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 favourite
Home in River Edge
4.93 out of 5 average rating, 68 reviews

Family & pet friendly oasis. Minutes from NYC

SophiaRating, 5 stars1 week ago
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 )
Guest favourite
Home in Newburgh
4.99 out of 5 average rating, 151 reviews

Balmville Mid-Century Gem & Work From Home Retreat

MicahRating, 5 stars2 weeks 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
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 stars3 weeks 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!
Guest favourite
Home in New Paltz
4.96 out of 5 average rating, 202 reviews

Eclectic one-bedroom house

TimRating, 5 stars1 week ago
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.
Guest favourite
Home in North Salem
4.94 out of 5 average rating, 32 reviews

North Salem Home with Pool & Great Yard

MauricioRating, 5 stars5 days ago
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.,
Guest favourite
Home in Westport
5 out of 5 average rating, 20 reviews

Westport Gem - walk to shops, dining, town center

CharmaineRating, 5 stars4 weeks ago
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.
Guest favourite
Home in New Paltz
4.94 out of 5 average rating, 272 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

SydneyRating, 5 stars6 days ago
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

Guest favourite
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!
Top guest favourite
Home in Warwick
4.98 out of 5 average rating, 61 reviews

4 bedroom house with pool (Kids & Dog Friendly)

MichelleRating, 5 stars1 week ago
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!
Superhost
Cabin in Swan Lake
4.83 out of 5 average rating, 202 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

NickolasRating, 5 stars1 day ago
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.
Superhost
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.
Guest favourite
Apartment in Suffern
4.94 out of 5 average rating, 128 reviews

Renovated Forest Oasis with Pool & Fire-pit

CarolRating, 5 stars5 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.
Guest favourite
Home in West Milford
4.98 out of 5 average rating, 150 reviews

On The Rocks In The Hot Tub

RicardoRating, 5 stars1 week ago
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!
Guest favourite
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
Home in Kerhonkson
4.93 out of 5 average rating, 114 reviews

Modern Lux 5-Bed, Pool Open! Dogs Welcome

KevinRating, 5 stars1 month ago
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

Superhost
Chalet in Monticello
4.85 out of 5 average rating, 108 reviews

Modern Chalet with Hot Tub and Lake Access

MichaelRating, 5 stars1 month ago
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.
Top guest favourite
Guesthouse in Morristown
4.96 out of 5 average rating, 219 reviews

Private Guest House

Mary ClareRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Hoboken
4.95 out of 5 average rating, 122 reviews

Designer studio-center of it all

UlliRating, 5 stars1 week ago
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!!
Superhost
Cabin in Greenwood Lake
4.86 out of 5 average rating, 220 reviews

Get some R&R at the Rustic Retreat!

JohnRating, 5 stars1 week ago
After long drives, need a nice, clean, quit, comfy place to crash. Rustic Retreat was all that and more.
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 243 reviews

Private and Serene home close to I-84 and shopping

TonyRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Farmingdale
4.94 out of 5 average rating, 47 reviews

Private apartment. 1 min to the 135

JasonRating, 5 stars1 week ago
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!
Superhost
Apartment in Kingston
4.82 out of 5 average rating, 108 reviews

2 bedroom / Office - HEPA Air Purifier

SarahRating, 5 stars5 months ago
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.
Top guest favourite
Tiny homes in Wallkill
4.99 out of 5 average rating, 288 reviews

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

RyanRating, 5 stars1 week ago
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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