Cottage holiday rentals in The Berkshires

I went here on a peaceful getaway with my partner for my birthday , and it was better than anything I could've imagined. exactly what we needed and even more beautiful in person than in the pictures! We had multiple questions for Feyza and she always answered very promptly. was such a clean spacious and peaceful getaway. couldn't have asked for more 😭

Excellent cottage with lovely outdoor space. Super close to SPAC making walking to shows a breeze. Easy access to Saratoga downtown as well. Great spot!

Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

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.

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.

great time as always!

Dan was proactively communicative from the moment we booked through the day we checked out. He was very helpful and everything was super clear. The house was exactly what we expected - a lovely little retreat location. We booked for a little girl's weekend and the vibe was exactly what we were looking for. It was convenient to hiking options, a little shopping, and of course the famous Phoenicia Diner. Highly recommend staying here!

The cabin was in a beautiful setting and right on the water. The cabin is very rustic but had all the comforts of home. The cabin is what I expected and wanted. Having grown up in the area, I already knew how beautiful the area is and what to expect.

This little cottage is very comfortable. Its quiet and peaceful, but also provides easy access to local activities. You can just sit around and enjoy all the nature, or you can take a quick drive into town and go to some high quality museums or eat at a number of local restaurants. Its got a fenced in yard for the dogs as well as a bbq and firepit. This was our second stay and we would highly recommend it.

A lovely home with beautiful views of the surrounding woods from each room. Very clean, modern, and comfortable with a well stocked kitchen. Mark provided detailed and useful info on the place and the surrounding area. A great spot if you’re looking for some peace and quiet close to all the local attractions of the Hudson Valley.

We had an amazing time at Mark’s cozy cottage. We immediately felt right at home and enjoyed how close to everything it was. We were a short walk from Bread Alone bakery, as well as the Boiceville Inn and only an eight minute drive from Phoenecia Diner. The cottage was equally as comfortable as it was beautifully designed. We were well accommodated, from having full kitchen access to tools for making cocktails. We would definitely visit again!

R’s place restored our faith in beautiful and affordable air bnbs! We said numerous times during our stay that we would definitely be back. The setting was so beautiful and the outdoor spaces were incredibly enjoyable, especially with our dog. R’s kitchen is the best and super well stocked so we enjoyed many meals in. This place did not disappoint and we cannot wait to go back!

A super stylish, immaculate and serene cottage with spectacular mountain views. This absolute gem is perfect for relaxing, decompressing and exploring the Catskills. The beds and bedding are super comfortable, kitchen is well stocked, and the sight line to mountains is a visual feast. The windows are plentiful for gentle, fresh breezes wafting throughout the home yet A/C and heat work well when needed. We built a fire and star gazed surrounded by a field of fireflies. The hum of bees in the morning sun while having coffee on the deck is a delight. There’s a thorough and helpful guide/manual and the hosts are extremely responsive. Be sure to spin some records - we found the Donna Summer Greatest Hits double album - plenty of room for dancing around. Will most certainly be back!

My husband and I stayed at Kevin’s place for a couple days in early June for a quick city getaway. Kevin was super responsive from the beginning all the way to check out and was a pleasure to communicate with! He is a fascinating well-travelled host with lots of cool souvenirs around the cabin from his travels and sports accomplishments. His place was very relaxing and was exactly what we were looking for with its lake front access and cosy interior. We travel for work and are constantly staying in nice hotels, and we had the most amazing sleeps in the memory foam bed with sheepskin duvet and agreed it was better than any hotel sleep we had recently. So peaceful! We canoed to a Mexican restaurant across the river for lunch which was a fun mini adventure and very delicious! When we checked out we got to meet Bodie, Kevins Golden Retriever that is in the listing photos. Was an awesome experience! We look forward to returning sometime back to Kevin’s Cabin!

Just like the pictures , very peaceful and serene , the kitchen is well equipped. The beds are comfy. Great place to relax in the Berkshires. With a super responsive host.

Amazing place. Lisa & Steve's cottage made for an amazing weekend. We had pretty bad weather but it was still a great weekend. The lake is so peaceful and the set up of the cottage is perfect. The cottage has everything you need, as well as everything you didnt know you needed! We'll definitely be back. Ate at The Aviary, The Smokehouse & The Maker (Hudson) - all very different but incredible.

It was perfect!! Just as described and we loved the whole place - the town is adorable too. Melissa was so helpful with great recommendations and we’ll definitely be back!

The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.

We found the cottage to be the perfect gateaway for our family of three. As soon as we entered, you could feel the mood shift to something quite magical. The cottage was cozy and warm blending seamlessly into its surroundings. If you are looking to unplug and reconnect with family and friends, you have found it here. Spending the evenings by the fireplace with the family was wonderful as was waking up and heading out to the sunroom to enjoy a cup of coffee. The home was so beautiful we were all hoping it would rain one day so we had an excuse to stay inside underneath the sunroom glass ceiling. We left feeling completly refreshed and grateful for the opportunity to experience such magic. This is truly a gem and we are already planning a return visit. Thank you for a memorable stay!

If you’re reading reviews to determine if you should book this bnb, BOOK IT! The cottage is tucked away in the corner of the property surrounded by lush trees, leaving you with a gorgeous view, but easy to find when walking up. You’re not far from small towns with shops and restaurants, breweries with mountain view’s, and many hiking spots. We are already planning our next trip!

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.

Such a sweet cottage with great decor and beautiful kitchen + nice quiet outdoor area. Lovely to go to with your mate. We felt right at home here!

Our extended family goes tent-camping in nearby Taconic State Park. We enjoy the campsite during the day but repair to this sweet, charming house nearby to sleep. It’s clean and comfy and within one minute of the campsite. This house let us enjoy the best of both worlds. Thank you for a lovely weekend.