Vacation rentals with a kayak in Massachusetts

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Popular amenities for Massachusetts kayak rentals

House rentals with a kayak

Top guest favorite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in Yarmouth
5 out of 5 average rating, 310 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

ArthurRating, 5 stars1 week ago
Had a wonderful time, very cozy home! The lake location was very peaceful, and enjoyed the paddle boarding.
Guest favorite
Several colorful kayaks are lined up on a grassy area near a tranquil lake. A wooden dock extends into the water, surrounded by lush trees. A park bench offers a comfortable spot to relax and enjoy the serene natural setting.
Home in Becket
4.94 out of 5 average rating, 150 reviews

Lake front retreat - Stylish Berkshire home

ShaiRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Plymouth
4.92 out of 5 average rating, 88 reviews

Waterfront New Cottage Private Beach

ThomasRating, 5 stars5 days ago
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.
Top guest favorite
The exterior of the home features a large deck with railings and a walkway leading to the front entrance. A covered hot tub is visible on the patio, surrounded by greenery, creating a serene outdoor setting.
Home in Ashburnham
5 out of 5 average rating, 45 reviews

Escape to the Lake!

KarenRating, 5 stars2 weeks ago
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!
Top guest favorite
Two kayaks, one red and one blue, are positioned on a grassy area next to the water. A serene view of the lake and a clear blue sky is visible in the background, accentuated by scattered clouds. A wooden lounge chair is placed nearby.
Home in Bourne
4.96 out of 5 average rating, 50 reviews

Oceanfront | Firepit | Gameroom | Pets | Kayaks

SercanRating, 5 starstoday
Amazing host! Great communication and hospitality. We had a great time and will be back.
Guest favorite
A spacious living room is depicted, featuring a large sectional sofa with blue upholstery and accent pillows. A wooden coffee table is centered on a light area rug, while a flat-screen television and a cozy fireplace are installed on the opposite wall. Natural light fills the room through large windows.
Home in Plymouth
4.97 out of 5 average rating, 66 reviews

Freshwater Cottage - 1 min walk to private beach

AndreaRating, 5 stars3 days ago
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!
Guest favorite
A two-story lakeside home is depicted, surrounded by trees and greenery. A private dock extends into the water, accompanied by kayaks and a spacious deck. Natural stone steps lead from the dock to the house, providing access to the patio and outdoor living space.
Home in Sturbridge
4.96 out of 5 average rating, 169 reviews

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

JillRating, 5 stars8 months ago
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!
Top guest favorite
Adirondack chairs are positioned on the green lawn facing a tranquil lake, reflecting the surrounding trees and sky. The serene water is surrounded by lush greenery, creating a peaceful atmosphere for relaxation. Small patches of lily pads can be spotted on the water's surface.
Home in Pittsfield
4.98 out of 5 average rating, 40 reviews

Cozy Cottage on Peaceful Pond, Close to Winery

RogerRating, 5 stars2 weeks ago
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

Guest favorite
A spacious wooden deck features a single folding chair, providing a comfortable spot to relax. In the background, a scenic view of the tranquil lake is visible, surrounded by green trees under a clear blue sky.
Cottage in Falmouth
4.86 out of 5 average rating, 110 reviews

Spectacular Beach- front home, includes linen

KristineRating, 5 stars2 weeks ago
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.
Top guest favorite
The interior space features warm wood paneling with vaulted ceilings and exposed beams. A cozy living area showcases a kitchen bar with seating, while two bedrooms are visible in the background. Natural light streams in through skylights and windows, creating a bright atmosphere.
Cottage in Dennis
4.94 out of 5 average rating, 117 reviews

Compass Rose Cottage ★ Steps to Flax Pond & Trails

SharonRating, 5 stars2 weeks ago
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.
Guest favorite
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.
Cottage in Yarmouth
4.92 out of 5 average rating, 478 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

VincentRating, 5 stars1 week ago
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!
Guest favorite
Cottage in Falmouth
4.94 out of 5 average rating, 172 reviews

“Cozy Cottage” on Great Bay

ChristinaRating, 5 stars1 week ago
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!
Guest favorite
Cottage in Dennis
4.97 out of 5 average rating, 117 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

KimRating, 5 stars1 week ago
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.
Top guest favorite
A serene lake reflects the colors of twilight, with calm waters mirroring the darkening sky. A crescent moon is visible, while silhouettes of trees line the horizon. The scene captures the tranquil beauty of dusk over the peaceful landscape.
Cottage in Hinsdale
4.99 out of 5 average rating, 154 reviews

Cozy Cottage in the Berkshires

MichaelRating, 5 stars1 month ago
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.
Guest favorite
The spacious deck is softly illuminated by string lights during the evening, creating a cozy atmosphere. Seating areas are arranged around a fire table, with surrounding greenery and potted plants enhancing the outdoor setting. A nearby building is partially visible in the background.
Cottage in Dennis
4.95 out of 5 average rating, 100 reviews

The Lemon Drop Cottage- Swan Pond River Views!

HeatherRating, 5 stars10 months ago
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
Guest favorite
A welcoming living area features a light grey sofa and a cozy armchair, arranged around a round coffee table with a decorative plant. Natural light enters through sheer curtains, illuminating the light wood flooring and accentuating the white shiplap walls. A wall-mounted TV and fireplace complete the space.
Cottage in Newburyport
4.99 out of 5 average rating, 166 reviews

True North Cottage*Ocean side of Boat Basin!*

JonRating, 5 stars8 months ago
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

Superhost
A warm bedroom features a spacious bed covered with a light-colored bedspread. Two framed artworks, depicting serene outdoor scenes, adorn the walls. A window is dressed with a light-filtering shade, providing soft natural light, while a small bedside table with a lamp is positioned next to the bed.
Cabin in Otis
4.81 out of 5 average rating, 21 reviews

Simple, rustic, cozy get away

ChrisRating, 5 stars9 months ago
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!
Top guest favorite
A cozy sunroom features two spacious daybeds adorned with soft blankets and cushions, positioned beside large windows that offer serene views of the pond. Natural light floods the room, highlighting wooden walls and a unique stained glass window at the peak of the ceiling.
Cabin in Athol
4.97 out of 5 average rating, 77 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

GiaRating, 5 stars1 week ago
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 !!
Guest favorite
A view of the cabin and neighboring house is presented, surrounded by trees. The yard is partially covered with fallen leaves, revealing patches of green grass. A gravel driveway leads towards the entrance, providing access to the property.
Cabin in Webster
4.91 out of 5 average rating, 170 reviews

The Camp

KristinaRating, 5 stars1 week ago
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!)
Guest favorite
A log cabin is surrounded by tall trees and lush greenery, situated on the shore of a tranquil lake. A wooden dock extends into the lake, with two kayaks and a rowboat visible nearby, offering a serene setting for relaxation.
Cabin in Groton
4.94 out of 5 average rating, 32 reviews

Secluded Rustic Lakeside Cabin - Perfect Escape

ConnorRating, 5 stars2 days ago
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!
Guest favorite
The exterior of a contemporary wooden home is presented, highlighted by large window features and a distinctive A-frame roof. Surrounding greenery includes a well-maintained lawn and various shrubs, creating a natural setting. A garage is visible to the left, providing easy access.
Cabin in Becket
4.86 out of 5 average rating, 113 reviews

Wildlife Retreat in the Forest

DiegoRating, 5 stars1 month ago
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.
Guest favorite
Cabin in Winchendon
4.94 out of 5 average rating, 52 reviews

The little house on Mirror Pond

BernardoRating, 5 stars4 days ago
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!!
Superhost
A wooden dock extends into a calm lake, featuring two red Adirondack chairs facing the water. A large float is positioned nearby, with trees lining the opposite shore under a partly cloudy sky.
Cabin in Otis
4.87 out of 5 average rating, 54 reviews

Enjoy 43 Acres on Two Ponds!

PatrickRating, 5 stars1 month ago
We had a great stay for my daughter’s college graduation. Really enjoyed the house and fire pit. Thanks!
Guest favorite
A cozy fire pit area is surrounded by multiple wooden chairs, inviting relaxation. The serene lake reflects the surrounding trees and colorful autumn foliage, adding to the peaceful setting. The lush green grass blends effortlessly with the natural landscape.
Cabin in Otis
5 out of 5 average rating, 6 reviews

Berkshires Lakefront Boho Modern Retreat

LaurenRating, 5 stars1 week ago
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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