
Vacation rentals with outdoor seating in Sleepy Hollow Lake, Greene County, New York
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Top-rated outdoor seating rentals in Sleepy Hollow Lake, Greene County, New York
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Popular amenities for Sleepy Hollow Lake, Greene County, New York outdoor seating rentals
House rentals with outdoor seating

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Main Street Cottage
Even though the house is by the road, the backyard is serene and peaceful. It was wonderful to sit by the fire pit and make use of the grill in the evening. The house has everything you need and plenty of space. The dining table is in the entrance/hallway, which doesn’t feel ideal.

Country Escape-2 Acre 1890 Farmhouse-Hot Tub
Shane’s house was perfect for our getaway and he was very easy to reach if anything was needed.

Rushing Rapids Cottage – a birdwatcher's paradise
This was the most beautiful and comfortable place my wife and I have ever stayed! It is so lovely and right across the street from literal rapids so you can hear them all night if you leave the windows cracked :) The hosts were very helpful and communicative, the house was just as described, and the location was perfect for us! Not too far from hudson but so close to trails for biking :) Definitely would recommend!!

Modern Prefabricated Architectural Retreat
Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!

Rustic Swedish Barn/Featured in Airbnb Magazine
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

Eagle Rock House
Edina and Glen's house was beautiful, spacious, and pristine. It was the perfect setting for a "girls weekend". The grounds were stunning, and made for a great setting. Very close to town, shopping, and wonderful restaurants. We really appreciated that our hosts were very proactive in reaching out and making all instructions clear. They were communicative and flexible. Thank you for having us in your beautiful home! Very memorable weekend.

Quiet• pvt farmhouse•stunning mntn views nr Hudson
We had the most wonderful weekend getaway at this tucked-away gem in Hudson! The home is beautifully designed—cozy yet spacious, with an abundance of natural light streaming through large windows in every room on the first floor. The kitchen was a dream for anyone who loves to cook, fully stocked with all the appliances and tools you could need. Also, the space was absolutely spotless when we arrived. We really appreciated how clean everything was! Upstairs, the four bedrooms were comfortable and thoughtfully arranged, perfect for relaxing after a day exploring the area. The piano was such a special touch—it added to the charm and made the space feel warm and inviting. If you're looking for a peaceful escape with all the comforts of home (and then some), this is the place. Highly recommend! And a huge thank you to the host for being so responsive and accommodating! I would 100% book again!
Apartment rentals with outdoor seating

Studio Oasis nr Warren St w porch & yard
The front porch with all the birds was really special. As was the well appointed open studio with high ceilings. Large bathroom with clawfoot tub was wonderful. Relaxing and quiet space. Short walk to the best restaurants and coffee shops.

Lower Warren Street Picture-Perfect 2-Bedroom Apt
A perfect little place for a long weekend getaway. Jenny’s place is warm and well situated on Warren Street. My stay was seamless and I was greeted with warmth and hospitality by Jenny. Thank you for a lovely birthday weekend!

Serene Suite by Gt. Barrington, Hudson, Tanglewood
We booked last minute to stay for a night to attend an event nearby. While our stay was brief, it was super clean, comfortable, and just what we needed. Everything smelled fresh, and Kelly’s recommendations were helpful too.

Beautiful space in the heart of Philmont
Wonderful stay! Beautiful home and so much to do in the area. We had a great time!

Bennett Abode
We thoroughly enjoyed our stay at the Bennett’s Abode! Larry and Lana’s airbnb had just about everything a visitor would need and they even included a detailed binder full of information and ideas pertaining to the area. Larry was so prompt with his responses and always kept us in the loop. He even provided several great hiking ideas that we utilized throughout our stay at his home. We were so grateful for the overall experience and left with incredible memories!

Private Hudson pied-à-terre; blocks from Amtrak
We were in town for a wedding and loved our quick little getaway at David and Peg’s place! They were so communicative and helpful for anything we needed throughout our stay. Getting coffee and breakfast in morning was so nice and made us feel right at home! Thanks so much David and Peg for a great stay!

Modern Copake Falls Getaway - 8 Mins to Catamount
The Airbnb is on a small hill looking out towards a small pond and an open field. The sunset in particular was very nice. The home is in a very private location. Inside, the space was well decorated - simple yet tasteful. The space itself is on the smaller end but the decor opens up the space. Michael answered all questions within 24-hours. Easy to communicate with. Overall a good stay

Within Reach
within reach was just perfect for my quick trip to the catskills for a special event. I loved the downtown location. parking was available right out front, and lockbox/key access was easy. the place was set up very well, with everything I needed. I really liked the aesthetic, and the streamlined decor. the street out front was lively at night, but the bedroom was very quiet. I had an ideal and very enjoyable stay.
Condo rentals with outdoor seating

Trailside At Hunter-Phase II-Hunter NY
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Scenic Getaway with Private Deck
Daria and Justin were lovely, responsive hosts. It’s a great little apartment — super clean, well equipped with all the basic necessities, tasteful, well thought out decor, a really pleasant place to be, right on the mountain. Small, but perfect for a couple or small family ski weekend. I would definitely recommend and would love to go back.

Lothbrok - on Main Street
Mary’s place is nice and clean, right in the center of town. Walkable to restaurants and coffee shops. Without going into details, I’m touched by her responsiveness to me during my stay – a true life champion! Very best wishes to you, Mary :D Thank you for the recommendations and great hospitality. Cheers~

Hunter Mountain 2BR Condo - Steps to Slopes!
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

Trailside Tranquility at Hunter Mountain
Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

Perfect Catskills hiking getaway with fireplace
5 stars, 5 stars, 5 stars!! I would just like to say I’ve stayed in many Air B&Bs before, and this one is by far one of my favorites. The hosts are absolutely amazing. They are proactive in responding and really want you be be comfortable and making sure you have no issues. The price was 100% worth it. I love that they included board games as a part of the space, such a nice touch. The bathrooms and bedrooms were also so clean, and we enjoyed our stay. You can really tell the hosts put a lot of love and care into this place. I can’t say enough good things about them!

Hike, bike & snooze: your summer adventure!
Robert's place was a delight! Spotless with many thoughtful touches. We went for a spring snowboard trip to Hunter and didn't try to walk to the lifts (due to the conditions), but the drive was only a few minutes and super convenient. Robert was very responsive and friendly, and made sure we had everything we needed. The property is great with a lovely deck and well equipped. Highly recommend this property; we hope to be back!

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite
We had an amazing stay! The home was exactly as pictured. The location was perfect—just a 30 min drive to Kaaterskill Falls and 5 mins to the local restaurants, but tucked away enough to enjoy peace and quiet. Michael was responsive and made check-in a breeze. We especially loved the beautiful views from the hot tub and how comfortable the space felt after a day of hiking and exploring. The sauna was a great surprise! Highly recommend this place for anyone looking for a peaceful escape to the Catskills. We’d absolutely stay again!
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- Family-friendly rentals Sleepy Hollow Lake, Greene County, New York
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- John Boyd Thacher State Park
- Albany Center Gallery
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- Norman Rockwell Museum
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