Title: Tower Hill - Hilltop Country Retreat with Panoramic Views - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Tower Hill - Hilltop Country Retreat with Panoramic Views ![Meeting facility](https://images.trvl-media.com/lodging/60000000/59200000/59194700/59194616/b2e76e65.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/60000000/59200000/59194700/59194616/4dcac018.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/60000000/59200000/59194700/59194616/845e4faa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/60000000/59200000/59194700/59194616/65d53dd2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59200000/59194700/59194616/d7b00832.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Consider a stay at Tower Hill - Hilltop Country Retreat with Panoramic Views and take advantage of a garden, a playground, and laundry facilities. Stay connected with free in-room WiFi. 10 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 6 ## Popular amenities - - Parking available - Pet-friendly - Kitchen - Fireplace - Dryer ## 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. ### Tower Hill - Hilltop Country Retreat with Panoramic Views Up a winding country road, lies Cloud Walk. Twelve private acres of peace and quiet across from a world class horse farm. Large eat-in kitchen (La Cornue stove) opens up into Dining Room, Living Room, Study and Sun room. 3 bedrooms upstairs with 2 bathrooms as well as an additional bedroom suite downstairs with bathroom. Beautiful gardens surround the property with a large swimming pool. High-speed wi-fi ## Property amenities ### Pool/Spa - Heated pool - Outdoor pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Bathtub - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Fireplace - Separate dining area ### Entertainment - Smart TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Garden - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location ### Things to do - Heated pool ### 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 - Garden ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 2:00 PM ### 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 2 total pets Restrictions apply; for more information contact the property at the number on the booking confirmation Note from host: Dogs are allowed with approval. ### Children and extra beds Children are welcome Note from host: Playroom, kids library & toys galore. ### Events No events allowed ### 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 Onsite parties or group events are strictly prohibited 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 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 Millbrook, this vacation home is in a rural area. Macedonia Brook State Park and Buttercup Farm Audubon Sanctuary reflect the area's natural beauty and area attractions include Trevor Zoo and Innisfree Garden. [Visit our Millbrook travel guide](https://www.expedia.ca/Millbrook.dx6051715) [View more Vacation homes in Millbrook](https://www.expedia.ca/Millbrook-Private-Vacation-Homes.d6051715-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=41.798187,-73.603874&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:wqc%7EFdwf%60M%3FS%3FU%3FS%40U%3FS%40U%40S%40U%40SBS%40U%40SBSBSBUBSBSDSBSDSDSBQDSDSFQDSFSFQDQFQFQFQFQHQFOHQFQHOHOHOHQHMHOJMJOHOJMJKHOLKHMLMJKJKJKLKJKLKLILILKJILILGLINGLILGLGNELGLENELENENELCNCLENANCNCLANANANANAN%3FL%3FN%3FN%3FN%3FN%3FN%40N%40L%40N%40N%40NBNBL%40NDLBNBNDLDNDLDNDLFLDNFLHLFLFNHJFLHLHLJLHJHLJLJJJLJJJJJJLJLJLJLJJJNHLJNHLHNHNJNHNHNFNHPFPHNFPFPHPFPFPDPFPDRFRDPDRDRDPDRBRDRBRDR%40RBTBRBRBR%40T%40R%40RBT%3FR%40T%40R%3FT%40R%3FT%3FR%3FT%3FTAR%3FRATAT%3FRCRATARATCPCTCRCTARERCREPCREREREREPERGPERGPERGPGPIPGNGRINGPIPGNININKNININILKNILKLKLKLKLKLKLKJKJMJKJMJMJKHMHMJMHMFKHOHMFMFMHODMFMDOFMDODMBOFOBMBOBMBOBOBO%40O%40M%40O%40O%3FO%40O%3FO%3FO%3FM%3FOAO%3FOAOAOAMAOCOCOCMCOCMCOGOCMEOEMGMEOGMEMGMIOGMIMIMGKIMKMIMIMKKKMKKKKKKKMMIMMKIOKMKMIMKOKMIOIOIOIOIOIOGQIQGOISGOGQGQGQESGQGSEQGSEQESCSESESCQESCSCSCUCSCUAQAUCSAUASASAU%3FUAS%3FS%3FU%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=CBZq1olfMvlCe4ZHbzQDDLwERkQ=) Millbrook, NY ### What's nearby - Orvis Sandanona Shooting Grounds - 15 min drive - 12.2 km - Wing's Castle - 20 min drive - 12.4 km - Millbrook Vineyards and Winery - 20 min drive - 12.7 km - Kent Falls State Park - 36 min drive - 31.1 km - Omega Institute - 40 min drive - 36.1 km ### Getting around - Appalachian Trail - 26 min drive - Danbury, CT (DXR-Danbury Municipal) - 63 min drive ### Restaurants - ‪McDonald's - ‬13 min drive - ‪Nooch's - ‬13 min drive - ‪Stewart's Shops - ‬12 min drive - ‪Cumberland Farms - ‬11 min drive - ‪Dunkin' - ‬13 min drive ## Frequently asked questions ### Does Tower Hill - Hilltop Country Retreat with Panoramic Views have a pool? > Yes, this property has an outdoor pool. Pool types include heated pools. ### Is Tower Hill - Hilltop Country Retreat with Panoramic Views pet-friendly? > Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details. ### What time is check-in at Tower Hill - Hilltop Country Retreat with Panoramic Views ? > Check-in begins at 3:00 PM. ### What time is check-out at Tower Hill - Hilltop Country Retreat with Panoramic Views ? > Check-out is at 2:00 PM. ### Where is Tower Hill - Hilltop Country Retreat with Panoramic Views located? > Located in a rural location, this family-friendly vacation home is within 9 mi (15 km) of Dover Plains Stone Church, Trevor Zoo, and Macedonia Brook State Park. Orvis Sandanona Shooting Grounds and Wing's Castle are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Tower Hill - Hilltop Country Retreat with Panoramic Views Reviews 10 ### Exceptional 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 15 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Victoria G. Nov 6, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay, Great Host Host was easy to communicate with and the property was beautiful and in a remote area. Our guests who came for our work event enjoyed their stay. ##### Victoria G. Stayed 1 night in Nov 2023 ### 10/10 Excellent #### Fabiola S., Brooklyn Oct 9, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful house We had a wonderful time at the house. Plenty of room and beautifully furnished. Great views of the Hudson Valley and lots of property to relax and do sports. ##### Fabiola S. Stayed 1 night in Oct 2023 ### 10/10 Excellent #### Maeve O. Jan 24, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely! Gracious and lovely house in a beautiful spot. This was our second stay, and we hope to be back! The owners could not be nicer, very helpful and responsive. ##### Maeve O. Stayed 3 nights in Jan 2021 ### 10/10 Excellent #### Letitia P. Jun 6, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Graduation weekend. It was a wonderful property beautiful. The house was very well appropriated. The owners were very accommodating and easy to coordinate with. We were so lucky to have found it so that we could enjoy time together as a family as our daughter graduated from school. ##### Letitia P. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Mirel S. Sep 7, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely house, pool and beautiful grounds The house is beautiful, the pool is fantastic, and the grounds absolutely huge and stunning. We had a lovely stay with 2 adult couples and 4 children. The house was perfectly equipped, with plenty of towels, extra linens, coffee pods and everything we could have hoped for. Would absolutely gladly return for future visits. ##### Mirel S. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### elizabeth P. May 30, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful country house for family! My family (grandparents, parents and a toddler and baby) had the most magical stay. Chani was beyond helpful and accommodating. The house and grounds are a delight for parents and children. The pool is wonderful too. The house is beautifully appointed, super clean, stocked with toys and other kid-necessary stuff. Wonderful area for a visit and Chani is the best guide. We all look forward to our next visit. Thank you again, Chani, for everything. ##### elizabeth P. Stayed 4 nights in May 2023 ### 10/10 Excellent #### Barbara G. Aug 27, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely stay and perfect for a family ##### Barbara G. Stayed 14 nights in Aug 2022 ### 10/10 Excellent #### NATAN S. Jun 23, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Upstate vacation in a magical setting If you could will into existence the perfect upstate getaway, what would it look like? Beautiful hilltop views, expansive grounds with lovely wild and tended landscaping?Total privacy and peace with plentiful birdsong? A perfect pool and loungers for sunning? A charming character-infused old home with the very best of updates, and with plenty of nooks and overstuffed chairs for reading plus an amazing book collection? A well-stocked and perfectly equipped kitchen, with lovely dining areas indoors and out for family gatherings? This describes the property where we spent a blissful ten days, and to which we hope to return in seasons hence. ##### NATAN S. Stayed 8 nights in Jun 2022 ### 10/10 Excellent #### Jonathan P. Jun 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### To the Owner Only Great property. Interesting history of the Churchill family. Here are some things that we suggest to improve things: 1) Fix freezer. Never worked quite right. Ice cream always in a semi-melted shape. 2) Put blinds up in Master Bathroom. This is a MUST. 3) Instructions for gas grill 4) Get at least one more set of twin sheets for bedroom upstairs with twin beds. There was only a single set. 5) Recommendations for local dining. 6) Provide pool skimming net. 7) Provide a standard coffee maker, not an expresso one. These are all pretty important. Otherwise it was a wonderful weekend. ##### Jonathan P. Stayed 3 nights in May 2022 ### 10/10 Excellent #### Philip E. Jan 24, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful property! We thoroughly enjoyed a winter weekend getaway at Cloud Walk with friends and our young children and dogs. Chani was terrific as a host and we would certainly love to come back! ##### Philip E. Stayed 3 nights in Jan 2022 ### 10/10 Excellent #### Julia B. Oct 15, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Fall weekend getaway in Millbrook! Our family (including two teenage boys) enjoyed a lovely weekend at Cloudwalk. The house and grounds are beautiful. Rooms are very comfortable and bathrooms are renovated and well designed Kitchen is well equipped and we made a great family dinner. Highly recommend! ##### Julia B. Stayed 2 nights in Oct 2021 ### 10/10 Excellent #### Nate E. Aug 17, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely Cloudwalk We spent 10 days at Cloudwalk with 3 kids 10-12 years old, my mother, and our dogs. This place is an absolute delight. What a lovely getaway! It has the perfect blend of luxury feel without being fussy. There are toddler blocks in the formal living room, and animal portraits everywhere. The flower gardens are lush and mature, the pool is large and well maintained. The hosts provide thoughtful things like bug spray, sunscreen, portable speaker, pool towels, and refreshments in the fridge. The towels are plush and plentiful, the bedding is soft and clean. Beds and pillows were comfy, the master bath feels like a spa. The downstairs king bedroom essentially has its own suite, and the bunk bed room has one bunk with double full sized mattresses. The kitchen is well stocked and spacious. The note from the host was delightfully simple and welcoming, no stern warnings or demands, just a list of great places to go and their contact info if you need anything. This is a tranquil country oasis, like being back on my gram’s farm in Vermont hearing horses right down the road. There are TWO playrooms with tons of toys for the small kiddos, every great book you can think of, ROku tv, WiFi, a projector screen (bring your own projector), large yards, croquet, outdoor dining, screened in porch, and a trampoline. There is a winding stream further down tower hill road, and gorgeous horses as your neighbors. We were a bit disappointed to learn the horse farm next door is a breeding farm only, and there is next to no touristy trail-riding for the inexperienced riders in the area. Most horse farms in the area cater to experienced riders doing dressage or fox hunting, however the neighbors at Victory Lane Farm were the loveliest people, and we were able to visit with horses Loretta and Primrose in their paddock by the road each day. We even got to meet their friendly goat, Oreo and ask lots of questions about the farm. We did go in to town for a night at the drive in, and checked out the mini golf. I have honestly never felt so relaxed on a trip with the whole family in tow, and would highly recommend. ##### Nate E. Stayed 10 nights in Aug 2021 ### 10/10 Excellent #### J B. Jun 25, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house, great experience This is an excellent property! The house is more spacious and grand than the pictures indicate. The pool is large, beautiful and private (and completely fenced off, so the kids can't get to it alone). The hosts are very thoughtful and responsive. We were there for a week with our kids (5 and 2). The house was far larger than we actually needed. We could have brought another family with us. My wife is a stickler for the aesthetics and cleanliness of rental houses, and she was very impressed. There are tons of toys for the little ones. Cooking is a breeze with the large range (and grill outside). The yard is large and very private. The hosts were very responsive to any questions, and clearly went out of their way to make our vacation great. They left a few newly purchased supplies tailored to our group. There are more than enough activities within a ~15 mile radius to entertain a 2 and 5 year old for a week, with a relaxed schedule. If your crew is older, horseback riding will be available, opening up far more options. We'll definitely be back, schedule permitting! ##### J B. Stayed 7 nights in Jun 2021 ### 10/10 Excellent #### ANDREW E. Mar 29, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent country retreat! Had a really great week with my wife and two children (ages 6 and 2). Perfect place for families looking to spend some time in the country. The owner was very helpful and pleasant. Definitely considering a return trip. ##### ANDREW E. Stayed 9 nights in Mar 2021 ### 10/10 Excellent #### Diana T. Jan 16, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful home, beautiful property We had two families stay there together and it was perfect! Lovely property with gorgeous views. Very gracious home, comfortable for families with kids and pets. Very well-stocked kitchen. Hosts were a pleasure and made everything easy! We’ll be back! ##### Diana T. Stayed 4 nights in Dec 2020