Villa holiday rentals in Greenwood Lake

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Top-rated villa rentals in Greenwood Lake

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Superhost
A collage featuring four aspects of the home. The top left displays a cozy living area with a fireplace and comfortable seating. The top right shows a hot tub surrounded by a wooden fence. The bottom left highlights a retro arcade setup with colorful lighting. The bottom right features a dining table set for a meal.
Villa in Kerhonkson
4.88 out of 5 average rating, 111 reviews

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

Enjoy a luxury nature escape at Boho Chic Villa, under 2 hours’ drive from New York City. This cozy home offers three bright bedrooms, an elegant full kitchen, and unmatched outdoor space. Soak in the hot tub, or make s’mores around the fire pit, visit local breweries/farms. Your stay is sure to be an extraordinary experience for the whole family. 6 Min Drive to Minnewaska State Park 8 Min Drive to Kelder’s Farm 10 Min Drive to Stony Kill Falls Experience Kerhonkson With Us & Learn More Below!

Guest favourite
Villa in Stony Point
4.79 out of 5 average rating, 24 reviews

Group Retreat w. Backyard, BBQ, Gym, Games & More!

Enjoy the best of summer at this spacious family home! The large backyard features a patio with seating, outdoor bar area & BBQ grill. Soak up the sun next to the private pool & jacuzzi (open seasonally). Inside guest can enjoy the full kitchen with double-ovens, dining table for 12, multiple living areas, and tons of natural lighting with tall ceilings & large picture windows. Ideal for group trips, family reunions, or summer escapes this home provides a relaxing setting close to parks & trails

Superhost
Villa in Ossining
4.78 out of 5 average rating, 18 reviews

Summer at Westchester - Games Pet Friendly Events

Spring and summer escape at The Westchester Manor, a spacious 5BR, 4BA Tudor for up to 13 guests, pet-friendly. Enjoy sunny days by the pool, unwind at the custom in-house bar, and relax with arcade games, pool table, Smart TVs, and fast Wi-Fi. Fully equipped kitchen and in-unit laundry included. Located under 1 hour from MetLife Stadium, East Rutherford, host of the FIFA World Cup 2026. Near Sleepy Hollow, Croton Gorge Waterfalls, and Bear Mountain. Events are welcome, message for more details!

Guest favourite
Aerial views capture the expansive property, showing two well-maintained swimming pools nestled within lush greenery. The spacious deck surrounding the pools features lounge chairs, providing ample space for relaxation and enjoyment in a serene, wooded setting.
Villa in Stroudsburg
4.87 out of 5 average rating, 47 reviews

Pocono Escape w/Pool,GameRooms,HOT TUB,Cinema,Ski

Luxury Villa in the Pocono Mountains-This beautiful , Family friendly 3500sq.ft home with huge backyard is only 90 minutes from NYC and located on a quiet and private lot.Guests can enjoy their stay year round to enjoy pocono attractions.Its just a short drive from Shawnee & Camelback Mountains (15min) from the Kalahari Resort and Great Wolf Lodge.(18min) Shopping at the Crossings Premium Outlets, plenty of dining options and a neighboring vineyard/winery, Blue mountains,entertainment await you

Top guest favourite
A contemporary living room features an 18-foot tall cathedral ceiling and a mix of stylish furnishings. Two couches are positioned around a circular blue rug, while a serene hammock hangs from the ceiling. A fireplace serves as the focal point, with plants adding life to the space.
Villa in Newburgh
5 out of 5 average rating, 84 reviews

Ultra Modern Private Oasis with River Views

Step into your brand new, ultra-modern secluded oasis with picturesque views of the Hudson River and Valley. The Balthus Haus was designed and built with sheer comfort, stylish aesthetics, and progressive functionality as the guiding tenets. Nestled high into the hillside the Haus maximizes 360 degrees of privacy and is surrounded by nature. Inviting and pleasant all year round with central AC and radiant heated floors throughout the living areas. Easily get away from NYC only 1.25 hours away!

Guest favourite
Villa in Long Pond
4.95 out of 5 average rating, 240 reviews

4500sf Grand Pond Villa| Hottub Sauna Theater Pool

4500 Sq Ft POCONOS Villa, 6 bedrooms, 3 baths, private pond, back yard, hot tub, sauna, Movie/game room. Vacation rental near Camelback Mountain & Kalahari Resort. Close to the state’s #1 ski resort, highest-rated waterpark, and dozens of year-round outdoor activities, this home truly gives you the reigns to an outdoor paradise. Ski, mountain bike, golf at Mt. Airy, before returning home to create a meal in the fully equipped kitchen for the whole group to enjoy. [POOL CLOSED FOR THE SEASON]

Superhost
Villa in Saw Creek
5 out of 5 average rating, 3 reviews

Luxury 5BR Poconos Retreat | Ski, Lake & Resort

Nestled in a lush forest, this private, family-friendly sanctuary offers quiet seclusion with year-round resort fun. Enjoy countless activities, from skiing and tennis to indoor/outdoor pools and lakes. The airy home features a grand dining area for 14, a cozy wood fireplace, and a game room with a pool table. With 5 plush bedrooms and spa-like baths featuring a freestanding tub, there’s space for everyone. From forest views to resort amenities, experience the perfect getaway for any season!

Guest favourite
A charming two-story villa is set amidst lush greenery, showcasing light blue siding and large windows. A circular driveway leads to a spacious garage, while outdoor seating is arranged with four chairs near a small table, inviting gatherings in the serene surroundings.
Villa in Bloomingburg
4.85 out of 5 average rating, 98 reviews

Spacious 6BR Villa | Serene Scenic Mountain Escape

Escape to this spacious 6BR villa, a serene mountain retreat with scenic views. This peaceful getaway is perfect for families and groups. Located approximately 1 hour from New York city, it offers comfortable interiors, a well-equipped home, and ample outdoor space. Explore nearby hiking trails and relax in a tranquil setting just minutes from local attractions. Unwind and experience nature in every direction. Your peaceful mountain escape awaits—BOOK NOW FOR A SERENE GETAWAY!

Guest favourite
A spacious outdoor area features a large swimming pool surrounded by a paved patio. The villa, with a red-tiled roof, stands in the background amidst lush greenery. Sun loungers are arranged at the pool's edge, inviting relaxation.
Villa in Monroe
4.94 out of 5 average rating, 51 reviews

Mediterranean villa •pool•hot tub•fire place

Discover the Mediterranean Villa, a stunning 5-bedroom, 4-bath luxury retreat nestled in the scenic Hudson Valley. This Monroe, NY escape offers elegant interiors, a cozy wood-burning fireplace, outdoor fire pit ,Smart TVs, a private hot tub, spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and Legoland. Unwind, explore, and indulge in upscale relaxation year-round.

Superhost
Two wooden chairs are positioned on a porch, providing views of the serene lake and lush greenery beyond. Natural light filters through the open space, with clouds reflective on the water's surface. The area is framed by decorative wood paneling, creating a cozy atmosphere.
Villa in Roscoe
4.95 out of 5 average rating, 19 reviews

Lakefront, newly renovated home in the Catskills

Casa Julia is the perfect NY getaway; Enjoy access to Tennanah Lake, one of the most seek after private lakes in the Catskills. This newly renovated home has stunning lake views, well curated interior design and high speed internet. The perfect place for a weekend getaway or a work from home paradise. Nearby hikes, rivers, golf, tennis and ski mountains will thrill those with adventurous spirit. Grab paddle boards and enjoy a magical sunset on the lake.

Top guest favourite
Villa in Kerhonkson
4.97 out of 5 average rating, 319 reviews

Villa Retreat: Yoga Studio, Theater, EV Charger

Multi-level forest villa retreat in the Gunks, perfect for wellness escapes, creative retreats, or group getaways. Enjoy a private yoga studio, 110" home theater, EV charger, handmade furnishings, Casper and Nectar premium mattresses, and inspiring original art. Surrounded by forest with decks, private nooks, and cozy lounges, this beautifully designed home blends boutique comfort with spacious indoor-outdoor flow.

Guest favourite
The exterior of the home is portrayed at dusk, surrounded by trees. A spacious deck with outdoor seating is visible, along with an oversized hot tub lit by soft lights. Large windows reveal an inviting interior, contributing to the serene ambiance.
Villa in Tuxedo Park
4.94 out of 5 average rating, 99 reviews

Tuxedo Hilltop Retreat with a Large Hot Tub

Welcome to our peaceful getaway home set in the stunning Sterling Forest Park in the Hudson Valley, only an hour from New York City. Enjoy the tranquil outdoors, the oversized hot tub, the wrap-around balcony, and the spacious deck. Relax in a great room overlooking the forest and unique natural rock formations. And for the ski enthusiasts our home is only 10mi or an easy 20 min drive to Mt. Peter Ski Area.

Popular amenities for villa rentals in Greenwood Lake

Quick stats about villa rentals in Greenwood Lake

  • Nightly prices starting at

    Greenwood Lake holiday rentals start at £120 per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenwood Lake rentals

  • 4.9 Average rating

    Greenwood Lake stays are highly rated by guests – averaging 4.9 out of 5!

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