Vacation rentals with a kayak in Charlestown

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Popular amenities for Charlestown kayak rentals

House rentals with a kayak

Guest favorite

Home in Narragansett

4.97 out of 5 average rating, 110 reviews

The Surf Shack - Ocean Views From Every Room

Greg and KristinRating, 5 stars2 weeks ago
Great location and amazing views. House was clean and had everything that was listed. Alan and Alexis were very responsive to any questions that we had. Would definitely book again in the future.
Guest favorite

Home in Westport

4.96 out of 5 average rating, 26 reviews

Riverhouse

TinaRating, 5 stars1 month ago
We were visiting my daughter at school & this was the perfect place where we could all relax & enjoy our time together. So peaceful & beautiful. Plenty of space to spread out. Home was immaculately clean & had everything that we could need. Wish that our visit was longer!!!
Guest favorite

Home in Old Mystic

5 out of 5 average rating, 95 reviews

Waterfront Retreat on the Mystic River

KristinRating, 5 stars1 month ago
Ann’s place is a must stay! We spent a relaxing weekend in this gorgeous home, overlooking an idyllic Mystic River. So conveniently located to more restaurants and shops than you could ever visit, and yet a world away set among the trees. This house is perfect for our family of three and we could have easily accommodated 2 more adults! The space is tranquil and spacious, and Ann provided some goodies (even for our son!) upon our arrival. The house is stocked with anything you could possibly need or want, inclusive of outdoor amenities. My husband and I are already looking to rebook…truly cannot recommend this stay enough!
Superhost

Home in East Greenwich

4.76 out of 5 average rating, 29 reviews

East Greenwich Waterfront Gem

AlisonRating, 5 stars1 month ago
Where do I begin !!! Amazing - pictures don’t do it justice - I have stayed at a few Airbnb’s and I will say this one got me !!!! Clean - Comfort - Cozy - The owners are very perceptive to the guests - I hands down will recommend and hopefully be back to this slice of heaven…Highly Recommend
Guest favorite

Home in Old Saybrook

4.97 out of 5 average rating, 119 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

RalphRating, 5 stars3 weeks ago
Laurie is a wonderful and generous host. Though we did not take advantage of it, she let us know that early check-in was possible on our arrival date. When we did arrive, we were greeted with a lovely care package of treats, including excellent treats for our dog. Really nice touches, and much appreciated. The space is clean and spacious, free of clutter, with a nice kitchen. We are especially grateful for pet-friendly hosts, and Laurie's place was truly excellent. Even non-pet people should find the space very suitable. There are no signs that other dogs had stayed there, the space, furniture and linens are all very clean. Great host, great place!
Superhost

Home in Wickford

4.86 out of 5 average rating, 28 reviews

Historic Wickford Waterfront Home - Samuel Carr

DaleRating, 5 stars4 months ago
Great place, awesome location. Loved the historic neighborhood!
Guest favorite

Home in Oakland Beach

5 out of 5 average rating, 20 reviews

Waterfront on Warwick Cove

JoelRating, 5 stars2 months ago
Fantastic hosts. The house was immaculate. Great spot! Comfortable and quiet. Great communication. Made sure we were comfortable and made themselves available. Great kitchen area!
Superhost

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

Hay Beach Getaway!

BarbaraRating, 5 stars3 months ago
This will be the 4th time I have stayed at Theresa's beautiful home. We always have a great time. The home is clean, beautifully decorated and has everything one needs to enjoy themselves on vacation.I highly recommend it.

Cottage rentals with a kayak

Guest favorite

Cottage in Portsmouth

4.94 out of 5 average rating, 35 reviews

Waterfront on Blue Bill Cove, Kayaks & Out Shower

MasonRating, 5 stars3 months ago
It was a very wonderful place to stay; a very nice cozy place for a few people to enjoy. Kayaking out back was great for anyone who wanted a nice chill day.
Guest favorite

Cottage in Ledyard

4.91 out of 5 average rating, 169 reviews

Waterfront cottage overhanging the water!

EljanRating, 5 stars3 weeks ago
Great lake view, cozy house, close to restaurants, highly recommended.
Guest favorite

Cottage in Groton

4.95 out of 5 average rating, 303 reviews

Restored Historic Schoolhouse, Mystic River Views

NadiaRating, 5 stars1 day ago
Had a great short stay at the schoolhouse with our dog Jupiter. The house is in the perfect location, peaceful, and very comfortable. Feels like you’re right at home! Everything you could ever need is in the house for you upon arrival. Gerard was a great host and communicated early and late check in/out with us! Hoping to return soon.
Guest favorite

Cottage in Shelter Island

4.96 out of 5 average rating, 105 reviews

3 Bedroom Cottage Gem

Lisagitelson@Gmail.ComRating, 5 stars1 month ago
This is the absolute perfect home for a get away. Everything you need and more is provided. The home is gorgeous, well decorated, and extremely clean. It is even better than the pictures. It feels like a real home, with luxury and artistic touches, not a generically decorated place. Location is perfect, close to it all and still very private. Christopher is an excellent host, responsive, helpful, and gives you your privacy. I can't recommend staying here enough.
Guest favorite

Cottage in Ledyard

4.9 out of 5 average rating, 104 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

NicolettaRating, 5 stars1 month ago
We had a wonderful stay at The Cottage! The accommodations were extremely cozy and clean, and it was the perfect place to bring a small pup (ours loved the fenced-in outdoor space). The homemade breakfast was the best way to start every day, and we loved taking advantage of some of the nearby trails. Would recommend!
Guest favorite

Cottage in Lebanon

4.87 out of 5 average rating, 146 reviews

Go Jump in the Lake!

TimRating, 5 stars2 months ago
Wow what a beautiful space, the pictures did not do it justice. Secluded little cabin close to the lake in a small quite community. The space had everything we needed. The kitchen was fully stocked for us to cook, and the fireplace made us feel very cozy as night. There were kayaks and canoes available to us to use on the lake (although it was a little cold for us to use them) and a fire pit outside to relax. Todd was an amazing host, very responsive to what we needed and very accommodating. Would highly highly recommend and would love to stay again.
Superhost

Cottage in Woodstock

4.8 out of 5 average rating, 45 reviews

Lakefront Cottage Complete with Kayaks!

ChelseyRating, 5 stars3 weeks ago
Stayed a couple days for Thanksgiving. The view was very picturesque. The kitchen was stocked with everything we needed. Lachonta was friendly and flexible with several of our requests.
Guest favorite

Cottage in Old Lyme

4.97 out of 5 average rating, 34 reviews

Cottage with Roger’s Lake Views

LjRating, 5 stars2 weeks ago
Lee and Tracy's place felt like home the moment I walked in. It had everything I needed for my stay and more. The beds were so comfortable, it felt like I was sleeping on cloud 9. The neighborhood was pin drop quiet which is exactly what my overstimulated city ears needed. The washer and dryer are up to date which made doing laundry fun. Internet was fast and reliable. Shower had good pressure and reliable hot water. The living room was set up for cozy movie nights or game nights. All the equipment you need to bake, bbq or cook meals is available. I loved taking walks around the neighborhood. Everyone we encountered was so friendly. There is a small park nearby that is on the lake. At night you can see plenty of stars. I want to go back during the summer and use the kayaks or firepit. Such a great place for a relaxing getaway. Enjoyed my stay so much that I wanted to just buy the place and move in. Thank you for such a wonderful relaxing stay. Can't wait to go back.

Cabin rentals with a kayak

Guest favorite

Cabin in Stonington

5 out of 5 average rating, 13 reviews

Mystic Area Waterfront Cabin #3

JoyRating, 5 stars2 months ago
Clean and cozy cabin. Close to Mystic without being right in the thick of it. We enjoyed a night by the fire with a friendly local fisherman. It worked nicely for our short trip to the area.
Superhost

Cabin in Lebanon

4.86 out of 5 average rating, 14 reviews

Casa Lago

JillianRating, 5 stars3 months ago
I didnt want to leave this little cabin in the woods. It felt rustic but had all the modern amenities you would expect in a home. From the rocking chairs on the porch to the comfy beds, there is nothing I could complain about, even if I tried. Marilyn gave excellent suggestions of places to eat and local current events. We left with fall apples, bellies full of clam chowder, and gigantic smiles!!! We have already started planning our return!
Guest favorite

Cabin in North Stonington

5 out of 5 average rating, 20 reviews

Lakeside Landing

JennaRating, 5 stars2 weeks ago
We really enjoyed such an enchanting stay at Lakeside Landing 😍 The area was so peaceful— the landscape was a memory we won’t forget waking up and going to sleep. The cottage was well stocked from kitchen, to snacks, linens and games. There were farm stands and restaurants not a far drive from the cottage, so it was really such a beautiful balance of having a quiet place to cozy up in with opportunity to go out of the area and find things to do. There were beautiful hiking trails not far away too! We are nature lovers and absolutely loved our stay. We hope to return in the future ☺️
Guest favorite

Cabin in Foster

4.95 out of 5 average rating, 38 reviews

Secluded Lake House

AlexandraRating, 5 stars2 months ago
Great find! Hidden cottage away from the road, with lots of space to sit indoors and outdoors. Master bedroom spacious but missing blinds, make sure to bring an eye mask if you want to sleep in! Enjoyed our stay!
Superhost

Cabin in Ashford

4.81 out of 5 average rating, 59 reviews

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

AlejandroRating, 5 stars3 weeks ago
Joe's place is really nice, the neighborhood it's so quiet. that's what we were looking for we definitely would stay there again. he is very responsive.
Superhost

Cabin in Coventry

4.86 out of 5 average rating, 112 reviews

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

SarahRating, 5 stars1 month ago
Very cute place. Responsive host with easy access to the lake! Very clean and cool record collection
Guest favorite

Cabin in Voluntown

4.95 out of 5 average rating, 708 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

RebeccaRating, 5 stars1 month ago
We have stayed here many times for a weekend getaway, and we always have a great time. Angela and Chris are very kind and helpful, the place is always clean, and we love the lake and the sauna. We hope to come back soon!
Guest favorite

Cabin in North Stonington

4.96 out of 5 average rating, 190 reviews

Snuggle with a glass of wine in front of the fire

AnaRating, 5 stars1 week ago
My now husband and I just recently had our small, intimate elopement done here and we are still in utter disbelief of how beautiful this site is and how well we were treated during our stay. The cabin itself is comfortable, cozy, and Tim provides the perfect amenities to make your stay a wonderful one. We arrived to chilled wine and lots of yummy snacks. The pond is magical, and is where we ended up eloping. 🤍 Tim responded quickly to any questions we had. We had the most wonderful time creating beautiful memories here and can’t wait to visit again. Will always be a 20/10 stay for us. Thank you so much!

Quick stats about vacation rentals with a kayak in Charlestown

  • Total rentals

    20 properties

  • Nightly prices starting at

    $90 before taxes and fees

  • Total number of reviews

    1.3K 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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