Holiday rentals in Little Britain

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 4 people.

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

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

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)

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!

Charming Getaway 16mi to West Point!

3Bdr Hudson Valley Getaway with king bed and 5 other beds, your own private hot tub, and a bathroom with heated floor makes every step so cozy! The house sits on a gorgeous two acres surrounded by trees and complete with a fire pit. Fast Wi-Fi , free off street parking just 16mi to West Point. Each bedroom has it’s own desk making this a great work from home space for multiple people. - 3 bdr - 3 desks - 6 beds, 1 king, 2 queen, 1 queen sofabed, 2 twin, all with comfy hybrid gel mattresses

Unwind in a Bespoke Downtown Studio W Laundry

A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Cozy Riverfront Victorian in the Hudson Valley

Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

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.

Cozy Lake Cottage

Cozy cottage in residential lake community, adjacent to historic fine dining restaurant. There is an approximate 150 yard walk down to the lake to enjoy the spectacular sunsets . Centrally located in the Hudson Valley near everything there is to experience. Located in our area Many Local Wineries ( Angry Orchard) Woodbury Commons Outlet Mall Historic Newburgh and Waterfront Culinary Institute of America US Military Academy New Paltz and Mohonk Mountain House