
Villa vacation 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.

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.

3-Bedroom Villa close to Kalahari, Camelback.
This unique place has a style all its own. Features an absolutely stunning living room with a soaring ceiling and walls of windows! A large, open concept kitchen and dining room allow for easy entertainment. You will love our wrap around deck with a beautiful view. This home is also located minutes from Camelback Mountain, where you can enjoy skiing, snow tubing, snowboarding, and zip-linin, Camelbeach outdoor water park, visit Crossings premium outlets, Mt. Airy Casino or Kalahari water Park.

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!

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•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.

Nature's Retreat - Indoor Spa, Fire-pit, Game Room
This one of a kind, state of the art mid-century modern home with amazing amenities and plenty of privacy is sure to impress. Situated on 15 private acres minutes away from historic downtown Honesdale, this home offers plenty of space for large groups and is perfect for family reunions or relaxing staycations. This 5,000 sqf custom built 70's pad features an incredibly unique design; including skylights, a sunken lounge, indoor spa, game room, atrium and large fire pit to enjoy!

Spacious 5 BR villa •fire pit, hot tub & fireplace
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!

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.
Popular amenities for Monticello villa rentals
Private villa rentals

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

1 Mi to Lake Wallenpaupack: Spacious Poconos Villa

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

Mountain Getaway by Legoland and Delaware River

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

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

The Falls

Lakefront, newly renovated home in the Catskills
Luxury villa rentals

Lakefront Family Home, Kayaks, Hot Tub, Fireplace

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

Luxury Villa w/Hot Tub Movies Arcade Breakfast Gym

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

Country home with rock climbing gym, pond & creek.

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

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

Tuxedo Hilltop Retreat with a Large Hot Tub
Villa rentals with a pool

Your Poconos Escape| Relax, Unwind+ Make Memories!

5 BDR Villa ~ Big Hot Tub ~ Game Room ~ Privacy

Spiti Helios: luxury retreat w/hot tub & pool

Best pool in town Davos

Contemporary Lake Front - 5 Acres!

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

Pool, Fire Pit Bedroom & Alaska King – Sleeps 16

Majestic Villa at Pocono/Kalahari/HotTub/Game Rm
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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
- Windham Mountain
- Resorts World Catskills
- Sunset Hill Shooting Range
- Hudson Highlands State Park
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Wawayanda State Park
- Villa Roma Ski Resort
- Sterling Forest State Park
- Mount Peter Ski Area
- Plattekill Mountain
- Campgaw Mountain Ski Area
- Claws 'N' Paws
- Opus 40