
Holiday rentals with a kayak in The Berkshires
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Top-rated rentals with kayak in The Berkshires
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House rentals with a kayak

Private Retreat: Hot Tub! Movie Room! Pool Table!
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.

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok
The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!

Escape to Lakefront Leisure—Amazing views!
We had the BEST TIME at this fantastic Lakeside house in Valatie! The house itself has 3 good bedrooms – 2 large bedrooms upstairs with a nice bathroom and tub. The downstairs has the other cute bedroom, another full bathroom, a good sized kitchen open to a great and large living and dining area. The VIEW from the main room is stunning and was our ‘TV’ for the week. The lake is just gorgeous! It has a little dock with kayaks and plenty of nice seating and lounge chairs. It’s great to have a full grass lawn ! The pups loved the house and the yard and the lake! The house was super clean and roomy but cozy in it’s feel. So many great little towns nearby – it was just the perfect house to get away from the city! The community was chill, even tho it was Memorial Day weekend. Thanks to Michael who was super responsive (not that we needed anything!) but if we had a question. Etc. Thank you Michael ! We hope to be back for another visit !!!

Rustic 3bd Lake Front Country Cottage
Peaceful, perfect getaway. Jaryn’s cabin on Lake Garfield was the ideal escape—cozy, quiet, and surrounded by nature. We loved the lake access, morning coffee on the porch, and how easy everything was.

Cozy cottage 5 minutes from UConn
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.

Modern and Stylish Country Lakeside Cottage
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!

Twin Island Lake House • Hot Tub
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.

Majestic lake front house
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.
Cottage rentals with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint
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.

Hillside Cottage @ The Mettawee Retreat
Our stay was fantastic! The cabin was clean, comfortable and cozy. There was obvious attention paid to the little details that make a trip extra relaxing. I don't think that there was anything that we wanted that wasn't thought of and ready for us. We booked our stay with the intention of disconnecting and unwinding& we were able to do exactly that. The property is absolutely magical! There was an endless amount of beautiful flowers and wildlife with a winding river. Our favorite part was relaxing on the deck watching the deer and birds. The customer service couldn't have been better. They went out of their way to be helpful and friendly. we definitely recommend & plan to return for a longer stay!

Kinderhook Lakefront Retreat-private, kayaks, ac
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.

The Lake Cottage: A Sweetwater Stay
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.

Be in Nature at this Gorgeous Riverfront Cabin
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.

Peaceful "Sleepy Loon Cottage" on Lake Edward ADK
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

Lakefront peaceful getaway cottage
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.

Lakefront Cottage near Hudson Valley
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!
Cabin rentals with a kayak

Dino's Black Bear Cabin
Lovely and peaceful cabin for a weekend out of the city. Really enjoyed the downstairs space and amenities like the hot tub and grill. We appreciated the hosts' responsiveness - they were glad to assist us with returning a forgotten item!

Cabin on the Creek - cozy & private
We had a great stay fishing, walking and just relaxing. Did some driving to Speculator and Indian Lake too. Good plan when it’s buggy!

Tranquil Lakefront Cabin!
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

ROMANTIC LAKE-FRONT Rustic Cabin by NYC Designer
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!

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
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.

Charming Lakefront Cabin with Hot Tub
We had a great time here with our 9 month old baby. The pictures don’t do the house justice. Access to the lake for swimming and kayaking and the facilities (pools, beach, basket ball and tennis court) make this a great place for an active vacation. The house has everything you need to travel with a young child (toys, changing table, pack ‘n play and even black out shades). The towns of Athens and Coxsackie are a few minutes away and have decent food and drink options. We would love to come back!

Lakeside Cottage: Boulder's Bluff
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.

East Cabin
We had a wonderful stay. We weren't at the cabin much during the day as we were out and about, but when we were there it was peaceful and great. We loved visits from the very friendly dogs. We also had some fun walking around the ponds and kayaking in them. The instructions to arrive at the cabin we very clearance easy to find. I would recommend this cabin!
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