
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
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Popular amenities for Sleepy Hollow pet-friendly home rentals
Pet-friendly house rentals

Balmville Mid-Century Gem & Work From Home Retreat
Very charming and cozy stay. The heated floors in the bathroom were a treat on chilly mornings! Thanks for thinking of the little things!😊

Modern Upstate Gem Surrounded by Trees | Hot Tub
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!

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
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!

Eclectic one-bedroom house
Sylvia’s place was so cute ! Loved all the artwork and antiques that were in the house, it felt so cozy. We made breakfast lunch and dinner in the kitchen and were able to cook so easily - she had all the cookware we needed. We have family in New Paltz and this place was perfect for us to spend our short visit. we will definitely stay at this air bnb again next time we are here!

North Salem Home with Pool & Great Yard
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.

Victorian Haven
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.

1834 Farm House
Words simply cannot describe how magical this Airbnb experience was. a group of friends and I passed the hours marveling at the gorgeous art and curated knick-knacks - the home itself an endless source of fun. - like an interactive museum! Thats without even mentioning the property, the pond, the waterfall, the chickens, tire swings and HOT TUB! Truly a miraculous experience, would highly recommend and we will absolutely be returning.

Luke Lake House- Waterfront, Hotub, Kayaks, Fun!
Marybel’s home was absolutely stunning especially with gorgeous views of the lake that really added to The experience waking up to a freshly brewed espresso while watching the sunrise over the amazing landscape of the lake! Her home was absolutely clean and spotless and very comfortable furniture including the beds. My group had a very comfortable night! Highly recommended place to stay!
Pet-friendly home rentals with a pool

The Getaway-HOST & Co.
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

4 bedroom house with pool (Kids & Dog Friendly)
Bettys home was a wonderful place for our 7 family members to stay. It was very comfortable and well equipped, with thoughtful amenities and lots of room. The fenced in yard was great for our dog, and the neighborhood quiet and close to the lovely towns of Warwick and Sugar Loaf. Betty was extremely responsive and kind enough to let us check in a few hours early. We would definitely stay here again!!

Renovated Forest Oasis with Pool & Fire-pit
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.

Peaceful and Private Boutique Apartment *Pool*
We had a great stay! Beautiful place inside and out. Friendly, knowledgeable hosts. Lots of love and attention to detail in this place, from the coffee and snack station to the luggage racks to the games and storage shelves. You have everything you need for a peaceful stay

On The Rocks In The Hot Tub
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.

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

Historic Cottage with Private Pond & Pool
Jake’s place is so comfortable and charming. Absolutely loved making this our home away from home for a few weeks. The property is stunning and so peaceful. The house had everything we could need!

Englewood NJ Country Carriage House (15 min NYC)
We were absolutely delighted with this house. Lisa is an amazing host—always very attentive and with excellent communication. She is kind, cheerful, and that truly reflects in her home. Her house is simply beautiful, filled with wonderful details. There are all kinds of different mugs in the kitchen, collected from various places. Masks from all over the world. The house is colorful and full of life. The steam room and sauna worked perfectly. The beds were incredibly comfortable. I highly recommend this place, and without a doubt, I’ll be coming back soon—because I won’t be choosing any other house
Private, pet-friendly home rentals

Quaint duplex + pvt yard. Walk to town & beach!
I had an amazing stay at this Airbnb! Henri was incredibly responsive and made sure all of my questions were answered promptly, which made the whole process seamless and stress-free. The home itself was spotless, well-maintained, and had everything we needed for a comfortable stay. It was spacious and thoughtfully stocked with all the essentials, from kitchen items to fresh linens. I felt right at home from the moment I arrived. Highly recommend this place if you're looking for a welcoming, comfortable, and well-equipped spot to stay!

Peaceful Catskills home w/ spa, ponds and firepit
We loved our stay at Avtar’s and Sam’s place. The hosts were extremely friendly and helpful, and had great recommendations for things nearby. The home is extremely well decorated and had all the amenities we were looking for (hot tub, sauna, and plenty of space to lounge and hang out). Perfect for our extended upstate vacation!

Modern Chalet with Hot Tub and Lake Access
Awesome place! Very peaceful, secluded, and plenty of room for our group of 6. We enjoyed the front deck that offers a great spot to enjoy the fresh air and get some nice views of the surrounding area. The kitchen was spacious and had everything we needed and more. Not necessarily a complaint, but understand there is either a $500 refundable deposit or a $70 non-refundable charge for the booking. This is not common in my experience on AirBnb, but is required for the booking, so just wanted to put that out there. Overall, this is still 5 out of 5 stars for many reasons and I would highly recommend staying here.

Private Guest House
This was my second stay this home, and it was just as great as the first! Amy is a wonderful host—friendly, responsive, and thoughtful. The home is cozy, well-kept, and in a perfect location right in Morristown, New Jersey. I highly recommend staying here!

Cheerful Studio Getaway/Garden/By Lake State Park
A Hidden Gem: Cozy, Clean, and Perfect for Remote Work If you're looking for an Airbnb that feels like a home away from home, this cozy retreat is a dream come true. When you step inside, you’re greeted by a clean, well-maintained space that exudes warmth and comfort. 🌿 Ambience & Cleanliness Every detail in this Airbnb has been thoughtfully curated, making it the perfect balance between stylish and functional. The decor is minimal yet inviting, with soft lighting and well-placed touches that create a relaxing atmosphere. 💻 Work-Friendly Setup As a remote worker, I was pleasantly surprised by how well this Airbnb caters to productivity. The WiFi is fast and reliable, perfect for Zoom calls and heavy browsing. The dedicated workspace (or well-lit dining table) offers a quiet environment, and the ergonomic chair was a big plus.

Designer studio-center of it all
We thoroughly enjoyed our stay in Dianna’s studio, it had everything we needed and more including coffee, cooking utensils, toiletries and great local recommendations. The location is great for saving money with an easy commute on the PATH train into Manhattan. There is some occasional noises from the heating (resolves when heating turned off) and occasional street noise at night but ear plugs are thoughtfully provided.

Hoots Roost, Catskills
Couldn't have imagined a better getaway in nature. On the property sits all the most natural attributes of what beautiful Upstate NY is known for: expansive grassy yard, large rocks, tall trees, abundance of moss and a bog at the bottom of a backyard forrest. His neighbours and their dogs are friendly but kept to themselves. In such a secluded area, it felt comforting and safe to be in close proximity to other people that we didn't necessarily have to interact with. The actual place is cozy and perfect in size, no frills but absolutely every appliance or amenity I could think of needing was there. the presence of benevolent spirituality in text and decoration, from Jesus to Kali Yuga, could legitimately be felt. Surrounded by so much darkness at night, there was imminent lightness inside hoot's roost.

Private and Serene home close to I-84 and shopping
Rio was a really friendly and helpful host and his cottage was very cute in a lovely area surrounded by trees and great walks and hikes. We made s'mores over the fire pit, enjoyed the quiet, and explored a few towns nearby. Great weekend!
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Mountain Creek Resort
- Comedy Cellar
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- MetLife Stadium
- Bronx Zoo
- United Nations Headquarters
- Astoria Park
- Rockefeller Center
- Dunewood