Pet-friendly vacation rentals in Sleepy Hollow

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Sleepy Hollow

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

4.91 out of 5 average rating, 117 reviews

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!

Guest favorite

A custom-built cabin is surrounded by trees and landscaped greenery. It features natural wooden shingles on one side and large windows that invite light. A welcoming deck is adorned with seating, and garden lighting accents the path leading to the entry, enhancing the rustic charm.

Tiny home in Montgomery

4.96 out of 5 average rating, 269 reviews

Lux Cabin on Farm, River, Animals, Smart Projector

Take a break from your day to day and enjoy this serene and unique escape. The Trek is a custom built and designed cabin nestled in the heart of the Hudson Valley! It is a high class, off-the-grid experience. Come experience the escape for your self - Watch a movie, visit the animals on the farm, read a book, roast s’mores or enjoy a night under the stars around the fire pit, how ever you like to relax do it at The Trek. Located just 3 Minutes from cafes, local restaurants, hikes and much more.

Superhost

The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.

Home in Ossining

4.84 out of 5 average rating, 148 reviews

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.

Top guest favorite

A gravel pathway leads through a forest of autumn foliage, revealing a tiny house nestled among the trees. A small black and white dog stands on the path, surrounded by fallen leaves in vibrant orange and yellow hues.

Tiny home in Wallkill

4.99 out of 5 average rating, 306 reviews

Get Away to "Hygge" Tiny House on 75 Private Acres

Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Superhost

A private patio space is featured, furnished with comfortable seating and a dining table. An umbrella provides shade over the table, while warm string lights enhance the ambiance. Surrounding greenery creates a serene backdrop, and a barbeque is positioned nearby for outdoor cooking.

Apartment in Peekskill

4.8 out of 5 average rating, 174 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Guest favorite

A round dining table with two transparent chairs is positioned near large windows that offer views of vibrant autumn foliage. A small vase with flowers decorates the table. Light enters through the open door, enhancing the bright and airy ambiance.

Guesthouse in Mahopac

4.95 out of 5 average rating, 245 reviews

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

Superhost

The studio apartment features a comfortable murphy bed, which is folded down against a light-colored wall. An inviting area rug adds warmth to the hardwood floor. A large window allows natural light to fill the space, while a guitar hangs on the wall, enhancing the artistic ambiance.

Apartment in Newburgh

4.84 out of 5 average rating, 318 reviews

Unwind in a Bespoke Downtown Studio W Laundry

A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Top guest favorite

A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.

Apartment in Ossining

4.96 out of 5 average rating, 451 reviews

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. $25 cleaning with or without pets.

Guest favorite

An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.

Apartment in Yonkers

4.88 out of 5 average rating, 147 reviews

Elegant Riverfront Getaway with Beautiful Views

Escape to this elegant historic home with stunning Hudson River views. This tastefully decorated one-bedroom apartment boasts a beautiful balcony overlooking the water and a luxurious resort-style spa with a palatial steam room and jetted tub. The home offers a warm and relaxing ambiance, perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro North, you can reach NYC in under 45 minutes.

Superhost

A tree-lined street is depicted, leading towards the Hudson River, visible in the distance. Residential buildings line both sides, with vehicles parked along the curb. Greenery enhances the scene, contributing to a serene atmosphere, while the rolling hills rise beyond the river.

Apartment in Hastings-on-Hudson

4.84 out of 5 average rating, 279 reviews

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.

Guest favorite

A small flock of chickens is seen in a lush, green outdoor space surrounded by fencing. The chickens, displaying a variety of colors and patterns, roam on the ground among tall grass and scattered foliage. A branch is positioned in the background.

Guesthouse in Hastings-on-Hudson

4.92 out of 5 average rating, 859 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. Super charming, slightly quirky, private Shangri-La with backyard chickens in the artistic and quaint Rivertowns, 35 minutes from NYC along the Hudson River. The Tiny House escape is reminiscent of sleepaway camp (rustic), yet tastefully curated with eclectic art and furnishings. Sleeping loft nest with 8-step ladder or pull-out sofa bed. Fenced-in yard. FREE 24/7 street parking. Read on…

Top guest favorite

A cozy bedroom corner is featured, showcasing a spacious bed with neatly arranged pillows and blankets. A 50" 4K TV displays a calming fireplace scene, illuminating the room softly. The entryway to the bathroom is visible in the background.

Apartment in Croton-on-Hudson

4.98 out of 5 average rating, 348 reviews

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.