Vacation rentals in Hollowville

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Top-rated vacation rentals in Hollowville

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Superhost

A charming porch welcomes guests with its white railing and a mix of potted plants. Two green doors provide entry to the home, while a table and chairs invite relaxation. Shade is offered by the surrounding trees, enhancing the outdoor space.

Apartment in Philmont

4.9 out of 5 average rating, 119 reviews

Beautiful space in the heart of Philmont

Enjoy the elegant ambience of this airy and bespoke space, just two doors up from the excellent restaurant Local 111, as well as the Co-op, where you can pick up delicious local produce, meats, and baked goods. A couple blocks from the Philmont Pub, another fantastic place to eat and enjoy the evenings. Minutes from Hudson, this town is literally in the center of Columbia County. A short drive to Catamount, Bash Bish, the Hudson River, the Catskills, the Berkshires, no end of places to explore!

Top guest favorite

A bright bathroom features natural wood paneling and patterned tile flooring. A vintage clawfoot tub sits beside a window, providing natural light. Shelves hold neatly arranged towels and decor, while a modern sink is positioned next to the tub. A decorative fish artwork adds charm to the space.

Home in Catskill

4.97 out of 5 average rating, 151 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 sunken fire pit area is illustrated, surrounded by wooden walls and adorned with potted plants. Four red Adirondack chairs are positioned around a circular fire pit, set on a stone patio. A secure black fence encloses the space, providing privacy.

Home in Craryville

4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

Quiet, private house for a country get-away. Renovated 2 bedroom, 1 bath home can sleep up to 2 couples. Gated and fenced yard offers privacy and security for children or dogs. Enjoy a spacious deck and sunken fire pit for outdoor dining or lounging. Bedrooms and living space upstairs are bright, airy with cozy wood stove for cool evenings. Kitchen is well-stocked; has a dishwasher. Laundry facilities downstairs; entertainment room with large screen TV and pull out couch. WiFi available.

Top guest favorite

The chalet is set among trees, featuring a wooden exterior and a spacious deck adorned with warm lights. The two-story structure includes a balcony on the upper level and large windows inviting natural light. A garage is visible to the right, situated on a green lawn.

Cabin in Ghent

4.99 out of 5 average rating, 269 reviews

Cozy chalet w/ fireplace near Hudson & hiking

3-bedroom (5-beds), 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features an open floor plan, luxury bathrooms, new, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. The home is surrounded by nature—trees, trails, streams, and farms—all close by. Hike, bike, kayak, or go to a brewery. Discover the nearby Hudson Valley farms, ski in the Berkshires, or visit the trendy town of Hudson, NY.

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, 214 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

The dining area features a rustic wooden table centered in view, with a glass vase holding dried flowers. Two sets of large glass doors invite natural light and showcase a serene landscape of trees and distant mountains, highlighting the tranquil outdoor setting.

Home in Hudson

4.93 out of 5 average rating, 105 reviews

Quiet• pvt farmhouse•stunning mntn views nr Hudson

This welcoming and private 4-bedroom, 2.5-bath farmhouse is a sight to behold. Spacious and sun-drenched, with large windows, exposed beams and an open floor plan, this home looks out over a view from Bear Mountain through the Catskills with stunning sunsets. Here is a blissful sanctuary to relax and recharge, atop a hill on 8 private acres, yet in less than 15 minutes you can be shopping or dining in Hudson. Two stories of space and comfort-- you will want to return!

Guest favorite

Home in Hudson

4.95 out of 5 average rating, 233 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!

Top guest favorite

A wooden sauna is showcased with glass doors, highlighting a spacious interior with wooden benches and a soothing blue light. Natural light filters in through a window, adding warmth to the inviting atmosphere.

Farm stay in Ancram

4.96 out of 5 average rating, 335 reviews

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Guest favorite

A vintage Remington Standard Typewriter No. 10 is displayed on a shelf. The typewriter features a well-preserved black body with gold lettering. The keys are arranged in a circular pattern, each displaying a distinct letter. The upper portion is equipped with a ribbon spooling mechanism.

Guesthouse in Germantown

4.96 out of 5 average rating, 198 reviews

Luxe Guest House Retreat

Welcome to the Guest House nestled in the woods. We designed this lush and light-filled studio with peace and luxury in mind. Situated across from apple orchards, it sits ten minutes from Hudson and ten minutes from Germantown, you get the best of both worlds: country living with two amazing destinations close by. Ideal for a romantic getaway, or to be close to the sights and sounds but can retreat to natural beauty. A true sanctuary from the City.

Guest favorite

A bright bathroom features a white clawfoot tub and a shower curtain. Black and white tiled flooring adds visual interest, while a window dressed with a light curtain allows natural light to filter in. Bird motifs adorn the walls, enhancing the space.

Apartment in Catskill

4.92 out of 5 average rating, 232 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

A standard poodle with a curly black coat is positioned against a snowy backdrop. The dog wears a blue harness and has light snowflakes clinging to its fur. Soft sunlight creates a gentle reflection on the white ground.

Home in Hudson

5 out of 5 average rating, 201 reviews

Garden Paradise minutes from Hudson

We are just a 10 minute drive from Hudson's bustling Warren Street in the historic hamlet of Claverack. We live on the property, but our guesthouse is separate and private. It's all surrounded by our 2 1/2 acre garden, which is our passion as well as our profession. We've recently adapted a 2 year old standard poodle named Nora. She is a very shy little girl, and will win your heart. We are sorry, but we do not accept pets or children under 12.

Guest favorite

A charming cabin is set amidst greenery, featuring a wooden deck with a small table and two chairs. The facade is painted in a light color, with large glass doors that open to the outdoors. Two contemporary lights are mounted above the entrance.

Tiny home in Saugerties

4.95 out of 5 average rating, 294 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! Ac cools beautifully in summer! The Haven at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb