Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland | House in Monticello, NY

The Highlands - Private 5-Unit Estate perfect for extended families or groups – your exclusive retreat in the heart of the Catskills!
✔ 5 Private Units (book up to 2 houses + 3 cabins**)
✔ Sleeps 36+ – Great for big families & groups
✔ Private Pool, Game Room, Open Spaces
✔ Near Kosher Dining & Local Attractions
✔ Fresh mountain air, privacy & room to relax
Enjoy the entire estate to yourselves – perfect for reunions, holidays, or peaceful getaways. Escape to fresh air!
The space
Escape to Your Private Catskills Retreat!
Welcome to The Highlands—a charming, spacious, and completely private mini-colony nestled in the heart of the scenic Catskill Mountains. Ideal for large families, multiple families vacationing together, or group getaways, this exclusive rental offers your group full access to the entire estate—five units in total, all just for you! Ideal for reunions, retreats, or large family getaways.
A Cozy & Private Retreat
Enjoy the warmth and charm of two country homes and three newly remodeled cabins, all enclosed within a classic white fence for ultimate privacy.
The estate comfortably accommodates large groups with:
^ 12 Bedrooms | Sleeps 30+
^ 2 Country Homes + 3 Cottages**
^ 2 Fully Equipped Kitchens + Modern Dining Area (seats 30–40 guests)
^ Game Room with pool, ping pong & foosball
^ Outdoor Fun – Pool, trampoline, fire pit & grassy yard
^ 2 Cozy Living Rooms with ample seating
^ Smart TVs, futons, Wi-Fi & stocked kitchens
^ Includes linens, towels, pots & more
ABOUT US:
A Unique Colony-Style Getaway
Designed like a private colony, The Highlands features five family-friendly units, making it a perfect choice for multi-family vacations, reunions, or group getaways. You'll have the entire property to yourselves!
2 houses each feature a master bedroom with 2 Queen size beds and en-suite bathroom, 2 additional bedrooms with 7 more beds, a kitchen, dining room and living room room.
* Unit B features a Game Room downstairs with a chic pool table, foosball tables and games too.
* Unit A hosts the large modern dining room area which seats large groups.
3 Cabins - Each with 2 bedrooms, a full bathroom, a living room with a futon couch, and updated interiors
You'll enjoy the entire estate to yourselves—no shared spaces, just your group’s private getaway [It is one group at a time, even if not booking all units].
Endless Fun & Relaxation
Your group will love the variety of on-site amenities, including:
✔ Game Room with a pool table, ping pong, foosball, and lounging space
✔ Refreshing private pool (available in summer)
✔ Large grassy yard—perfect for kids to run and play
✔ Trampoline for outdoor fun
✔ Firepit area for relaxing evenings under the stars
✔ Lawn chairs and outdoor seating throughout the property
Prime Location
Located just minutes from the best local attractions:
*Resorts World Casino
*Kartrite Indoor Waterpark
*Holiday Mountain Ski & Snow Tubing Park
*Hiking, fishing, and outdoor adventures
Enjoy amazing dining options, including kosher, nearby and explore the breathtaking beauty of the Catskills with ease.
Just a short walk to:
✔ Food, shops, & year-round kosher dining
✔ Local Shuls, Mikvah
Nature, Peace & Privacy
Explore a peaceful mountain setting with grassy lawns, wildlife sightings, and rustic charm. You may spot deer, hear birds, or even see a shimmering spider web in the morning dew. It’s a real escape from city life—laid-back, quiet, and cozy.
Your Comfort & Safety Come First
The property is located in a peaceful, private neighborhood, and for added security, exterior areas are monitored by five clearly visible closed-circuit cameras.
Fully Stocked & Ready for You
The estate comes fully stocked with fresh linens, towels, cookware, and all the basics for a stress-free stay.
Whether you're escaping the noise of the city, planning a nature-filled family trip, or gathering friends for a cozy reunion, The Highlands offers a warm, rustic getaway that’s all your own.
Kick off your shoes, breathe in the mountain air, and experience the serenity of your own Catskills colony.
We look forward to hosting you soon—like so many of our happy returning guests!
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**Guest access
Exclusive Property Booking Details:
For bookings up to 16 guests: Only the 2 front houses are included in your basic booking.
For 16-36 guests (or if you have 16 or fewer guests but would like all 5 units included), please contact us for a custom quote to book all 5 units.
Feel free to reach out for any further information or special requests
Shul Access:
- 4-minute walk in the summer; 10-minute walk year-round
The Perfect Getaway:
Whether you're seeking outdoor adventure, family-friendly fun, or a peaceful retreat, Highland Estate Colony is the perfect destination to unwind and explore.

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland is located in Monticello. Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland provides accommodation, featuring Air Conditioner, Pet Friendly, Private Pool, among other amenities. This House features Air Conditioner, Pet Friendly, Private Pool, to make your stay a comfortable one.

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland has 12 Bedrooms , 7 Bathrooms, and max occupancy of 40 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Monticello has interesting places to visit. If you want to learn more about the House in Monticello, such as places to visit and things to do nearby, you can check below to learn more.