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

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Aerial view
Game room
Game room
Living area
Room

Reviews

10 out of 10
Exceptional
12 bedrooms7 bathroomsSleeps 26

Popular amenities

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

Explore the area

Map
Monticello, NY
  • Monticello Casino and Raceway
    ‪4 min drive‬
  • The Kartrite Resort & Indoor Waterpark
    ‪8 min drive‬
  • Resorts World Catskills
    ‪9 min drive‬
  • Monticello, NY (MSV-Sullivan County Intl.)
    ‪8 min drive‬

Rooms & beds

12 bedrooms (sleeps 26)

10L A

1 Single Bunk Bed

10L B

2 Queen Beds

Bedroom 4a

2 Queen Beds and 1 Crib

Bedroom 4a

1 Queen Bed and 3 Single Beds

Bedroom 4c

1 Single Bunk Bed and 1 Single Bed

Bedroom 6a

2 Queen Beds

Bedroom 6b

1 Single Bunk Bed and 1 Single Bed

Bedroom 6c

1 Queen Bed and 3 Single Beds

Bedroom 8 A

2 Double Beds

Bedroom 8 B

2 Single Beds

Bedroom 10R

2 Single Beds

Bedroom 10R A

1 Single Bunk Bed

Living Room 1

1 Large Single Futon

Living Room 2

1 Large Single Futon

Living Room 3

1 Single Futon

7 bathrooms

Bathroom 4a

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 4b

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 6a

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 6b

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 8

Toilet · Shower only

Bathroom 10R

Bathtub or shower · Toilet · Shower only

Bathroom 10L

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo

Spaces

Porch or lanai
Kitchen
Outdoor play area
Garden
Dining Area

About this property

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

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings and weddings
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Pets

Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
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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 and weddings) are allowed on site. Maximum attendees: 30
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Monticello

Located in Monticello, this holiday home is in a rural area and near theme parks. Bethel Woods Center For The Arts and Sullivan County Dramatic Workshop - Rivoli Theatre are cultural highlights, and some of the area's landmarks include Bethel Woods and South Fallsburg Hebrew Association Synagogue. Travelling with kids? Consider The Kartrite Resort & Indoor Waterpark, or check out an event or a game at Monticello Motor Club. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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 9 kg 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?

Checkout 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 holiday 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 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

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

About the host

Hosted by Shira

Host profile image
Welcome to My Home - Hosted by Shira, Premier Host

As a young mom with a few lively, cute kids, I know how important it is to find a peaceful getaway—somewhere that feels like home but also offers adventure and relaxation. While I don’t always get to use my country home myself, I decided to share it with others, and it brings me joy to host happy, appreciative guests!

Along with my partner, an Attorney at Law, we manage a few gorgeous, fun rental properties. Each one is unique and carefully curated to offer the perfect balance of comfort and fun. As a Premier and Super Host, I am dedicated to providing exceptional stays and memorable experiences for my guests.

And yes, I’m still teaching—so when I'm not hosting, I’m making a positive impact in the education field.

I look forward to hosting you and making your stay truly special!

Why they chose this property

Escape the hustle and bustle while staying close to all the excitement! Highland Estate Colony is the ideal location for relaxation and recreation, just minutes away from popular attractions like Resorts World Casino, Kartrite Indoor Waterpark, Holiday Mountain Fun Park, and a variety of outdoor activities such as hiking, boating, and skiing. Located only 90 minutes from NYC, the estate is easily accessible by car or bus.

Popular Nearby Attractions: ✔ Resorts World Casino (5 min)
✔ Kartrite Indoor Waterpark (5 min)
✔ Monticello Raceway (10 min)
✔ Holiday Mountain Ski, Tubing, and 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 (Just 2-5 Minutes Away!):
✔ Ciao Bella Italian Restaurant
✔ Starlight Café
✔ Miss Monticello Diner
✔ Nelly’s Sports Bar
✔ El Tequilero Mexican
✔ Siena’s Pizza
✔ Shoprite/Walmart Pavilion: Burger King, KFC, Taco Bell, Dunkin', China City, McDonald's, Kaz Wins, Subway

Kosher Dining Options:
✔ Casa Cava Pizza (All Year)
✔ Liberty Pizza (All Year)
✔ Nature’s Delight Dairy Restaurant (Kosher, All Year – 2-Minute Walk)
✔ Rugalach Bakery (Kosher, All Year)
✔ Simply Sushi
✔ Taam Eden Bakery
✔ Upside Burgers
✔ Satmar Fleish
✔ Boosur (Kosher Fleishig, All Year)
✔ Ichud Satmar Greenfresh (Nearby)

Shul Access:
✔ 4-minute walk in the summer; 10-minute walk year-round

The Heart of the Catskills:
Located in the heart of the Catskills, Highland Estate Colony is central to all the major Sullivan County attractions, offering the perfect base for a memorable vacation. Whether you're here to relax, explore, or enjoy family-friendly activities, you'll find everything you need nearby.

What makes this property unique

it is Your Own Little Bungalow Colony – Spacious Homes to Enjoy!

Highland Estate Colony offers the perfect retreat for those seeking a country home in the mountains, providing a peaceful escape from city life. This haven is perfect for those who appreciate the charm of spacious homes and the tranquility of nature.

During the summer months, you'll find a minyan just down the road, with Ichud and other minyanim within walking distance, offering added convenience for guests who wish to maintain their spiritual practices during their stay.

Languages:

English, French, Spanish, Russian