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Pet-friendly vacation rentals in Sleepy Hollow

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Sleepy Hollow pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A bright living area features a comfortable white sofa and two blue armchairs. A wooden coffee table is positioned in the center, while a flat-screen TV is mounted on a light-colored media console. Large windows allow natural light to fill the space.
Home in River Edge
4.93 out of 5 average rating, 67 reviews

Family & pet friendly oasis. Minutes from NYC

ConorRating, 5 stars4 weeks ago
We had a nice long weekend at Luis's place with our dog. The fully fenced yard was great for our dog to get out and private for us to enjoy. We also loved that a large park was only a few blocks walk away. The kitchen we well-stocked with everything we needed to cook a couple meals and the rest of the place was very clean. We'd certainly recommend and would stay again in the future!
Guest favorite
A spacious living area features large windows allowing ample natural light. A gray sectional couch is complemented by a mustard yellow chair and a round ottoman. Wooden flooring is contrasted by a blue area rug, adding warmth to the minimalist design.
Home in Newburgh
4.99 out of 5 average rating, 150 reviews

Balmville Mid-Century Gem & Work From Home Retreat

MicahRating, 5 stars1 week ago
This is a jewel of a retro-designed home —spacious, tastefully decorated, stocked kitchen, comfortable bedrooms and views of the Hudson with great access to newburgh and beacon downtowns. Great communication and flexibility on check in and out. Would definitely stay again! Thanks
Superhost
An outdoor hot tub is positioned on a wooden deck, with a view of the house and its large windows. Surrounding trees and a light covering of snow add to the serene winter setting.
Home in Wallkill
4.86 out of 5 average rating, 121 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

RobertoRating, 5 stars1 month ago
I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!
Superhost
Home in Shippan Point
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars1 week ago
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!
Superhost
A scenic lakeside area features a wooden deck with seating made of natural tree stumps, complemented by a green umbrella for shade. A kayak is visible nearby on the water, with lush greenery framing the tranquil lake view.
Home in Ulster Park
4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars6 days ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Guest favorite
A charming two-story house features warm wooden siding and multiple red window accents. A welcoming front porch is adorned with lights, complemented by a gently sloped pathway leading up to the entrance, surrounded by lush greenery and seasonal foliage.
Home in New Paltz
4.95 out of 5 average rating, 199 reviews

Eclectic one-bedroom house

KarinaRating, 5 stars5 days ago
It’s a really quirky place, perfectly situated for town and for trails. The kitchen is really well equipped, it feels like staying in someone else’s house, but they aren’t there! We really loved having the lights left on for us when we arrived. That made for a warm welcome.
Top guest favorite
A charming wooden exterior characterizes the home, complemented by a red roof and flower-filled window boxes. Lush greenery surrounds the property, and decorative sheep figures line the fence. A small patio area with pavement is visible, leading to the entrance of the house.
Home in New Paltz
4.97 out of 5 average rating, 741 reviews

Victorian Haven

VenkateshRating, 5 stars2 weeks ago
Erik's place is a Gem. It is located in a beautiful area close to New Paltz and Gardiner. The home was amazing, clean and well equipped. Erik and his father George were very responsive from the booking process, follow-up, directions to the place and took care of our requests promptly.
Guest favorite
Home in New Paltz
4.94 out of 5 average rating, 270 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

MelanieRating, 5 stars2 days ago
We were looking for a place to unwind and we did with Seth’s place. Right on the river, great views, enjoyed the hot tub and very comfortable beds! We had a relaxing time.

Pet-friendly home rentals with a pool

Superhost
The exterior view of a rustic wooden cottage showcases a spacious deck leading to a well-maintained lawn. A private heated pool is visible in the background, surrounded by trees, offering a peaceful and secluded atmosphere.
Cottage in Clinton Corners
4.89 out of 5 average rating, 168 reviews

Tranquil Cottage in the Country

MaximilianRating, 5 stars6 months ago
Pictures don’t do justice! Craig’s place was lovely, from the amazing kitchen to the spacious living room and the outdoor patio. For a group getaway this is the perfect place. Would stay here again in a heartbeat!
Superhost
A central living space features a spiral staircase and high cathedral ceilings supported by wooden beams. Light streams through large windows, illuminating a mix of white sofas and chairs positioned on a natural fiber rug. The open layout connects to the kitchen area in the background.
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars5 months ago
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.
Superhost
A spacious backyard is enclosed by a black metal fence, featuring lush green grass and surrounding trees. The house, with its large windows, is invitingly placed against the serene backdrop of the forest. The area offers ample space for outdoor activities.
Apartment in Suffern
4.94 out of 5 average rating, 128 reviews

Renovated Forest Oasis with Pool & Fire-pit

CarolRating, 5 stars4 months ago
Lovely quiet, pet-friendly place above the garage but note that there is a steep staircase to get up to the second floor. Very friendly hosts - greeted me on arrival and had left the door unlocked so entry was easy and the key was available for my use. Comfy bed, cozy and warm rooms with remote-controlled mini-splits in both the living room and bedroom. Bathroom with tub and separate shower - the water pressure was not as strong in the shower as I would have liked, but it was nice to have the skylight in there. My GPS found it easily but a larger sign with the house number would be helpful, especially at night. I would definitely stay there again.
Superhost
A serene backyard scene is presented, featuring a sparkling pool surrounded by gray lounge chairs. Lush green trees create a privacy barrier in the background, while a garden area and fencing add to the charm of the outdoor space.
Home in North Salem
4.94 out of 5 average rating, 31 reviews

North Salem Home with Pool & Great Yard

DanielleRating, 5 stars6 months ago
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.
Superhost
A spacious, circular pool is surrounded by a wooden deck, featuring two reclining chairs and a small table set nearby. Lush greenery creates a natural backdrop, enhancing the serene outdoor space, which is equipped with safety rails for easy access.
Home in West Milford
4.98 out of 5 average rating, 149 reviews

On The Rocks In The Hot Tub

DarrenRating, 5 stars3 weeks ago
Great place. loved the pool table, darts and shall shuffleboard. lots of good wineries and cider places within 25 mins. pennings is our fav. didn't use the hot tub so couldn't comment but looked nice and private. driveway is steep but easily driveable. recommended. also didn't have coffee filters and they paid for some to be delivered same day! sweet.
Superhost
A spacious and inviting pool area features a large, unheated swimming pool surrounded by a stone deck. Sun loungers are positioned near the water, and lush greenery provides a natural backdrop, creating a serene outdoor environment.
Guest suite in Holmes
4.98 out of 5 average rating, 192 reviews

Pool opens 5/23! Huge, Eclectic… 1.5 hr to NYC!

RachelRating, 5 stars2 months ago
The place was much bigger than the photos and we enjoyed the stay! especially the indoor fireplace and the house is beautifully decorated. Blake was a great host, she did a quick tour of the place when we arrived and gave us some flexible check out time because of the weather/road condition (thank you!) even though we left just before the check out time. Overall, it was a wonderful stay :)
Superhost
A fenced-in backyard showcases a clear swimming pool surrounded by vibrant greenery and flower-filled planters. Lush grass extends toward the pool, with detailed landscaping creating a serene outdoor space. A black and white dog is visible, adding a lively element to the inviting setting.
Home in Englewood
4.93 out of 5 average rating, 153 reviews

Englewood NJ Country Carriage House (15 min NYC)

VirginiaRating, 5 stars1 week ago
This was such a nice space and Lisa was a nice and accommodating host. This place is full character and wonder. Very artistic color energy in this place. We started my daughter’s 18th birthday celebration here with what is her last sleepover with friends. The hot tub, steam room and sauna were the first things and last things used. They enjoyed it so much! Thanks for your hospitality Lisa. If we ever need something like this again. We will be sure to look you up! Blessings
Superhost
A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.
Home in Kerhonkson
4.95 out of 5 average rating, 355 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

EppiRating, 5 stars3 days ago
FENCED. YARD!! Apart from the clean, spacious, well appointed home, the yard was the best part. And it wasn’t just boring and flat and grassy-think boulders for climbing and jumping, hills for racing, “secret passageways” for exploring. Just be prepared to look for ticks. Clearly an excellent choice for families with children, and our dog loved it most. The home has lots of character, good books to read, games for passing time. While venturing out for hikes, we enjoyed the views along the windy roads with charming homes and mountain scenery. The kitchen had so many pots and pans and plenty of dishes. Lillian was always responsive and quick. Good choice for a peaceful getaway.

Private, pet-friendly home rentals

Guest favorite
The exterior of a charming blue Cape house is shown, with a well-maintained yard featuring a stone patio and two blue chairs. A fire pit is situated in the foreground, and a small lawn area is visible. Tall trees provide a backdrop to the home.
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars4 months ago
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!
Top guest favorite
The exterior of the guest house is shown, featuring a light gray façade with white trim. A wooden deck is presented with a small seating area of two chairs. Landscaping elements are visible, including greenery and stone pathways, setting a tranquil atmosphere.
Guesthouse in Morristown
4.96 out of 5 average rating, 218 reviews

Private Guest House

NinaRating, 5 stars1 week ago
Great place! Very spacious unit with nice kitchen area (big fridge!) and super comfy bed. Amy was very attentive and took care of all our needs. Would definitely stay again!
Top guest favorite
A modern kitchen area is equipped with sleek white cabinetry and stainless steel appliances. A small dining table with two white chairs is positioned nearby. Colorful artwork adorns the walls, adding a vibrant touch to the open space.
Apartment in Hoboken
4.95 out of 5 average rating, 119 reviews

Designer studio-center of it all

ValerieRating, 5 stars1 week ago
Aankomen in de accomodatie na een lange vlucht voelde als thuiskomen. Gezellige studio met alles wat je nodig hebt en meer. Het extra bedje was ook opgemaakt voor onze zoon. Er was koffie, thee, zeep, shampoo, conditioner, kamerjassen, oordopjes, oorstokjes, enz. Veel extra´s dus, zeer leuk en je hoeft dit dus niet meer mee te zeulen in je bagage. De buurt was ´s nachts erg rustig en toch ben je dichtbij Manhattan. Op 14 minuten sta je in de Path terminal die je in 20 minuten naar hartje Manhattan brengt. De eerste nacht hadden we last van een tikkend geluid, dit bleek de verwarming te zijn. Die zet je dus best af. Ons verblijf verliep voor de rest perfect. Dianna reageert ook snel bij vragen. De perfecte host!
Guest favorite
A two-story home is nestled among trees, featuring light-colored siding and a gray roof. A red patio umbrella provides shade over a seating area in the yard, while a gravel pathway leads to the front door, enhancing the natural surroundings.
Cottage in Newtown
4.93 out of 5 average rating, 242 reviews

Private and Serene home close to I-84 and shopping

KristenRating, 5 stars1 week ago
Very nice place to stay. Thanks Rio!
Superhost
A spacious backyard is featured, surrounded by wooden fencing and lush greenery. The area is primarily covered in grass, with a small shrub present. A patio set with a table and chairs is visible, along with a children's play structure in the background.
Apartment in Beacon
4.85 out of 5 average rating, 105 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

TylerRating, 5 starstoday
Plenty of space, great for traveling with dog, really close to some great trails, and Beacon is a great little city.
Guest favorite
A light-filled living area is showcased, featuring a plush, tufted white sofa and a sleek kitchen with stainless steel appliances. Modern dining chairs surround a dark table, while neutral tones unify the open space. A ceiling fan offers additional comfort.
Apartment in Farmingdale
4.93 out of 5 average rating, 44 reviews

Private apartment. 1 min to the 135

NathanRating, 5 stars1 month ago
I was looking for a place to book on short notice and Rosa Maria gladly opened up her stay for me! She was very quick with responses and very helpful. 10/10 stay!
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, 287 reviews

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

RipsimeRating, 5 stars6 days ago
Wonderful house in a very nice place! The accommodation is very clean and fully corresponds to the description! The owner is friendly and very attentive to his guests! Will definitely come back!
Superhost
The kitchen features modern cabinetry in light gray, complemented by stainless steel appliances and counter space. Two bar stools are placed at the peninsula, inviting casual dining. Natural light enters through a window, and kitchen essentials are neatly arranged on the countertops.
Apartment in Bay Shore
4.74 out of 5 average rating, 46 reviews

2br Private Apt, Pet Pal, Event, Students, Nurse

NormalaRating, 5 stars16 months ago
We stayed there during the Christmas holidays to spend time with our son, who moved there recently. It was a nice visit and even though this place was a tad bit small but perfect for what we needed. Our daughter had a room for herself but still within the same space with us, like a 2 bedroom suite. Better than staying at a hotel. Our only complaint is that the climate control system could be improved. It was very warm at 72°C even though it was set by the host to 68°F.

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