[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland Family-friendly vacation home with a water park and an outdoor pool ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/c1aee8cf.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property video](https://mediaim.expedia.com/video/9A1CB9973399C0715D59CB4C219CD018/7b432a85-7da5-4fba-a609-c5b5bed67d11-thumbnail.jpg?impolicy=resizecrop&rw=1908) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/480301a3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Game room](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/c42996dd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![12 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/78426988.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 8.0 Very good ### Entire home 12 bedrooms7 bathroomsSleeps 26 ## Popular amenities - Dryer - Fireplace - Washer - Parking available - Kitchen - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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. ## Property amenities ### Ski - Close to skiing - Snowboarding nearby ### Pool/Spa - Outdoor pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Electric kettle - Kitchenette - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - 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 - 3 pets total (up to 20 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### 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 mall ### 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 organized tours and activities - Recycling - Water-efficient showers ## Similar properties ![Interior](https://images.trvl-media.com/lodging/71000000/70540000/70535000/70534901/3e8c2510.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation! 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White Lake - Pool - Hot tub - Kitchen - Washer 10 Exceptional 2 reviews CA $1,637 CA $2,905 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=95419380&PinnedHotelID=95419380&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113620000/113612000/113611920/17adf77e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Escape to Serenity: Spacious 8 Bedroom Retreat Woodbourne - Washer - Pet-friendly - Air conditioning - Barbecue grill [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=113611920&PinnedHotelID=113611920&HadPinnedHotel=true®ionId=-1&adults=2) ![View from property](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643433/8f36dcc3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful Full-Size Private Lakefront Gated Home with dock / boats Swan Lake - Hot tub - Kitchen - Washer - Dryer 9.8 Exceptional 142 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=33643433&PinnedHotelID=33643433&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 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 ## About the area Located in Monticello, this vacation home is in a rural area and near theme parks. Concord Monster Golf Course and Holiday Mountain Ski and Fun Park are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Superior State Park and Mongaup River. 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. [Visit our Monticello travel guide](https://www.expedia.ca/Monticello.dx6055784) [View more Vacation homes in Monticello](https://www.expedia.ca/Monticello-Private-Vacation-Homes.d6055784-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=41.653946,-74.7052&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:glg%7DFnz%7DfM%3FU%3FS%3FS%40U%40U%3FS%40S%40U%40SBU%40QBUBS%40UBSBSDSBSDSBSDSDQDSDSDQDSFQFQDQFSFQFQHQFOFQHQFOHQHMHQHMHQJMHOJOHMJMJMJMJMHMLKJMJKLKJKLIJKLKLILILIJILILINELILGLGNELGNELELENENELCNCNELCNANCNANALCN%3FN%3FNAL%3FNAN%40N%3FN%40N%3FN%3FLBN%40N%40NBN%40LBNDNBLBNDLDNDLDNDLFLDNFLFLHLDNHLHJHLHLHLHJJLJLHJJLJJJJLLJHLJLJLJLJLHLJNHNJLHPHLHPHNFNHPHNFPFPHNFPFPFRDPFPDPFRDPDRDRDPDRBRDRBRDRBR%40RBTBRBT%40P%40TBR%40T%40R%3FR%40T%3FT%40R%3FR%3FT%3FT%3FRAR%3FTAT%3FRARATCRARARCTCRCTARCRERCRERCREREPEREREPGREPGPEPGRGPGPINGPGPINIPGNINIPILIPKLINKNILKLKLKLKLILMJKLKJMJKJMHMJKJMHMHMHKHMHOFMFMHMFODMFMFODMDODMDODMBOBOBMDO%40OBO%40O%40MBO%3FO%3FO%40O%3FO%40OAM%3FOAO%3FO%3FMCOAOAOCOAMEOCOCMCOEOEMEMEOEMGOGMEMGMIOGMGMIKIMIMIMIMKKKMIKKMKKKKMMKIMKMKMKMKMIMKOIOKMIQIMIQIMIQGOIQGQGOIQGQGQGSEQGQGQESEQESESEQESCSESCSESCSCSAUCSCUASCSASAUAS%3FSAUAU%3FS%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=b7ph6oaZBEytCUqwjSlcKVFJJbw=) Monticello, NY ### 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 ## Frequently asked questions ### Does Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland have a pool? > Yes, this property has an outdoor pool. ### Is Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland pet-friendly? > Yes, this property allows dogs (limit 3 total) with a maximum weight of up to 20 lbs per pet. ### What time is check-in at Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland? > Check-in begins at 4:00 PM. ### What time is check-out at Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland? > Check-out is at 11:00 AM. ### Where is Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland 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). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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