Villa holiday rentals in Monticello

Luxury Villa w/Hot Tub Movies Arcade Breakfast Gym

This Villa is an Oasis in the Poconos. Every detail of this home has been meticulously designed to bring your loved ones together while reconnecting you with nature & yourself. Our villa is packed w/amenities -Pergola over Hot Tub & Garden -Complimentary Breakfast, Popcorn, Cotton Candy, & Snowcones -Theater w/100" 4k Projector, 9.1 surround sound, & recliners -4-Player & Gun Arcade -Fire Pit w/16 Chairs -Outdoor Grill & Lounge -Giant Jenga & Checkers -Foosball, Air Hockey & Pool Table -Yoga Gym

The Falls

A secret treasure in the heart of Woodstock. This waterfall escape is tucked up in the center of town with incredible privacy, a private deck overlooking the waterfalls and located on the entire first floor just up a flight of stairs of the main house. Enter through your own private deck overlooking the waterfalls. Walk to all the great restaurants, galleries and shops around Woodstock. A truly magical experience. amidst the trees on top of the waterfalls. The most sought after Airbnb in town.

Majestic Villa at Pocono/Kalahari/HotTub/Game Rm

Stay in a modern and spacious villa in a prime location in Pocono. Our 4-bedroom, 2.5-bathroom home has been recently upgraded with style. You can easily access the best of Pocono, such as Kalahari, Camelback, lakes, and parks. Enjoy the luxury of Pocono Farm Club, with a pool, a lake, a golf course, and more. Escape the city and relax in our cozy and comfortable home. The villa is located in a community that offers a lot of amenities like a swimming pool, Golf, lake, a kid's park & restaurant.

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

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. Take a splash in the pool, soak in the hot tub, or make s’mores around the fire pit. 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!

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 the George Washington Bridge, 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!

Poconos Lux•HotTub•Sauna•OutdoorMovie•Bowling•Golf

The Enchanted Villa - Your own luxury mini resort for Wellness, Connection & Joy. Welcome to our new professionally designed luxury playground in the heart of the Poconos. Perfect for group getaways, family reunions and memory-making moments. This 5 BR, 8 Beds & 3BA gem features barrel sauna, hot tub, huge firepit, bowling lane, mini golf, outdoor cinema lounge, karaoke and indoor movie theater and can accommodate 14 guests. Your place to stay, to laugh, relax, reconnect and return to again.

Lux Catskills Villa-3 hiking trails with 4br 4bath

The Catskill Park Manor is a luxurious historical abode designed by renowned architect Peter Pennoyer and featured in Architectural Digest, on Upstate House magazine, Forbes Magagine, on two tv shows and was the location for Urban Outfitters 2020 Summer photo shoot. Hike on 131 acres of private trails, go to the famous swimming hole 3 just a three minute drive, drive four minutes away to the Russian Mule brewery where there is live music most weekends! ask us about local events!

Mediterranean Villa

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, Smart TVs, a private hot tub, and spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and acclaimed local wineries. Unwind, explore, and indulge in upscale relaxation year-round.

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.

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

Set among the rolling hills of Goshen, this historic estate blends rustic charm with a touch of luxury, creating a peaceful getaway from city life. Just 19 miles radius distance from West Point and minutes from Legoland, this beautifully preserved home places you at the center of the Hudson Valley’s best attractions. Be sure to check out the Brotherhood Winery, the oldest winery in America, for a memorable local experience!

Peaceful Forest Villa Escape w Private Yoga Studio

Boutique forest retreat with private yoga studio, 110″ home theater, Casper and Nectar beds, EV charger, Moroccan tea room, fast Wi-Fi, and smart TVs. Enjoy the premium kitchen, deck with grill and string lights, fire pit with Adirondack chairs, orchard, trails, and private creek. Designed for wellness, creativity, family retreats, or remote work in nature—near Minnewaska State Park in the scenic Hudson Valley.

Country House, Mountain Views, Dine, Bike, & Hike

Welcome to Enthusiastic Spirits Main House. World class climbing, biking, swimming, and endless exploring. The Hudson Valley is dotted with great restaurants, craft wineries and distilleries, art galleries, local crafts and historic attractions. New Paltz, Mohonk and Minnewaska are just 10 min away. Simply, a great place to stay and play. We no longer have a hot tub available on this property.