
Vacation rentals with a kayak in Boston
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Top-rated kayak rentals in Boston
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House rentals with a kayak

Beach House on a Private Beach!
The stay was a lovely combination between relaxing and adventurous. My son thoroughly enjoyed a successful hunt for sea glass, while my husband and I were able to relax and enjoy the view in between adventures. Totally zen.

Charming and Cozy Seaside Living
This place was quite a find. Well maintained, modern, beautifully decorated, spacious, and in a great location feet from the beach and ocean. Also easily accessible to downtown Scituate. It was exactly as described. It will definitely be our first option should we return to the area.

Bright and open modern farmhouse
This place is a gem!! It sits in a super quiet neighborhood and close to Alewife metro station for trips into Boston. The house was perfect for our family of 6 (4 teenagers). The house was quaint, clean, and spacious enough for all us to feel like home for a few days. Aimee was super helpful in providing local recommendations for groceries and restaurants. She was also very proactive in checking in with us to see if we needed anything. Super host!! If you are traveling to Boston, this is a fantastic place to stay. Definitely would stay here again if we return at any point.

Entire 1st Fl Condo, Lakeside, 5min walk to town
Betsy’s home was wonderful. I had the whole first floor home with private entries and porches. The home is beautiful, it has quality finishes and furnishings. Loved the kitchen, bathroom and the bedroom has a very comfortable bed. Betsy even had the home decorated with a Xmas tree and candles, there was coffee, spices and more in the kitchen. It’s a great place and I plan on returning when I come to the Boston area. It’s an easy walk to the commuter rail that takes you to the North Station. I really appreciate Betsy’s hospitality. Thanks so much. Mary

Pebble House/ BEACHfront Home short walk to Harbor
My wife and I thoroughly enjoyed our stay at the pebble house. Our host, Pietrina was amazing. A response time is almost instantaneous, the house was beautifully clean, and wonderfully maintained. The interior decor was absolutely spot on . You felt like you were Home as soon as you walked in the front door. Our trip was in the in the dead of winter, and having the fireplace made all the difference in the world. We thoroughly enjoyed our time and would go back an instant. The view of the Harbour while you’re sitting in the sunroom with a nice cup of coffee was priceless. Thank you The Hyde’s.

Revere Beach House, Logan Airport, Bay Views
This is one of the most beautiful places I’ve over been very clean beautiful view and the bathroom omg the host was great I’ll definitely be back for a visit Five stars 💯
Cottage rentals 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.

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.

Tranquil Waterfront Retreat
We had a short but lovely stay at Mass’ place — the pond is stunning and the views from inside really do make you feel like you’re floating on the water. The neighborhood is quiet and everyone we encountered was friendly and welcoming. It turned out to be a chilly night but we were warm and cozy inside. One of our favorite discoveries was the Bruce Freeman Rail Trail, which is a short bike ride away — highly recommend bringing your bike if that’s your thing!

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!

Beach Bungalow on Humarock
Kristina's home is a delightful! It has an open floor plan from kitchen to the living room with two bedrooms off to the side. The loft is warm and cozy a great spot to read a book or nap. The weather was stormy, ice snow and rain. Therefore we did not get to use the outside space or the cute he/she shed outside. I'm sure it would be delightful in the summer.

Cottage with stunning ocean view and private beach
Lovely location and beautifully renovated home. Kitchen well appointed. Beds comfortable. Host very responsive. Would return.

Expansive coastal views, 3/2 newly renovated
We loved our stay at Stella Serena. It was close enough to the city to see the attractions, and yet allowed us to end our days in a peaceful, quiet town surrounded by beauty. We had a special treat of a full snow day while we were there, allowing us to enjoy a spectacular view.
Quick stats about vacation rentals with a kayak in Boston
Total rentals
20 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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