Holiday rentals in Underhill Pond

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Top-rated holiday rentals in Underhill Pond

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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, 133 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
Flat in Hudson
4.97 out of 5 average rating, 209 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 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.
Flat in Hudson
4.97 out of 5 average rating, 329 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 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.
Flat in Hudson
4.98 out of 5 average rating, 268 reviews

Serving Sexy Historic Hudson Realness Steps from Warren St

** This property is listed for sale. You will be given notice if our agent needs to show it during your stay. 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.

Guest favourite
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
4.93 out of 5 average rating, 298 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.

Guest favourite
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.
Flat in Catskill
4.91 out of 5 average rating, 272 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.

Guest favourite
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, 137 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.
Flat 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.

Superhost
A cozy living area features a multi-patterned sofa adorned with decorative pillows, positioned near two large windows draped with vibrant curtains. A wooden coffee table occupies the center, while a small dining table is visible in the background.
Holiday home in Hudson
4.78 out of 5 average rating, 102 reviews

2 blocks to Warren ST with an office and a yard cb

Experience comfort and convenience in this Hudson apartment. This inviting space offers a fully equipped kitchen with basic condiments and Starbucks ground coffee, cozy sleeping arrangements, and a snug living area with a Smart TV and board/card games for entertainment. Organic washing and cleaning products are provided for your convenience. Unwind in your fully enclosed backyard with seating and a BBQ grill.

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
4.96 out of 5 average rating, 108 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
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.
Flat in Hudson
4.92 out of 5 average rating, 242 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.

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.
Flat in Hudson
4.94 out of 5 average rating, 402 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.

Popular amenities for Underhill Pond holiday rentals

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