Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests
The Home
Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests
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.
Home Features
What's Included
- Wireless internet
- Free wifi
- Internet
- Towels provided
- Linens provided
- Air conditioning
- Hair dryer
- Shampoo
- Toilet paper
- Paper towels
- Basic soaps
- Iron & board
- Heating
- Fireplace
Amenities & Features
Kitchen
- Kitchen
- Kitchenette
- Refrigerator
- Microwave
- Stove
- Oven
- Grill
- Dishes & utensils
- Dining table
- Coffee maker
- Kettle
- Toaster
Pool & Spa
- Private pool
- Spa whirlpool
- Outdoor pool
- Pool
Outdoor
- Fire pit
- Outdoor furniture
Entertainment
- Games
- Books
- Television
- Smart TV
- Game room
- Pool table
- Ping pong table
- Foosball
Laundry
- Washing machine
- Dryer
Parking
- Parking
Safety
- 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)
- Fire extinguisher
Area Guide
Neighborhood, Monticello
Located in Monticello, this vacation 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 South Fallsburg Hebrew Association Synagogue and Woodstock Monument. Traveling with kids? Consider The Kartrite Resort & Indoor Waterpark, or check out an event or a game at Monticello Motor Club. Be sure to check out the area's animals with activities such as game walks and birdwatching.
What's Nearby
- Monticello Casino and Raceway2 min drive
- Resorts World Catskills5 min drive
- The Kartrite Resort & Indoor Waterpark7 min drive
- Bethel Woods Center For The Arts14 min drive
- LEGOLAND® New York32 min drive
Restaurants
- McDonald's - 4 min drive
- Dunkin' - 2 min drive
- Monticello Bagel Bakery - 19 min walk
- Pho Hung - 7 min walk
- Burger King - 4 min drive
Bedrooms
10L A
1 Twin Bunk Bed
10L B
2 Queen Beds
Bedroom 4a
2 Queen Beds
Bedroom 4a
1 Queen Bed and 3 Twin Beds
Bedroom 4c
1 Twin Bunk Bed and 1 Twin Bed
Bedroom 6a
2 Queen Beds
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
Spaces & Areas
House Rules
Pets
- Pets allowed: dogs less than 20 lbs per pet (limit 3 pets total)
check in
- Check in after 4:00 PM
check out
- Check out before 11:00 AM
Events
- Events allowed: family gatherings, birthday parties, weddings
Smoking
- Smoking is not permitted
Children
- Children allowed: ages 0-17
minimum age
- Minimum age to rent: 18
Policies
Damage Policy
You will be responsible for any damage to the rental property caused by you or your party during your stay.
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 Safety features at this property include a fire extinguisher
Frequently Asked Questions
Does Highland Group/Family Estate have a pool?
Yes, this property has an outdoor pool.
Is Highland Group/Family Estate pet-friendly?
Yes, this property allows dogs (limit 3 total) with a maximum weight of up to 20 lbs per pet.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Highland Group/Family Estate?
Check-in begins at 4:00 PM.
What time is check-out at Highland Group/Family Estate?
Check-out is at 11:00 AM.
Where is Highland Group/Family Estate 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).
How many guests can this venue host for a wedding?
It can host up to 40 guests for a ceremony and reception, and sleeps up to 46 overnight.
Can I hold both the ceremony and reception here?
Yes — there is space for both the ceremony and reception.
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