Entire home

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

2.0 star property

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Fridge, microwave, oven, stovetop
Interior
12 bedrooms, iron/ironing board, travel crib, free WiFi
Game room
Smart TV, fireplace, foosball, table tennis

Reviews

7.4 out of 10
Good

Entire home

12 bedrooms7 bathroomsSleeps 26

Popular amenities

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

Explore the area

View in a map
Monticello, NY
  • Place, Monticello Casino and Raceway
    ‪3 min drive‬
  • Place, Resorts World Catskills
    ‪6 min drive‬
  • Place, The Kartrite Resort & Indoor Waterpark
    ‪9 min drive‬

Room options

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About the neighborhood

Monticello

In Monticello .You'll be within 2 miles (3 km) of Monticello Casino and Raceway and 6 miles (10 km) of Monticello Motor Club with a stay here. Concord Monster Golf Course and Resorts World Catskills are also within 6 miles (10 km).

What's nearby

  • Monticello Casino and Raceway - 3 min drive - 1.1 miles
  • Resorts World Catskills - 6 min drive - 3.8 miles
  • Concord Monster Golf Course - 8 min drive - 4.7 miles
  • Monticello Motor Club - 9 min drive - 5.1 miles
  • The Kartrite Resort & Indoor Waterpark - 9 min drive - 3.8 miles

Restaurants

  • ‪Dunkin' - ‬2 min drive
  • ‪Monticello Bagel Bakery - ‬19 min walk
  • ‪Pho Hung - ‬7 min walk
  • ‪Stewart's Shops - ‬9 min walk
  • ‪Wendy's - ‬3 min drive

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 (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.

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 are welcome
  • Only dogs are allowed
  • Maximum 3 (weight limit: 20 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking is not permitted

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, birthday parties and weddings) are allowed on site; maximum attendees: 40
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 40. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

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

Airport shuttle services are not available at this vacation home.

Does Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland?

No, there is no casino at this vacation home, but Monticello Casino and Raceway (4-min drive) and Resorts World Catskills (9-min drive) are nearby.

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.

Is there free parking at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland to downtown Monticello?

This vacation home is 0.7 mi away from Monticello.