Title: Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=106927512&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests Family-friendly vacation home with a water park and an outdoor pool ## Photo gallery for Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests ![Smart TV, fireplace, foosball, table tennis - Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests (Monticello)](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/4e2ce32c.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) ![Dining - Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests (Monticello)](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/b6318074.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests (Monticello)](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/34853186.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Game room - Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests (Monticello)](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/7c53d67e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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. ## Reviews 8.0 Very good ### Entire home 12 bedrooms7 bathroomsSleeps 26 ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Pet friendly ## 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. ### 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! \----------- \*\*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 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) - Fire extinguisher ### 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 ![Smart TV, foosball, books](https://images.trvl-media.com/lodging/77000000/76840000/76836900/76836856/ba77519b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful 7 Bedroom home on family farm, perfect for a large group Mountain Dale - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08&selected=76836856&PinnedHotelID=76836856&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70540000/70535000/70534901/a4670bd3.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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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. 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. [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 2 min drive \- 1.8 km - Resorts World Catskills 5 min drive \- 6.1 km - The Kartrite Resort & Indoor Waterpark 7 min drive \- 6.5 km - Bethel Woods Center For The Arts 14 min drive \- 21.1 km - LEGOLAND® New York 32 min drive \- 62.3 km ### 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 ## Frequently asked questions ### Does Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests have a pool? ### Is Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests pet-friendly? ### How much is parking? ### What time is check-in at Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests? ### What time is check-out at Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests? ### Where is Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Highland Group/Family Estate! Huge Hotub, 5 Private Units, Gameroom; 40+ guests Reviews ## Reviews ### Very good 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 3 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 1 ### 9.0 Cleanliness ### 8.0 Location ## Reviews ### 10/10 Excellent #### Kristian M. Jun 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Mrs Shira The property was very big and spacious. We had a large group, yet everyone had more than enough room.Looking forward to renting this place again. ##### Kristian M. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Nancy D. Oct 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### Nancy D. Stayed 1 night in Oct 2025 ### 10/10 Excellent #### Chana B. Apr 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### We had The Perfect Group Getaway at Highland! 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! ##### Chana B. Stayed 2 nights in Apr 2025 ### 2/10 Terrible #### William F. Aug 28, 2025 Liked: Check-in Disliked: Communication, location, listing accuracy Dirty pool , broken chairs , broken steps , no hot water pictures says 1000 words ![](https://a.travel-assets.com/ugc/hotel-reviews/d5fc6688-9313-40b9-aef4-b3ec8d428abc-1756404412639.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/72896fdf-a1eb-4b0e-a740-f1e4d11bb3c0-1756404410120.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/64f82297-a4b3-46c1-95d1-f68ff7eaa4c9-1756404530856.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### William F. 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