
Holiday rentals with a kayak in Boston
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Top-rated Accommodation with a Kayak in Boston
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
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Holiday House Rentals with a Kayak

Northridge View
my friend and I from Tennessee were looking for a place to relax for a few days in New England. Ipswich was a delightful location, but we found it hard to leave the lovely view from the upper level of the home!

Beach House on a Private Beach!
Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.

Charming and Cozy Seaside Living
Everything was great. One opportunity- I called Erin regarding a fire alarm beeping which was somewhat annoying because it never stopped beeping but she never responded back to us.

Shorely Blessed Beach house
Patti and Nick’s home on the beach is a true gem: excellent design, fully equipped with everything you’d need, super comfortable in every way. We had a relaxing weekend away from everything and yet all amenities were easily accessible in town. Thanks for sharing this with us!

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets
Had a great stay in Gloucester with a large group of friends and families from college. The house is as described with plenty of living and sleeping space for large groups. The screened porch is perfect for hanging out and eating in. The backyard is right on the water with plenty of outdoor games, a grill, fire pit, and paddle boards and a kayak to get on the water. Extremely family friendly with fun board games, life vests of all sizes, beach toys and floats etc. Location is great too, close to beaches, grocery stores and downtown Gloucester. Was the perfect space for a long weekend, and located very conveniently to Boston to accommodate families flying in from far away.

Every room a water view updated kitchen & bath
Excellent experience. Easy check in and the place was perfect, she even had some snacks waiting for us upon arrival. Easy walk to the ferry into Boston, and easy parking. It was winter, but there were plenty of outdoor activities so we'd love to come back during the summer. Older house but so charming and great location. Overall great communication before, during, and after; she even offered to ship a shoe my niece left behind to us. Would love to come back and would absolutely recommend to anyone looking for a great place in Hull.

Dotey Cottage
I stay in quite a few Airbnb’s all over the world and this place does it right. The unexpected extras like things you always need in the kitchen when you arrive to an Airbnb to shampoo and conditioner in the shower to laundry detergent and dryer sheets.All there waiting for you. I grew up in Marblehead and this is a perfect location to be able to walk to beautiful Devereaux beach or around Marblehead neck. Backyard is a huge perk for this location as it is not common to have a backyard like this in an Airbnb this close to the beach. It isn’t huge it is exactly as described and was perfect for me and my two kids. Grill was great, there is a mini back deck, lots of games to play comfortable kitchen. Props to the owners you have done an awesome job and I will be recommending this Airbnb to my family and friends

Beachfront Home/Scenic walk to Harbor Eats & Shops
terrific place and location. the house is very well equipped with all the little things you might need, well maintained, all with very good taste and the owner is super responsive. we left two small items behind but mistake and the owner kindly sent us those the next day. 💯
Cottages with a kayak

*Oceanfront*AC* Families & Pets welcome* Renovated
Beautiful home! My family felt right at home. Kitchen had everything we needed and had toys and games for all ages. Antionette was very responsive to any questions and wrote back right away. Location was ideal. Easy walk to town and nearby lighthouse. Would recommend. Thank you for helping make a memorable vacation for my family.

Tranquil Waterfront Retreat
Enjoyed our stay at this lake house. Beautiful surroundings, wish we had more time on our trips to use the kayaks to explore the lake. We would stay again.

Cozy, 2BR lake-side retreat and outdoor oasis
Absolutely beautiful location. Home was very cozy. Love the kitchen! Brian is a great host. Extremely proactive, helpful and gave great recommendations. Neighborhood is quiet and those around are friendly. Definitely recommend staying at this location again. Wish I would have stayed in warmer weather to utilize the property to its full potential.

Just Chill'inn Cottage
It was exactly what my family was looking for. It was relaxing and private. It allowed us to not feel cramped like a hotel stay, but allowed us to cook and enjoy the relaxing day. If you have a small kid, the golf cart is a must!

Expansive coastal views, 3/2 newly renovated
We had high expectations — but the reality of this extraordinary spot exceeded them on all fronts. So tastefully and carefully decorated, everything new and spotless. The kitchen fully outfitted with brand new equipment and appliances, the most comfortable beds we’ve ever slept in in any Airbnb or luxury hotel (and great linens and pillows), wonderful flow from room to room, new, beautifully designed and perfectly functioning baths and windows/blinds, stylish and comfortable seating on the deck (and indoors), with more brand new seating flowing out onto the lawn. But what topped all that design perfection was the site’s natural beauty. Such privacy out on the point and because the view is almost 360, and primary orientation is toward sunset, the view all around are deep and exquisite, flowing out over marshland, tidal rivers to the bay. That made for fun paddle boarding, and even a brisk swim! For nature lovers, the bird life was so rich and varied. Heaven on earth

"Shore Bet" Humarock Beach Cottage - Scituate
We loved staying at "Shore Bet". It was in a great spot on the south part of Humarock. Beach entry close by. Front and rear decks for outside enjoyment. The grill was in great shape, and grilling on the back deck during sunset was magical. Everything was fantastic. The only things I'd comment on that weren't absolutely perfect, are nit-picky at best. I am a cook, so I'd have liked a few more knives, and another cutting board. See...NIT-PICKY! LOL. Truly a great place to stay that I'd recomment to anyone and everyone. Should we return to the area and "Shore Bet", or another of Jeff's properties are available, we will DEFINITELY stay there again. Thanks for a great place for our getaway, Jeff!

Cozy cottage in a quiet, lake community
I really enjoyed my time here in Nancy’s welcoming and comfortable home. She’s super proactive so I was so well prepared even before I even arrived. Once there, I loved the super clean and serene space.

Relaxing Beachfront Cottage, 20min Ferry to Boston
This house was in a great location. It was very peaceful. The neighbors were friendly. The area was very nice and the people were nice. Would highly recommend.
Quick stats about holiday rentals with a kayak in Boston
Total rentals
20 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
930 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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