Holiday rentals in Washingtonville

Rustic Ranch w/ Fire Pit, Trails & Grazing Horses

Escape the city and wake to the sound of grazing horses. Nestled on a 50-acre equestrian property, the Carriage House blends cozy charm with eclectic design and wide-open skies. Sip morning coffee with views of the Moodna Viaduct, then hike our private trails or explore Storm King Art Center. Unwind by the fire pit, or book a hands-on horse experience with our gentle herd. Nearby: wineries, hiking, farm markets,& MetroNorth (NYC in ~90 mins) Ideal for couples, small families, or solo retreat

Beneath the Bark: A peaceful, scenic getaway

Come escape to our cozy apartment located beneath a log cabin in upstate New York. Surrounded by scenic hiking trails, world-class wineries, and fantastic restaurants, this is the perfect spot to unwind and explore. Local favorites like Schunemunk Mountain, Storm King Arts Center, and the Orange County Arboretum are just a few of the nearby attractions to visit. We've thoughtfully prepared the space to ensure a comfortable and quiet stay, so you can unwind and relax. The perfect getaway awaits!

2-Queen 1-Twin 2-Bath Home West Point/Low-Hud Area

This tranquil 1.5 acre property located in a lake community is perfect for family relaxation. The 3 bedroom 2 full bathroom house with large front deck, fire pit, and grill in an ample backyard. If you’re visiting your cadet this would be a home away from home just 13 miles from West Point. Lots of local attractions such as LEGO Land 17mi, Storm King Art Center 5mi, Wineries 5mi, Stewart Airport 5mi Woodbury Commons 12mi, and a variety restaurants. Non-smoking property (permitted outside only)

Maple Ridge Retreats Apt. A

Welcome to this stylish two bedroom apartment nestled in the serene woods of the beautiful Hudson Valley, New York! World-class shopping and restaurants are just down the road at Woodbury Commons, and we are conveniently located between the JW World Headquarters (25 minutes), Newburgh Assembly Hall (20 mins) and the new Patterson Visitor Center (50 mins). Guests planning a visit to Legoland (30 mins) or West Point Academy (9.4 miles, 25 mins) will find our location very convenient as well.

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

Serene Victorian Guest Apartment with Clawfoot Tub

Escape to a stunningly renovated private 3rd-floor apartment in a 6000 sq ft. 1883 Victorian Manor in Blooming Grove, NY. Designed for 1–6 guests, this light-filled space offers comfort and classic charm in a peaceful country setting. Includes luxe beds, a clawfoot tub, French-door shower, and kitchenette with sunny breakfast nook. An ideal sanctuary. Views of wildflowers, quiet country, and cows next door. 3rd Floor up two staircases, rewarded with a stunning space and elevated views.

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

A Cozy-Luxe Getaway | Scenic & Serene

The Nook is a thoughtfully designed upstate retreat, tucked in the heart of the Hudson Valley. It combines elevated design and natural simplicity: with tall ceilings, warm textures, and views of the distant mountains. The Nook is an intimate escape designed for rest, connection, and inspiration — the perfect getaway from the everyday hustle. It’s only 90-minutes from NYC and a short drive from the Hudson Valley’s best waterfronts, trails, wineries and dining experiences.

Sunset House: near West Point, Hiking & Woodbury

Charming, historic 1910 home in Cornwall, NY with breathtaking sunsets, large yard, large living room, patio for BBQ's and outside firepit (when allowed to burn by local authorities). Our home is perfect for a weekend away or vacation with family and friends. Located a short 1-hour drive from New York City and a short distance to many hiking trails and the Hudson River. We love dogs! There are many dog-friendly hikes and a large dog park nearby.

Renovated Red 1890’s Hudson Valley Barn

Renovated barn in Mountainville, NY at the base of the Schunnemunk hiking trails. 1 mile from Storm King Art Center. 3 miles to Cornwall. 10 minutes from Woodbury Common Premium Outlet. 15 minutes to West Point. Private stairs & balcony leads to 500 square foot second-story space. You get the entire upstairs to yourself. The NYS Thruway does run between the house and the mountain. There is highway noise. TV has a ROKU. Strong WIFI.

Spacious Studio/ SKAC/USMA/Hiking

Private quiet setting for couples only Roomy enough for two friends weekend West Point parents. 2 guests only ***Single traveler discount ***Senior discount Snacks/Water 2 Super comfy queen beds Luxurious bathroom/heated Jacuzzi bath/seated walk in shower Desk/Wifi Private parking/entrance 42 inch tv SKAC USMA Woodbury Common DIA Beacon Hiking -No cooking facilities. McDonalds, Dunkin, Starbucks within 1 mile