House vacation rentals in Cragsmoor

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Top-rated house rentals in Cragsmoor

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Guest favorite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock
4.94 out of 5 average rating, 385 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Top guest favorite
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, 127 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.

Guest favorite
Home in New Paltz
4.94 out of 5 average rating, 188 reviews

New Paltz Guest Cabin Nestled In The Woods

Newly renovated, modern, guest house located on 20 acres of a private estate at the base of the Gunks. This private, fully renovated 1 bed/1 bath is the perfect retreat. Located a short scenic drive from Minnewaska State Park (8 mins), Mohonk Preserve (5 mins) & New Paltz Main Street (15 mins). Centrally located for easy access to many trails, orchards, wineries, farm stands, swimming holes and lakes. Also easy access to Stone Ridge, High Falls, Rosendale, Kingston, Woodstock & Hudson.

Top guest favorite
A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.
Home in Kingston
4.98 out of 5 average rating, 172 reviews

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Top guest favorite
An inviting open living space features large windows that allow natural light to flood the room. The area includes a comfortable seating arrangement with a beige sofa and armchair, alongside a round coffee table. The dining area is visible through a set of French doors that lead to a large deck.
Home in Woodridge
4.96 out of 5 average rating, 101 reviews

Serene Home in the Catskills Woods

Welcome to your countryside escape! Perched in the heart of scenic Sullivan County, Davos on the Hill is your serene home away from home—the ultimate retreat for hiking, rest, and recharging. We’ve curated a space that balances minimalist design with total comfort. Whether you’re whipping up a gourmet meal, ordering a local pizza for movie night, or gathering for board games by the fireplace, you’ll find everything you need right here. Slow down, breathe deep, and make some memories.

Top guest favorite
A modern house with a dark exterior is situated on a grassy lawn. The structure features large glass doors, providing views of the surrounding forest. A spacious deck with lounge chairs is visible, inviting relaxation in a serene woodland setting.
Home in Kerhonkson
4.97 out of 5 average rating, 231 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

Top guest favorite
A spacious wooden deck is displayed with a large table at the center, surrounded by several white chairs. Two lounge chairs are positioned to one side, offering views of the surrounding greenery and trees. The deck's railing features a wire design, enhancing the open feel.
Home in Kerhonkson
4.97 out of 5 average rating, 158 reviews

Spacious and quiet - a dream Catskills getaway

Welcome! Just two hours from Manhattan, our home is the perfect Catskills getaway. Tucked into the woods at the base of Minnewaska state park, our home is quiet, clean and full of light. The house is surrounded by green and nature, but close to cute towns for shopping and dining and of course all the area has to offer with hikes and outdoor activities. Or stay in and lounge on the deck, listen to some records, watch a movie, and relax. It's everything you need for a dream vacation.

Top guest favorite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 418 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Top guest favorite
An aerial view of BoHo Farm House showcases a modern black exterior with expansive glass panels. The garden features a swimming pool surrounded by lounging chairs and a fire pit, set against a backdrop of lush green grass and trees.
Home in Accord
5 out of 5 average rating, 106 reviews

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

BoHo Farm House is a luxe, stylish 3BR/3BA retreat on 8 scenic acres in Accord, Hudson Valley—with a fully fenced area for dogs to roam safely. Featured in PureWow, this Scandi-style escape includes vaulted wood ceilings, large open living space and chef’s kitchen, cozy fireplace, fire pits, and spa-like ensuite bathrooms. Close to incredible hiking, skiing, and farm-to-table dining. Dog-friendly luxury meets fall and winter serenity!

Top guest favorite
The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.
Home in Claryville
4.99 out of 5 average rating, 130 reviews

The Blue House on the Hill Catskills

Spectacular Mountain & Valley Views—Streamside. A beautifully renovated getaway located in the heart of the Catskill Mountains. Upon entering this gorgeous retreat, you will be instantly taken by the designer's attention to detail. Enjoy the open floor plan kitchen with soapstone countertops overlooking the amazing vaulted great room with spectacular views of the farm, valley, and surrounding mountains.

Top guest favorite
A winding stone path meanders through lush greenery, leading toward the wooden exterior of the house. Surrounding foliage includes small shrubs and wildlife-friendly decorations. A birdbath is positioned on the left, with natural stone accents visible throughout the landscape.
Home in Accord
4.97 out of 5 average rating, 154 reviews

The Woods House, 40 secluded acres & speedy wifi!

Private, Secluded, Peaceful! If you’re looking for a rare experience, a week, month or weekend respite —The Woods House is for you! Enjoy the peace! Conveniently located outside the historic village of Stone Ridge, NY, in the Lyonsville, Accord area—close to High Falls, Rosendale, Woodstock, Kingston and New Paltz — yet set on 40 acres of forest, our Woods House is blissfully quiet and secluded.

Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.
Home in Kerhonkson
4.97 out of 5 average rating, 182 reviews

ENTER HOME - Minimalistic style warm & inviting

ENTER our HOME with an inviting comfortable setting filled with natural light and clean lines inspired by Nordic Design. Full new kitchen with all Bosch appliances including washer and dryer. Our home is designed to embrace the beautiful nature around you and to bring peace and comfort to your stay. ENTER HOME is great for individuals, couples, or families with kids. AC in both bedrooms only

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