Holiday houses in Rondout

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Top-rated holiday rentals in Rondout

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Top Guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 142 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Guest favourite
A spacious living room features large windows allowing natural light to fill the area. A grand piano is positioned near a comfortable seating arrangement, which includes a sofa and chairs. A decorative area rug adds warmth, while framed artworks adorn the walls.
Home in Kingston
4.94 out of 5 average rating, 126 reviews

Large 2-BR apartment in historic waterfront home

This sophisticated, cozy, pet-friendly historic home in Kingston's beautiful, walkable downtown waterfront (Rondout National historic district) is close to restaurants, sidewalk cafes, boutiques, parks, a beach, museums, galleries, and more. It features a beautiful front porch and back deck, fenced-in yard, living room, master bedroom (queen bed), 2nd bedroom with (full-sized bed), and den/study adjacent to the second bedroom. It is the perfect retreat for a couple, friends, or a small family.

Guest favourite
A spacious living area features exposed brick walls complemented by light wood beams. A large, comfortable sofa is positioned across from a television, with two upholstered chairs inviting relaxation. Natural light flows through large windows, highlighting a patterned area rug at the center.
Home in Kingston
4.87 out of 5 average rating, 143 reviews

Historic 1800s Kingston Waterfront Townhouse

Welcome to our newly renovated two story home in beautiful scenic Kingston, NY. This 3 bedroom, 2 bath loft style home is perfect for many occasions! It boasts a full kitchen stocked with modern stainless steel appliances and style for days. Marvel at the open Brooklyn loft style designing that will impress with its exposed brick and white wood ceiling rafters and light gray floors. Very chic! It is fully furnished with posh sofas and tables that lend beautifully to the sophisticated ambience.

Guest favourite
A serene living space features wooden walls and ceiling, creating a warm ambiance. A low circular table is centered on a light area rug. Two large windows allow natural light to illuminate potted plants, enhancing the peaceful environment.
Apartment in Kingston
4.97 out of 5 average rating, 154 reviews

The Zen Den in Historic Rondout District

Escape to charming Kingston, NY and stay in the garden apartment of our historic brick home built in 1880. The womb like studio has heated clay floors and a floating cabin bedroom that will envelop and soothe. The private backyard with stonescaping and fire pit is yours alone to enjoy. Walk down the waterfront promenade to the Strand district with shops, restaurants, and museums, or drive to the surrounding swimming holes and nature trails of Woodstock, Rosendale, High Falls, and Saugerties.

Top Guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 131 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Top Guest favourite
A spacious bedroom features a wrought iron bed dressed in neutral linens, accompanied by decorative pillows. Exposed brick and stone walls add character, while wooden beams and a warm area rug enhance the inviting atmosphere. Soft lighting from bedside lamps casts a gentle glow.
Apartment in Kingston
5 out of 5 average rating, 115 reviews

Garden apt with river views in downtown Kingston

Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

Top Guest favourite
A private cabin is nestled among lush greenery, showcasing a large deck with two Adirondack chairs positioned for relaxation. The cabin features large glass doors that open to the natural surroundings, enhancing the peaceful atmosphere.
Guesthouse in Kingston
4.99 out of 5 average rating, 176 reviews

Chic, Private Cabin with Stunning River Views

Private, fully renovated cabin with high-end finishes and stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, along with firepit and large deck to watch the eagles from. Nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just minutes from shopping/dining in Kingston, as well as world world class hiking and nature.

Top Guest favourite
The open living area features tall windows that provide ample natural light. A comfortable sofa is situated beside a wooden coffee table, with a dining table set for four in the background. Modern appliances and a stylish ventilation hood enhance the kitchen space.
Apartment in Kingston
4.97 out of 5 average rating, 176 reviews

DeMew Place

Enjoy the historic Rondout district of Kingston while relaxing in this beautiful, one-bedroom, one bath unit on the first floor of a brick building from 1900. Historic charm meets modern amenities, with 12' ceilings, in-floor heating, and an open concept kitchen, living and dining area across the street from the Hideaway Marina on the Rondout Creek. Take a relaxing walk along the water to the historic waterfront area on Broadway for dining, shopping or a boat ride on the Hudson River.

Top Guest favourite
A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.
Apartment in Kingston
4.98 out of 5 average rating, 222 reviews

Lovely 1 bedroom apt. with free parking in Rondout

Large 1 bedroom apartment with 10 foot ceilings, located in Kingston Historic Rondout District. Queen size bed and one large futon conversation, there are large pocket doors that separate the bedroom from the living room, pool table, lots of natural light, blackout curtains , air conditioning, claw foot tub, small private patio, 60 inch wall tv, walk to the historic Rondout water front, restaurants, boat rides, trolly, art galleries, Kingston Point Beach and Hudson Brickyards.

Top Guest favourite
The kitchen features modern appliances, including a black refrigerator and stainless-steel oven. A wooden dining table sits in the center, adorned with a bowl of fresh fruit. Shelves above display plants and kitchenware, while natural light filters through the windows, creating an inviting ambiance.
Apartment in Kingston
4.97 out of 5 average rating, 253 reviews

Renovated apartment in midtown Kingston

Our renovated Kingston apartment. House was built in 1888 and has been lovingly renewed and restored. We fussed over every detail and tried to make the space as comfortable and inviting as we could. Many of the furniture pieces we made, or restored. We refinished the old floors and completed re jigged the layout for a more open plan, connected living space. Kitchen and bathroom are completely brand new! The house is in the middle of everything Kingston, and the HV has to offer.

Guest favourite
An aerial view showcases a three-story chalet-style home surrounded by lush greenery. The extensive decks feature ample seating, while the structured landscaping blends seamlessly into the natural surroundings. The driveway leads to the main entrance, providing a welcoming approach.
Home in Port Ewen
4.99 out of 5 average rating, 147 reviews

Hudson River View w/ Hot Tub & Sauna near Kingston

Water views of the Hudson River from this 3 story wellness chalet style home with plenty of outdoor space. The home offers an outdoorsy feel for relaxing just outside downtown Kingston (car is needed, 5 minutes). Perfect for summer or winter and working from "Home". The home includes a sauna, hot tub, fenced backyard for your pet, 3 decks (the second-story deck is covered so if there's a thunderstorm you can still relax and enjoy the outdoors), grill, and a gas fire pit.

Guest favourite
Apartment in Kingston
4.92 out of 5 average rating, 143 reviews

Tangerine Dream~king suite/ perfect for two

You will enjoy easy access to everything from this centrally located apartment. Your right next door to Ulster Performing Arts Center & Tubbys where you will find amazing shows and live music! West Kill Brewing is walking distance as well as many restaurants and coffee shops. Downtown Hudson River waterfront packed with restaurants and water views is a 5 minute drive. Grab a pair of skates and go ice skating at The Rondout Rink right on the waterfront.

Popular amenities for Rondout holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Ulster County
  5. Kingston
  6. Rondout