Family-friendly holiday rentals in Cragsmoor

Summer Spa on a Cascading Brook - The Water House

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.

Shingle Gully Cottage

The Shingle Gully Cottage is located on over 40 acres of privately-owned land bordering Sam’s Point Preserve. The cottage is located on the outskirts of Ellenville NY. The town is situated at the base of the rolling Catskills within the Shawangunk valley. Within the cottage, there is a pellet stove that will be lit on chilly nights upon request. During the summer months, there is air conditioning available making a cool and cozy retreat from the heat of the summer. Ask about Minnewaska/Sams Pt

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.

Mountain Top Escape with Hot Tub - Blue Heaven

Connect with friends and family while sipping coffee on the porch and watching for deer, wild turkeys or humming birds. Share some of the fruits of our garden and cook in the fully equipped kitchen or grill on the porch after hiking, touring or just hanging out in hammock. Play air hockey in the attic or games or do a puzzle. Later, warm up by the wood stove, with a glass of wine or a book, get the chill out in the hot tub and see the stars or roast s'mores in the fire pit.

Historic 1750s Farmhouse Apartment

Come explore the Hudson Valley from our newly renovated modern farmhouse apartment in a serene, bucolic setting. Located at the boundary of the towns of Gardiner and Shawangunk, beneath the beautiful Shawangunk ridge, there are plenty of adventures to be had! Hiking, biking, climbing, yoga class, and even sky diving are right here! And when you tire of all the outdoor fun, check out local wine, cider, and whiskey tastings, antiques shopping, and delicious local restaurants.

Cozy Home on the Hill (Welcome to the country!)

This cozy spacious renovated home is surrounded by nature yet not far off the beaten path. It is situated facing east toward the Shawangunk Mountain where the sun beams its rays over as it rises. Its the perfect location to get away from the hustle and bustle with a large level yard for games or just sit and let natures residents serenade you. At night, sit at a warm mesmerizing fire at the pit to lull you to sleep while enjoying the stars above. Get out and enjoy!

Dream Art Studio in the Gunks

This modern art studio was designed from ground up and skillfully crafted by local artists for you to enjoy quiet getaway from the hectic city life. It is a piece of art by itself, and it is fully stocked with all the necessities you need in a house. Enjoy unique hand made stone carved fireplace, handmade dining table, original wall art, leather sofa and chair, oversized window that is facing the forest

Catskills Cottage (w/ Hot Tub) on Top of the World

Escape the city for a romantic winter getaway or a weekend with family/friends at this historic 3 bdrm mountaintop cottage in the famed artists colony of Cragsmoor. The house sits atop a dramatic cliff and has decks on both floors--including a new cedar hot tub!--with stunning views of 50+ miles of the Catskills Mountains, Minnewaska State Park and the Shawangunk Ridge. Less than 1.5 hours from NYC.

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