
Pet-friendly vacation rentals in Sleepy Hollow
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Sleepy Hollow

Nightly prices starting at
Sleepy Hollow vacation rentals start at G$39,736 GYD per night before taxes and fees

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Over 390 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sleepy Hollow rentals

4.8 Average rating
Sleepy Hollow stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Sleepy Hollow
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Catskills log cabin w/waterfall, views & hot tub
*SEE WINTER ACCESS NOTE DURING WINTER MONTHS* Experience total privacy and relaxation in our magical log cabin on 10 acres of woods, 90-minutes from NYC! Our home sits atop a bedrock cliff, with gorgeous, untouched Shawangunk mountain views and the peaceful sounds of the river and 30-ft. waterfall running below. The cabin is wonderfully cozy yet spacious, rustic while having most modern amenities provided to you. Enjoy total seclusion close to so many things to see and do....best of both worlds!

Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Secluded mountain top horse property near W. Point
"Green acres is the place to be, farm living is the life for me!" This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 mins from West Pt. situated on a mountain top. This private little space is a nature lovers paradise. Come, watch the horses from the front deck, enjoy fresh eggs in the morning, relax by the outdoor fire pit, star gaze & hike/explore forest trails right out the front door.

Entire 2 Bedroom apt, Hastings-On-Hudson near NYC
This brand new two-bedroom apartment is perfect for experiencing the beauty of the Hudson Valley while being a 5-10 min walk away from the Metro North station (45 min ride to Grand Central). It is very close to the heart of downtown that is filled with locally well-known restaurants, coffee shops, and a farmers market. This apartment includes a spacious backyard, perfect to enjoy breakfast with your family or group of friends with a view of the Hudson River.

Bluebell - Kos Retreats @ Frogs Hollow Farm
Bluebell is one of the two luxurious yurts we offer on our 100 acre organic farm. It is gorgeous, bringing you as close to nature as possible without giving up any of the luxuries in life! 450 sq ft of living in the round, it includes a full ensuite bathroom (in the yurt), and your own private deck, firepit, and barbecue outside. We are 15 minutes away from New Paltz, NY, and mere minutes away from the Shawngunk Mountains in the bucolic Hudson Valley.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities for an unforgettable stay.

Luxury 2bd⭐Comfort+Style⭐
45 min train to Grand Central. Apt is 1.9mi to train, supermarket. Free PARKING. Two 4K TVs, 4K Blu-ray library, NFLX/AMZN/HBO/Apple TV. XBOX 1X. Fast WIFI. SS APPL, stocked kitchen. Bd1: adjustable queen, 50" 4K TV. Bd2: adj queen. Office area (desk, fast wifi), private porch. Sidewalks. 7 min walk to cafes, a bar, and restaurants. Car rental is 16 min walk. Hiking, kayaking. I LIVE NEARBY IN ANOTHER APT.

The Waterfall House
Welcome! A two bedroom stone house overlooks two waterfalls, cascading into a private swimming hole. Huguenot style home , A great place to unplug ... and connect to nature. We’re located a short drive to many historic Hudson Valley attractions.
Popular amenities for Sleepy Hollow pet-friendly home rentals
Pet-friendly house rentals

Cozy Riverfront Victorian in the Hudson Valley

Tranquil Tree-House on the beautiful Hudson River

New Paltz Guest Cabin Nestled In The Woods

Crystal Wave LakeHouse

Lux Bungalow on the Lake

Creekside Home Near Cold Spring & West Point

Hudson Valley Mountaintop Riverview

Eclectic one-bedroom house
Pet-friendly home rentals with a pool

Quaint Converted Barn

Entire Home (private pool), Event Friendly

E and T Getaway LLC

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Airy & Private Escape on Mountain Rest Road *Pool*

Huge eclectic space w/ private pool. 1.5hr to city

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Spacious Cottage Loft
Private, pet-friendly home rentals

Elegant 2BR Apt. near the George Washington Bridge

(°) The Wandering Peacock (°)

Beacon Modern victorian+garden—steps to mainstreet

1BR full cottage, 1 min walk to private beach

Spacious apartment in Hastings-on-Hudson near NYC

The Perch: Saltwater Pool Woodland Cottage Retreat

Private Studio Apartment; Kitchen; Fully Furnished

Cozy Lake Cottage
Destinations to explore
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- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Barclays Center
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach
- American Dream
- USTA Billie Jean King National Tennis Center





