Villa holiday rentals in Monticello

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!

Welcome to Shangri-Lew! An idyllic mountain escape

Stunning mountain-top villa on 26 acres and surrounded by 15k acres of state land in the pristine hamlet of Lew Beach, minutes from Livingston Manor and Beaverkill River. Panoramic 10+ mile views from two decks or massive great room with floor to ceiling windows. Huge professional kitchen with top of the line appliances. Beautifully furnished rooms. Indoor/outdoor tv's & fireplaces, outdoor shower, CAC, huge master spa, soaker tub, breathtaking grounds. Hiking, fishing, skiing, shopping near by.

Catskills Sunset Mntn Estate, Hotub, Pond, 21+ppl

Getaway at Sunset Mountain Estate -enjoy the luscious yards, amenities and natural privacy! Several bedrooms, and family game room. Spend time at the pond in your own island gazebo or grab a beer in BBQ marquee as the grill works its magic. Don’t miss the large Hottub, swingset for kids, volleyball, firepit+ 2 acres of serenity! ✔ Plenty of Bedrooms of all types ✔ Fully Equipped Kitchen ✔ Pond with small Island ✔ Large Hot Tub ✔ Pool Table ♛ Guest Favorite ♛ One of the most loved Airbnbs!

1 Mi to Lake Wallenpaupack: Spacious Poconos Villa

Bring your family or friends to this Hawley vacation rental for a unique and memorable group getaway! Boasting vintage decor, 5,112 square feet of living space, and a deck for relaxing outdoors, this 6-bedroom, 3.5-bath villa provides an ideal place to spend quality time with your loved ones. Venture out and you can easily enjoy aquatic activities on Lake Wallenpaupack or visit Poconos hotspots like ski resorts and water parks. Afterward, relax with an idyllic backdrop of the indoor koi pond!

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

Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 2 minutes from the Village of Woodstock. Ski Belleayre, Hunter or Windham. 5-bedroom house w/3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house features heated(off for 2025) pool( still open) Hot-Tub, 3500sf outdoor deck with BBQ grill, fire pit, & large tranquil garden with privacy, Wood pellets burning fireplace.

Unique Dome Home With Hot Tub & Piano, on 28 acres

One-of-a-kind Dome home on 28 acres of private forest. Surrounded by trees and wildlife, including deer, turtles, wild turkeys, birds, chipmunks, ground hogs, squirrels & rabbits. The house was recently updated with a new hot tub, baby grand piano, strong internet, house-wide sound system, good espresso machine & towel warmers. It has central heating and air-conditioning and a fully equipped kitchen. 10 min to town with restaurants, markets, rock-climbing and outdoor activities.

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!

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Escape to this spacious Catskills log cabin! With 8 bedrooms, 5.5 baths, all year round hot tub, game room, two decks, and large living areas, it’s perfect for groups and family getaways. Enjoy a full kitchen, central A/C, high-speed WiFi, washer/dryer, firepit, and peaceful forest views near parks, trails, lakes, ski resorts, and shops. Gather around the fireplace, explore nature, or relax on the deck. The perfect retreat to relax, connect, and unwind in every season.

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.

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.

Luxury Villa w/Pool & Hot Tub| Movies Arcade w/Gym

Villa Vincente isn’t just a stay, it’s a tucked-away Poconos experience designed for connection, comfort, and a little magic. Every space helps slow time, from the glowing hot tub garden and cinematic movie lounge to your private pool, with additional access to the community pool. Guests are welcomed with thoughtful complimentary touches like breakfast and playful treats, including a cotton candy machine, making it perfect for multi-generational stays.

Beautiful 5BR Hudson Valley Villa

RELAX AND PLAY in beautiful updated sun-drenched 5 BR/3 BA home with Great Room, modern kitchen, yoga sunroom, and spa-like primary BA w 6-foot soaking tub. Amazing outdoor space w giant pool, patio, firepit, grill. Max occupancy is 10 people. No Pets. A modern oasis in the Hudson Valley near hiking, rock-climbing, road and gravel cycling, skiing, apple-picking, antiquing, bird-watching and other fun seasonal activities.