How many people can this estate accommodate?

The property includes 12 bedrooms across two houses and three remodeled cabins, comfortably sleeping up to 36 guests. This makes it suitable for extended family reunions or group retreats.

What specific kosher kitchen items are provided?

Guests have access to a locked 'Kosher Pantry' containing a crockpot, hotplate, urn, kiddush cup, and Havdalah candle. While these items are provided for the convenience of Shomer Shabbat guests, visitors are encouraged to verify that the items meet their personal kashrut standards upon arrival.

Is there a dining area large enough for the whole group?

For larger groups, the property features a modern dining area capable of seating up to 40 guests, allowing the entire group to eat together comfortably.

What on-site amenities are available for recreation?

The estate offers a private pool, a large hot tub (9+ person capacity), a game room with pool and ping-pong tables, a trampoline, and a fire pit.

Is there a minyan nearby during the off-season?

Yes, the listing indicates that a year-round minyan is available in the vicinity, though guests should confirm specific times with local Sullivan County shuls based on their dates of stay.

Highland Colony. Monticello

5 Units together, Minyan all year. 20-40 People, 12 bedrooms

Location: Sullivan County, NY, United States

Organizer: SouthWoods Mountains Estates

About

The Highlands - Private 5-Unit Estate perfect for extended families or groups – your exclusive retreat in the heart of the Catskills!
Read the description, before you book for description and terms:

5 Private Units (book up to 2 houses + 3 cabins**)
Sleeps 36
Great for big families & groups
Huge Hotub, 9+ People (opening Dec)
Private Pool, Game Room, Open Spaces
Near Kosher Dining, Shul & 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 36+
2 Country Homes + 3 Cottages**
2 Fully Equipped Kitchens + Modern Dining Area (seats 40 guests)
Game Room with pool table, ping pong & foosball
Outdoor Fun – Pool, Hotub, 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.
These are cozy country homes and cabins—comfortable, inviting, and exactly as pictured, with the amenities and condition shown in the listing. If you’re looking for a relaxed country-style getaway, you’re in the right place. If you’re expecting red-carpet luxury, the Waldorf may be a better fit.
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.
Our prices include all fees. No hidden fees.

Kashrut & dining

Kashrut authority: 0 · 0

Passover kitchen

Religious life & Shabbat

Kosher Pantry: The property comes with a locked cabinet with some kosher supplies; crockpot, hotplate, kiddush cup, some knives, Havdalah candle and assorted other kosher kitchen items. The kitchen has a Kuerig that we only supply kosher k-cups for and a large urn for shabbos. The oven can be self cleaned to easily kasher.

The general kitchen is not used strictly kosher so hot things should not be placed on counters and open supplies not in kosher cabinet are not assumed kosher. As with any place, we cannot take responsibility to the kosher standards of the items in the kosher pantry though we only allow use of it to obviously kosher shomer shabbos people.

Highland Colony. Monticello

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