
Holiday rentals with outdoor seating in Columbia County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Columbia 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

Fenced yard, playroom & the Berkshires - $0 fees
The house was clean and nice! Beds were huge and comfortable and the area is beautiful. The hosts were very responsive. It was the perfect trip.

Country house on Indian Creek
Alfredo's home was more peaceful than the photos could show. it was quiet, secluded and clean, inside and out. being close to stores and the town while having the feeling you're farther away from society was just what was needed for the stay.

Fantasy Cottage/Mountain Views/Trails/Fire pit
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.

Private Hudson Valley Loft on 200 Acre Horse Farm
Beautiful area and beautiful house – well-designed, spotless, and equipped with everything we needed. It looked even better in person than in the photos. The open family area was amazing and spacious. We also had a lot of fun exploring the farm and surrounding property. Definitely one of the loveliest Airbnbs we've stayed at. Highly recommend!

Lakefront +pets +skiing +bbq +firepit +games
We had a great time, the location is great, right on the water and the fishing was even better. A very quiet lake and much bigger when you are out on it in the kayaks. I would surely stay here again!

Upstate Riverfront Getaway with Hot tub
We always have a great stay at Matt’s! The amenities are amazing and the view of the Hudson is unbeatable.

A sunny, quiet chalet beautifully decorated.
Great location with easy access to Great Barrington and other Berkshire destinations. Perfect house for families or larger groups, we had everything we needed with various sleeping arrangements. Nice open kitchen and decks. We would be happy to return.

Art Chapel is a chic historic gem near Hudson NY
Bobby was the ultimate host in every way. I felt so relaxed and comfortable in his home that I extended my stay for another week and have already booked for a future stay. The home is beautiful, full of original art, cozy and perfectly suited for a quiet getaway yet close enough to Hudson, Kinderhook and Catskill. The house gets beautiful morning light and I found it very relaxing having my morning coffee on the sun porch. The flowers and trees were just starting to bloom in the garden - making it the perfect canopy for my guests and I to have an early evening cocktail before heading into town for dinner. Very much looking forward to returning in a few months!
Apartment rentals with outdoor seating

Studio Oasis nr Warren St w porch & yard
Beautiful studio with everything you need for a trip to Hudson! I wish I could have stayed longer. Janet was a wonderful, responsive host.

Private Berkshire Barn Apartment
Went for a Berkshire School reunion the two of us, perfect spot. Charming quiet grounds, perfect location for accessing Berkshire School, clean, Keurig, comfortable bed, amenities as stated (and quick confirmations from host), super easy process for check in and check out. Asked many questions and host responded very quickly and was very friendly in her communications.

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.

1 bdrm apt in Athens on the Hudson
We have a wonderful stay at Diane’s. Whenever we travel to Athens to kayak the Hudson River, we stay at Diane’s. It’s clean, cozy and close to all. Diane, thanks for a lovely stay. Mary and Rob

Holland House: Modern Rustic Guest Apartment
This place exceeded our expectations in every way. The highlight was definitely the porch – we spent hours there listening to the birds singing and the gentle sound of the creek. It’s incredibly peaceful and restorative. The space itself is beautifully designed with clean Scandinavian aesthetics that feel both modern and cozy. Everything was immaculately clean, and we loved the thoughtful touches like the small collection of books that made it feel like a home away from home. The location is perfect for nature lovers. There’s a short walk to a creekside trail that’s accessible for all fitness levels – we enjoyed it multiple times during our stay. Our host provided excellent local recommendations that really enhanced our visit. Having the diner downstairs was such a convenience and made our mornings effortless. Great food and no need to venture far for a delicious breakfast. Our host was responsive and clearly cares about providing a top-notch experience.

Cemetery Schoolhouse 2
The only thing better than the loft was Laura Ann herself. I came upstate to go on a little solo retreat to make some art and be alone in a peaceful place. This Airbnb was the perfect place for it! From the serene cemetery to the highly eclectic paintings and sculptures in the loft, I couldn’t have been more happy with my stay. Lots of restaurants and shops around that are about a ~15 min walk from the Airbnb, very accessible. Laura Ann is so extremely friendly and helpful, she really made me feel right at home. Probably the best Airbnb experience ive ever had. I will definitely be coming back!! Thank you Laura Ann!

Hideaway with Spectacular Berkshire Views
I’ve visited many, many AirBNB’s over the years and Elisabeth and Ricky’s was one of the best. The accommodation is beautiful, it’s a lovely little converted flat above the garage, settled into the woods and garden. We were greeted by their corgi and by Elisabeth who both made us feel at home. We were able to wander their gardens, drink gin and tonics in the sun and generally make ourselves at home. A lovely couple and a highly recommended Airbnb.

Captain's Quarters at Mickey's Marina
We had a great say. Beautiful area. Tremendous lake which we enjoyed by kayak. Rooms were clean and comfortable. Nice sitting area outside and another on the front porch. We were here early June and so the eatery next store and another up the road were not open for the season quite yet. Great communication.
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- Hunter Mountain
- Saratoga Race Course
- Howe Caverns
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag
- Brignole Vineyards
- Things to do Columbia County
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