Entire home
Last Minute Discount - Summer - Pool, BBQ, Firepit
Photo gallery for Last Minute Discount - Summer - Pool, BBQ, Firepit
![Our Airbnb features a magnificent outdoor pool, perfect for sun-soaked days and refreshing dips under the open sky.](https://media.vrbo.com/lodging/102000000/101860000/101852400/101852343/0a208dba.jpg?impolicy=resizecrop&rw=598&ra=fit)
![Brand new game room with pool table!](https://media.vrbo.com/lodging/102000000/101860000/101852400/101852343/102abf23.jpg?impolicy=resizecrop&rw=297&ra=fit)
![Stocked Kitchen with everything you need](https://media.vrbo.com/lodging/102000000/101860000/101852400/101852343/0f2a8a98.jpg?impolicy=resizecrop&rw=297&ra=fit)
![Sunset at the property perfect for instagrammable pictures!](https://media.vrbo.com/lodging/102000000/101860000/101852400/101852343/4f03a8d8.jpg?impolicy=resizecrop&rw=297&ra=fit)
![Retreat to our generously sized, impeccably clean bedroom, crafted for relaxation and a peaceful night's rest](https://media.vrbo.com/lodging/102000000/101860000/101852400/101852343/01a74fa6.jpg?impolicy=resizecrop&rw=297&ra=fit)
7 bedrooms4+ bathroomsSleeps 13127 sq m
Popular amenities
- FireplaceFireplace
- Pet-friendlyPet-friendly
- PoolPool
- Air conditioningAir conditioning
- KitchenKitchen
- Barbecue grillBarbecue grill
Explore the area
![Map](https://maps.googleapis.com/maps/api/staticmap?&size=375x250&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty-vrbo.png%7C41.15759%2C-73.85637&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ncf_eaYDKze3koBF2Xoy3TkICNo=)
Ossining, NY
- Sing Sing Correctional Facility15 min walk
- Sing Sing Prison Museum15 min walk
- Van Cortlandt Manor7 min drive
- White Plains, NY (HPN-Westchester County)31 min drive
Rooms & beds
7 bedrooms (sleeps 13)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Double Bed
Bedroom 4
1 Double Bed
Bedroom 5
1 Double Bed
Bedroom 6
1 Double Bed
Bedroom 7
1 Single Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Spaces
Kitchen
Balcony
Separate dining area
Garden
Dining Area
About this property
Last Minute Discount - Summer - Pool, BBQ, Firepit
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!
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!
Amenities
Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
![Private kitchen](https://media.vrbo.com/lodging/61000000/60900000/60890500/60890439/83d69d4c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Hudson Valley Getaway for Families
Hudson Valley Getaway for Families
Stony Point
Pool
Kitchen
Pet-friendly
Air conditioning
9.6 out of 10, (74 reviews)
9.6/10
(74 reviews)
![Exterior](https://media.vrbo.com/lodging/42000000/41980000/41978400/41978308/664c7f04.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Mt Kisco
Kitchen
Washer
Dryer
Pet-friendly
![Exterior](https://media.vrbo.com/lodging/84000000/83190000/83182900/83182816/52c6a05b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Clean and spacious home
Clean and spacious home
Scarsdale
Kitchen
Washer
Dryer
Air conditioning
10.0 out of 10, (1 review)
10.0/10
(1 review)
![Aerial view](https://media.vrbo.com/lodging/70000000/69660000/69658100/69658056/f5655c35.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Luxury 8 BR Estate with Pool and Tennis court
Luxury 8 BR Estate with Pool and Tennis court
Mount Kisco
Pool
Kitchen
Washer
Dryer
10.0 out of 10, (17 reviews)
10.0/10
(17 reviews)
![Ossining Vacation Rental | 5BR | 3.5BA | 2,800 Sq Ft | Stairs Required](https://media.vrbo.com/lodging/104000000/103490000/103489100/103489079/ca5185af.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Ossining Vacation Rental Near River, Trails & MTA!
Ossining Vacation Rental Near River, Trails & MTA!
Ossining
Kitchen
Washer
Dryer
Pet-friendly
![Briarcliff Manor Vacation Rental | 4BR | 3 Full BA | 3 Half BA | Stairs Required](https://media.vrbo.com/lodging/91000000/90060000/90055500/90055481/8c248680.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Briarcliff Manor Estate w/ Hudson River Views
Briarcliff Manor Estate w/ Hudson River Views
Briarcliff Manor
Kitchen
Washer
Dryer
Pet-friendly
9.2 out of 10, (5 reviews)
9.2/10
(5 reviews)
![Exterior](https://media.vrbo.com/lodging/72000000/71060000/71058600/71058581/ac0c16a6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Unique 7-bd Oasis |10 min walk to NYC Express Train
Unique 7-bd Oasis |10 min walk to NYC Express Train
White Plains
Kitchen
Washer
Dryer
Air conditioning
9.8 out of 10, (6 reviews)
9.8/10
(6 reviews)
![Exterior](https://media.vrbo.com/lodging/97000000/96850000/96842000/96841918/10c9994b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Nyack
Washer
Dryer
Air conditioning
![living room](https://media.vrbo.com/lodging/92000000/91770000/91768600/91768591/bb01aa18.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Waterfront Luxury in Town
Waterfront Luxury in Town
Piermont
Washer
Dryer
Pet-friendly
Air conditioning
10.0 out of 10, (3 reviews)
10.0/10
(3 reviews)
![Living room sunset view](https://media.vrbo.com/lodging/34000000/33580000/33575700/33575647/f460375d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Modern Mansion Near NYC, Airports, Restaurants, Activities, Shopping & More!
Modern Mansion Near NYC, Airports, Restaurants, Activities, Shopping & More!
Orangeburg
Hot tub
Kitchen
Washer
Dryer
10.0 out of 10, (64 reviews)
10.0/10
(64 reviews)
![41](https://media.vrbo.com/lodging/102000000/101930000/101921100/101921047/330c113d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Amazing 3BR/3BA! Croton on Hudson!
Amazing 3BR/3BA! Croton on Hudson!
Croton-On-Hudson
Kitchen
Washer
Dryer
Air conditioning
![Dining](https://media.vrbo.com/lodging/98000000/97570000/97562200/97562169/efede9b1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Escape to the enchanting town of Bedford, NY.
Escape to the enchanting town of Bedford, NY.
Bedford
Washer
Dryer
Pet-friendly
Air conditioning
![Pool](https://media.vrbo.com/lodging/84000000/83400000/83394500/83394464/3543f51e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
The Red Hill Retreat - Woods Water History Privacy
The Red Hill Retreat - Woods Water History Privacy
Croton-on-Hudson
Pool
Hot tub
Kitchen
Washer
10.0 out of 10, (2 reviews)
10.0/10
(2 reviews)
![Stony Point Vacation Rental | 2BR | 2BA | 1,800 Sq Ft | Single-Step Entry](https://media.vrbo.com/lodging/74000000/73340000/73337500/73337462/17eb5f79.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Stony Point
Pool
Hot tub
Kitchen
Washer
10.0 out of 10, (22 reviews)
10.0/10
(22 reviews)
![Experience a perfect blend of tranquility and sophistication in our exquisite retreat.](https://media.vrbo.com/lodging/102000000/101860000/101852400/101852347/edf24d1c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
White Plains Midterm Jacuzzi Heated Pool Game Room
White Plains Midterm Jacuzzi Heated Pool Game Room
White Plains
Pool
Kitchen
Washer
Dryer
![Unit with 2 Queen beds. Exact unit will be assigned upon arrival. Views, colors, and decor may vary.](https://media.vrbo.com/lodging/97000000/96810000/96801100/96801044/82fc0c9e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Vacation At Its Finest! 4 Convenient Units, Free Airport Shuttle, Pet-Friendly
Vacation At Its Finest! 4 Convenient Units, Free Airport Shuttle, Pet-Friendly
White Plains
Pool
Pet-friendly
Air conditioning
Gym
![](https://media.vrbo.com/lodging/100000000/99850000/99846300/99846212/d03d9b43.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.
DREAM Home, Pool, Hot Tub, Game Rm & Mountains.
Stony Point
Pool
Hot tub
Kitchen
Washer
![Living area](https://media.vrbo.com/lodging/79000000/78390000/78383000/78382970/2e2d974a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Victorian in Dobbs Ferry (Westchester)
Victorian in Dobbs Ferry (Westchester)
Dobbs Ferry
Hot tub
Kitchen
Washer
Dryer
10.0 out of 10, (4 reviews)
10.0/10
(4 reviews)
![Family Room](https://media.vrbo.com/lodging/78000000/77110000/77107200/77107101/85432682.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Private Country Getaway
Private Country Getaway
Bedford Hills
Kitchen
Washer
Dryer
Pet-friendly
![Bedroom 1](https://media.vrbo.com/lodging/75000000/74540000/74532300/74532205/6d8d58e6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
For Big Family | ♛7 BR,5BA, 5★Location, Deck
For Big Family | ♛7 BR,5BA, 5★Location, Deck
Hastings-on-Hudson
Hot tub
Kitchen
Washer
Dryer
8.0 out of 10, (1 review)
8.0/10
(1 review)
![Terrace/patio](https://media.vrbo.com/lodging/75000000/74130000/74126600/74126521/fa6a097b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Easy train ride to Grand Central NYC - traditional tudor in gorgeous location
Easy train ride to Grand Central NYC - traditional tudor in gorgeous location
Scarsdale
Kitchen
Washer
Dryer
Air conditioning
10.0 out of 10, (4 reviews)
10.0/10
(4 reviews)
![Living area](https://media.vrbo.com/lodging/67000000/66730000/66720600/66720522/d662a84a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
LUXE 3BD/2BA 29 min>NYC w/Parking & deck
LUXE 3BD/2BA 29 min>NYC w/Parking & deck
Hastings-on-Hudson
Kitchen
Washer
Dryer
Pet-friendly
10.0 out of 10, (13 reviews)
10.0/10
(13 reviews)
![Exterior](https://media.vrbo.com/lodging/61000000/60340000/60338200/60338173/6ea2d3e8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Duplex WATERFRONT HOME
Duplex WATERFRONT HOME
Grand View-on-Hudson
Kitchen
Washer
Dryer
Pet-friendly
10.0 out of 10, (5 reviews)
10.0/10
(5 reviews)
![](https://media.vrbo.com/lodging/60000000/59450000/59446500/59446493/24ec1d12.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Cozy house on the Hudson
Cozy house on the Hudson
Ossining
Kitchen
Air conditioning
Outdoor space
Microwave
9.6 out of 10, (36 reviews)
9.6/10
(36 reviews)
![Front of House facing Round Hill Rd.](https://media.vrbo.com/lodging/39000000/38210000/38205900/38205874/03241cd8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Back Country Estate w/ Pool, Sleeps 8 - Fully loaded, Pet Friendly Greenwich CT
Back Country Estate w/ Pool, Sleeps 8 - Fully loaded, Pet Friendly Greenwich CT
Greenwich
Pool
Kitchen
Washer
Dryer
9.6 out of 10, (5 reviews)
9.6/10
(5 reviews)
![Pool](https://media.vrbo.com/lodging/38000000/37760000/37750400/37750318/1b02e490.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Beautiful Private House; Golf, Hike, Fish, Swim, Relax
Beautiful Private House; Golf, Hike, Fish, Swim, Relax
Ossining
Pool
Kitchen
Air conditioning
Outdoor space
![Bedroom1: Get comfortable and relax in a queen bed with a 50" 4K smart TV.](https://media.vrbo.com/lodging/34000000/33260000/33256300/33256205/b069fc42.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
CROTON HDSN
Kitchen
Washer
Dryer
Pet-friendly
9.8 out of 10, (78 reviews)
9.8/10
(78 reviews)
![Private kitchen](https://media.vrbo.com/lodging/30000000/29640000/29636300/29636285/448b1193.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Holiday cozy country cottage!
Holiday cozy country cottage!
Croton-On-Hudson
Kitchen
Washer
Dryer
Air conditioning
9.2 out of 10, (7 reviews)
9.2/10
(7 reviews)
![Outdoor dining](https://media.vrbo.com/lodging/102000000/101200000/101191000/101190944/c34ecc65.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Piermont Waterfront Villa! Sleeps up to 16 adults Luxuriously and In Style
Piermont Waterfront Villa! Sleeps up to 16 adults Luxuriously and In Style
Piermont
Washer
Dryer
Air conditioning
![Living area](https://media.vrbo.com/lodging/100000000/99550000/99541800/99541744/6e5ac64c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)
Peaceful Mansion in White Plains. Close to everything
Peaceful Mansion in White Plains. Close to everything
White Plains
Air conditioning
10.0 out of 10, (1 review)
10.0/10
(1 review)
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
Pets 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
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
We should mention
A car is required for transport to and from this property
About the area
Ossining
This holiday home is located in Ossining. 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.
![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty-vrbo.png%7C41.15759%2C-73.85637&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=9fyNsSaJDtQEPiwMWZVuJ6IotCk=)
Ossining, NY
What's nearby
- Sing Sing Correctional Facility - 15 min walk
- Sing Sing Prison Museum - 15 min walk
- Ossining Historical Society - 4 min drive
- Van Cortlandt Manor - 7 min drive
- Sleepy Hollow Cemetery - 9 min drive
Getting around
- Ossining Station - 18 min walk
- White Plains, NY (HPN-Westchester County) - 31 min drive
Restaurants
- Here Coffee and Beer - 18 min walk
- Sing Sing Kill Brewery - 12 min walk
- 3 Westerly Bar and Grill - 4 min drive
- First Village Coffee - 15 min walk
- Aji Limo/Peruvian Cuisine - 13 min walk
Frequently asked questions
Is Last Minute Discount - Summer - Pool, BBQ, Firepit pet-friendly?
Yes, pets are allowed at this property.
What time is check-in at Last Minute Discount - Summer - Pool, BBQ, Firepit?
Check-in begins at 4:00 PM.
What time is check-out at Last Minute Discount - Summer - Pool, BBQ, Firepit?
Checkout is at 10:00 AM.
Where is Last Minute Discount - Summer - Pool, BBQ, Firepit located?
This family-friendly Ossining holiday home is within a 15-minute walk of Old Croton Aqueduct State Park and Sing Sing Correctional Facility. Louis Engel Waterfront Park and Sing Sing Prison Museum are also within 1 mile (2 km). Ossining Station is 18 minutes by foot.
Reviews
Rating 10 - Excellent. 0 out of 0 reviews" "
10 - Excellent
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8 - Good
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Rating 6 - Okay. 0 out of 0 reviews" "
6 - Okay
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Rating 4 - Poor. 0 out of 0 reviews" "
4 - Poor
0
Rating 2 - Terrible. 0 out of 0 reviews" "
2 - Terrible
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About the host
Your host
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