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!

The perfect stay for horse showing at HITS! My only hesitation in writing this review is that I didn't want anyone else to know about this place for future horse shows! ;) An excellent place to stay with above and beyond amenities, easy check in and great for traveling with a dog. Will absolutely be back!

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!

Great place. Fun water activities for the kids. Our dogs allowed to come was excellent. A little light on cutlery in the kitchen, but we made it work. Would recommend and would stay here again!

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.

My family and I had such a lovely time at Maria's airbnb! Cooking meals together in the kitchen, playing board games, eating in the backyard – it was such a perfect escape from the city. The space felt private and peaceful, and yet just a card drive away from little food spots and hiking trails. We hope to be back again soon!

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!

As always, Heidi’s place was wonderful! We are repeat renters, and Heidi’s home never disappoints. It is the perfect cozy cottage! Even when I initially booked the wrong weekend, Heidi had no problem helping me switch, seamlessly, to the weekend that worked for us. She is always available, and responds immediately if you have questions. We look forward to being here again next year!

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

Excellent location for local shopping, lots of food choices, delicious breweries. Most importantly VERY close by for climbing & getting out to nature. The Woodstock & Kaaterskill wilderness areas are within 30 minute drive. Lots of stunning views for a decently low mileage. Rip Van Winkle bridge is 9 minutes away if you want to explore the other side of the Hudson. The place has all the amenities you’d need for a getaway. Very clean, host was very responsive; even on the Memorial Day holiday. Will be back!

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!

Awesome stay! Great area, super clean house. Highly recommend!

This is probably the most well-maintained Airbnb we’ve stayed in. The location was great with lots to do nearby, the cottage itself was super clean, the bed was comfortable, the bathroom was nice, and the second story back deck has a great view. It’s not listed, but there’s a river with a small waterfall across the street that definitely adds to the peaceful vibe of the place. The cottage is very private and quiet, but it’s also only 15 minutes away from both New Paltz and Poughkeepsie so it’s real easy to get around and find something to do. New Paltz is a particularly cool walkable town with lots of great food and coffee. Minnewaska State Park Preserve is also about 25 minutes away and offers a ton of hiking trails. Linda was an excellent host, made communications clear and succinct, made check in/out super easy, and offered up some solid recommendations for places to eat and drink. Again, I really can’t stress enough how clean they keep this place, it was spotless. 10/10!

Jaclyn's airbnb is located in a wonderfully private area in the Catskills, close to New Paltz and many nice restaurants, amenities and hikes. The small home has been tastefully remodeled and outfitted with great appliances. A perfect getaway for a couple. We will be back!

By far one of the best airbnbs I have ever stayed at! The cabin was beyond adorable, comfortable, clean, so well decorated and very private. It was so relaxing with great outdoor areas to hang out, places inside to read, comfortable den to watch movies and super comfortable bed. Would definitely come back!!

We loved it we had such a great time with our two kids. A good getaway away from New York .Beautiful views cozy home and we heard the birds chirping in the mornings. We will definitely be back thank you so much for.

We had a wonderful time in Saugerties and part of that was this place. We spent time on the terrace talking, eating, relaxing, looking at the green and the mountains. The lazyboys in front of the TV were super comfortable and relaxing. . It was close to the places we wanted to go to. If we come back we will stay here.

Great little escape that has you overlooking a waterfall. Very charming interior thats makes it feel incredibly homely, even for its quaint size. The location is a great middle ground for multiple towns, from New Paltz to Woodstock, and Laura and Leo ensure that their guide includes multiple destinations and local restaurant to visit. Great amenities, would definitely choose their property again!

This was our second time staying at Bella Cottage, and it was just as magical as the first. The cozy cottage is surrounded by nature and truly feels like a private retreat — we didn’t use our phones for two days and just soaked in the peace and quiet. The place was immaculate, and the heated pool was a highlight we enjoyed both days. Our hosts were incredibly attentive and accommodating, making sure we had everything we needed. My husband and I absolutely love it here and can’t wait to come back again!