Escape to your own private estate in The Catskills at Comfy Catskills Private Colony. This vacation rental features a charming atmosphere with two comfy country houses, 6 bedrooms, and plenty of space for everyone to relax and unwind. Enjoy the pool, trampoline, game room with a pool table and foosball, kitchens with SmartTVs.
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 (2 houses + 3 cabins**) ✔ Sleeps 36+ – Great for big families & groups ✔ Huge Hotub, 9+ People -open all year round ✔ Private Pool, Game Room, Open Spaces ✔ Near Kosher Dining, Shul & Local Attractions ✔ Fresh mountain air, privacy & room to relax
Enjoy the entire estate just to yourselves – perfect for reunions, holidays, or peaceful getaways. Escape to fresh air!
Escape to Your Own 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!
----------- **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.
Property amenities
Ski
Close to skiing
Snowboarding nearby
Pool/Spa
Hot tub
Outdoor pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Electric kettle
Hob
Kitchenette
Microwave
Oven
Paper towels
Refrigerator
Spices
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
Up to 9 kg per pet
Suitability/Accessibility
Smoke-free property
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 centre
Things to do
Arcade/game room
Billiards/pool table
Foosball table
Table tennis
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total (up to 9 kg per pet)
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 that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
About the area
Located in Monticello, this holiday home is in a rural area and near theme parks. Woodstock Monument is a notable landmark and some of the area's popular attractions include The Kartrite Resort & Indoor Waterpark and Bethel Woods Center For The Arts. Consider The Museum at Bethel Woods for a night out or Hurleyville Performing Arts Centre if you're travelling with kids. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the snowmobiling and sledging. Visit our Monticello travel guide
Does Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests?
As of 22 Jun 2026, prices found for a 1-night stay for 2 adults at Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests on 29 Jun 2026 start from NZ$2,446, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Yes, this property allows dogs (limit 3 total) with a maximum weight of up to 9 kg per pet.
How much is parking at Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests?
On-site parking is available at the property.
What time is check-in at Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests?
Check-in begins at 4:00 PM.
What time is check-out at Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests?
Checkout is at 11:00 AM.
Where is Highland Cabins Estate! Huge Hotub, 5 Private Units! Gameroom; 40+ guests 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 Resorts World Catskills are also within 6 miles (10 km).
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All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since everything we needed was right there or just minutes away.This spot was the perfect mix of comfort, charm, and convenience. We’re already talking about making this our annual getaway location. Highly recommend for any group looking for a fun, private, and memorable place to stay!
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!
We booked this property as our 31st eve gate-away for 7 families (including kids and toddlers) and paid very hefty price for this below average property)This house is pretty much dated and old so it has a typical foul smell in all the units especially the one main ones where you have kitchen and living room.This property has 5 different units as rightly listed.We checked in around 4 pm on Dec 30th.To our surprise pathways were full of Black Ice (snow turned into ice) as snow was not removed at all from pathways, It was very slippery if you are walking from one unit to another. It was never cleared through out our check out despite several calls, messages to the Host (Shira). We had several accidents during our stay due to that. The water/drain pipe was frozen in one of the unit (2 bedrooms) and had no water so we were unable to use that. In another unit toilet flush was not working so that was also unusable. The response time is very poor & these issues were not resolved until check out. Nails protruding from doors and walls which is very risky especially if you have kids. Heater panels and controls were broken. Extremely poor lights in the bedrooms so at night it is almost dark in the bedrooms.we shared everything on email via photos/videos and asked for refund but no response from Host/Shira.