Vacation rentals with a kayak in Hampshire County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Hampshire County kayak rentals

House rentals with a kayak

Top guest favorite
Private room in Worthington
5 out of 5 average rating, 119 reviews

Country Luxury in the Heart of the Berkshires

RyanRating, 5 stars10 months ago
Jim and Michelle were such welcoming and accommodating hosts. Their home is the perfect location tucked away in the countryside. Enjoying coffee and breakfast with Michelle on Sunday and their super friendly dog, Darby, was such a pleasant treat. Would love to come back more and explore the area. One thing to note, if you have Verizon you'll be off the grid here because cell service is sparse - but that's probably the best way to fully immerse yourself in the property and truly enjoy it!
Superhost
Private room in Leverett
4.78 out of 5 average rating, 36 reviews

Cozy bedroom in 1850's Grist Mill

EnzoRating, 5 stars2 weeks ago
I had a plan to attend a concert nearby but wound up staying at the house the whole time. I needed a rest and the house was calm, quiet, and next to a dramatic river. Gregory was a little slow to warm up before my visit but he turned out to be a very warm, gracious, and generous host. We enjoyed a conversation by the fire and he invited me to share food, and put on music by the artist whose concert I missed do that I could still enjoy it! I slept really well and left feeling that while it I hadn’t done very much, it had been a very restorative place to seclude myself.
Home in Becket
5 out of 5 average rating, 22 reviews

"The Robin's Nest" Lakefront home Robin Hood Lake

LoriRating, 5 stars8 months ago
Working with Tom and Amy was so easy. They were wonderful hosts. The setting was idyllic and all amenities were provided. The fenced in yard was great for our dog. We all had a relaxing, restful vacation with lots of floating and kayaking. The area had lots of fun things to do nearby. We would return every summer if possible.
Home in Becket
4.5 out of 5 average rating, 4 reviews

Becket Home w/ 3-Season Porch: Walk to Lake Access

ConnorRating, 5 stars6 months ago
Easy check in and check out. Very responsive host with any questions and concerns.
Top guest favorite
Home in Becket
5 out of 5 average rating, 32 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

LaurenRating, 5 stars2 months ago
We had a lovely long weekend here with family, enjoying the surrounding areas for winter fun. Christina was so responsive and helpful, the space was cozy and the outdoor areas gorgeous!
Private room in Leverett
4.8 out of 5 average rating, 10 reviews

Airy room with hiking, breakfast

NatalieRating, 5 stars5 months ago
This place is a gem! I was looking for an area in a quiet area and this Airbnb was the perfect little nook to crash in. The bed was SO comfy and the Host was very friendly and responsive! She had a wonderful assortment of teas and fresh eggs that you can cook with. I went kayaking in the lake close to their home and it was so beautiful out there. I would say this is the perfect room for someone looking for a quiet nook in the woods!!
Guest favorite
Private room in Leverett
4.98 out of 5 average rating, 41 reviews

River View Bedroom in 1850s Grist Mill

AlyssaRating, 5 stars4 months ago
Gregory is a friendly host who is very welcoming and keeps a beautiful home.
Home in Plainfield
4.73 out of 5 average rating, 156 reviews

Spring spectacular w fireplace, WiFi, BBQ & forest

MariosRating, 5 stars1 month ago
We had a fantastic stay at this Airbnb! The place was cozy, well-equipped, and perfect for our group. The kids loved the games and toys, and the fireplace made for a great place to relax after skiing. The location, just 15 minutes from Berkshire East, was ideal. That said, winter travelers should be prepared for challenging road conditions. It snowed heavily during our stay, and while private plowing services arrived, it was usually around 11 a.m. If it snows overnight, expect to shovel the large driveway to get the cars out early in the morning. The roads are steep and not always well-plowed, so a four-wheel-drive vehicle, winter tires, or chains are highly recommended. On our last morning, a tree fell out front, blocking the road and knocking out power. These things happen, and it wasn’t the host’s fault, but the remote location means services may be limited. Despite that, we had a wonderful time!

Cabin rentals with a kayak

Superhost
Cabin in Otis
5 out of 5 average rating, 4 reviews

Berkshires Lakefront Boho Modern Retreat

MelissaRating, 5 stars1 month ago
What a beautiful home in a gorgeous setting. We unfortunately got caught in a winter storm during our stay. Christina went above and beyond to make sure we were taken care of during the inclement weather. We will definitely stay here again!
Top guest favorite
Cabin in Athol
5 out of 5 average rating, 59 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

RobertRating, 5 stars1 week ago
Great spot on a nice pond. Our stay was pleasant, peaceful and we enjoyed the woodsy location of the home. Amanda was very responsive when we had questions. We definitely recommend this Airbnb.
Cabin in Westhampton
5 out of 5 average rating, 8 reviews

Lakefront Westhampton Cabin w/ Beach + Kayaks!

MichaelRating, 5 stars5 months ago
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!
Guest favorite
Cabin in Shutesbury
4.97 out of 5 average rating, 35 reviews

Happy Valley Lake House - Waterfront w/ canoe!

JennRating, 5 stars4 months ago
Sam and MaryAnn have created a sweet oasis. The cabin itself is cozy and has tons of natural light and the full-sized frig and oven were perfect for hosting Thanksgiving. We especially loved the loft, the window seat, and the wood stove. The drive to the cabin is quintessential New England and the setting is lovely. Most of all, we appreciated the thoughtful communication and help we received from the hosts. Thank you for sharing your place with us.

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