Vacation rentals in Phillipsport

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Top-rated vacation rentals in Phillipsport

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Top guest favorite
A spacious living area features large glass doors that bring in natural light and provide views of the outdoors. Comfortable seating includes a modern sofa and armchair, accompanied by a coffee table and a dining area positioned nearby.
Chalet in Pine Bush
4.97 out of 5 average rating, 109 reviews

Spacious A-Frame Getaway near Hiking and Wineries

Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

Top guest favorite
A tiny house adorned with colorful outdoor lights stands against a night sky. Trees frame the property, while a bright moon casts a soft glow, adding to the serene atmosphere of the setting.
Tiny home in New Paltz
4.99 out of 5 average rating, 863 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Two heating systems for the winter. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Top guest favorite
A modern living area is showcased, featuring a plush dark sofa and a live-edge coffee table at its center. Large sliding glass doors provide expansive views of the surrounding landscape, while polished concrete floors complement the wood-paneled ceiling. A flat-screen TV is mounted for entertainment.
Chalet in Cragsmoor
5 out of 5 average rating, 251 reviews

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

Guest favorite
A bright sleeping area features a spacious bed against a backdrop of a sloped ceiling. A wooden bench sits at the foot of the bed, with a patterned rug laid beneath. Shelves display various decorative items, and natural light floods in from large windows.
Guesthouse in Accord
4.88 out of 5 average rating, 276 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Guest favorite
A charming cabin surrounded by lush greenery showcases a dark wooden exterior. Large windows allow natural light to fill the interior, while vibrant planters adorned with greenery line the entrance. A well-maintained yard features a stone pathway leading to the front door.
Home in Wurtsboro
4.96 out of 5 average rating, 74 reviews

Streamside Catskills Cabin

Fall asleep to the sound of a rushing stream from this two bedroom, one bath cabin in the woods. Located in Wurtsboro, New York, just 4 miles off of Route 17 on a quiet dead-end road, this cabin is a great jumping off point for taking in the sights of the southern Catskills. This property includes two cabins. The other cabin is occupied by the owners. Route 17, 4mi; Wurtsboro Main Street, 2.5mi; Minnewaska Preserve (incl Sam's Point) 13mi; Kerhonkson/Accord area, 20mi; Bethel Woods, 25mi

Top guest favorite
A modern dining area features a wooden table surrounded by stylish chairs. Five pendant lights hang above the table, providing soft illumination. A plant stands nearby, contributing to the fresh ambiance, while a sliding door offers access to outdoor space.
Cottage in Pine Bush
4.96 out of 5 average rating, 107 reviews

Modern BoHo 3BR Cottage Near by Hiking, Winery

Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

Guest favorite
A charming cabin stands surrounded by trees, illuminated by soft string lights. A fire pit with glowing embers is positioned in front, with a charcoal grill nearby. The cabin features large windows, allowing for views of the serene wooded landscape.
Cabin in Kerhonkson
4.96 out of 5 average rating, 591 reviews

Cozy Cabin - December Sale - hiking + pets welcome

Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Guest favorite
A view from the cabin reveals a queen mattress framed by sheer curtains. Outside, red chairs encircle a stone firepit, with expansive mountain views visible in the distance. Natural light floods the space, enhancing the connection to the outdoor environment.
Campsite in Accord
4.96 out of 5 average rating, 515 reviews

Canyon Edge off - grid Bungalow

The ideal perch to reflect, connect, and participate in nature's beauty. This unique structure blends pure nature with simple comfort. Sitting canyon side, you sleep beneath the canopy and wake to the mountains of the Hudson Valley. Welcome the spring buds of our forest oaks; Make summertime memories into the night by the fireside; Enjoy natures fall masterpiece of changing of the leave; Reflect on the year as the snowflakes fall Read listing fully, we’re available for any Q’s!

Top guest favorite
A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.
Cabin in Accord
4.98 out of 5 average rating, 169 reviews

Hidden cabin on 2 wooded acres

Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Guest favorite
A warm dining area features a modern table surrounded by six upholstered chairs. Decorative plants hang from the ceiling, and a large artwork adorns the orange wall. Soft light illuminates the space, complemented by the natural light from the nearby window.
Home in Pine Bush
4.94 out of 5 average rating, 64 reviews

Relaxed Country Home Hikes&Gunks&BlueCliff

Entire Mid-century home in the Shawangunk Ridge. 1.5 hour drive from NYC. 20 mins from Train Station. Great Wi-Fi. Woodstove. 4 Minutes from incredible hiking trails, Minnewaska State Park, Mohonk Preserve, Cragsmor, Blue Cliff Village Monastery. 25 mins to Gunks, breathtaking views, and so much more. Well-stocked kitchen great for hosting a crowd. Coffee maker, French press, Chemex. High-quality comfortable mattresses. Quiet, peaceful 2 acres for a relaxing getaway.

Guest favorite
The rustic log cabin is framed by vibrant greenery, with colorful flowers blooming in the foreground. A cozy red exterior is complemented by a steep brown roof. Outdoor seating is visible nearby, set amongst the natural landscape of trees and shrubs.
Cabin in Wurtsboro
4.94 out of 5 average rating, 108 reviews

Catskills log cabin w/waterfall, views & hot tub

Experience total privacy and relaxation in our magical log cabin on 10 acres of woods, 90-minutes from NYC! Our home sits atop a bedrock cliff, with gorgeous, untouched Shawangunk mountain views and the peaceful sounds of the river and 30-ft. waterfall running below. The cabin is wonderfully cozy yet spacious, rustic while having most modern amenities provided to you. Enjoy total seclusion close to so many things to see and do....best of both worlds!

Top guest favorite
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, 168 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 brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 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

Popular amenities for Phillipsport vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Phillipsport