Holiday rentals in Phillipsport

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Top-rated holiday rentals in Phillipsport

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Top guest favourite
The image shows a cozy backyard featuring a colorful hammock draped between trees, providing a relaxing view of a two-story gray house. Large windows and a deck with outdoor seating are visible, surrounded by lush greenery, creating a peaceful and inviting atmosphere.
Home in New Paltz
4.9 out of 5 average rating, 147 reviews

Fully stocked creekside sauna retreat with privacy

Welcome to Bluskyz! (Blue Skies) Perfectly nestled between the charming village of New Paltz and the beauty of the Gunks and it’s surrounding countryside. Quiet culdesac road close to everything, ONE HOUR FROM THREE MOUNTAINS and within walking distance to a couple of real country gems. Top of a hill, this home has amazing privacy, and the quiet of being the last home on a dead end street. With a natural spring pool, pergoladining, sauna in the back yard, your private spa in the Gunks awaits

Superhost
An aerial view captures a modern A-frame house located on a spacious five-acre property. A well-maintained lawn surrounds the house, with a red barn visible nearby, framed by lush greenery and rolling hills in the background.
Home in Pine Bush
4.84 out of 5 average rating, 164 reviews

5 Acre Modern A-Frame with Barn and Game Room

A stone’s throw from the Hudson valley wine trail and state parks, this modern A-frame sits on a 5 acre former horse farm, providing privacy without isolation. Only 2 hrs from NYC, it’s perfect for weekend trips or longer getaways. Start the day with coffee on the wraparound deck, work remotely with pastoral views, then head out hiking or enjoy the game room. Evenings can be spent roasting marshmallows under the stars and unwinding in the clawfoot tub. As of Sept '25 - now with upgraded wifi!

Guest favourite
Cabin in Wurtsboro
4.95 out of 5 average rating, 401 reviews

The Water House - Spring Spa on a Cascading Brook

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Top guest favourite
A serene outdoor space is displayed, featuring a neatly manicured lawn overlooking misty mountains in the distance. A fire pit area with dark chairs is positioned nearby, and neatly stacked logs are visible to the side, providing a natural rustic touch.
Home in New Paltz
4.99 out of 5 average rating, 101 reviews

Mountain View Escape

Luxurious, private one-bedroom cottage with stunning views of the Mohonk Mountains and all the comforts and amenities of a boutique hotel. Lovingly restored with attention to every detail, this cozy cottage is peaceful, quiet, and inspiring. Perfect for a romantic getaway or work retreat. Minutes from New Paltz, fine dining, hiking, farmer's market. Explore the local scenery, or stay in and watch the sunset from the porch or the fire pit. Or simply relax in the luxurious king size bed.

Top guest favourite
An outdoor hot tub is situated in a cozy yard surrounded by autumn leaves. Warm light spills from the windows of the cabin, casting a welcoming glow. Hanging string lights illuminate the path leading to the house, enhancing the tranquil evening atmosphere.
Cabin in Cuddebackville
4.99 out of 5 average rating, 183 reviews

Creekfront Cabin Sauna & Hot Tub Hikers Hollow

Tucked away in the small town of Cuddebackville, you will find a wonderful rough cut cabin with all the comforts and amenities for a relaxing stay. The cabin is situated on 3+ acres on a quiet dead end road with very minimal car activity. Enjoy the wonderful nature that surrounds you, with the calming sound of the stream in the background. The interior of the cabin has been updated to ensure an exceptionally comfortable stay while still holding true to its original 1940's charm.

Top guest favourite
A view of the exterior of the property is framed by lush greenery, featuring a stone wall with a potted plant. Beyond, expansive views of the lake and surrounding mountains are visible beneath a clear sky.
Home in Greenwood Lake
5 out of 5 average rating, 208 reviews

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Guest favourite
Home in Wurtsboro
4.88 out of 5 average rating, 141 reviews

Cozy Rustic Farmhouse With Wood Stove

Make yourself at home in this unique farmhouse just an hour and a half away from NYC! Located right on the Bashakill Wildlife Refuge. this is the perfect getaway near Neversink Unique Area, Minnewaska State Park, Sam's Point, Legoland, and more! Enjoy the flicker of a wood-burning stove, make a BBQ feast on the outdoor deck, or admire the stars on a clear, dark night while sitting around the campfire. Good for couples, friends, or families–just no pets, please!

Top guest favourite
The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.
Cabin in Ellenville
4.99 out of 5 average rating, 194 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

Guest favourite
A spacious living area features a wooden coffee table adorned with a vase of colorful tulips. Comfortable gray sofas with decorative pillows provide ample seating. A large mirror reflects the room's light and warmth, while a soft throw blanket adds a touch of coziness.
Home in Gardiner
4.97 out of 5 average rating, 128 reviews

RidgeView: Shawangunk mountain retreat

This cozy three bedroom Gardiner getaway has an amazing view of the Shawangunk Ridge, ample yard space with a fire pit and propane grill, and great proximity to popular hiking trails, farm stands, wineries, breweries, and great local restaurants. The Minnewaska State Park Preserve and Mohonk Preserve are just a 5 minute drive away! Close to the towns of New Paltz, Accord, Kerhonkson, and Highland.

Top guest favourite
A charming 1930's cottage is set against a backdrop of vibrant autumn foliage. The structure is surrounded by a spacious lawn, leading to glimpses of the river nearby. Brightly colored leaves adorn the trees, contributing to the serene and natural atmosphere.
Cottage in Narrowsburg
5 out of 5 average rating, 193 reviews

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

Top guest favourite
The inviting exterior of a cozy cabin is surrounded by lush greenery, with warm lights illuminating the covered porch. A fire pit is featured at the forefront, surrounded by four Adirondack chairs, creating a welcoming space for evening gatherings.
Cottage in Kerhonkson
5 out of 5 average rating, 222 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

Top guest favourite
The A-frame chalet is surrounded by lush trees, showcasing its dark exterior and distinctive triangle shape. A red door is framed by large windows, while steps lead to a welcoming porch area. The serene atmosphere is enhanced by the natural greenery surrounding the property.
Chalet in Wurtsboro
4.96 out of 5 average rating, 234 reviews

Gorgeous Chalet with Lots of Room!

Unwind in style in our newly remodeled A-frame chalet! This cozy retreat comfortably sleeps 4 adults with room for more! Enjoy evenings around the fire pit in the backyard—everything you need is provided for a relaxing night under the stars. Inside, a spacious, custom-built dining table seats eight, offering plenty of room to dine, play games, and simply enjoy each other's company.

Popular amenities for Phillipsport holiday rentals

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  3. New York
  4. Sullivan County
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