Cottage holiday rentals in Woodstock

Highly recommended — especially for families with young children! The property has everything you could need, and there’s even a charming farm nearby (just be sure to check their hours in advance). The hosts were incredibly responsive and helpful throughout our stay. The house was spotless and had such a welcoming, positive energy. With so much land to explore, you truly don’t need to leave the property if you bring your own food and supplies. We had a wonderful experience and will definitely book again in the future!

Danny and Travis are excellent hosts ! The house is gorgeous and extremely clean and well maintained. The kitchen is very well stocked with cooking utensils/ pots which is awesome for people who enjoy cooking (like we do). This is our second time staying here and we absolutely love it and plan to return.

Perfect, modern yet cozy cabin. The aesthetic was beautiful and was fully stocked with everything you could need. The neighbors are close but we never saw them. Maybe because we came up before the season picks up. We utilized all of Bilen's local recommendations. We loved the Local Table & Tap. Beautiful views. We also took a drive to Upward Brewing which was phenomenal. Keeping this Airbnb in my go-tos. Couldn't be happier :) Perfect for nature lovers.

Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!

We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.

The apartment was the perfect weekend getaway for my partner and I. We were able to take full advantage of all the great amenities - grill, hot tub, fire pit and a big yard for the pups! The bed and washer/dryer were also a nice plus. Kim was extremely responsive and the perfect host. All in all, we loved our stay and already want to plan our next trip back!

Really a beautiful, peaceful escape. Easy drive to so many adventures! Hot tub while listening to the creek... chef's kiss. Just be prepared for mosquitos, wow. But there was bug spray and citronella candles to help.

Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

I booked Nidhi's place for one night for myself and a guest to attend a show at Bearsville. The placement of everything, inside and outside, created an intentional sense of comfort. My guest arrived after me - without a thought, we ended up at the kitchen table talking for hours before the show. Again, the placement of this conversation spot felt intentional, but only after we found ourselves engaged in it. The outdoor surroundings are utilized to not only accent, but to enhance the indoor setting. The whole experience felt private and safe, and allowed us to share a really precious window of time for reconnection and decompression. In addition to the appealing aesthetics (the chosen blue for that kitchen!), the bedding was a treat to come back to at the end of the night - so inviting and equally comforting to find yourself wrapped up in in the morning. Nidhi so kindly messaged me out of concern for the very high winds we were experiencing (prepared with a generator), but no issue.

We had a wonderful stay at Hubbell Views, communication with the hosts was very timely and helpful with suggestions of restaurants in the area, we felt right at home. It was the perfect headquarters for our motorcycle trip riding in the Catskill’s.

This was so charming & cozy, while also being conveniently close to nature nails & downtown Woodstock. We thoroughly enjoyed our stay & would recommend!

Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

The cottage is in a quiet neighborhood. Saugerties and Woodstock are within a short drive. Heidi arranged the space to be very inviting. It was also very clean. We were staying with our 18 year old, who slept in the loft and appreciated their own space. Plenty of towels, coffee, and games, and also a handwritten welcome letter with the wifi info, and chocolates. We would stay there again.

If you’re an artist looking for an inspiring and quaint place filled with kitsch and charm this place is perfect!

We've stayed at Jenna's home a few times. Each of our visits have beeen wonderful. Her home is pristine, extremely comfortable, and very well thought-out for easy use by guests. The kitchen is very well equipped. Things like thoughtful labels on light switches, quality linens, very comfortable mattresses, nice towels, a complete lack of clutter while still being thoughtfully decorated, always makes us feel very comfortable in this space. The area is very peaceful and quiet. We will gladly continue to return!

We had a wonderful stay at The Carriage House and would definitely book it again. It felt like a true escape from city life. Very cozy and comfortable and had everything we needed. The house was perfectly located near High Falls, Accord and Stone Ridge so we got to eat at great places and explore each of the towns without needing to spend much time in the car. Would recommend this place for anyone looking to spend some time in that area. It was truly a lovely experience.

Great place right on Rt. 28 very close to fishing access along the Esopus. Comfortable, clean, and open inside. Would def use again. Booked an extra night because it was too comfortable, thank you for that.

My wife and I came up from NYC to celebrate a wedding at a local venue. We were very pleased with the artwork and the artistic vibe embodied in the surrounding area. Our stay was very peaceful and comfortable. The decor in the cottage has artistic expression in mind. We especially liked the electric guitar, turn-table and good selection of classic records. We hope to be back very soon!

It was a wonderful place, and Glenn was an amazing and responsive host. He is super understanding and helpful, and has a wonderful get away in the mountains. Would definitely recommend, it is great for people who like peace and quiet, and is around a lot of hiking.

Loved this place. Was perfect for a lovely weekend getaway. It was clean and cute and was even stocked with local beers, ciders, and wines. Amazing! Jaclyn was right there when we needed her - messaging trying to figure out the oven.. :) thank you again! perfect little spot...! <3

We enjoyed our stay. The house was very clean and comfortable. The stream access was excellent. The house is only minutes to Phonecia making it very convenient for anything one might need. We felt that the description of the house matched the experience better than almost any other rental we have used from airbnb.

The Highland Cottage is exactly as pictured. It’s like a combination of a treehouse and a cottage in the woods. Super comfortable and cozy. Justin and crew were super responsive when we reached out. We would definitely stay here again, if we come back to the area!

We had a lovely time at Amber Cottage. Even when our activities got rained out, it was so nice to read and play games by the fire. It was clean and had so many amenities. We will definitely be back!

We had a wonderful time at Mustafa’s cabin. It’s exactly like the photos. The kitchen is well equipped and had everything we needed (utensils, condiments, etc). The bed is super comfortable (and not too soft). We did not find the bathroom too small. The decor is gorgeous. The deck wonderful. And the soundscape with the water of the nearby stream and chirping birds was incredible. Phoenicia is a 5min drive away, with some shops and a couple of restaurants. Advance information, access and communication with the hosts was great. Would definitely stay again for a secluded, peaceful retreat.