Entire home
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland
2.0 star property
Photo gallery for Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland





Reviews
8.08.0 out of 10
Very good
Entire home
12 bedrooms7 bathroomsSleeps 26
Popular amenities
- Dryer
- Fireplace
- Washer
- Kitchen
- Parking available
- Pool
Explore the area
Monticello, NY
- Monticello Casino and RacewayPlace, Monticello Casino and Raceway3 min drive
- Resorts World CatskillsPlace, Resorts World Catskills6 min drive
- The Kartrite Resort & Indoor WaterparkPlace, The Kartrite Resort & Indoor Waterpark9 min drive
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About the area
Monticello
With a stay at this vacation home in Monticello, you'll be in the mountains, within a 10-minute drive of Resorts World Catskills and Monticello Casino and Raceway. .This family-friendly vacation home is 12.1 mi (19.5 km) from Bethel Woods Center For The Arts and 12.4 mi (19.9 km) from Woodstock Monument.
What's nearby
- Monticello Casino and Raceway - 3 min drive - 1.8 km
- Resorts World Catskills - 6 min drive - 6.1 km
- Concord Monster Golf Course - 8 min drive - 7.5 km
- Monticello Motor Club - 9 min drive - 8.1 km
- The Kartrite Resort & Indoor Waterpark - 9 min drive - 6.1 km
Restaurants
- Dunkin' - 2 min drive
- Monticello Bagel Bakery - 19 min walk
- Pho Hung - 7 min walk
- Stewart's Shops - 9 min walk
- Tilly's Diner - 2 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.
Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ 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!
-----------
**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.
✔ 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!
-----------
**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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a private pool. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment.
Be sure to enjoy recreational amenities including a water park and an outdoor pool. This vacation home also features an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Ski
- Close to skiing
- Snowboarding nearby
Pool/Spa
- 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
- 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 organised 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
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total (up to 20 lbs per pet)
Children and extra beds
Children are welcome
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