Ossining Vacation Rentals
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5 km
47 rentals in Ossining.
Cozy house on the Hudson
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Camped Inn at Sundial Farm -- Tiny House
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hudson River Peaceful Getaway
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Neighbor's house - Welcome!
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Beautiful Private House; Golf, Hike, Fish, Swim, Relax
Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Ossining Vacation Rental Near River, Trails & MTA!
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The following properties within 32 kms of Ossining match all your filters:
Hudson Valley Getaway for Families
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Brand new private Studio in the heart of Tarrytown
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River front with large decks and dock over the Hudson
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Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
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Cozy Cottage Get Away
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Gorgeous Boat - weekend on the water - 2 bdrm Cabin Cruiser-yacht club included
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2BDRM COTTAGE IN PLEASANTVILLE
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Lovely cottage, ideal location
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Hudson River Retreat- quaint town, nature & NYC nearby.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Enjoy the best of both worlds
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Charming Elmsford Home ~ 23 Mi to Manhattan!
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Tranquil Country Contemporary
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Riverhouse- 1 Hr From Nyc- 2br /deck/ Hike/bike Trail/canoe/kyack
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Historic Chateau Marmot on the Hudson
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Private Pool Oasis just 50 minutes outside of Manhattan!
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Faces The Hudson + Only An Hour Outside NYC
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The Best of Both Worlds: For nature lovers but close to New York City
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The Red Hill Retreat - Woods Water History Privacy
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Relaxing & Great Location & Minutes from New York
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Family home in one of NY top-ranked school districts with Tennis court
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Modern Mansion Near NYC, Airports, Restaurants, Activities, Shopping & More!
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Charming Retreat w/ Fire Pit & Spacious Yard!
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Spacious Hudson Rivertown home in Tarrytown, NY, 8 guests, sleeps 10
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Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
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Hudson Valley Estate on 4 Acres w/ Private Pool!
Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Hudson River Valley Estate - New Listing!
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Clean, Comfy & Convenient 1 Bed Apt in the Village
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Piermont Waterfront Villa! Sleeps up to 16 adults Luxuriously and In Style
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Charming 3-bedroom house in enchanting Chappaqua with WiFi, AC and Sanctuary.
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Charming 2-bedroom house with AC, WiFi in marvelous Nyack
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 Mi to Downtown: Spacious White Plains Home
Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxury 8 BR Estate with Pool and Tennis court
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Charming 2-bedroom apartment with AC, WiFi in lovely Tarrytown
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Designer Home in Lower Hudson Valley
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Stunning views, 3-bedroom house in delightful Croton-on-Hudson with WiFi, AC
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Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
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Estate Home with Pool and Privacy for fun with family and pets!
Holiday Rental House
4 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
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Amazing 3BR/3BA! Croton on Hudson!
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Spacious & Sunny Single Family
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
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Apartment Rental: 2 Mi to Rockland Lake State Park
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Showing results 1-47 of 47
Frequently Asked Questions about Ossining
- Yes, here are some popular vacation rentals in Ossining that have a pool:See all vacation rentals with a pool in Ossining on Tripadvisor
- Yes, here are some popular vacation rentals in Ossining that have internet access:See all vacation rentals in Ossining on Tripadvisor
- The best pet friendly rentals in Ossining are:
- Ossining Vacation Rental Near River, Trails & MTA!
- Cozy house on the Hudson
- Camped Inn at Sundial Farm -- Tiny House
- Some of the most popular kid friendly rentals in Ossining are:See all kid friendly vacation rentals in Ossining on Tripadvisor
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