
Vacation rentals with a kayak in Hampden County
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Top-rated kayak rentals in Hampden County
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House rentals with a kayak

Cozy two bedroom cottage with lake access
Immaculate and comfortable. Well stocked. Beautiful location. Owner was excellent. Very responsive and friendly. Would without question stay here again. Great base of operations for Brimfield Antique Show.

Private Lakehouse in the heart of the Berkshires
I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!

Lakefront Retreat at Porcupine Place
My family has stayed here multiple times and has loved it. It is a beautifully appointed cottage with a great view and lakefront. It is the perfect place for quiet and relaxation. Carole is awesome to work with.

Charming water front cabin with boat dock
If I could give extra stars for how relaxing and peaceful Tatiana's place is I would give it a 10. Ample parking, well appointed and very clean. We attend the Brimfield antique show and this place is a nice to come back to and unwind. We're looking forward to our next stay here.

Spacious Home w/ Hot Tub in Private Lake Community
Tina's house was immaculate, comfortable and cozy. We enjoyed the hot tub very much. Kids had a ball in the game room downstairs. Tina responded promptly to our requests. I would highly recommend her home for family get togethers.

Lakefront Cottage on Private Beach
Our family had an AMAZING stay in this cottage. It was clean and comfortable, and just what we were looking for. A quiet spot where we could enjoy fishing, kayaking, biking, etc with the comforts of home. Because of all the amenities offered, we didn’t have to pack too much which is always a bonus! We are already talking about our next visit 😊

Lakefront Jewel By: Evergreen Home
The house was great and had most of what we needed, we used it as a base for a motorcycle trip.

Secluded lakeside charmer
We felt right at home in Suzanne's very cozy cabin! The decor is lovely and we were surrounded by beautiful art and antiques. An amazing fireplace and lots of firewood made for lovely evenings by the fire. There are two sliding glass doors overlooking the lake with beautiful natural light and views. The cabin is easily accessible off of established roadways, and getting in and out was a breeze, even in snow. Suzanne and Bob were very easy going hosts and we enjoyed quick and responsive communication. We had all the comforts of home in the kitchen and were able to make most of our meals right at home without a hitch. Beautiful, quiet, woodsy area within thirty minutes of most major towns, like Stockbridge, Great Barrington, and Lenox. I highly recommend Suzanne's cozy cabin and would certainly come again.
Cottage rentals with a kayak

The Congamond Cottages: Private Lakefront Cottage
What a peaceful home away from home! Living the "lake life" for a week was relaxing, beautiful, and fun to explore the lake on foot or the water! It was perfect for what we were looking for!

Sunset and Sunrise views at this lake cottage.
Oh my gosh! We wish we'd been able to stay another couple of days! This place and location are incredible. Beautiful cottage on a beautiful lake with a fire pit and kayaks available for guest use. Absolutely stunning!

Cozy Cottage on the Lake
The cottage was easy to check into, clean, and very cozy. It was decorated for the holidays which was perfect for our weekend. We enjoyed the fireplace and the games in the cabin as well! I would consider coming back in the summer to enjoy the outdoor area and lake. Ann-Marie and Carl provided really helpful instructions on how to get to the house.

Cozy Lakefront Cottage
Lovely rustic cottage on a picture perfect lake. Dawn was a wonderful host and made sure we had everything we needed to enjoy our stay. Will stay again!

Berkshire lakefront cabin with modern luxuries
We had the pleasure of staying at Matts place for a weekend getaway that included 6 women. Matt was such an amazing host from start to finish. Beautiful home with gorgeous landscaping on the lake and is set up with everything you could possibly need. The home was immaculate inside and out and was truly even better in person than the already beautiful photos provided. We intend on making this our yearly destination spot! We can't thank you enough for being a super host !

Lake Escape: Lakefront Cottage in the Berkshires
My husband and I had a wonderful stay. The cottage was clean and comfortable. The hosts thought of everything and made us feel right at home. We could not have been more pleased and would highly recommend this property.

Hamilton Cottage | Cozy Lakefront A-Frame
We stayed here with some friends for Memorial Day weekend and can’t recommend the place enough! The area was beautiful, the lake was incredible, and the peace was unbeatable. Would absolutely stay here again!
Cabin rentals with a kayak

Lakefront Westhampton Cabin w/ Beach + Kayaks!
This house on N Shore Rd in Westhampton is a beautiful refuge in the woods of fairly new post and beam construction - at least that's what I think it's called. The house sits on a small lake/large pond and has a small private sand beach, and on offer were a kayak, rowboat, paddleboat and more. Unfortunately the water level was quite low while we were there due to some ongoing work on the dam - the lake is manmade - but we were warned of that in advance and so have nothing to complain about. We stayed for a week and had a wonderful time. A couple of things to note though - it's really dark at night so be prepared to use your phone flashlight to navigate your way from your car to the house. Also, I was surprised to see curtains on only two or three of the windows, so sleeping-in past sunrise is a little difficult if that's your thing. And lastly, the locks on the back doors were not working while we were there, but it didn't bother us enough to let the hosts know. Overall, very nice!

Enjoy 43 Acres on Two Ponds!
We had a great stay for my daughter’s college graduation. Really enjoyed the house and fire pit. Thanks!

Tolland Cabin w/ Private Hot Tub & Grill!
Definitely an amazing place, beautiful! But secluded make sure to stock up on groceries and essentials before arriving nearest market is about 16 minutes away. Overall great stay!

Wildlife Retreat in the Forest
The place was great. Very private and the deck is a lovely and spacious. The living room is huge, beautiful, and great for a big group to hang out in. Things were clean and it had everything we needed.
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