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Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

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Fridge, oven, stovetop, coffee/tea maker
Shower, hair dryer, towels, soap
12 bedrooms, travel crib, free WiFi, bed sheets
Game room
Exterior

Reviews

10 out of 10
Exceptional

Entire home

12 bedrooms7 bathroomsSleeps 26

Popular amenities

  • Dryer
  • Fireplace
  • Washer
  • Kitchen
  • Parking available
  • Pool

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

The Highlands - Private 5-Unit Estate perfect for extended families or groups – your exclusive retreat in the heart of the Catskills!

✔ 5 Private Units (2 houses + 3 cabins)
✔ Sleeps 30+ – 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 (4 units open now, 1 more opening May 2025)
^ 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.

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!

Note: 4 units are open now = 10 bedrooms. 1 additional unit will open from May 2025.


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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 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

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.

Property manager

Shira

Languages

English, French, Russian, Spanish

Add dates for prices

Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 12 bedrooms
  • Bedsheets provided

Bathroom

  • 7 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Firepit
  • Garden
  • Porch/lanai

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 20 lbs per pet)

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In a rural location
  • In a village
  • In the mountains
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Water park
  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rock climbing nearby
  • Sledding nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Theme park nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • At least 80% lighting from LEDs
  • Garden
  • Locally-owned and organized tours and activities
  • Recycling

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 20 lbs per pet)

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and weddings) are allowed on site; maximum attendees: 30
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Map
Monticello, NY

What's nearby

  • Monticello Casino and Raceway - 4 min drive - 3.4 km
  • Monticello Motor Club - 7 min drive - 6.3 km
  • The Kartrite Resort & Indoor Waterpark - 8 min drive - 7.9 km
  • Resorts World Catskills - 9 min drive - 7.3 km
  • Concord Monster Golf Course - 11 min drive - 6.6 km

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Good Friends - ‬10 min drive
  • ‪Tilly's Diner - ‬2 min drive
  • ‪Doubletop Bar & Grill - ‬10 min drive
  • ‪Burger King - ‬4 min drive

Frequently asked questions

Does Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland have a pool?

Yes, this property has an outdoor pool.

Is Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 20 lbs per pet.

What time is check-in at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland?

Check-in begins at 4:00 PM.

What time is check-out at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland?

Check-out is at 11:00 AM.

Where is Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland located?

This family-friendly Monticello vacation home is located in the mountains, 1.7 mi (2.8 km) from Monticello Casino and Raceway, and within 6 mi (10 km) of The Kartrite Resort & Indoor Waterpark and Mongaup River. Concord Monster Golf Course and Monticello Motor Club are also within 6 mi (10 km).

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Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Chana B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had The Perfect Group Getaway at Highland!
We had the most incredible stay at Highland! This property is perfectly set up for groups or families traveling together. With five separate houses/cabins, each couple (and their kids) had their own private space to relax and recharge—super comfortable and cozy, yet very clean and well-kept. It made the whole experience feel seamless and stress-free.At the same time, the shared space was perfect for gathering. We had the best time cooking and eating meals together, playing games, and just enjoying each other’s company in the inviting common areas. The setup gave us that rare mix of togetherness and personal space.The property has such a charming country feel—peaceful, quiet, and surrounded by nature. We especially loved the beautiful yard, which felt like our own private family estate. Whether we were sipping coffee in the morning sun or just sitting out and chatting while the kids played, it was the kind of place that makes you slow down and soak it all in.And the host was absolutely wonderful—kind, responsive, and clearly dedicated to making sure everything runs smoothly. It really felt like staying at a home away from home.The location was also ideal—so close to everything, but with a peaceful, tucked-away vibe that made us feel like we were far from it all.If you’re planning a group getaway, family reunion, or retreat, Highland is truly a gem. We made amazing memories and can’t wait to come back!
Stayed 2 nights in Apr 2025