Holiday rentals in Vails Gate

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Top-rated holiday rentals in Vails Gate

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.

Flat in Cornwall-on-Hudson

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

FamilyLocationHospitality

4.95 out of 5 average rating, 167 reviews

Superhost

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

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.

ValueFamilyCheckout

4.81 out of 5 average rating, 136 reviews

Guest favourite

A modern sofa is adorned with a mix of textured pillows in neutral and green hues. A soft throw blanket is draped casually across the back. Above, two abstract art pieces in muted tones complement the relaxed design of the space.

Flat in Newburgh

Lander pied-à-terre with outdoor movie & dog park!

Charming Airbnb with Outdoor Turf Dog Park. Welcome to your home away from home, located in the evolving Historic District of Newburgh! This beautiful one-bedroom, one-bath is designed for comfort, relaxation, and pet-friendly living. Features You'll Love! Communal Grill and Private Cozy Outdoor Terrace with fireplace and projector for private screenings! Whether you're exploring Newburgh's vibrant historic charm or looking for a relaxing retreat, this space is designed to meet your needs!

LocationFamilyNearby

4.97 out of 5 average rating, 39 reviews

Guest favourite

Home in New Windsor

Historic Cornwall Farmhouse w/ Sauna & Hot Tub

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!

FamilyLocationPets

5.0 out of 5 average rating, 107 reviews

Top guest favourite

A spacious outdoor area features a modern pool surrounded by wooden decking. Lounge chairs are positioned under large umbrellas, providing shade. The two-story home is visible in the background, showcasing large windows that enhance natural light.

Home in Putnam Valley

Heated Pool, Ultra Modern Home 5B, hot tub, sauna

Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.

LocationFamilyWifi

4.98 out of 5 average rating, 177 reviews

Superhost

A spacious living area features a comfortable gray sofa, accented by festive throw pillows. A light-colored coffee table sits in the center, surrounded by cozy armchairs. A large flat-screen TV is mounted on the wall, with natural light streaming through the nearby window.

Home in New Windsor

Farmhouse Getaway - 13mi to West Point

Gather with friends or family at our 1900s Hudson Valley farmhouse. This 3 bedroom unit offers one-level living with just one small step to the back deck—ideal for guests who prefer no interior stairs plus your own Hot Tub Bliss under the stars. Can accommodate large groups with 2 Kings, 1 Queen, plus 2 Queen sleeper sofas, twin daybed, twin trundle & floor mattress. Near Schunnemunk Mountain, Storm King, West Point and Newburgh waterfront. Fast Wi-fi, desks for remote work, free parking.

LocationValueCheckout

4.91 out of 5 average rating, 101 reviews

Top guest favourite

Guest suite in New Windsor

The Loft Your Private Retreat

You'll be the only guests in this totally private second-floor space with your own exterior entrance and foyer. The Loft features a very large room with 12-foot ceiling, AC, heat. Two queen-sized beds, writing desk, bistro table, books, 42 inch TV - plenty of room to relax, work or simply unwind. Enjoy morning coffee/tea and morning muffins. Step through the sliding glass door onto your private east-facing balcony, a lovely spot to start the day. Private. Spacious. Comfortable. Peaceful.

FamilyValueHospitality

4.97 out of 5 average rating, 314 reviews

Top guest favourite

A charming home nestled among trees features a spacious front porch adorned with planter boxes. Lush greenery and colorful flower beds surround the property, and a large boulder adds a natural element to the landscape.

Home in Cold Spring

Home in Cold Spring- Farm Stay!

Escape to our charming home nestled on five acres of farmland. This stay offers both seclusion and convenience, providing an ideal retreat for families, friends, or anyone seeking a peaceful countryside experience. Outdoor Space: -Walkable property featuring goats, chickens, horses, and donkeys -Large front porch featuring stunning mountain views and sunsets -Nearby hiking trails Location: -Five-minute drive to the quaint village of Cold Spring -Many shops, restaurants, and river views

FamilyValueBreakfast

4.99 out of 5 average rating, 105 reviews

Guest favourite

The exterior of a historic Gothic Victorian house displays a charming white façade with detailed gables and a covered front porch. Lush green lawns and trees surround the property, while a shaded outdoor seating area under a red umbrella adds to the inviting ambiance.

Home in Cornwall-on-Hudson

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.

FamilyLocationHeating

4.92 out of 5 average rating, 194 reviews

Guest favourite

Flat in Newburgh

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

LocationFamilyKitchen

4.88 out of 5 average rating, 280 reviews

Top guest favourite

A wooden porch leads to a vibrant purple door, framed by light-colored trim. Potted red flowers add color to the entrance, while natural light filters through the nearby trees, highlighting the rustic charm of the space.

Flat in Cornwall-on-Hudson

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

ValueLocationBathroom

4.98 out of 5 average rating, 247 reviews

Top guest favourite

Guest suite in New Windsor

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.

LocationValueSleep quality

4.93 out of 5 average rating, 42 reviews