Vacation rentals with a kayak in Charlestown

Find and book unique kayak rentals on Airbnb

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Popular amenities for Charlestown kayak rentals

House rentals with a kayak

Guest favorite
Home in Hopkinton
4.88 out of 5 average rating, 123 reviews

Large estate with pond near beaches

SaraRating, 5 stars6 months ago
This was a fabulous destination! We were looking for a big place to have a special anniversary party weekend with extended family, and this house had everything we needed. Plenty of bedrooms upstairs and first floor, many common gathering areas, large kitchen and dining room tables, and lots of Space. (And this doesn't even include the explorable property outside.) The dozens of photos in the listing were very helpful, as well as the detailed descriptions. We had specific needs for elderly relatives with disabilities, and owner Lynne was so responsive in her replies to my many messages with varied questions. Truly, Lynne, you deserve a gold star from Airbnb for promptness and offering up ways and help that made our stay both easier and fulfilling.
Top guest favorite
Home in Mystic
5 out of 5 average rating, 101 reviews

Waterfront Retreat on the Mystic River

VictoriaRating, 5 stars5 days ago
This was our second stay and it was just as wonderful as we remembered. The house is beautiful, very well kitted out and thoughtfully presented. The location is tranquil and restful. Ann is the perfect host. We love it here. X
Guest favorite
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!
Guest favorite
Home in Uncasville
4.91 out of 5 average rating, 128 reviews

Thames River Cottage · Near Casinos + USCGA

MelRating, 5 stars2 weeks ago
Great space, accurate description
Superhost
Home in North Kingstown
5 out of 5 average rating, 3 reviews

Luxury waterfront retreat

KaitlynRating, 5 stars1 week ago
Gorgeous view, great location, clean, comfortable, I can’t say enough good things. We thoroughly enjoyed our stay. We day-tripped to Boston and spent a lot of time in Newport, but we also LOVED the small town of Wickford that was close by. Lots of good restaurants. But I can honestly say I would have been content to just hang around the house and use the hot tub and kayaks. The back patio is incredible and the view is breathtaking. Get up and watch the sunrise over the water. You’ll thank me later. The place was only surpassed by the incredible hostess. Kelly was ultra-responsive, her restaurant recommendations were great, and she went above and beyond to make sure we had everything we need. Including borrowing her sister’s pack N play so we could have 2 since we had several young kids with us. She set us up with things we didn’t even think to ask for. You can tell she’s been a hostess for a while. I can’t recommend this place enough.
Top guest favorite
Home in Galilee
5 out of 5 average rating, 24 reviews

Monthly Kayak & Paddle Board Retreat

MaryRating, 5 stars4 days ago
Caroline’s place was great. She was a very responsive host and her place was as described. It was clean, spacious easy to get in and good location. There were lots of good restaurants and beaches nearby. Would definitely stay there again.
Guest favorite
Home in The Hamptons
4.88 out of 5 average rating, 146 reviews

Waterfront House on Fort Pond, MTK

MeganRating, 5 stars8 months ago
Noah was amazingly helpful for a long weekend we took with our two kids. He had a full size folding crib which made sleeping our 3 year old, easy. He keeps a beautiful, well-stocked home, which made it so convenient to cook some meals at home. The location is amazing, only a short drive to town and a priceless view of Fort Pond only steps away. Would love to stay here again.
Guest favorite
Home in New London
4.89 out of 5 average rating, 133 reviews

Beauty and the Beach!

HeatherRating, 5 stars2 weeks ago
Lots of space to hang out. Beautifully remodeled. Loved the bits and pieces in the pantry. Had regular coffee pot as well as keurig. Well stocked kitchen to make our big breakfasts.

Cottage rentals with a kayak

Guest favorite
Cottage in Westport
4.9 out of 5 average rating, 105 reviews

Kayaks and Glimpses of Westport Bay

DeborahRating, 5 stars9 months ago
Linlin was a wonderful host and we loved this adorable cottage. It was incredibly clean, while still being warm and welcoming for us (and our pup). It's a little farther from the water than we had anticipated, but it's a relatively short and private walk to a dock with kayaks and beautiful views. Highly recommend!
Top guest favorite
Cottage in Hopkinton
4.98 out of 5 average rating, 139 reviews

Lakeside Cottage in Hope Valley, RI

JanetRating, 5 stars5 months ago
This was the ideal location for my husband and me to spend the holidays with our family who live across the lake. Will and John gave us a warm, friendly welcome and Quinn also checked in to make sure we settled in and had everything needed for a comfy cozy stay. It was easy to communicate with everyone and the location felt peaceful and private but not isolated. I can't imagine a more ideal experience and cannot thank Quinn enough for making this stay the best ever we've had with Airbnb!
Top guest favorite
Cottage in Narragansett
5 out of 5 average rating, 223 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

JudelieRating, 5 stars2 weeks ago
We had a wonderful stay at Leann’s! The home was absolutely lovely—clean, cozy, and beautifully decorated. The amenities were just what I needed for a relaxing getaway. Leann was a great host, and we truly can’t wait to come back. Highly recommend!
Top guest favorite
Cottage in Shelter Island
4.96 out of 5 average rating, 107 reviews

3 Bedroom Cottage Gem

MontagueRating, 5 stars5 days ago
Loved our stay! This is a gem of a house—it’s gorgeously decorated and equipped with everything you need to feel immediately at home. Shelter Island is one of my favorite places and this home made it feel all the more special. Thank you, Christopher!
Top guest favorite
Cottage in Ledyard
4.91 out of 5 average rating, 112 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

OliviaRating, 5 stars1 month ago
My sister, dog and I stayed at the cottage for the weekend and had a great experience! Erika is a wonderful host and the property is beautiful. The cottage itself was exactly as pictured. Breakfast in the inn, cooked with natural and organic ingredients, is an absolute must. The location of the inn is great as well, with direct access to the Lantern Hill trail (which our dog loved) and only a short drive from downtown. Would definitely recommend staying here!
Top guest favorite
Cottage in Vernon
4.97 out of 5 average rating, 112 reviews

Vintage Bolton Lake

AmberRating, 5 stars3 weeks ago
We enjoyed our time at Vintage Bolton Lake Cottage. The place is cute, peaceful and quiet. Not having a TV was perfection! Kayaking was fun. Nice bass too! Top notch experience. Jason checked in to make sure we didn’t need anything or have any concerns mid stay, which I appreciate. Phenomenal host. Would love to go back!
Guest favorite
Cottage in Montville
4.95 out of 5 average rating, 106 reviews

Beautiful lakefront retreat just 15 mins to casino

NicoleRating, 5 stars3 weeks ago
Fantastic! The cottage is cozy and clean, had everything we needed and the views are gorgeous! We loved our stay and highly recommend this beautiful cottage!
Top guest favorite
Cottage in Colchester
4.97 out of 5 average rating, 174 reviews

Lakefront peaceful getaway cottage

JamesRating, 5 stars2 weeks ago
What a wonderful and peaceful location! Doreen was very responsive and exceptionally helpful. The pictures are spot with a very clean and well stocked home. Amazing views from the bedroom and second floor deck. Amazing place to fish, kayak, and just enjoy the scenery! Enjoyed hiking nearby, great food in the area and a very scenic location to relax.

Cabin rentals with a kayak

Superhost
Cabin in Lebanon
4.88 out of 5 average rating, 17 reviews

Casa Lago

NafisRating, 5 stars1 month ago
Marilyn’s place was great! Very peaceful. Lake access was awesome. Warm neighborhood. The kitchen was a bit tricky to navigate, but Marilyn had detailed instructions. We enjoyed our stay. I would recommend Marilyn’s place.
Guest favorite
Cabin in Stonington
4.95 out of 5 average rating, 21 reviews

Mystic Area Waterfront Cabin #1

KatelynRating, 5 stars2 weeks ago
Paul was a wonderful host! He was great with communication, proactive, and accommodating. The cabin was beautiful and awesome location right on the marina. We would highly recommend to our family and friends!
Guest favorite
Cabin in North Stonington
4.93 out of 5 average rating, 41 reviews

Lakeside Landing

SusanaRating, 5 stars2 weeks ago
This was a weekend getaway for our anniversary. We were pleasantly surprised with the quiet and peaceful surroundings. Everything is exactly like the pictures. The neighbors had a large party and we did not hear a thing inside the cabin! It rained most of the days but we were very comfortable. If you love nature, you will love this place. Bring your hiking boots and your binoculars for bird watching. There are several ponds nearby for fishing and you may consider visiting the local wineries. Hope to come back again!
Guest favorite
Cabin in Foster
4.95 out of 5 average rating, 40 reviews

Secluded Lake House

JulieRating, 5 stars3 weeks ago
Had a great time in this peaceful wonderful setting. Saw and heard maybe 40 bird species. (Using Merlin app). Frogs and turtles too!everything we needed! Beds are very comfortable!
Superhost
Cabin in Ashford
4.86 out of 5 average rating, 85 reviews

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

ZanRating, 5 stars2 weeks ago
Very enjoyable stay. Rustic cabin vibe with modern conveniences. We enjoyed our dinners on the deck overlooking the lake and a bevy of wild life. We wish we could have stayed longer. Thanks Joe for your hospitality.
Guest favorite
Cabin in Coventry
4.88 out of 5 average rating, 135 reviews

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

MariaRating, 5 stars4 days ago
Joe's Cabin was exactly as described in the listing. Beautiful, peaceful neighborhood, and right next to the lake. Our family came into town for an event and the cabin was the perfect place to relax and unwind. Every part of the home was clean, beds were very comfortable, and every amenity was available if needed. Host was very responsive and communicated well. We will definitely be back.
Top guest favorite
Cabin in Thompson
4.99 out of 5 average rating, 122 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

AliRating, 5 stars1 week ago
This place is a true oasis. Had an incredible experience here. Perfect little getaway for two. This place has a lot of love poured into it. Come here if you need to unwind and recharge!
Top guest favorite
Cabin in East Haddam
5 out of 5 average rating, 18 reviews

Lakeshore Cabin with boat dock

IrenaRating, 5 stars3 weeks ago
We spent a long weekend at Dennis’ place and it was nothing short of amazing. Our aim was to relax and enjoy the lake, and we did just that. The house was exactly as described, matched and exceeded our expectations; furnished and the kitchen had everything we needed and more. If we’re back in CT, we won’t hesitate to book the house again! Thanks for being wonderful hosts!

Quick stats about vacation rentals with a kayak in Charlestown

  • Total rentals

    20 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    740 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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