The Highland: 2-5 Cabins, Sleeps 36+, Pool, Hotub

The Highlands ❤️ Private 5** Unit Estate perfect for extended families / groups – your exclusive retreat in the heart of the Catskills! 🛏️ 5 Private Units (2 houses + 3 cabins [extra fee]) 👥 Sleeps 30+ – Great for big families & groups 🏊 Private Pool, 🎯 Game Room, Open Spaces 🍽️ Near Kosher & Local Attractions 🌄 Fresh mountain air, privacy & room to relax, huge hotub Enjoy the estate to yourselves – perfect for reunions, holidays, getaways. Escape to fresh air! Ask for Quote for 16+ ppl

Monticello, NY, United States
46 guests
12 bedrooms
7 bathrooms

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Clothing storage

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Clothing storage

Entertainment

  • Ping Pong Table
  • Pool table

Family

  • Board games
  • Children's books and toys
  • Crib
  • High chair
  • Pack 'n Play/travel crib

Heating and cooling

  • Portable fans

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Kitchen and dining

  • Coffee
  • Coffee maker
  • Dining table
  • Freezer
  • Hot water kettle
  • Microwave
  • Mini Fridge
  • Oven
  • Refrigerator
  • Stove

Location features

  • Laundromat nearby
  • Private entrance Separate street or building entrance

Outdoors

  • BBQ grill
  • Fire pit
  • Garden or backyard
  • Outdoor seating

Parking and facilities

  • Free parking on premises
  • Free street parking

Services

  • Long term stays allowed Allow stay for 28 days or more
  • Luggage dropoff allowed For guests' convenience when they have early arrival or late departure

Good to know

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, dishes, pots & more Layout & Accommodations A Unique Colony-Style Getaway This rustic estate is laid out like a private bungalow colony and features: 🏠 2 Full Homes Each with: Master bedroom with 2 queen beds and an en-suite bathroom and two additional bedrooms with 7 more beds. A Kitchen, dining room, and living room with couches. 🎯 Unit B – Includes the Game Room 🍽️ Unit A – Features the large group dining area 🏡 3 Cozy Cabins (Extra Fee) 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. Endless Fun & Relaxation Your group will love the variety of on-site amenities, including: 🛀 Huge Hotub Spa! (Opening December/Jan) 🎱 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 Location Highlights: Located in the scenic Catskill Mountains, with shops, kosher dining, and fun attractions nearby! Perfectly located minutes from top attractions: 🎰 Resorts World Casino 💦 Kartrite Indoor Waterpark ⛷️ Holiday Mountain Ski & Snow Tubing Park 🌲 Hiking, fishing, and outdoor adventures Just a short walk to: 🍴 Food, shops, & year-round kosher dining 🕍 Local Shuls 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. Safety & Security 🔒 The estate is in a safe, private neighborhood with great neighbors. Security cameras cover outdoor public areas for peace of mind: driveway, front lawn, patio, and yard. Fully Stocked & Ready for You The property is move-in ready with: 🧺Fresh linens and towels 🏡Fully equipped kitchens 🏡Dishes, cookware, and more Ready to Unwind? 🌙💤 Bring your slippers—not your dress shoes—and enjoy fresh mountain air, starry nights, and quality time with the people you love. Whether you're looking to escape the city, relax in nature, or reconnect with family and friends, The Highlands is your perfect Catskills hideaway. Kick off your shoes, breathe in the mountain air, and unwind in your own private Catskills colony. We can’t wait to welcome you—just like so many of our returning happy guests! 🤗 Large group? Great! Be sure to read the Guest Access notes for a proper price

Other Details to Note

**Escape to Highland Estate Colony: Your Perfect Getaway** Nestled in the heart of the Catskills, Highland Estate Colony offers a tranquil and spacious retreat, ideal for families and those seeking a peaceful escape. Just 90 minutes from NYC by car or bus, the Estate provides the perfect balance of relaxation and adventure, with nearby attractions and dining options that cater to every taste. Nearby Attractions: - Resorts World Casino (5 min) - Kartrite Indoor Waterpark (5 min) - Monticello Raceway (10 min) - Holiday Mountain Ski, Tubing & Fun Park (4 min) - Mountain Mall Virtual Dome (5 min) - TopGolf Indoor Virtual Golf (5 min) - Mullet Falls Trail Hiking (10 min) - Family Fun Farm (10 min) - Neversink Reservoir & Boat Rental (15 min) - Bethel Woods Center for the Arts (20 min) - Forestburgh Playhouse (15 min) Dining Options: - Ciao Bella Italian Restaurant - Starlight Café - Miss Monticello Diner - Nelly’s Sports Bar - El Tequilero Mexican - Siena’s Pizza Convenient Shopping & Fast Food: Shoprite/Walmart Pavilion (Burger King, KFC, Taco Bell, Dunkin', China City, McDonald's, Kaz Wins, Subway) *Kosher Dining Options: - Casa Cava Pizza (4 minutes Year-Round) - Liberty Pizza (3 minutes, Year-Round) - Nature’s Delight Dairy Restaurant (Year-Round, 2-minute walk) - Rugalach Bakery (Year-Round) - Boosur Fleishig Takewout (Year-round, 4 minutes) - Sunflower kosher Grocery (Year-round) - Simply Sushi - Taam Eden Bakery - Upside Burgers - Satmar Fleish - Ichud Satmar Greenfresh 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. With a nearby minyan available all year round, the Estate offers comfort, convenience, and a welcoming atmosphere for all.

Check availability

Accessibility

Neighborhood

Guest Access

** Important Property Booking Details: For a basic booking of up to 16 guests: Only the 2 front houses are included in your booking. For 16-36+ guests (or if you have 16 or fewer guests but would like all 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.

Reviews

Drifters
November 2025 · Airbnb
Shira was a great host and super accommodating. Extremely proactive to make sure our group had a beautiful stay which we did. I definitely recommend this spot for a large group, wanting peaceful vibes. We would definitely be a returning guest. Thank you Shira
Daniel
August 2025 · Airbnb
What a great stay. Shira’s mini resort accommodated our very large family group. It was a really great way to connect and spend time together. The cottages were well maintained and nicely decorated with creative details. The bedding and beds were fresh and comfortable. The dining area was equipped with high chairs, xl fridge and other hosting essentials. There was no AC in the dining area, but Shira brought fans over which helped a bit. Shira was helpful and thoughtful throughout our stay. We would love to visit again.
Maxine
June 2025 · Airbnb
The property was just as described, we had plenty of space for all of us and everything we needed. Shira was helpful, flexible, and responsive to all communication. We had a wonderful time and would definitely come again!

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