Vacation rentals with a kayak in West Tisbury

Find and book unique kayak rentals on Airbnb

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Popular amenities for West Tisbury kayak rentals

House rentals with a kayak

Superhost
Home in Yarmouth Port
4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

JennaRating, 5 stars8 months ago
The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.
Guest favorite
Home in Falmouth
5 out of 5 average rating, 6 reviews

Waterfront paradise in Falmouth

GarrettRating, 5 stars8 months ago
Wow! Wow! Wow! Congratulations on the beautiful renovation. This was our second stay at this gorgeous home and, while we knew that they were doing some additional work in the off-season, we were not prepared for all of the incredible improvements that were made. This place leaves nothing to be desired. Beds are comfy with lovely linens, lots of room for everyone to spread out (important to us with both teenagers and littles) and lots of toys to use on the pond with a great eye for safety. We have family at Jenkins Pond and make this trip every year. As long as this house is available, we will look no further for a place to stay. Dar is a gracious host, extremely responsive, helpful and accommodating. He clearly put a lot of love and thought into this home and we were very grateful to be guests. It was the best home base for a fun week with family and we once again head home with wonderful memories.
Guest favorite
A sandy area by the water features a circle of seating around a fire pit, including white and black chairs. Kayaks are visible on a dock amid lush greenery, with the calm water reflecting the surrounding trees and homes in the background.
Home in Plymouth
4.93 out of 5 average rating, 81 reviews

Waterfront New Cottage Private Beach

ShonnaRating, 5 stars6 months ago
What a cool spot! Stayed a couple nights with friends for a "Book Retreat" and had the best time reading in the Hammock, chatting by the fire pit, and cooking together in the kitchen.
Top guest favorite
Home in Yarmouth
4.95 out of 5 average rating, 151 reviews

Cape Cod Life is Good Rentals

JaredRating, 5 stars1 month ago
This was a great place for a large family. The kids especially enjoyed riding bicycles through the neighborhood. The house was spacious and comfortable. We plan to stay again.
Superhost
An outdoor seating area is furnished with a mix of chairs and sofas, covered by a large umbrella. A table sits at the center, while a grill is positioned nearby. Lush greenery surrounds the space, providing a serene environment for relaxation.
Home in Centerville
4.86 out of 5 average rating, 7 reviews

Capecod pond and beach house

JustinaRating, 5 stars8 months ago
This Airbnb was large and peaceful, with easy parking, a nice pond in walking distance, close to Hyanis, and a lot of amenities like TV, bedding, towels, etc. The building is old with a bit of water damage and old appliances, but it was very clean, everything that we needed worked, and had ACs in every room. We really enjoyed our stay!
Top guest favorite
Home in Barnstable
4.98 out of 5 average rating, 42 reviews

Private Lake Beach | Spectacular Views & Amenities

AndrewRating, 5 stars1 week ago
This is an absolutely beautiful rental and location. Cleanest, most pristine location we have been to. Appliances and bathrooms are glimmering. Host is immediately responsive and kind. 10 out of 10 in all respects.
Guest favorite
A charming house is nestled among lush greenery, with large windows reflecting the surrounding trees. The sloped roof adds character, while a wooden deck is visible through the foliage, offering a sense of privacy and connection to nature.
Home in Tisbury
4.94 out of 5 average rating, 130 reviews

Vineyard Haven Walk to Ferry

IsaacRating, 5 stars2 weeks ago
We had a lovely stay at this home! It was quaint and charming, very close to town and had everything we needed. Definitely recommend!
Guest favorite
Two kayaks are positioned on the grass, one with a blue top and the other in a natural finish. Nearby, two red bicycles and various outdoor items, including beach chairs and umbrellas, are arranged. The area features a fence in the background with some greenery.
Home in Yarmouth
4.87 out of 5 average rating, 38 reviews

Bright Home W/En-suite/Yarmouth!

LiaRating, 5 stars7 months ago
This newly renovated 3BR cottage was perfect mid-Cape location and good size for our family (grandma, parents, and kids) to getaway for a few days sampling the many area beaches! Thank you Ramy for your kind, proactive communication- even coming in person to check if we had power outages when he heard a report in the area. (We didn’t have any problem with power, everything worked well!) The home was extremely clean, and the neighborhood seemed cute and safe. We especially liked the big backyard: plenty of patio furniture, outdoor shower, and a bonfire pit that we all enjoyed!

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, 106 reviews

Spectacular Beach- front home, includes linen

RuthRating, 5 stars6 months ago
Excellent stay. Plenty of room for the 5 of us. We rested well and were able to relax. We appreciated having laundry on site since we were on a 10-day trip. The beds were comfortable and we slept well. But that is a minor detail when you can watch the sunset over the peaceful water. Lisa communicated well and responded quickly. The house is easy to get to and stores are easy to travel to. Excellent location.
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, 114 reviews

Compass Rose Cottage ★ Steps to Flax Pond & Trails

AliceRating, 5 stars1 week ago
As soon as I walked into Carol’s place, I felt right at home. In fact, I was sad I couldn’t stay longer. Dennis is a great centrally located area on the Cape (next to many great restaurants and a supermarket). The cottage itself is in a quiet neighborhood right in front of Flax Pond (great for kayaking). It was well stocked with amenities and things to do I could just spend all day there. Carol was friendly and responsive. I would book at the Compass Rose Cottage again!
Guest favorite
A view from a private deck showcases a scenic waterfront with a sandy beach in the distance. Nearby houses frame the scene, and power lines stretch across the sky, emphasizing the tranquil coastal environment.
Cottage in Wareham
4.91 out of 5 average rating, 35 reviews

Payton's Place is your beach get away.

KristenRating, 5 stars8 months ago
This was our second time staying at Peyton's Place and probably not the last! We love the homey, beachy vibe of the house. We can imagine all the family memories there. There's plenty to walk to and keep two teen girls entertained... the kayaks are much appreciated. Just steps to the beach makes it easy to pop home for lunch or go to beach for an evening walk. There's a new shop in town that I highly recommend... Tide and True. Stephanie is a very responsive and helpful host.
Guest favorite
Two kayaks are secured against a wooden fence, showcasing a vibrant yellow kayak on top and a blue kayak below. The grassy area beneath them is well-kept, providing easy access for outdoor activities.
Cottage in Fairhaven
4.89 out of 5 average rating, 37 reviews

Seaside Cottage - Steps to Beach/Close to ferry

PennyRating, 5 stars7 months ago
We LOVED our stay! Sloane’s home was a perfect place for our sister getaway! The cottage was adorable and cozy! We enjoyed having coffee in the front room, relaxing on the back deck and slept great in the beds! The neighborhood was so quiet! Just a few folks walking their dogs! 🥰 We enjoyed walking on the beach, taking the ferry for a day trip to Martha’s Vineyard, eating supper & ice cream in New Bedford and did a quick day trip to Hyannis Port! This definitely checked off our ‘Cape Cod’ bucket list! Sloane was a great host with good recommendations and quick and friendly responses! Would definitely recommend her place for a quaint getaway!
Superhost
An aerial view showcases the Cape Cod beach house nestled in a lush green landscape. The surrounding neighborhood features various homes set among trees, with views of nearby water and serene pathways visible in the distance.
Cottage in Hyannis Port
4.81 out of 5 average rating, 31 reviews

Beach house- walk to ocean + 2 min to Craigville

JillianRating, 5 stars8 months ago
Our family had a wonderful time in Barnstable! Lynn and Ken were extremely responsive and did a great job at communicating when needed. The house was perfect for our family of three. Everything was clean and appeared exactly as the photos presented. We loved spending time on the screened in porch and the outdoor shower was a plus. Being less than 5 minutes from Craigville Beach was ideal along with the use of the beach pass. We would recommend this listing to anyone without hesitation and hope to book again for a future stay!
Guest favorite
A grassy area is shown alongside the cottage, featuring two bright orange kayaks resting against the house. A round item covered with a protective cover is positioned in the center of the yard, with a white picket fence visible in the background and lush greenery surrounding the space.
Cottage in Plymouth
4.94 out of 5 average rating, 51 reviews

Cozy 2-bedroom Cottage by the Pond

JamieRating, 5 stars6 months ago
Leah responded to my booking request within minutes. This was so important because our previous reservations fell through. This was a last-minute booking and I’m so thankful that I was able to find such a wonderful location. Everything that was in the listing was accurate and we felt right at home after an easy check-in process. I cannot thank Leah and Brandon enough for their willingness to let us rent their beautiful cottage last minute. The home is fully stocked with anything that we may have needed. It was a little chilly, but the space heaters were enough to get us through the chilly nights. My kids and I were able to watch Halloween movies on the TV while gazing at the full moon from the skylight above in the living room. I’m looking forward to going back to Massachusetts in the future. There are so many different things that this town and surrounding towns offer.
Top guest favorite
Cottage in Marion
4.99 out of 5 average rating, 160 reviews

Little Boho Retreat by the Beach

KristinRating, 5 stars3 days ago
My partner and I had a lovely weekend getaway at Felicia's sweet place. We had everything we needed and we'd definitely visit again. Everything was as described and the location was perfect. Thank you Felicia for everything you do to make your guests feel welcomed.
Superhost
An aerial view of a tranquil bay reveals sandy shores lined with small boats gently anchored. The expansive green landscape surrounds the water, while a winding road curves along the coastline, leading to serene beach areas and residential homes nestled among the trees.
Cottage in Pocasset
4.81 out of 5 average rating, 110 reviews

* Rustic Cape Cod Captain's Quarters Cottage

JocelynRating, 5 stars1 month ago
Wonderful place! Was completely accurate to what was shown on the listing, great place for a vacation. Super convenient to get to surrounding big towns, but the area itself was peaceful and quiet. 30 second walk to the water, and a beautiful view! Hosts were responsive and super helpful- even though we didn't stay at their place during "prime Cape Cod season", they were helpful in giving us suggestions on what we could still do during this time of year (many suggestions of which we used)! Will definitely look to stay here again in the future, maybe during the summer next time!

Cabin rentals with a kayak

Top guest favorite
The exterior of The Flamingo House is shown, featuring a pale yellow facade with large windows and a sloped roof. The structure is situated by the water's edge, with reflections visible on the calm surface. Surrounding greenery offers a natural backdrop.
Private room in Onset
4.74 out of 5 average rating, 23 reviews

The Flamingo House @ OBC Beach Resort and Habitat

JohnRating, 5 stars8 months ago
The cozy venue is beautifully located, offering all the comforts of a small Cape Cod cottage on the salt marsh. The hosts were incredibly welcoming, ensuring that everything was available for a comfortable stay and making themselves accessible at any time. I highly recommend this place to anyone looking for a super unique, peaceful retreat that has convenient access to endless activities. The property is situated in a unique, serene location with easy walking access to local parks and a variety of quality restaurants. The water is perfect for paddling to explore the large area of connected coves. It’s a short distance to the Cape Cod Canal Railroad Bridge and the canal trail. There's little need to leave the property but there is much close by to explore. I'm looking forward to returning to experience everything again, and maybe, experience and discover even more next time.
The exterior of the house is viewed from the shore, featuring a grassy area with purple loungers positioned by the water. The house, with its light-coloured siding and multiple windows, overlooks a calm pond surrounded by trees and nearby residences.
Cabin in Onset
4.67 out of 5 average rating, 36 reviews

The Crab House @ The OBC Beach Resort and Habitat

MaryRating, 5 stars19 months ago
Thank you to our wonderful hosts at the Onset Compound for an incredible stay! The home is located in a picture perfect waterfront setting with all of the amenities a beach house offers. The hosts recommended some great restaurants and things to do that kept us busy all weekend. The home is sparkling clean and we felt right at home!
Superhost
A screened hut sits elevated on stilts among bare trees and fallen leaves. The structure features wooden siding and window shutters that can be adjusted for airflow. Surrounding nature evokes a tranquil atmosphere, with the ground covered in a layer of autumn foliage.
Private room in Oak Bluffs
4.56 out of 5 average rating, 41 reviews

The Birdhouse - tiki hut in nature

MarkRating, 5 stars8 months ago
The Birdhouse was a delight. I had a wonderful night’s sleep. Martha is a gracious and helpful host.

Quick stats about vacation rentals with a kayak in West Tisbury

  • Total rentals

    20 properties

  • Nightly prices starting at

    $160 before taxes and fees

  • Total number of reviews

    490 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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