson River Sunset Getaway

With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

Top Guest favourite
A modern living space is featured with a gray sofa adorned with yellow cushions. A round turquoise ottoman complements a patterned area rug on warm wood flooring. The room includes an open kitchen area visible in the background, with light streaming through the windows.
Guesthouse in Hudson
4.97 out of 5 average rating, 111 reviews

Stylish, New Carriage House on Warren St!

Enjoy your stay at this adorable, newly-renovated, 2- bedroom Carriage House located in the heart of Hudson. Restaurants, galleries, antiques shops and bar are just steps away! This Carriage House is a free-standing 2-story, located on Warren Street. It offers a parking pass directly behind building in a municipal parking lot. The Amtrak station is a 12-15 minute walk away. The Carriage is located behind the main building which houses a restaurant/bar.

Guest favourite
A cozy living area features a deep red sofa adorned with decorative pillows, surrounded by warm wood accents and an area rug. Large windows provide natural light, complemented by soft drapes. A brick accent wall adds texture, while a modern mirror reflects the inviting space.
Home in Hudson
4.96 out of 5 average rating, 198 reviews

Union Street Cottage - Built in 1900

Welcome to your Hudson getaway! This bright, open-plan retreat features a cozy living area with a double-sided fireplace, a serene bedroom overlooking the garden, and a loft with a comfy sleeper sofa. The spa-like bathroom offers a rain shower, clawfoot tub, and heated towel rack. Enjoy morning coffee on the sunny deck or cook up something special in the fully equipped kitchen. And yes—it’s just steps from shops, restaurants, parks, and the Amtrak station!

Guest favourite
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
4.94 out of 5 average rating, 128 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

Guest favourite
The living room features a light-colored sofa adorned with assorted pillows, positioned next to large windows that invite natural light. A vibrant area rug adds warmth to the wooden floor. Decorative plants and a framed piece of art contribute to the inviting atmosphere.
Apartment in Hudson
4.98 out of 5 average rating, 276 reviews

Serving Sexy Historic Hudson Realness Steps from Warren St

Feast your eyes on the drop-dead gorgeous dining room and then get ready to have a feast because the kitchen is fully equipped for everything from cocktails to the main course. Or simply take in the dramatic pops of color and sexy decor sprinkled throughout the space. Unwind after a long day of antiquing or exploring on a cozy outdoor sectional in the backyard garden.

Superhost
A spacious living area features a comfortable grey sofa and a marble-topped dining table with two chairs. A smart TV sits on a wooden stand against a light wall. Sunlight filters through sheer curtains, illuminating the room. A bedroom is visible in the background.
Apartment in Hudson
4.92 out of 5 average rating, 252 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.

Top Guest favourite
A bright dining area features a wooden table centered under a woven pendant light, surrounded by white chairs. A fresh floral centerpiece accompanies a bowl of fruit. Doorways to adjacent rooms are visible, enhancing the open layout and inviting atmosphere.
Apartment in Hudson
4.95 out of 5 average rating, 437 reviews

Light Filled 2+BR in the Heart of Hudson

This big, bright and beautiful historic home is located on a quiet street, two blocks away from the Main Street in Hudson. Within a few minutes walk you will be surrounded by all the antique shops, cafés, restaurants, and the farmers market. Yet, if you are looking for a quiet sanctuary, with tranquil lake walks just one block away, this is a place for you.

Top Guest favourite
An open living area showcases exposed brick walls and wooden flooring, complemented by large windows allowing natural light. Two turquoise couches are positioned on a light area rug, facing a modern fireplace. A spiral staircase leads to the upper level, enhancing the space's architectural interest.
Loft in Hudson
5 out of 5 average rating, 250 reviews

Spacious Loft on Warren Street

Live the loft life in the heart of Hudson. Gorgeous open floor plan with cozy living room, dining and kitchen areas. Downstairs are two completely private bedrooms each with ensuite bath. All of this within walking distance of great restaurants, galleries, shops and unique upstate cultural venues.

Popular amenities for Underhill Pond holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Columbia County
  5. Hudson
  6. Underhill Pond