Vacation rentals with a kayak in The Berkshires

This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.

This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.

Immaculate space. Location and views are incredible. Check in was easy, hosts were very communicative and you can tell they put a great deal of energy into their home. They also included fresh eggs from their farm. We were obsessed with it and will definitely rebook.

This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!

We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.

We had a great time at Francois & Ann's oasis by the lake. It was so relaxing to wake up, look at the lake, and listen to birds chirp. If you are looking for isolation, this place does the trick, We didn't see anyone all week on the lake or at the other cabins until the day we left. The lake has excellent fishing. With little effort, we caught several decent-sized bass and pickerel right off the dock. The location is ideal. You feel like you are out in the country, but are close to great restaurants in Kinderhook and only 25 minutes from Hudson or Albany. It's also only an hour from Mass Moca and 90 minutes to Cooperstown. Francois and Ann were very communicative and quickly responded to questions and comments.

We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).

We spent a wonderful weekend celebrating my daughter's graduation with our family. The house is beautiful, and Lauren and Blake are extraordinary hosts. I totally recommend this house.

WOW! Could not have been a more perfect stay! The setting was so beautiful, serene and peaceful. We had lot's of activity paddle boarding, kayaking, BBQing! Most of the time we were the only people on the lake. Early June was a perfect time to be there. It was just such a gorgeous and relaxing setting. The house was fabulous for our family reunion and ideal for our adventurous 1 year old. Our host was simply amazing. He had items delivered to our door when we had questions...even sent us a bag of groceries to make Smores on the lake! We hope to make this an annual event! We'll definitely be back.

Excellent and beautiful location. Very scenic and tranquil. The location allows you to relax while still being in reach of everything. The unit was very well maintained and clean. All the Amenities of home without the chaos.

Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!

Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!

Lori’s place was everything listed ,and more !!!! We enjoyed the peace and quiet of the surroundings, the cabin was adorable, and access to the boat ,and kayaks was awesome!!! My husband and daughter enjoyed the fishing , and my son enjoyed his daily walks. I personally enjoyed sitting on dock , or the screened in porch enjoying a good book!!!! My family had a great at Lori’s place!!! Thank you, Kelly

Comfortable and clean with beautiful scenery - on clear days, you get a Mountain view across the lake! Highly recommend.

We loved staying at this lakehouse! Our kids loved the bunk beds and we had everything we needed to make full breakfasts and dinners. The kitchen and bathrooms were fully stocked and clean. The neighborhood is very peaceful and if you need anything, Westchester Market is only 5 minutes away. If you visit the market and run into Kurly (you'll know him when you see him), you'll get lots of local recommendations and an entertaining conversation. Doreen is a wonderful host and gave us lots of recommendations for local restaurants, all of which were great. We stayed here for a week and highly recommend this cottage.

My husband and I had a wonderful weekend trip at Tony’s lakeside cabin to celebrate our anniversary. The setting was idyllic, and the cabin was cozy and comfortable. We loved waking up to the beautiful view of the lake! Tony was a friendly and helpful host, and the whole weekend went very smoothly, from check in to check out. We would definitely come back!

Absolutely gorgeous place. Was so peaceful and nice. Meghan was friendly and responded very fast when we needed something. Would love to come back and enjoying the kayaks on the beautiful lake again!

Very nice house, good fishing and wildlife nearby. A little closer to the neighbors than expected, but overall a great place and would love to come back

Really charming cottage in the woods, and great, responsive hosts. Really had a nice time in this wooded and rural area, with two lakes nearby and the canoes on white lake. The cottage was clean and had a sleek, minimalist, scandanavian style (I felt like I was back in Sweden from years ago), which we appreciated! very peaceful at night and the AC worked great which helped out greatly on the hot days we were there. It's close enough to Woodstock museum/grounds, good food and laid back entertainment options in neighboring towns. Overall, a great stay, thank you!

Ivan's home was beautiful. The location on the lake was so quiet and peaceful. It was clean and it had everything we needed. We look forward to coming back again!

Joe's Cabin was exactly as described in the listing. Beautiful, peaceful neighborhood, and right next to the lake. Our family came into town for an event and the cabin was the perfect place to relax and unwind. Every part of the home was clean, beds were very comfortable, and every amenity was available if needed. Host was very responsive and communicated well. We will definitely be back.

We had an amazing time at Ruth’s home and we loved the cabin feel. Between the hot tub, lake, and lawn games our time went by so quickly. The home was very clean and had all the essentials. We will definitely be back again!

We loved our stay at Ed's cabin. it is a real gem and perfect for a long weekend away. we loved the fireplace, the rocking chairs, the windows with views out onto the lake that make you feel like you're right over the lake and in the trees. there were nice restaurants and hikes in the area, but we were perfectly content watching the lake and reading from the cabin. Ed was perfectly accommodating and extremely generous with his space, couldn't recommend more highly.

From the moment we walked in we felt so at ease and at home. It is completely updated and looks like it a professional interior decorator designed it. The pictures don't do it justice. About 5 min from Bethel Woods which was fantastic. Would recommend this beautiful home 100%.