Title: Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! Family-friendly holiday home in Ossining with a water park ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/76b5d504.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/df2c75ec.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/490a9125.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/fe2ef847.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/e858b8f7.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Welcome to Westchester Castle, a luxurious summer retreat in Ossining, New York. Unwind by the fire pit or challenge friends to a game in the fully equipped game room. With an outdoor BBQ and pool table, this estate offers endless entertainment options for families and friends alike. 8.8 Excellent ### Entire home 5 bedrooms5 bathroomsSleeps 134284 sq ft ## Popular amenities - Barbecue grill - Washer - Dryer - Kitchen - Fireplace - Pool £1,070 includes taxes & fees 16 Oct - 17 Oct ## 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. ### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! About this space Westchester Castle: Your Ideal Group Foliage Retreat! 7 Bedrooms, 4 Bathrooms: Sleeps 13 with varied bed types for comfort. Entertainment Galore: Smart TV, pool table, board games. Gourmet Kitchen: Fully equipped for all culinary needs. Relaxation: in-ground pool, and indoor Jacuzzi. Convenience: Free 100 Mbps WiFi, self-check-in/check-out, washer & dryer. Nearby Attractions: Close to parks, family spots, dining, and more! The space Westchester Castle: Your Winter Wonderland Group Retreat! Transform your winter getaway with a stay at the Westchester Castle, a spacious and newly renovated mansion ideally suited for groups of friends and family. Featuring 7 cozy bedrooms that comfortably sleep up to 13 guests and equipped with 4 convenient bathrooms, it's the ultimate setting for reuniting, unwinding, and creating unforgettable winter moments. The fully equipped kitchen becomes a warm hub for shared cooking experiences, perfect for crafting hearty winter meals. Entertainment is plentiful with a pool table, and for those brisk winter days, the outdoor swimming pool is a reminder of summer's past. As the evening chill sets in, the BBQ grill is perfect for grilling up a storm, combining delicious flavors with laughter under a crisp, starry sky. Westchester Castle's strategic location offers easy access to a host of winter activities. Discover the serene, snow-covered landscapes of nearby Cedar Lane Park, Nelson Park, Croton Gorge Park, Teatown Lake Reservation, and Kitchawan Preserve. For ski and snowboard enthusiasts, Hickory and Tweed Ski & Cycle, and Westchester Skating Academy are just a short drive away, offering thrilling winter sports experiences. The mansion is also moments away from year-round attractions like Rockefeller State Park Preserve and Hudson RiverWalk Park. Nearby golf courses, wineries, and breweries offer diverse options for every member of your group. Families will delight in the nearby winter charms of Croton Gorge Park and Kensico Dam Plaza, while the variety of dining options in the area ensures warm and satisfying meals throughout your stay. At Westchester Castle, you'll find a perfect blend of comfort and convenience against a beautiful winter backdrop, making it the ideal location for your group's winter retreat. Don't wait; book your stay today at Westchester Castle and immerse yourself in a magical winter wonderland experience! — ABOUT The Westchester Castle — ► 7 bedrooms (2 Queens, 4 Fulls, 1 Twin), 7 bathrooms (Sleeps 13) ► FREE Private WiFi (100 Mbps) ► Fully capable kitchen perfect for all stays! ► Smart TV - Access Netflix, Hulu, HBO and more! ► Self Check-In and Check-Out ► In-Ground Pool (Seasonal, Not Heated) ► Washer & Dryer ► Pool Table ► Pet Friendly! ► Custom full in-house bar ► 6000 ft² / 557 m² — WHAT'S INCLUDED — Just show up and drop the bags! The home is fully stocked and ready for you to enjoy. An example of items in the home include: ► BEDROOM: Sheets, Blankets, Pillows - feel right at home. ► BATHROOM: Towels, Shampoo, Conditioner, Soap, and other bathroom basics! ► KITCHEN: Salt, Pepper, Olive Oil, Coffee ► FREE Digital Guide App - Everything you need to plan your stay! — NEARBY ATTRACTIONS AND RESTAURANTS — Need help finding the perfect hangout? We're here to help. Below are some key spots that The Westchester Castle is near in the Winter. — TOP TOURIST SPOTS — ► Rockefeller State Park Preserve (6 min. drive) ► Louis Engel Waterfront Park (5 min. drive) ► Teatown Lake Reservation (11 min. drive) ► Croton Point Park (12 min. drive) ► Scenic Hudson RiverWalk Park at Tarrytown (14 min. drive) — SKIING AND SNOWBOARDING — ► Hickory and Tweed Ski & Cycle (24 min drive) ► Victor Constant Ski Area (34 min drive) — ICE SKATING — ► Westchester Skating Academy (16 min drive) ► Ebersole Ice Rink (20 min drive) ► Brewster Ice Arena (23 min drive) ► Palisades Center Ice Rink (25 min drive) — FAMILY-FRIENDLY TOURIST SPOTS — ► Croton Gorge Park (13 min. drive) ► Pierson Park (15 min. drive) ► Kensico Dam Plaza (16 min. drive) — GOLF COURSES NEARBY — ► Trump National Golf Club Westchester (10 min. drive) ► Hudson Hills Golf Course (11 min. drive) ► Mohansic Golf Course (16 min. drive) — WINERIES AND BREWERIES — ► Chilmark Wines & Spirits (3 min. drive) ► Here, Coffee + Beer (4 min. drive) ► Sing Sing Kill Brewery (12 min. drive) ► Soul Brewing Company (13 min. drive) ► Captain Lawrence Brewing Company (16 min. drive) — TOP-RATED BREAKFAST LOCATIONS — ► Las Americas (3 min. drive) ► The Tasty Table (4 min. drive) ► DD's Diner (5 min. drive) ‎‏‏‎ ‎‏‏‎ — TOP-RATED LUNCH LOCATIONS — ► Lucy's Pizza (3 min. drive) ► Los Abuelos Restaurant (4 min. drive) ► 3 Westerly Bar and Grill (5 min. drive) — TOP-RATED DINNER LOCATIONS — ► Aji Limo Peruvian Cuisine (2 min. drive) ► Churrasqueira Ribatejo (2 min. drive) ► Makondo Restaurant Ossining (3 min. drive) — LOCATION AND PARKING — The Westchester Castle is located in the quiet village of Ossining, NY. Only 49 minutes to NYC! Right next to the parkways. 15 minutes to White Plains. Restaurants, bars, and venues within 10-minutes of driving. Easily access all of the Hudson River towns in beautiful upstate New York! FREE private parking is available directly in front of the home. The home has a private driveway with parking for up to 5 vehicles. — FREQUENTLY ASKED QUESTIONS — Q: On what floor are the beds located in the home? A: On the main level, there are no bedrooms; all the bedrooms are on the second and third floors. Q: Is the home handicap accessible? A: No, there are no bedrooms that are handicap accessible. Q: Is there a grill? A: Yes, with FREE fuel. Q: Are pets allowed? Up to 2 dogs are allowed. A pet fee of $35/night per pet will apply. Q: Does the home have Air Conditioning (AC) and heat? A: The home has central AC and heat. Q: How can we contact you during the stay? A: The Westchester Castle is professionally managed by Hudson Valley Luxury Resorts. You may contact us through the platform, email, or the dedicated customer service line. Q: What is the cancellation policy? A: The cancellation policy is unique to every reservation. Please review the terms on the website. Q: What is the minimum age to book? A: 21 years of age Q: Why do you require a photo of my government identification? A: We require your ID for compliance with our insurance. Your ID is kept private and is not shared with anyone. Q: Can I host an event or celebration at The Westchester Castle? A: We are always open to events. Please get in touch with us for any inquiries. Q: When will the pool be open? A: The pool is weather dependent. We aim to open the pool in spring each year and close it in the early fall. Contact us to confirm availability! — THINGS TO KNOW - Please read before you book! — ► Check-in is at 4 PM. Check-out is at 10 AM. Half-day extensions may be available upon request with an additional charge. There is no guarantee for early or late check-in/out or half-day requests. Changes to these times are based on availability and the schedule of our cleaning teams. ► The Westchester Castle is self-check-in and self-check-out. The home has a lockbox that you may use to enter the home. The code will be provided before your stay. ► MINIMUM AGE: You must be at least 21 years of age to book at The Westchester Castle. A photo of your government ID is required after booking. ► CLEANLINESS: We take pride in preparing a spotless and prepared home for your visit! The Westchester Castle is cleaned, sanitized, and restocked before/after every guest. Please respect our space, treat it as you would your home, and keep it clean! Our team is dedicated to providing a clean space for our guests, and we very much hope you enjoy it. Any non-standard cleaning will result in an additional charge. ► MONITORING: To protect our guests and home, The Westchester Castle has a camera installed at the front door ONLY. We do NOT spy on our guests. The recording is motion-activated and only captures activity outside the front door. No cameras or monitoring devices exist inside the property. Content is not shared with third parties unless required by insurance or law. ► NOISE: To protect our great community and home from partiers or loud/disturbing guests, The Westchester Castle has a loud noise detection sensor installed. We love our neighbors and community and want to continue providing an excellent place for you and future guests to stay! ► GOVERNMENT ID REQUIRED: A photo of your valid government identification is required 48 hours before your check-in date. WE RESERVE THE RIGHT TO CANCEL A RESERVATION AT ANY TIME IF YOU DO NOT PROVIDE YOUR ID. CANCELLATIONS ARE SUBJECT TO THE CANCELLATION POLICY. ► By booking this listing, you give permission to the property manager to use a third party to screen my identity and check criminal databases to confirm my reservation. Complete terms regarding the guest screening can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions. ► This location has an additional apartment with tenants. The apartment is separate from the main home. During your stay, there may be other cars in the driveway. Guest access As our valued guests, you have exclusive access to the entire property and its amenities. Feel free to make yourself home and enjoy every corner of this space - it's all yours during your stay. Whether relaxing in the cozy living areas, experimenting in the fully equipped kitchen, or unwinding in the outdoor spaces, the entire property is available to ensure a comfortable and memorable experience. Enjoy your stay to the fullest, without limits on where to go within the property. Welcome home! ## Property amenities ### Ski - Close to skiing - Snowboarding nearby ### Pool/Spa - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transport - Car required - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Kitchen island - Microwave - Oven - Refrigerator - Spices - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - Books - Games - Smart TV ### Outdoor areas - Balcony - Barbecue grill - Fenced yard - Firepit - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - Near a health/beauty spa - Near a hospital - Near an outlet shopping centre ### Things to do - Arcade/game room - Billiards/pool table - Optional golf privileges - Water park - Water sports equipment - Birdwatching nearby - Casino nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Ice skating nearby - Kayaking nearby - Motor boating nearby - Mountain biking nearby - Mountain climbing nearby - Parasailing nearby - Rafting nearby - Rock climbing nearby - Sailing nearby - Sledding nearby - Snowmobiling nearby - Spelunking nearby - Surfing/bodyboarding nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing 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) - First aid kit - Fire extinguisher ### General - Garden - Unit size: 4,284 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/10c9994b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Castle in The Sky ! 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EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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 are allowed on site 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 and a first aid kit 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 ### We should mention A car is required for transport to and from this property ### Property is also known as 252410 ## About the area Ossining is home to this holiday home. Captain Lawrence Brewing Company and Mohansic Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Old Croton Aqueduct State Park and Rockefeller State Park Preserve. Consider Westchester County Center for a night out or Rockland Bakery if you're travelling with kids. Make sure you get close to the area's animals with activities such as game walks and birdwatching. [Visit our Ossining travel guide](https://www.expedia.co.uk/Ossining.dx6190653) [View more Holiday homes in Ossining](https://www.expedia.co.uk/Ossining-Private-Holiday-Homes.d6190653-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.15759%2C-73.85637&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=QhAEugHL3nSgJwXXPlXMBGMW9pc=) Ossining, NY ### What's nearby - Sing Sing Prison Museum - 11 min walk - 0.6 miles - Sing Sing Correctional Facility - 14 min walk - 0.8 miles - Van Cortlandt Manor - 7 min drive - 3.3 miles - Croton Point Park - 7 min drive - 3.7 miles - Sleepy Hollow Cemetery - 9 min drive - 5.4 miles ### Getting around - Ossining Station - 18 min walk - White Plains, NY (HPN-Westchester County) - 31 min drive ### Restaurants - ‪Here Coffee + Beer - ‬20 min walk - ‪Sing Sing Kill Brewery - ‬12 min walk - ‪First Village Coffee - ‬15 min walk - ‪Churrasqueira Ribatejo - ‬13 min walk - ‪Lucy's Pizza - ‬12 min walk ## Frequently asked questions ### Is Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! pet-friendly? > Yes, pets are allowed at this property. ### How much does it cost to stay at Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!? > As of 5 Oct 2025, prices found for a 1-night stay for 2 adults at Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! on 16 Oct 2025 start from £1,070.17, 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](https://www.expedia.co.uk/Ossining-Hotels-Castle-Cozy-Winter-Wonderland-Events.h101852343.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!? > Check-in begins at 4:00 PM. ### What time is check-out at Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!? > Checkout is at 10:00 AM. ### Where is Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! located? > This family-friendly Ossining holiday home is within a 15-minute walk of Old Croton Aqueduct State Park and Sing Sing Correctional Facility. Sing Sing Prison Museum and Rockefeller State Park Preserve are also within 3 miles (5 km). Ossining Station is 18 minutes by foot. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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