Family-friendly holiday rentals in New Windsor

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Secluded Cabin•Jacuzzi•Pool Table•King Bed•FirePit

Escape to our secluded cabin in Bushkill, PA. This 4.5 bedroom, 2 bath home sleeps 12 and features a luxurious master suite with a king bed, jacuzzi & balcony. Enjoy a game room with pool table and darts or relax & grill on the deck. Unwind by the fire pit under the stars. With AC on each floor and a dedicated workspace, it’s perfect for family vacations or remote work retreats. The community offers horseback riding, heated pools, playgrounds, tennis & more. Book your tranquil getaway today!

POOL, Game Room, Lakefront, Hot Tub, PickleBall

Olibear is your ultimate spring retreat—ideal for couples, families, or anyone seeking a lakefront escape. Nestled by the water, our home offers warm charm amid blooming Pocono landscapes. Just 5 minutes from Bushkill Falls, explore vibrant spring or relax by the indoor community pool, open weekends 12-4 PM Enjoy the private hot tub, paddle kayaks or canoes, explore vibrant trails, or relax by the firepit under the spring sky. Indoor pool open on weekends Claim your spring escape now!

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Catskill Cabin, Chill Apartment, 1st Fl * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

Peaceful Cabins by the river, excellent wifi!

Just figured out availability for our cabins this summer! The Big Cabin, located 15 feet from the water’s edge, will easily sleep six. The Little Cabin, 30 yards from the House with a water view and plenty of privacy, is perfect for a couple. Located on a secluded, non-thoroughfare road, it includes access to a private swimming hole and waterfall. Near the Shawangunk climbing mountain and hiking/cycling trails, Accord “downtown” and super chic Inness.

Nicks Place

Open space kitchen, dining, and living room All in a cozy country setting . Two bedrooms with queen beds and two single beds in spacious loft. Bright and sunny. Outdoor grille, firepit, and sun porch. Close to hiking trails, one mile from state gamelands. Minutes from Beaverkill and Willowemoc rivers. Close to three local breweries and distillery. Within an hour of ski resorts. Super quiet location, off the beaten path.

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

Woodstock Secluded Close to Town

Our beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning Mountain View. It is situated amongst the trees, on a private road nestled in the woods. Amazing location 1/4 of a to the Millstream. Sit on our large fenced in deck and listen to the birds, soak in the hot tub, enjoy the outdoor fire place and have a peaceful getaway.