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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
Property video
Game room
12 bedrooms, iron/ironing board, travel crib, free WiFi
Interior

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
  • Monticello Casino and Raceway
    ‪3 min drive‬
  • Resorts World Catskills
    ‪6 min drive‬
  • The Kartrite Resort & Indoor Waterpark
    ‪9 min drive‬

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About the neighborhood

Monticello

This vacation home is located 1.7 mi (2.8 km) from Monticello Casino and Raceway and within a 10-minute drive of Resorts World Catskills. The vacation home includes a private pool, a kitchen, and a fireplace.

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.
The vacation home is air-conditioned and features a kitchen, 7 bathrooms, and a patio. There's space to spread out with 12 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace.

Similar properties

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
  • Microwave
  • 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
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

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

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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
  • Table tennis
  • 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
  • Humane treatment of captive wild animals
  • Locally-owned and organized tours and activities
  • Recycling
  • Water-efficient showers

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

  • This property welcomes pets
  • Dogs only
  • 3 total (20 lbs is the maximum weight per pet)
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 40.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Monticello, close to Resorts World Catskills, Monticello Casino and Raceway, and The Kartrite Resort & Indoor Waterpark. You'll also find Monticello Motor Club and Concord Monster Golf Course within a short drive.

Is there parking available at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What amenities will couples enjoy at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland?

There are many amenities for couples at this vacation home, including a private pool and a fireplace as well as an outdoor pool.

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

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

Can I book a room with a balcony at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland?

Yes, every accommodation at Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland comes with a deck with some featuring mountain views.