Holiday rentals with outdoor seating in Sleepy Hollow Lake, Greene County, New York

Find and book unique rentals with outdoor seating on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for outdoor seating rentals in Sleepy Hollow Lake, Greene County, New York

House rentals with outdoor seating

Guest favourite
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars4 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favourite
Home in Hudson
4.95 out of 5 average rating, 234 reviews

Main Street Cottage

DavisRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Athens
4.9 out of 5 average rating, 172 reviews

Country Escape-2 Acre 1890 Farmhouse-Hot Tub

NickRating, 5 stars5 months ago
Shane’s house was perfect for our getaway and he was very easy to reach if anything was needed.
Top guest favourite
Home in Hudson
4.95 out of 5 average rating, 375 reviews

Rushing Rapids Cottage – a birdwatcher's paradise

KyraRating, 5 stars3 days ago
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!!
Top guest favourite
Home in Craryville
4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

HenryRating, 5 stars4 weeks ago
Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!
Top guest favourite
Home in Rhinebeck
5 out of 5 average rating, 214 reviews

Eagle Rock House

DavidRating, 5 stars1 day ago
We were 2 couples staying for 3 days in June with a bit of a heatwave but AC was great. Rooms are big and not cluttered. Great master bedroom and master bathroom. Kitchen had everything we needed, got nice bread from Rhinebeck in the morning.
Top guest favourite
Home in Germantown
4.95 out of 5 average rating, 426 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

GabriellaRating, 5 stars3 weeks ago
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!

Apartment rentals with outdoor seating

Guest favourite
Flat in Hudson
4.97 out of 5 average rating, 179 reviews

Studio Oasis nr Warren St w porch & yard

BonitaRating, 5 stars3 days ago
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.
Top guest favourite
Flat in Hudson
4.98 out of 5 average rating, 179 reviews

Lower Warren Street Picture-Perfect 2-Bedroom Apt

DiannaRating, 5 stars1 month ago
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!
Superhost
Flat in Philmont
4.9 out of 5 average rating, 119 reviews

Beautiful space in the heart of Philmont

ThaliaRating, 5 stars2 weeks ago
Wonderful stay and kind hosts. Definitely recommend. Art Omni, Bartlett House, Greenport Nature Preserve and Hudson are in good proximity.
Top guest favourite
Flat in East Chatham
4.95 out of 5 average rating, 121 reviews

Bennett Abode

AmandaRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in Hudson
4.98 out of 5 average rating, 108 reviews

Private Hudson pied-à-terre; blocks from Amtrak

JaclynRating, 5 stars2 weeks ago
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!
Guest favourite
Flat in Copake Falls
4.9 out of 5 average rating, 334 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

EunjooRating, 5 stars2 weeks ago
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
Top guest favourite
Flat in Tillson
4.98 out of 5 average rating, 134 reviews

Woodland Neighborhood Retreat

ByronRating, 5 stars3 days ago
I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.
Guest favourite
Flat in Catskill
4.94 out of 5 average rating, 224 reviews

Within Reach

MargaretRating, 5 stars2 days ago
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.

Apartment rentals with outdoor seating

Guest favourite
Apartment in Hunter
4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

MengqiRating, 5 stars8 months ago
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.
Superhost
Apartment in Hunter
4.6 out of 5 average rating, 15 reviews

Scenic Getaway with Private Deck

BrigetteRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Windham
5 out of 5 average rating, 62 reviews

Lothbrok - on Main Street

JoanRating, 5 stars19 months ago
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~
Guest favourite
Apartment in Hunter
4.95 out of 5 average rating, 61 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

KellyRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Hunter
5 out of 5 average rating, 32 reviews

Trailside Tranquility at Hunter Mountain

DušanRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Hunter
4.82 out of 5 average rating, 65 reviews

Perfect Catskills hiking getaway with fireplace

AlexaRating, 5 stars4 weeks ago
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!
Top guest favourite
Apartment in Hunter
4.98 out of 5 average rating, 47 reviews

Hike, bike & snooze: your summer adventure!

SarahRating, 5 stars3 months ago
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!
Superhost
Apartment in Windham
4.91 out of 5 average rating, 11 reviews

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

YadiraRating, 5 stars5 days ago
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!

Destinations to explore