Holiday rentals with outdoor seating in Columbia County

We loved our stay in Hudson. We were a quick drive into town and it was easy to get around. The beds were very comfortable and we slept well here. We used the pack n play for our youngest and the kids enjoyed playing in the backyard. It isn’t fully fenced in, but there is a fence blocking the backyard from the road, so my kids were always safe. There weren’t a ton of dishes available, that was the only downside we found.

Everything we needed for our short stay in Chatham. Cozy house well supplied with what was needed. Would happily book it again!

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.

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!

Erin’s place was absolutely lovely! We really enjoyed the location - so peaceful and conveniently close to Art Omi. The cabin was beautifully maintained, and we especially loved the interior design, which felt both stylish and cozy. We stayed for two nights but honestly wish we could have stayed longer. Highly recommend!

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.

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!

This property is beautiful! The house and amenities are actually just as nice in real and every detail was so thought out. Arp really has good taste and communicated well throughout our stay.

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.

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.

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.

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

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.

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!

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.

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.