
Holiday rentals with a kayak in West Tisbury
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Top-rated rentals with kayak in West Tisbury
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House rentals with a kayak

Waterfront paradise in Falmouth
Absolutely amazing stay for a family trip this memorial day weekend! Such a great house, gorgeous decor, sparkling clean, serene view of the lake. The setup is perfect for multiple families- 2 bedrooms and full bath on top floor, two bedrooms and full bath on main floor and master bedroom and bath with comfy living room in basement. We used the grill and that was great too! Definitely will be returning in warmer months when we can use the outdoor space more! Thank you Dar!!

Gorgeous Renovation - Boat Dock, Hot Tub, 5 Beds!
This property is on another level. It’s the four seasons of Airbnb. It’s such an immaculate place to stay and we loved every part of it. The cleanliness, the high quality of the essentials, the coziness, ambience and so much more was truly worth the stay.

Sunburst Cottage on Long Pond
Laurie’s Sunburst Cottage was a perfect location. The view was spectacular each morning, waking up to see long pond. The space was so nicely decorated and very cozy for us to enjoy and relax with Netflix and other streaming included. Her eye for detail, even proving power strips next to each bed made it so easy and convenient to charge our phones. The place was spotless, clean and had updated and well stocked kitchens and bathrooms. We had everything we needed. Unfortunately, the weather didn’t cooperate for us to use the outdoor kayaks, fire pit or sitting areas, but they were beautiful as well, and added to the view from the windows. It’s conveniently located mid cape giving people access to doing various things on the cape. Walking around the neighborhood also gave us additional views of long pond. I highly recommend it, and would go back in a heartbeat. Laurie was very attentive and easy to reach. Thanks again Laurie for sharing your lovely home with us! Katie

Swan nest escape
I had high expectations coming in, but this home exceeded them by far. The interior is spotless, the condition is great, you could see that the owners put a lot of effort into it with lots of nice little touches to improve utility and aesthetics. Eugeniya was super helpful the entire time, she and Rudy are awesome hosts. I want to point out that the location is also very nice. We liked the town, the restaurants, the beach (15-20 minutes drive), Mashpee Commons. Santuit pond is wonderful and provides some nice fishing spots. The big pleasant surprise was the Santuit Pond Reserve, it’s in walking distance and provides tons of great hiking opportunities. There are many other attractions nearby, I recommend visiting Heritage Museums & Gardens in Sandwich (20 minutes away). Overall we had the best time, I highly recommend this place!

Private Lake Beach | Spectacular Views & Amenities
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.

Private Lakefront home w bunk house and beach
We stayed in your lovely cabin by the lake for three days at the end of May 2025. My family and I have been renting homes through Airbnb for the past ten years whenever we travel. Based on our previous experiences, the cabins we rented in Switzerland were, in our opinion, the best in terms of cleanliness, providing everything a family might need, and clear instructions. However, I must admit that this place surpassed all of that and deserves to be considered the best Airbnb experience we’ve ever had. Everything was available—even the smallest details—so thank you from the bottom of our hearts 🙏🏻

25 Menemsha Rd., Popponesset, pond & beach views
Our family had a wonderful stay. The house is in a very special location, with a very short and easy walk to the beach, and right next to a pond. Our boys woke up bright and early each morning to fish in the pond and we could sit on the deck and watch them reel in some nice fish! Hot tub was a nice bonus. The neighborhood was walkable and the beach was really beautiful. Thankful to have found this house and been able to stay for a few days. Host was responsive and easy to work with!

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!
miss. kristen was a wonderful host — timely responses with insightful information, and such a welcoming attitude! the home had everything that we needed for my trip in cape cod. things couldn’t have gone any better! near many restaurants, neighboring towns, and the beach nearby was beautiful. my group and i enjoyed so much… thank you so much for the stay!
Cottage rentals with a kayak

Compass Rose Cottage ★ Steps to Flax Pond & Trails
Carol is a great host. We had a small issue with the front door screen locking up and she came over right away and let us in. She is very responsive and responsible. I forgot my medication when I left and she was kind enough to mail it back to me immediately. She has a been a great host and I hope more hosts are like Carol. It rained the whole time we were there so we did not get a chance to check out the lakes around there but I am sure they are great. There is a mall near by with bowling so we did that instead. Thank you Carol for everything. Cheers

Payton's Place is your beach get away.
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.

Seaside Cottage - Steps to Beach/Close to ferry
Exactly as described... And Sloane was incredibly proactive. The community had a water outage the morning we were due to check in and she contacted us immediately -- it was completely resolved before we checked in and she stayed on top of everything for us. Highly recommend visiting this cottage! Thank you, Sloane!

Beach house- walk to ocean + 2 min to Craigville
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!

Cozy 2-bedroom Cottage by the Pond
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.

Local Beach+ Fireplace + Hot Tub Under the *Stars*
A wonderful place to relax, soak in the hot tub, and enjoy the nearby beaches and amenities.

Onset beach, Cape code.Private Waterfront cottage
We had such a peaceful and relaxing stay! The setting was incredibly serene, and we felt completely at ease the entire time. All of the amenities, especially the boats and kayaks, were very accessible, and we used them throughout our stay — it really made the experience special. We also loved spending cozy nights around the campfire, which added such a warm and memorable touch. There was so much for the kids to do, and they had a fantastic time as well! The host was so kind and welcoming, and communication was very easy from start to finish. Everything was thoughtfully prepared, and it made for a truly wonderful getaway. Highly recommend for anyone looking for a quiet, fun, and family-friendly escape!

Cozy Cottage on a Private Pond
Lovely lake setting, nice to be able to go kayaking. Good central location for heading off in any direction for day trips. Convenient shopping and restaurants within a couple miles.
Quick stats about holiday rentals with a kayak in West Tisbury
Total rentals
20 properties
Nightly prices starting at
₹13,726 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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Brown University
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- Coast Guard Beach
- New Silver Beach
- Point Judith Country Club
- Oakland Beach
- Onset Beach
- South Shore Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Fort Adams State Park
- Scusset Beach
- Inman Road Beach