
Vacation rentals with a kayak in Massachusetts
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House rentals with a kayak

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Had a wonderful time, very cozy home! The lake location was very peaceful, and enjoyed the paddle boarding.

Lake front retreat - Stylish Berkshire home
We had a wonderful time at this beautiful lake house! The home itself is lovely—spacious, comfortable, and perfect for a family getaway. The lake and boats were a big highlight for us, offering plenty of fun and relaxation. Our host was incredibly responsive and helpful throughout our stay. While there were a few small things that needed fixing, she addressed them right away and was very communicative, which we really appreciated. Overall, it was a great experience and a memorable holiday for our family. We’d definitely love to come back!

Waterfront New Cottage Private Beach
We enjoyed our stay, the place was very clean. The Kitchen had everything we needed and beds were very comfortable. The place was nicely decorated. There was lots to do, down by the lake, kids enjoyed canoeing and swimming. We had our own private beach and it was well kept. Even after a long day, being able to walk down to the lake to unwind from the day was a tremendous blessing.

Escape to the Lake!
Beautiful lakefront home. Perfect for a weekend getaway to celebrate our son’s birthday. The home was clean and cozy with views of the sunset every evening. Our kids really enjoyed fishing from the dock and from the kayaks that were provided for guest use. Thank you for sharing your home!

Oceanfront | Firepit | Gameroom | Pets | Kayaks
Amazing host! Great communication and hospitality. We had a great time and will be back.

Freshwater Cottage - 1 min walk to private beach
Nadia was communicative and the entire process was smooth and seamless. Her place was as described and shown in the photos and very clean upon arrival. There is a great little pond with a beach a short walk from the house and a firepit and seating in the large grassy backyard. The neighborhood was quiet and peaceful. There was a small fridge with beverages and cold beers, which was great to have...we also left a few beverages there for the next guests. This house worked great for a party of six adults. If you are a family traveling with kids, it's even better since the basement is perfect for little ones!

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA
This was our second time to stay. It had a gorgeous view surrounded by beautiful trees. It was so peaceful and relaxing with everything we needed. James is so easy to work with and very responsive. Highly recommended!

Cozy Cottage on Peaceful Pond, Close to Winery
Was a wonderful place to stay. Relaxing and restful, the view of the pond was beautiful, and there was easy access to towns like Great Barrington and Lenox if you are so inclined.
Cottage rentals with a kayak

Spectacular Beach- front home, includes linen
We had a wonderful time at the lake house. So very relaxing and peaceful. The view from the deck was so beautiful. Lisa was a great communicator as well. The house location is great because it's so close to the Ferry if you'd like to head to Martha's Vineyard for the day and close to some great little restaurants and shops in town.

Compass Rose Cottage ★ Steps to Flax Pond & Trails
The cottage is the essence of Cape Cod. Beautifully maintained and isn't misssing a thing. Absolutely loved the cottage, it brought me back to my childhood when we stayed in a similiar cottage on the beach.

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
We had a wonderful stay at Monica’s place! Right in the middle of everything we wanted to do and the ice cream shop right near there is out of this world! Would 100% stay again!

“Cozy Cottage” on Great Bay
we had a lovely relaxing vacation - we stayed for almost 2 weeks. The cottage was just as pictured and described - delightful and comfortable. Outdoor space was excellent with many seating areas so we could choose sun or shade or a partial shade all hours of the day. It was very useful having a washer and dryer during our stay, too. The kitchen was well equipped and worked great for us. The neighborhood was quiet and private. Doug and Robin were very responsive, not that we had any issues! We just wanted to know garbage and recycling days!! Wifi and TV were excellent. We highly recommend this cozy cottage and we would definitely come back!

Local Beach+ Fireplace + Hot Tub Under the *Stars*
Christinas house was without a doubt the nicest house I have stayed out through Airbnb. Christina was there when we checked in and answered all of my questions. She was very friendly and welcoming. The house is very beachy and comfortable. The kitchen contained everything we needed for cooking. And the back yard is simply an oasis, relaxing furniture and a hot tub. Also we had use of canoes at the neighborhood beach, which our boys thoroughly enjoyed. Thank you for a wonderful stay. We look forward to visiting again.

Cozy Cottage in the Berkshires
Have stayed in Sonya’s cottage many times and each time is better than the last. Definitely the place I check for first when in the area.

The Lemon Drop Cottage- Swan Pond River Views!
The Lemon Drop was perfect! Just like the pictures with a clean beachy inside and amazing outdoor space. We had a wonderful time with all the amenities easily available. Great communication throughout our stay

True North Cottage*Ocean side of Boat Basin!*
Wow! This place was amazing. My family and I had the most incredible time relaxing and enjoying a long weekend. Rob was so responsive and helpful in every way possible. If I could have given 6 stars on everything I would. I can’t wait to stay there again
Cabin rentals with a kayak

Simple, rustic, cozy get away
It was a perfect price. With the ABNB it was double+. I would rather pay John more for the one night personally, than what I did. And have done twice. I have always left the place the same or better than I found it. I understand the cleaning fee, but kills single fathers like me for a 1 night trip. That being said. Walker cabin is great! Kayaks, all safety gear, fully outfitted down to toothpicks, brushes, floss, ect. You think you forgot it. It’s there. Baby monitors!

Panoramic Sunroom | Soaking Tub | Modern Cabin
Amanda and Jake were so nice with us, they helped us a lot with everything we needed and even more, the place was clean, and with everything we could need, we would love to come back in the future !!

The Camp
This cottage was perfect for our family of 4 that simply needed a place to sleep and have peaceful mornings. We loved how quaint it was (although we got very lucky that the weather was mild otherwise sleeping may have been uncomfortable without AC). The bed in the sunroom was very comfortable and had a pleasing view of the lake that was delightful to wake up to. Karin was a very accommodating host and we appreciated her sharing her family’s treasured cottage with us! (The booklet she left on the counter - with her handwritten notes - gave us great restaurant recommendations!)

Secluded Rustic Lakeside Cabin - Perfect Escape
Wonderful stay at this secluded comfy cabin. Great beds for sleeping, good AC, good kitchen, and an incredible pond for fishing and kayaking. Would absolutely recommend for a family or group of friends!

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.

The little house on Mirror Pond
This place is beyond wonderful! We had an amazing time , exploring, kayaking , grilling and making smores on the outside fire pit! The area is very peaceful and beautiful! We will stay again in the future. 5 stars!!

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!

Berkshires Lakefront Boho Modern Retreat
Staying at this lake house was peaceful and lovely -- the house is updated, so clean, right on the pond and great for a family. Christina is such a responsive host. We can't wait to come back!
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