Cottage vacation rentals in Sleepy Hollow

We had a wonderful stay at Alexis' cottage! Our boys had a great time playing on the jungle gym & trampoline, playing basketball in the driving, exploring the woods, and we all took advantage of the hot tub and fire pits. The cottage was cozy and felt like home. We spent all of our time outdoors, and it was the perfect family getaway and we can't wait to come back!

Beautiful home! I loved the stay very peaceful, definitely will be returning soon and the host was very lovely.

Perfect relaxing secluded getaway at Ye Little Wood! The place looks even better than the photos - has everything you’d need to cook, chill, and unwind. The grounds are woody and beautiful! Danny and Travis were very responsive to some of the questions we had. Will be back soon!

Very nice stay. Quiet private and peaceful. We enjoyed ourselves very much. The place was very clean and we especially enjoyed the deck, fire pit and hot tub. We would definitely stay again.

Chateau René is the perfect peaceful escape. The home cozy and well maintained - exactly as pictured. The view made every morning feel like a dream. René was so warm, responsive, and accommodating. He shared great local recommendations and clear instructions for the house, which made settling in a breeze. The most special part of my stay was getting engaged here! René secretly coordinated with my now-fiancé and friend to make it all happen. His excitement and willingness to help meant a lot to us. Overall, 10/10 stay. We’ll definitely be back!

Perfect, modern yet cozy cabin. The aesthetic was beautiful and was fully stocked with everything you could need. The neighbors are close but we never saw them. Maybe because we came up before the season picks up. We utilized all of Bilen's local recommendations. We loved the Local Table & Tap. Beautiful views. We also took a drive to Upward Brewing which was phenomenal. Keeping this Airbnb in my go-tos. Couldn't be happier :) Perfect for nature lovers.

A hidden gem! This spot has a ton of character and the hosts are awesome! The lake and surrounding area is beautiful as well, with plenty to do for the outdoorsy type and cute shops and great restaurants within minutes. would highly recommend and hope to find time for a return trip!

Kelsey’s cottage was exactly as described. It was so beautifully decorated & had everything that we would need. We had a wonderfully relaxing weekend & hope to do it again soon.

This cabin is so very special—and has an artists touch! It is cozy (especially with the wood stove going), spacious for being a one-room size, and has everything you need to disconnect and recharge. We will absolutely be back and appreciated the clear and easy communication as well!

The cottage was lovely and very comfortable. Simon left us detailed instructions and we had no issues in finding it and settling in. As the weather took a turn for the worse, we spent most of a day cozy in the house. Our dogs were also very comfortable and loved the large backyard. The house decor is very tastefully done, and not only looks great but looks like special effort has been taken to make everything comfortable and easy to use. Thank you for sharing your home!!

Breathtaking Views, Cozy Cabin - A Perfect Getaway. From the moment we arrived at lazy river , we were blown away. The views were absolutely incredible! Waking up to the Delaware river and the winter views, the sunrise over the mountains, was truly magical. The cabin itself was cozy and comfortable, with well-equipped kitchen, a fireplace, a comfortable bed. We especially loved the deck views of the river, with driving distance to beautiful views like high point and surrounding hills only minutes away, the fire pit outside and the fire place inside, can't forget the good collection of record players. David was a fantastic host. They were very responsive, helpful with local tips, and ensured we had everything we needed. We felt very welcome and well taken care of throughout our stay. We highly recommend this cabin to anyone looking for a peaceful and relaxing getaway with stunning scenery.

Mike and Meryl were such kind and welcoming hosts. The guest house is beautifully set right next to open pastures and farms. Beautiful design, clean and very peaceful. We highly recommend!

Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

This place meets the description well. It was clean and impressively well stocked to be as comfortable and easy as home. I had one reason to contact the host during my stay and they responded immediately. Very happy with my stay here.

Darla’s cottage was such a sweet spot for a weekend getaway. Super cozy, clean, and peaceful—exactly what we were looking for. It felt tucked away in the woods but still really easy to get to, and just a few minutes down the road from Rough Cut Brewing, which was a big plus. We loved being able to grab some beers, then come back and relax inside. Darla was a great host—friendly, but gave us plenty of space. Would totally stay again next time we’re in the area!

"This feels like home already." That was my 8-year-old's response to this sweet Kerhonkson cottage, just one hour after we arrived. I could end my five-star review there but I'll add some perks listed and not listed, which we really enjoyed. Prime location. The cottage is within a 20-minute radius of so many wonderful spots. We come for the Bonticue Crag rock scramble but stay for Saunderskill Farm, Upstate Taco, Bluebird Wine and Spirits and so much more. The creek. My kids walked there barefoot and sunned on the rocks. If you're lucky: farm fresh eggs are sold on the honor system on the main road just past the creek. The shower. You'll see. Smaller perks: The back deck gets great sun. So much closet/drawer space to organize your stuff. Lighting options galore, and almost all of them on dimmers. Sonos sound system and a charging station. The cozy office space, in case you have to "check in" or if you just want some alone time. Thank you, Consuelo! We'll be back.

We loved our time spent at Michael’s this weekend! We immediately felt at home in the cozy space and the outdoor amenities were exactly what we were looking for! I’ll definitely be back.

We had a perfect long weekend at Steven's cottage. It is bigger than it looks in the photos and was immaculately clean when we arrived. Steven was extremely responsive to all our questions and needs. The place is incredibly peaceful, a 2 min walk from the lake, on a private road where Steven owns all three houses. It was so relaxing and rejuvenating to spend time at this oasis with my partner and our best friends. There's a lot to love, but the best part is that the house comes with a private deck and dock, and unlimited access to various boats, to make your lake weekend whatever you want it to be. We loved that we could take our dogs to play fetch off the dock and not worry about getting in anyone's way or having to share any space. It was a great stay and we hope to go back!

Lindsay's cottage is the perfect blend of convenience and seclusion. Just minutes from great shops and restaurants, yet tucked away in a peaceful, natural setting that feels worlds apart. It's beautifully appointed with thoughtful touches throughout, and stocked with every amenity you could possibly need for a comfortable stay. Whether you're looking to explore the local scene or simply unwind in tranquility, this place offers the best of both worlds. Highly recommended!

We had a lovely stay at Monica’s place. It was a cozy getaway from the city and we had a wonderful weekend trip to the nearby towns. The space is exactly as listed and even cuter in person. Highly recommend!

Such a beautiful place in a gorgeous setting. Clear communication from Victoria made it a sealed and highly enjoyable stay!!

We loved the view out to the lake, which was different every day and throughout the day. The open layout of the house is great to enjoy the views, and if the weather is nice, there are great sitting areas outside as well. The house is well-stocked and cozy. The hosts are friendly and always responsive. There are also great parks to visit nearby. We had a great winter weekend and would love to stay again.

We had a great cozy weekend at Felise’s place! The cottage is tiny but great for a couple looking for a peaceful getaway. Felise had great recommendations that helped us make the most of a rainy weekend.

Perfect base for exploring Mohonk and Minnewaska! The eco cottage was exactly what we were looking for—peaceful, comfortable, and ideally located. David is an amazing host whose local insights really elevated our trip. His restaurant recommendations were spot on, and he was always quick to respond and incredibly thoughtful. We had an awesome stay and would absolutely come back!