House holiday rentals in Cragsmoor

Charming Revitalized 1920s Country Style Home

Venture back in time in this tastefully appointed historical residence. First floor apartment is a quaint abode showcasing boutique furnishings and decor, contrasting textures and motifs, arched doorways, a covered front porch, and a walkout to the backyard. We are 20 minutes away from Legoland, also located near Wallkill, and an easy drive to Warwick and Patterson. Our home is eclectic and unique, placed in the historic district of pine bush. This home provides up to date appliances and cozy furnishings while still holding onto that good ol’ 1920’s feel. Plenty of room for dining in and an easy ride or walk to great food. This home is bright and cheery yet provides privacy and warmth. The entire first floor is your domain. With a private entrance and easy parking. The locked doors you will encounter is for your privacy. There are permanent renters above you, however they have their own entrance and are completely separate. Trust us you won’t need more space than what’s provided, very roomy with a closet in each room, as well as in the dining area. Up until your check in we are available to you through Airbnb with any questions or concerns you might have. After check in most vacationers prefer to hit the ground running and begin enjoying their stay, however for little bumps in the road a number will be provided in order to continue taking care of you. The property boasts easy access to hikes, Wallkill Farms, wineries, Legoland and is walking distance from multiple restaurants, antique shops, and more. We recommend renting a car. While this home is walking distance to restaurants and downtown pine bush the beautiful rural scenery means a little distance of 10-20 minutes of driving between wineries and hikes and other enjoyable activities. We want our guests to enjoy their time to the fullest, and know that we care about their stay. Which is why we like to make clear our home runs on city water. There is an initial aroma from the faucet, however it doesn’t last long and adjustments to that are in the process. We of course offer you filtered water for you and your family. This home is multiple stories which adds to its beautiful character. You and your family will be occupying the entire first floor. The upper level has permanent renters, however they have a separate entrance and are quiet, as well as accommodating.

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.

Mt. Wonder: Big Cozy Cabin with Wow View

Welcome to Mt Wonder. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Ten min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2br 1ba cabin, cozy and spacious, with a unique magical feel. Mega amenities incl the tub, BBQ, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin cabin: "Wonders Never Cease"

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

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.

Parkston Schoolhouse

Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

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!

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.

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.

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.

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.

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