Entire home
Ossining Vacation Rental Near River, Trails & MTA!
Family-friendly holiday home in Ossining with a fitness centre
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Reviews
8.0 out of 10
Very good
5 bedrooms 3+ bathrooms Sleeps 11 2800 sq ft
Popular amenities
Explore the area

Ossining, NY
- Place, Sing Sing Correctional Facility5 min drive
- Place, Van Cortlandt Manor8 min drive
- Place, Croton Point Park8 min drive
- Airport, White Plains, NY (HPN-Westchester County)24 min drive
Rooms & beds
5 bedrooms (sleeps 11)
Additional Sleeping (Bonus Room)
1 Double Sofa Bed
Additional Sleeping (Game Room)
1 Double Sofa Bed
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
2 Single Beds
3 bathrooms, 1 half bathroom
Full Bathroom
Full Bathroom
Full Bathroom
Half Bathroom
Spaces
Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
About this property
Ossining Vacation Rental Near River, Trails & MTA!
You’ll have easy access to everything on your itinerary from this spacious vacation rental in Ossining, New York. The 5-bedroom, 3.5-bath home is just 2 miles from the Hudson River and 7 miles from endless activities in Croton Gorge Park. Looking to work and play in NYC? The Ossining MTA station is 2 miles away, so you can easily get to iconic spots like Central Park and Times Square! In the evening, enjoy the quiet surroundings while you grill dinner on the back patio.
-- THE PROPERTY --
Smart TV w/ Disney+, Hulu & Apple TV | Home Gym | Desk | ~ 2 Mi to MTA Station | ~4 Mi to Hudson Hills Golf Course
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: 2 Twin Beds | Game Room: Twin Sleeper Sofa | Bonus Room: Twin Futon | Additional Sleeping: Kid's Cot (Linens/Bedding Not Provided), Air Mattress w/ Pump
HOME HIGHLIGHTS: House-wide Bluetooth speaker system, board games, DVD player, dining room, exercise bicycle, high chair, patio w/ charcoal grill/smoker, spacious yard, outdoor dining area, gas fire pit
ENTERTAINMENT: Mini bar & foosball table, theater system, game area, popcorn & soda machines, video games, karaoke machine
KITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, kid's dishware, drip coffee pot, coffee grinder, tea kettle, blender, spices, trash bags & paper towels
GENERAL: Free WiFi, central A/C & heating, ceiling fans, complimentary toiletries, washer, dryer, linens & towels, hair dryer, hangers, iron & board, keyless entry
FAQ: Pet fee (paid pre-trip), 3 exterior security cameras (facing out)
ACCESSIBILITY: Stairs required for entry, 3-story home, 1st-floor bedroom & full bathroom
PARKING: Driveway (2 vehicles), free street parking, RV/trailer parking allowed on-site, garage not for guest use
-- THE LOCATION --
NEARBY: The Briarcliff Manor (1 mile), Ossining MTA Station (2 miles), Louis Engel Waterfront Park - Hudson River (2 miles), Gedney Park (3 miles)
MORE TO SEE & DO: Croton Point Park (5 miles), Croton Gorge Park (7 miles), Lyndhurst Mansion (13 miles), LEGOLAND Discovery Center Westchester (17 miles), Bear Mountain State Park (17 miles), Playland Park (22 miles), Woodbury Common Premium Outlets (26 miles)
MANHATTAN (~32 miles): One World Observatory, Central Park, Times Square, Rockefeller Center, Lincoln Center for the Performing Arts, Grand Central Station
AIRPORTS: Westchester County Airport (15 miles), LaGuardia Airport (35 miles), John F. Kennedy International Airport (40 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes, max 2 pets)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This 3-story home requires stairs for entry. While there is a bedroom and a full bathroom on the 1st floor, stairs are required to access the basement and the 2nd-floor bedrooms and bathroom
- NOTE: Your safety matters. This property features 3 exterior security cameras: camera 1 is on the front door facing the exterior front entry, camera 2 is above the garage facing the driveway, and camera 3 is on the back facing the backyard/stairs. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion
- NOTE: There is a kid's cot available for guest use, but sheets and bedding are not provided for it
-- THE PROPERTY --
Smart TV w/ Disney+, Hulu & Apple TV | Home Gym | Desk | ~ 2 Mi to MTA Station | ~4 Mi to Hudson Hills Golf Course
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: 2 Twin Beds | Game Room: Twin Sleeper Sofa | Bonus Room: Twin Futon | Additional Sleeping: Kid's Cot (Linens/Bedding Not Provided), Air Mattress w/ Pump
HOME HIGHLIGHTS: House-wide Bluetooth speaker system, board games, DVD player, dining room, exercise bicycle, high chair, patio w/ charcoal grill/smoker, spacious yard, outdoor dining area, gas fire pit
ENTERTAINMENT: Mini bar & foosball table, theater system, game area, popcorn & soda machines, video games, karaoke machine
KITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, kid's dishware, drip coffee pot, coffee grinder, tea kettle, blender, spices, trash bags & paper towels
GENERAL: Free WiFi, central A/C & heating, ceiling fans, complimentary toiletries, washer, dryer, linens & towels, hair dryer, hangers, iron & board, keyless entry
FAQ: Pet fee (paid pre-trip), 3 exterior security cameras (facing out)
ACCESSIBILITY: Stairs required for entry, 3-story home, 1st-floor bedroom & full bathroom
PARKING: Driveway (2 vehicles), free street parking, RV/trailer parking allowed on-site, garage not for guest use
-- THE LOCATION --
NEARBY: The Briarcliff Manor (1 mile), Ossining MTA Station (2 miles), Louis Engel Waterfront Park - Hudson River (2 miles), Gedney Park (3 miles)
MORE TO SEE & DO: Croton Point Park (5 miles), Croton Gorge Park (7 miles), Lyndhurst Mansion (13 miles), LEGOLAND Discovery Center Westchester (17 miles), Bear Mountain State Park (17 miles), Playland Park (22 miles), Woodbury Common Premium Outlets (26 miles)
MANHATTAN (~32 miles): One World Observatory, Central Park, Times Square, Rockefeller Center, Lincoln Center for the Performing Arts, Grand Central Station
AIRPORTS: Westchester County Airport (15 miles), LaGuardia Airport (35 miles), John F. Kennedy International Airport (40 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes, max 2 pets)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This 3-story home requires stairs for entry. While there is a bedroom and a full bathroom on the 1st floor, stairs are required to access the basement and the 2nd-floor bedrooms and bathroom
- NOTE: Your safety matters. This property features 3 exterior security cameras: camera 1 is on the front door facing the exterior front entry, camera 2 is above the garage facing the driveway, and camera 3 is on the back facing the backyard/stairs. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion
- NOTE: There is a kid's cot available for guest use, but sheets and bedding are not provided for it
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Gym
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10.0 out of 10, (23 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
A maximum of 2 pets are 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
On-site parties or group events are strictly prohibited
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
About the area
Ossining
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 Teatown Lake Reservation. Travelling with kids? Consider Lucky Strike, or check out an event or a game at Westchester County Center. Take the opportunity to explore the area for water adventures such as power boating.

Ossining, NY
What's nearby
- Sing Sing Correctional Facility - 5 min drive - 3.9 km
- Thomas J. Watson Research Center - 7 min drive - 6.7 km
- Van Cortlandt Manor - 8 min drive - 6.3 km
- Croton Point Park - 8 min drive - 7.1 km
- Sleepy Hollow Cemetery - 12 min drive - 10.1 km
Getting around
Restaurants
- 105-Ten Bar & Grill - 3 min drive
- Starbucks - 3 min drive
- Ossining Pizzeria and Restaurant - 17 min walk
- The Tasty Table - 12 min walk
- Earlybird - 3 min drive
Frequently asked questions
Reviews
8.0
Very good
8.6/10
Cleanliness
9.6/10
Check-in
8.8/10
Communication
9.2/10
Location
8.2/10
Listing accuracy
Reviews
14 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Oct 2025
8/10 Good
Joyce S.
19 Aug, 2025
Liked: Cleanliness, check-in, communication
Joyce S.
Stayed 28 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Paul
1 Jul, 2025
Great stay in Ossining
Paul
10/10 Excellent
Patti K.
27 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable Home
Patti K.
Stayed 4 nights in Dec 2024
10/10 Excellent
David W.
21 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family funeral
David W.
Stayed 3 nights in Nov 2024
10/10 Excellent
Samantha C.
28 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house!
Samantha C.
Stayed 3 nights in Oct 2024
6/10 Okay
Heidi E.
18 Sept, 2024
Liked: Check-in, communication, location, listing accuracy
Nice visit
Heidi E.
Stayed 4 nights in Sep 2024
8/10 Good
Matthew S.
2 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house
Matthew S.
Stayed 4 nights in Sep 2024
8/10 Good
Abby K.
14 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for group accommodations
Abby K.
Stayed 4 nights in Oct 2024
6/10 Okay
Madeleine M.
22 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amenities
Madeleine M.
Stayed 4 nights in Jul 2024
2/10 Terrible
Vanessa M.
25 Apr, 2025
Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy
Worse VRBO Ever
Vanessa M.
Stayed 8 nights in Apr 2025
8/10 Good
Tanya C.
1 Jun, 2025
Liked: Cleanliness, check-in, communication
Tanya C.
Stayed 7 nights in Apr 2025
About the host
Hosted by Evolve

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