
Villa holiday rentals in Monticello
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Top-rated villa rentals in Monticello
Guests agree: these villas are highly rated for location, cleanliness and more.

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.

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!

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!

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!

6bds|Secluded|Pool|Hot tub|Sauna|Games|Movie
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]

Poconos Lux • HotTub • Sauna • Outdoor Movie • 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.

Huge villa in the hearth of Poconos near all.
Bring the whole family to this unique and newly built house with all new furnitures and appliances, conveniently located near everything Pocono have to offer like ski, waterpark, great restaurants, Casino, ATV and more. Located in a 6 lakes community with 2 beaches, heated indoor pool in the newly renovated lodge with restaurant and game room open all ear around, Outdoor pool open in the summer, basket ball court, tennis courts, 3 playgrounds for the kids, Great spots for fishing and more.

Your tranquil escape, and is also for sale.
Experience unparalleled luxury, where opulent decor and furnishings from around the world create a unique haven. The upper level includes two bedrooms and 2.5 bathrooms, a master suite with a jacuzzi. Stunning mountain views from the hot tub, unwind by fireplaces, or discover serenity in the meditation chapel. For an additional cost, the downstairs area offers an apartment and office. The villa effortlessly blends comfort and sophistication, providing the perfect retreat for any purpose.

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!

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.

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.
Popular amenities for villa rentals in Monticello
Private villa rentals

Awesome Country Retreat - 4BR - Private & Peaceful

1 Mi to Lake Wallenpaupack: Spacious Poconos Villa

Mountain Getaway by Legoland and Delaware River

Spacious 1 BR Unit w/ Washer-Dryer and Parking
Luxury villa rentals

Country home with rock climbing gym, pond & creek.

Two entire houses on Hunter Mtn with Creek

Exquisite Modernism overlooking the Hudson

Lux Catskills Villa-3 hiking trails with 4br 4bath
Villa rentals with a pool

3-Bedroom Villa close to Kalahari, Camelback.

Your Poconos Escape| Relax, Unwind+ Make Memories!

Private Room with a stunning balcony & view

Family Fun Getaway near Cascade Lake in Warwick NY

Villa in the heart of Pocono with amazing views

Sleeps 19! Dine Together w/View + Pool & Sauna

Mediterranean Villa with Pool

Best pool in town Davos
Destinations to explore
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Elk Mountain Ski Resort
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Sunset Hill Shooting Range
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Windham Mountain
- Villa Roma Ski Resort
- Wawayanda State Park
- Sterling Forest State Park
- Mount Peter Ski Area
- Plattekill Mountain
- Opus 40
- Hunter Mountain Resort