Holiday rentals with outdoor seating in Columbia County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Columbia County outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Hudson
4.95 out of 5 average rating, 100 reviews

Cozy Modern Farmhouse, a close walk to Warren!

SamanthaRating, 5 stars7 months ago
We were tremendously happy with our weekend stay. It was a beautiful space that had us feeling serene and relaxed from the moment we stepped inside. Highly recommend! Thank you!
Guest favourite
Home in Copake
4.92 out of 5 average rating, 61 reviews

Yellow Door House

JeffRating, 5 stars5 months ago
We’ve stayed at Kathy’s Yellow Door many times, or kids call it our vacation home. Kathy is a great host and she will always strive to make your stay enjoyable and stress free (unless you have a toddler like we do). Don’t hesitate to stay at Yellow Door.
Guest favourite
Home in Hudson
4.92 out of 5 average rating, 202 reviews

Hudson New York Grey Victorian

KarlaRating, 5 stars2 months ago
This house was perfect for our girls’ weekend in Hudson! It was spacious, clean, and had so much character. The location was great—just a short 5-minute drive to Warren Street. We didn’t walk due to the cold weather but it was definitely close and convenient. Would definitely stay here again!
Guest favourite
Home in Germantown
4.97 out of 5 average rating, 331 reviews

Fantastic Cottage/Insane Views/Trails/Fireplace!

JacksonRating, 5 stars3 days ago
What a dream! We loved Martina’s place - the view was incredible, and we felt right at home in the space. We would definitely stay here again.
Superhost
Home in Cementon
4.91 out of 5 average rating, 109 reviews

Upstate Riverfront Getaway with Hot tub

NicoleRating, 5 stars1 week ago
We always have a great stay at Matt’s! The amenities are amazing and the view of the Hudson is unbeatable.
Guest favourite
Home in Hudson
4.77 out of 5 average rating, 335 reviews

Cozy, Charming Escape in Central Hudson w/ Yard

MichelleRating, 5 stars6 months ago
This air bnb was great. Beds were very small but the space was great, very clean and perfect for a dog! The backyard was not that maintained and the fence seemed to be open so we were unable to let our dog off the leash. Other than that, highly recommend. Location is 10/10.
Guest favourite
Home in Athens
4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

EvanRating, 5 stars1 month ago
Aline & David provided a great space for my friends and I to have a an eventful, weekend getaway from the city. Amazing location and truly a home where you can have a great experience regardless of the weather. The game room and personal lake are the unique, finishing touches to this home.
Top Guest favourite
Home in Craryville
4.92 out of 5 average rating, 113 reviews

The Gatehouse at Raspberry Ridge

JenniferRating, 5 stars2 weeks ago
If your looking for a great quiet stay while visiting Hudson or other local places this home is it. Very clean, super dog friendly. Close to the highways and hidden enough to really be apart of nature.

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Hudson
4.97 out of 5 average rating, 167 reviews

Studio Oasis nr Warren St w porch & yard

GeraldRating, 5 stars1 week ago
Beautiful spacious studio. Very clean and decorated very nicely. Short walk to Warren St shops and restaurants.
Top Guest favourite
Apartment in Hudson
4.98 out of 5 average rating, 176 reviews

Lower Warren Street Picture-Perfect 2-Bedroom Apt

KateRating, 5 stars2 days ago
You cannot beat the location. It's right in the middle of the heart of Hudson and is also a short walk from the train. The place is cute as well with a nice outdoor space.
Top Guest favourite
Apartment in Great Barrington
5 out of 5 average rating, 118 reviews

Walk Everywhere! | Relax in Easy Elegance!

ChadwickRating, 5 stars1 month ago
Everything you want in an Air-B-B . Clean and charming , right in downtown . We walked to restaurants every night. Lots of thoughtful snacks. Fresh Pint of whole milk and stick of butter in fridge. Host lived on site and was there to help with any situation. Great bedding and water pressure too.
Top Guest favourite
Apartment in East Chatham
4.95 out of 5 average rating, 115 reviews

Bennett Abode

DevenRating, 5 stars4 months ago
Was a very comfortable stay and host was great!
Top Guest favourite
Apartment in Canaan
4.99 out of 5 average rating, 159 reviews

Mountain View Getaway

BeyzaRating, 5 stars2 weeks ago
Peaceful place with a beautiful view. We loved listening to the sounds of birds outside. Everything was very clean and neat. We would definitely come back.
Guest favourite
Apartment in Hudson
4.96 out of 5 average rating, 233 reviews

Bright, Charming 3-BR with Garden in Heart of Town

MichaelRating, 5 stars2 weeks ago
We had a wonderful long weekend at Ellen's townhome. The place is so charming and clean; our party of 6 felt right at home. Located right off Warren St, you have direct access to all that Hudson has to offer. Finally, Ellen made us feel at home from our first set of communications all the way to check-in to check-out. Thank you, Ellen.
Top Guest favourite
Apartment in Sheffield
5 out of 5 average rating, 359 reviews

Hideaway with Spectacular Berkshire Views

BrittRating, 5 stars1 week ago
This AirBnB is an absolute dream - look no further! I lived in the Berkshires for 8 years and was back visiting friends and could not have asked for a more perfect and charming accommodation. Great location with easy access to GB, Sheffield, Lakeville, etc. Great food options, incredible hiking, and so much beauty in Ricky and Elisabeth's backyard. This will be my go-to spot in the Berkshires. I am truly sad to leave! This place is perfection and captures what the Berkshires is all about. Ricky and Elisabeth were so caring, thoughtful and kind. 10/10 recommend. A true gem!
Guest favourite
Apartment in Hudson
4.88 out of 5 average rating, 330 reviews

Spacious new apt, private terrace facing a river

GinaRating, 5 stars1 month ago
We’ve stayed with Lena a few times and we always love it. The creek right by the property is beautiful.

Destinations to explore