Cottage holiday rentals in Woodstock

The hosts were responsive and welcoming and flexible! Thank you for your hospitality. The home was clean, cozy and peaceful. it was a great getaway from the city life. Definitely recommended!

My family had a wonderful stay in Danny and Travis' house. The interior was clean, beautiful, and matched the photos in the listing. The yard was lovely and quiet. We felt away from it all, while still being close to great hiking trails and dining options. Danny and Travis had very clear instructions for how to get in touch with them if we needed anything, but it wasn't necessary. It's clear they put a lot of thought and care into making the process easy for their guests, and we didn't have any issues. The only thing I will caveat is that the house is located off a gravel road, which was quite bumpy when we visited (mid-April). This wasn't an issue for us, but would be a good thing for potential guests to keep in mind.

We will go back for the summer!! They are absolutely the best! I felt like home!! They didn't make us feel uncomfortable!! We felt like that was our home!! Thank you so much for all!! You guys are absolutely the best!!!

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.

We loved this house! The location is beautiful with a lovely view of the stream. The house was super clean and very nicely decorated. Dan gave us very specific directions for everything. The hot tub was a nice plus. The house is in a neighborhood, but it is nice and quiet. Having only one bathroom on the first floor was a slight inconvenience, but that would be the only negative I can think of.

Martin's house was tastefully decorated and free of clutter. The surroundings were beautiful and quiet. The house was a short drive from charming downtown Kent and several hiking trails. My kids especially appreciated the large television, games, and hot tub.

We had a wonderful stay at Diane’s. We were looking for a weekend away without the kids to recharge. We were able to do just that. We enjoyed the hot tub, and curling in front of the fire with a book. It was a snowy weekend but that just added to the charm. Diane’s scones are also amazing!! Diane made sure to communicate clearly and we were given all the info we needed to have a great time.

We had a lovely time staying at Jo and Sean’s place even though it was the off season. One big thing for us is that our 3 dogs were welcomed with no restrictions. We enjoyed the deck being enclosed and having the dog run accessible. The views of the lake were stunning and peaceful. Our hosts were the most responsive we’ve ever had. Before we came, they provided lots of ideas for places to visit and things to do. We hope to come back again!

We had a wonderful time at Nick’s Place. Great wood cabin with very warm heating during our stay where we had a snowstorm. Very cozy and wonderful view of the mountains.

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.

Adorable cottage absolutely ideal for unplugging and relaxing

House was great location, very comfortable- Kimberlie was awesome, thanks for your kindness. Lauren N

Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

A perfect spot to get away for the weekend. First, the view out the front door is top notch. Situated at just the right distance from town, we were able to hike, explore and eat well, and then easily head back to the Airbnb for some R&R. The area was peaceful, the beds were amazing, and the bathroom was fully stocked if we forgot anything. We checked out Saugerties Lighthouse to stretch our legs after travel. We loved breakfast at Josie’s, dinner at Miss Lucy’s and The Dutch, and ice cream at Sawyer’s. We explored some spots on the Hudson River School Art Trail: The Thomas Cole National Historic Site, Kaaterskill Falls, Platt Cove Preserve, and Falling Water Preserve. A perfect Catskills Airbnb that is dog friendly to boot! 10/10.

Darla’s cottage was such a sweet spot for a weekend getaway. Super cozy, clean, and peaceful—exactly what we were looking for. It felt tucked away in the woods but still really easy to get to, and just a few minutes down the road from Rough Cut Brewing, which was a big plus. We loved being able to grab some beers, then come back and relax inside. Darla was a great host—friendly, but gave us plenty of space. Would totally stay again next time we’re in the area!

My family, dog and I had an incredible weekend visit! It was our first time to the area and we already want to come back. Consuelo was a fantastic host! Consuelo was so easy to get a hold of for questions and was so friendly. The place was very organized, quaint and gorgeous. Thank you for a fantastic time! :)

This place was the cutest! Deirdre, Maureen and Stephen’s daughter, was our main point of contact for our stay. She was incredibly helpful and responsive, and the place was small, cute and cozy - exactly what we were looking for in a quick, one night getaway. She also had an incredible thoughtful basket of snacks and water bottles for our stay, which was a nice surprise.

We loved this little cottage tucked away in the woods. The location is perfect, making it easy to access many of the Catskills popular trails, and also close access to Tannersville for those nights when you just don't feel like cooking. The cottage was clean, tidy, had a beautiful rustic/ classically modern aesthetic, and the kitchen was impressively well stocked with well maintained cookware for the nights when we did want to cook. I cannot say enough good things about this place, I already have another trip here booked, and I'm looking forward to many future trips back! Don't sleep on this place- it is darling!

We had such a great time here! The place was clean and well equipped, and in a great location. We’ll be back!

We had a perfect long weekend at Steven's cottage. It is bigger than it looks in the photos and was immaculately clean when we arrived. Steven was extremely responsive to all our questions and needs. The place is incredibly peaceful, a 2 min walk from the lake, on a private road where Steven owns all three houses. It was so relaxing and rejuvenating to spend time at this oasis with my partner and our best friends. There's a lot to love, but the best part is that the house comes with a private deck and dock, and unlimited access to various boats, to make your lake weekend whatever you want it to be. We loved that we could take our dogs to play fetch off the dock and not worry about getting in anyone's way or having to share any space. It was a great stay and we hope to go back!

This cabin is so very special—and has an artists touch! It is cozy (especially with the wood stove going), spacious for being a one-room size, and has everything you need to disconnect and recharge. We will absolutely be back and appreciated the clear and easy communication as well!

We had a lovely stay at Monica’s place. It was a cozy getaway from the city and we had a wonderful weekend trip to the nearby towns. The space is exactly as listed and even cuter in person. Highly recommend!

My husband and I stayed here with our toddler and had an amazing mini getaway from home for a few days! The place was easy to childproof with the baby gates and outlet covers we brought from home and our baby loved exploring the new space. My husband is an avid fisherman and loved the area and caught some trout right near the house! We would recommend this place to anyone who wants to disconnect and be in nature for a while.

We were expecting a peaceful, rustic, laid-back experience, and that's just what we got...and more. The cottage is situated in a lovely setting surrounded by trees, right at the edge of a picturesque brook. The inside was all we could ask for and more. So inviting and clean. Oozing warmth and charm. Every time we needed something, we could find it already supplied. The hosts clearly have thought of everything. We also loved the surrounding area. We spent lots of time in local eateries, checking out the nearby towns, and visiting the dozens of antique shops nearby. We had a wonderful time.