
Pet-friendly vacation rentals in Sleepy Hollow
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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

Family & pet friendly oasis. Minutes from NYC
Great stay and amazing location! Quiet area , clean home , enough space for kids! Bonus this cute little house was so open and airy with the floor to ceiling windows , garden in the back and cute interior design ( not your average grey scale that comes to every other listing )

Balmville Mid-Century Gem & Work From Home Retreat
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

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
Our fourth stay and again wish it could have been even longer. Our dogs are so comfortable there and the vibe is so relaxing. We don't drive but it's easy to walk the rail trail, go to restaurants in town and visit the two nature sanctuaries nearby.

North Salem Home with Pool & Great Yard
Exactly what my family needed for a quiet getaway from the city. The huge yard and quiet surroundings were a blessing. Made friends with the woodpecker while enjoying a cup of coffee on the patio :) The house is well equipped and kept immaculate. the weather helped in allowing us to both enjoy the warmth of the fireplace, while also enjoying the hammocks. We loved our stay so much that we extended our stay by three days. Susan is a great host and is very thoughtful and friendly. I highly recommend this home to anyone ! Looking forward to coming back.,

Westport Gem - walk to shops, dining, town center
Really enjoyed our stay at this property. It was extremely clean and cosy and I especially loved the kitchen. They thought of everything you might need and made sure it was available. The garden and deck were lovely but unfortunately we didn't get to use due to the weather. The location is just perfect and very close to Westport shopping area which was full of beautiful shops and restaurants. I particularly loved that the host was so responsive and flexible and really tried to make everything easy for us. Would definitely stay here again.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
We stayed here right after our wedding in Westchester county as a "mini-moon" for a couple of days and absolutely loved it! It was the perfect place to relax especially on the patio overlooking the water and the hot tub was an added bonus. This is one of the few Airbnbs we have stayed in that we would go back to in a heartbeat. Beautiful!!! Highly recommend :)
Pet-friendly home rentals with a pool

Tranquil Cottage in the Country
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!

4 bedroom house with pool (Kids & Dog Friendly)
Betty was so quick to help when our original location to stay was cancelled. I am so thankful her property was available and how easy she made the process after what we went through!

Stunning Sullivan County Cabin w/HotTub/Spa &Pool
This A-frame escape was exactly what I needed — the perfect break from the city. The place is beautifully designed, cozy, and filled with thoughtful touches. The jacuzzi was absolutely incredible, especially under the stars at night, and the A-frame structure made the whole stay feel like a peaceful retreat.

The Round House w/ Heated Pool
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.

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.

On The Rocks In The Hot Tub
I had an absolutely wonderful stay at Marcela's Airbnb! I was in town for the Spartan Race and needed a comfortable place to relax after the event, and Marcela's place was the perfect spot. The house is spacious and inviting, offering plenty of room to unwind. After pushing myself during the race, the hot tub was an absolute dream—perfectly maintained, spacious, and the ideal place to soak in and let the stress melt away. Marcela herself was incredibly polite, responsive, and thoughtful, making sure I had everything I needed for a relaxing stay. She really went out of her way to ensure I was comfortable. If you're looking for a peaceful and rejuvenating retreat, especially after a big event, I highly recommend Marcela's place!

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 :)

Modern Lux 5-Bed, Pool Open! Dogs Welcome
Great property with lots of amenities and open layout for our group of 10. Could use a refresh in some of the bathrooms. Overall we enjoyed out stay and host was very responsive.
Private, pet-friendly home rentals

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 place was perfect for a weekend two of us with our dog. The bed was SO comfortable and they had all the small amenities that make all the difference. I highly recommend this place and would come back again anytime!

Designer studio-center of it all
Great accomodation for a visit to New York. Hoboken is pleasant, the bus, train and ferry connections to Manhattan often and easy. Pubs and a supermarket around, the neighbourhood is enjoyable by day and quiet enough for a good sleep by night. Above that we felt safe the whole time. The flat was tidy and corresponded to the description. We liked to stay there as it is lovingly furnished and equipped with all the necessary things you need when being on tour. We appreciated the good bed for a good sleep, liked the design and enjoyed the many small amenities to discover bit by bit. Above that Tim and Dianna are very friendly and helpful hosts. Highly recommended!!

Get some R&R at the Rustic Retreat!
After long drives, need a nice, clean, quit, comfy place to crash. Rustic Retreat was all that and more.

Private and Serene home close to I-84 and shopping
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

Private apartment. 1 min to the 135
I stayed at this Airbnb in Farmingdale for a wedding this past weekend, and it was absolutely perfect. The location was super convenient and easy to find. The space was clean, comfortable, and exactly as described. Rosa was communicative, friendly, and made check-in and check-out a breeze. I’d definitely stay here again if I’m ever back in the area. Highly recommend to anyone visiting Farmingdale or nearby towns!

2 bedroom / Office - HEPA Air Purifier
Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

Get Away to "Hygge" Tiny House on 75 Private Acres
Staying at this Tiny House was a wonderful experience. The hosts are incredibly responsive and kind, and the tiny house itself has excellent privacy. The location is a few minutes drive from multiple charming towns. The hosts' dog Ziggy and Fjord horse Spunky are lovely, and the tiny house is pet friendly! I brought my dog, and she had a delightful grooming experience on premises. We will return!
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Jones Beach
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Mountain Creek Resort
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- MetLife Stadium
- Rye Playland Beach
- Inwood Hill Park
- United Nations Headquarters
- Bronx Zoo
- Point Lookout Beach District Park