
Holiday rentals with outdoor seating in Dutchess County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Dutchess County
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Rhinebeck Home with an amazing outdoor space+H/tub
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.

Mt hikes, city strolls river walks
AnnieMarie was extraordinarily kind and accommodating. The home was just as described—simple, in a wonderful location, and clean. Zero complaints.

DeMew House in Historic Kingston
Demew house was exactly what we needed for the two of us. peaceful with the waterfront right across the street. walked to the Marina area every morning and night for meals. felt safe. The history of the area is amazing. Tara's response time was within a minute when I had a question. thank you for the weekend. we would definitely return.

The Red Country Cottage
The Red Country Cottage was perfect for our 2 night getaway for myself, my daughter, and her friends to celebrate birthdays. They loved the rail trail, nearby Mexican restaurant and ice cream, and enjoyed a fire in the fire pit. The cottage was lovely inside, set in a wooded lot with peaceful views out every window. Had everything we needed (as described) as well as thoughtful extra touches. Thank you for a wonderful place to stay!

Stunning Views, Light and Open - The Beech House
We had the most peaceful and rejuvenating stay here! The views were absolutely breathtaking — waking up to such natural beauty each morning was pure bliss. The entire place had a calming, serene atmosphere that made it so easy to unwind and truly relax. My pup loved the large yard. What made the stay even more special were the thoughtful little gifts left for us — such a sweet and personal touch that really made us feel welcome and cared for. Highly recommend for anyone looking to escape, recharge, and soak in some stunning scenery. Can’t wait to come back! Thanks again Sarah and Jonathan

Light and Spacious Designer Retreat near Rhinebeck
This was our second time coming to this house for spring break with our friends. We really enjoyed our time here. The kids had a blast. In fact, they were the ones that were begging to come back this year. Great house. Super comfortable. Clean and bright! And the host are extremely responsive!

Village Center, Near Diamond Mills, HITS, Skiing
This was our second time staying at Jin-Young's place in Saugerties for our friend getaway-- we chose to return because it's a great place and very compatible for our group with the right number of beds, big kitchen and sitting area, and within easy walking distance to downtown Saugerties. It's also very clean and we appreciate that it is fragrance-free. Saugerties has a lot to offer for a fun getaway-- highly recommended!

On The Hill in Rhinebeck
Loved this Airbnb! It was spacious and comfortable, this house in particular had really beautiful plants that enhanced the space even further. I love that we were able to connect to a Bluetooth speaker with ease. The location is close to really yummy restaurants and a park that we both drove and were able to catch an uber to. Also, I was able to cook a Sunday supper and I had all that I needed as far as pots and pans were concerned. I would book again for sure.
Apartment rentals with outdoor seating

Beacon Bird's eye view! Close to Main St & Train
Great place for a quiet couple of days away. Plenty to do in the area with everything within walking distance. Erin was so easy to deal with and was very accommodating. We will absolutely be back! Thanks Erin!

In the Heart of Kingston
Carin's apartment was cozy and clean, a perfect place to rest after your adventures. It is very close to the train tracks and there were complimentary ear plugs on the bedside table, if you need them. The sound of the train did not bother us at all but we are very used to it. Carin was very responsive when we had questions. I highly recommend Carin's place for your stay in Kingston!

Lovely 1 bedroom apt. with free parking in Rondout
Very comfortable, clean and well appointed stay. Bathroom was stocked with toiletries and kitchen with dishware and water. Excellent location, right at the top of the Main Street in Kingston. Would absolutely rent again, thank you!

Stylish Private Studio 1 block from Main St Beacon
Andrea was a friendly and gracious host, helping us with inquiries about parking, checking in, and other questions. The location is stellar, a 2 minute walk from Main Street and close to the amazing shops and restaurants. It was cool and quiet, and the studio had everything we needed for our long weekend stay. Highly recommended.

Saugerties Village home with great backyard!
The unit had 2 bedrooms and was clean and uncluttered and worked well for our family of 3 adults and 2 young dogs. Though we didn’t use it there was a nice fenced in patio out back. The kitchen was nicely appointed. All in all the unit met our needs and expectations for a last minute short stay. Our host, John, was responsive with any questions we had. We would stay here again.

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt
It really felt right at home! Cozy, private, and spacious, this place is the best I’ve stayed in the area. Definitely staying here again when I visit Beacon!

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
I was so impressed with Annmarie’s attention to detail and amenities. She thought of EVERYTHING to make the stay enjoyable and comfortable, and was so easy to communicate with! I will definitely come back if I am in the area. So grateful for her and my amazing weekend stay!

2BR|2 Queen Beds|Balcony|Parking|Strong Wifi
This is the best Airbnb I have stayed in Poughkeepsie and overall in New York State. The place is very clean , it was recently refurbished , has good equipment for cooking, it is spacious. The parking is easy and convenient. Check in was smooth. Owners are responsive. Very strongly recommend it.
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Hook Mountain State Park
- Tamarack Country Club
- The Connecticut Golf Club
- Opus 40
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Kent Falls State Park
- Mount Peter Ski Area
- Sterling Forest State Park
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