
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$37,579 GYD per night before taxes and fees

Verified guest reviews
Over 400 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.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!
PetsOutdoor spacesSleep quality

Charming 3BR Home - Quiet Stay, Close to NYC
Welcome to your White Plains retreat- a beautifully renovated townhouse designed for convenience and a relaxing stay. Perfect for families or small groups, the home features a modern kitchen, three cozy bedrooms, and inviting spaces that truly feel like home. Just a 12-minute walk to North WP Station, you can reach Manhattan in about 45 minutes while still enjoying the restaurants, shops, and charm of Westchester. As Airbnb Superhosts, we’re dedicated to making every stay seamless and memorable.
WalkabilityOutdoor spacesCheck-in

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.
WalkabilityPetsKitchen

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
Outdoor spacesWalkabilityBackyard

Entire 4BR House, Walk to Train! Yard + Parking
Enjoy the 4BR/2BA house to yourself in one of Westchester’s most family-friendly communities, <40 min from NYC. Ideal for families (dog friendly, 1 per stay), relocations and longer stays, with a fenced yard, parking, fast Wi-Fi, washer/dryer and kid essentials (a crib, bassinet & more). Walk to Metro-North (13 min), stores, restaurants and Mamaroneck Ave. Kids will love the fenced yard and Florence Park down the block, with a playground, basketball and tennis. Need a longer stay? Ask us!
Outdoor spacesWalkabilityCondition

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.
Outdoor spacesPetsBathroom

Gorgeous Suite w/ Private Entrance & Farm Friends
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.
Outdoor spacesPetsSleep quality

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.
WalkabilityOutdoor spacesRiver

Sweet & Cozy Home | Free parking
Public transportation just minutes away—bus steps from the home and train very close. Sweet & Cozy Home only 30 minutes from Manhattan. Welcome to your home away from home in Yonkers, NY. This two-floor apartment is perfect for families or groups, offering three comfortable bedrooms, a fully equipped kitchen, a cozy living room with Smart TV, and a private porch for morning coffee or evening relaxation. Easy commute to Manhattan, Bronx Zoo, Yankee Stadium, and other NYC attractions.
Outdoor spacesWalkabilityHospitality

Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging
Outdoor spacesWalkabilityDecor

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.
Outdoor spacesWalkabilityCondition

Woven Winds Retreat
Looking to escape the city for some much-needed rest and relaxation? Come and enjoy our spacious apartment, featuring two bedrooms, one bathroom, a fully equipped kitchen, and a large living and dining area. Want to spend time outdoors? Step outside to our sizable backyard with an enclosed pavilion with lounging furniture. An added bonus: we're only 10 minutes away from Orchard Beach!
PetsWalkabilityCondition
Popular amenities for Sleepy Hollow pet-friendly home rentals
Pet-friendly house rentals

Modern 3BD West Point USMA House w/ HotTub!
WalkabilityPetsHospitality

Lux Bungalow on the Lake
Outdoor spacesWalkabilitySleep quality

Hilltop Hideaway Forest Villa on 13 acres!
PetsWalkabilityFamily

Charming Home in Peekskill NY
WalkabilityPetsComfort

Lake Views | Pool + Hot Tub | 1hr NYC | Ski Access
PetsOutdoor spacesCondition

Peaceful Light-Filled Guesthouse salt pool/sauna
Outdoor spacesPetsLayout

5BR Beach House, Game Room + Huge Backyard
PetsWalkabilityIndoor spaces

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
Outdoor spacesPetsWifi
Pet-friendly home rentals with a pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Outdoor spacesPetsGrill

Charming Historic Cottage in the Redwoods
PetsWalkabilityCondition

Huge eclectic space w/fireplace. 1.5hr to city
WalkabilityOutdoor spacesLayout

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
WalkabilityPetsGetting around

Magic Red Barn with Heated Salt Pool (opened now)
Outdoor spacesPetsParks

Historic Cornwall Farmhouse w/ Sauna & Hot Tub
PetsOutdoor spacesCheck-in

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Outdoor spacesWalkabilityCheck-in

2 Bed Apt | Quick Access to NYC
WalkabilityOutdoor spacesLayout
Private, pet-friendly home rentals

Mountain View Retreat
PetsOutdoor spacesHiking

Comfy Peaceful Retreat
WalkabilityPetsCondition

The Cove Cabin
WalkabilityOutdoor spacesDecor

Cabinessence -on Greenwood Lake, NY #34370
Outdoor spacesWalkabilityTV

Elegant Riverfront Getaway with Beautiful Views
Outdoor spacesPetsGetting around

Modern Country Cottage by Bear Mountain
PetsOutdoor spacesGrill

1BR full cottage, 1 min walk to private beach
PetsOutdoor spacesCheckout

Lakefront Cottage near Hudson Valley
PetsOutdoor spacesBathroom
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Atlantic City Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Jones Beach
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





