Holiday rentals with a kayak in Hampshire County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Hampshire County

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Home in Northampton

4.97 out of 5 average rating, 29 reviews

Great for Groups-4 full bath-Big Kitchen-Backyard

ClareRating, 5 stars3 months ago

We were so impressed with everything. The house was exceptionally stocked with amenities. The bathrooms were spacious for getting ready for our event. Beds were all very comfy. Location is perfect. Awesome space for a large family. And our host Michael was very warm and thoughtful!!

Guest favourite

Guest suite in South Hadley

4.84 out of 5 average rating, 73 reviews

River front guest suite

KatieRating, 5 stars1 month ago

We loved our stay at Ali’s guest house! It’s such a beautiful spot, right on the river with a nice gravel trail through the woods nearby. Everything was super cute and clean and exactly what we were expecting. It was the perfect home-away-from-home for our family of three plus two dogs. Ali was a fantastic host and went out of her way to make sure we were comfortable and had everything we needed.

Guest favourite

Home in Otis

4.93 out of 5 average rating, 15 reviews

Spacious Lake Front Home

JeanRating, 5 stars2 months ago

Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.

Superhost

Cottage in Becket

4.81 out of 5 average rating, 53 reviews

Cozy Cottage on the Lake

PaigeRating, 5 stars1 month ago

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.

Guest favourite

Home in Becket

5 out of 5 average rating, 14 reviews

Private Lakehouse in the heart of the Berkshires

AaronRating, 5 stars4 months ago

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!

Guest favourite

Home in Becket

4.93 out of 5 average rating, 29 reviews

Lakefront Cottage on Private Beach

DaveRating, 5 stars3 months ago

Daphne is a thoughtful and wonderful host. The property was clean, comfortable and very well appointed with everything I would need, especially in the kitchen. I highly recommend this 5-star property. It is quiet, peaceful and full of nature everywhere the eye can see.

Guest favourite

Home in Becket

5 out of 5 average rating, 47 reviews

Cozy lakehouse

ClaudiaRating, 5 stars1 week ago

We loved the place for a February getaway and can’t wait to return in warmer weather. The lake is stunning and the house was spotless. We enjoyed all our communication with Mary, and she was always quick and warm to respond. Lots to do in the Berkshires. We recommend Thrive Diner as a new place we found in Pittsfield with excellent vegan and gluten-free options.

Holiday rentals for every style

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Popular amenities for kayak rentals in Hampshire County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Guest favourite

Private room in Worthington

5 out of 5 average rating, 120 reviews

Country Luxury in the Heart of the Berkshires

RyanRating, 5 stars8 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!

Guest favourite

Private room in Leverett

4.77 out of 5 average rating, 35 reviews

Cozy bedroom in 1850's Grist Mill

NeilRating, 5 stars2 months ago

Great place. Everything was clean and comfortable. Nice place to stay!

Home in Becket

5 out of 5 average rating, 22 reviews

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

LoriRating, 5 stars6 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 stars5 months ago

Easy check in and check out. Very responsive host with any questions and concerns.

Guest favourite

Home in Goshen

5 out of 5 average rating, 9 reviews

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)

RodrigoRating, 5 stars1 month ago

Absolutely perfect! ✨ This pristine cabin exceeded all expectations. Impeccably clean, with everything we needed (and more!). James was an incredible host, even clearing snow for us! The spacious rooms, cozy fireplace, sauna, and plush linens made it so luxurious. The wraparound screened porch and BBQ were amazing. Secluded yet close to shops, it's the ideal getaway. We'll definitely be back! 🤩

Guest favourite

Home in Becket

5 out of 5 average rating, 32 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

LaurenRating, 5 stars1 month 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 stars3 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 favourite

Private room in Leverett

4.98 out of 5 average rating, 41 reviews

River View Bedroom in 1850s Grist Mill

AlyssaRating, 5 stars2 months ago