
House holiday rentals in Sleepy Hollow
Find and book unique houses on Airbnb
Top-rated house rentals in Sleepy Hollow
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sleepy Hollow house rentals
House rentals with a pool

Great Family Times in this 5 Bedroom House

Private Hudson Valley Country Retreat

midcentury mod * HOT TUB * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Summer Retreat! Amazing Pool, Playground, 7 acres!

Scenic River View Escape | New Paltz

Private apartment

Modern Lux 5-Bed, Pool Open! Dogs Welcome
Weekly house rentals

Valhalla Home

Camped Inn at Sundial Farm -- Tiny House

Newly renovated modern private guest wing

Dr. Ruth’s Serene Lake Retreat

Riverfront Cottage Retreat & Pool 35 mins from NYC

Hudson Valley Escape

A nice place to getaway

Waterfront Lake House
Private house rentals

Private Island + Lakefront Home

Mindful Escape: Theater, Trails, Wood Stove

Fall Family Oasis | Fireplace, Theater, and Games

Modern Usma Home, Walk to West Point. Hot Tub!

Rivertown Retreat 25 mins to NYC

Lakeview House ~ Hot Tub, Firepit, Stunning Views

Idyllic & Chic in Piermont, 20 min from GW Bridge

Cozy private retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Barclays Center
- Jones Beach
- MetLife Stadium
- Fairfield Beach
- Citi Field
- Yankee Stadium
- Mountain Creek Resort
- Central Park Zoo
- Rye Beach
- United Nations Headquarters
- Gilgo Beach
- USTA Billie Jean King National Tennis Center
- Statue of Liberty
- Grand Central Terminal
- Empire State Building
- Robert Moses State Park
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art