
Vacation rentals with a kayak in Charlestown
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Top-rated kayak rentals in Charlestown
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House rentals with a kayak

The Tequila Sunrise House
Our whole family was able to be together during the difficult time around a funeral.

The Surf Shack - Ocean Views From Every Room
Absolutely beautiful! Looks exactly like pics. Hosts were responsive and helpful. I loved how the home was decorated. One of the most beautiful places I have stayed. Amazing views. We can’t wait to return! Highly recommend! Five stars in every category.

Riverhouse
This was the perfect place for three friends who write and workshop together online to gather in person. The main room of the house is filled with light and what I didn't realize from the listing is the beautiful view from the living/dining room down to the river. The kitchen is well supplied and every room was very clean and uncluttered. The three bedrooms on the first floor are all very nice, with good beds and pillows (one is slightly larger with a king-sized bed), so we were able to decide on our rooms painlessly and none of us had to settle for an inferior room. The large dining table was perfect for spreading out our work as well as for dining, and one of us enjoyed having the furnished basement as her private work space. When we had a problem with hearing a beeping noise, which we initially thought might be a smoke detector battery that needed replacing, Bob was very responsive and helpful in figuring out the cause of the beeping from a motion detector. We plan to come again.

Waterfront Retreat on the Mystic River
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!

East Greenwich Waterfront Gem
The house was wonderful. The view from both decks, looking over the water, is beautiful and peaceful. The layout of the house is great with each of the two bedrooms having a sitting space for earlier risers to sit and read or to watch TV. Beds were amazing (firm and plush all in one). Showers and baths were newly renovated and water pressure great. Convenient to many towns and restaurants and we explored them all.

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

Tranquil Lakeside House with backyard & dock.
This home was absolutely how it was described. Plenty of room for us and the finished basement with an extra bedroom, wet bar, huge flat screen, and a comfy couch was a bonus! My grandchildren hung put downstairs while the adults sat around the table and played card games. We were intrigued by the beautiful yard and lake. Everyone wants to come back in the summer to hang by the fireplace and BBQ on the deck. This is definitely one of my favorite Airbnb!! Joshua was very accommodating and responded quickly to my messages. Absolutely a beautiful place!!

Waterfront on Warwick Cove
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!
Cottage rentals with a kayak

Waterfront on Blue Bill Cove, Kayaks & Out Shower
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.

Waterfront cottage overhanging the water!
We had a great stay at Robert's cottage. The lake views are beautiful, and the home was quiet, comfortable and private. Just a few minutes drive into Mystic for restaurants and shops. The hot tub was amazing. We felt right at home and can't wait to stay again. Thanks Robert!

Restored Historic Schoolhouse, Mystic River Views
Gerard was a great host and the home was wonderful! We had a great time in Mystic and this was the perfect place for our little family.

3 Bedroom Cottage Gem
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.

Mystic, CT Pet-Friendly Cottage with Hiking Trails
Amazing staff and excellent food. Luxurious delivery right to our door for breakfast. Cute patio to hang out in the back yard. Access to Lantern Hill trail was a nice addition to our morning!

Direct Waterfront Cottage on Moodus Reservoir.
Place was very cute. Beds were comfy. Plenty of towels, blankets, pillows. Kitchen had everything we needed. We stayed in the winter so didn't take advantage of the yard but would have loved to use the kayaks or hang out by the water in warmer weather. Great little towns and restaurants to visit nearby and a waterfall a few houses down. Really enjoyed our stay.

Go Jump in the Lake!
We loved our stay at the cabin! It was clean, the kitchen was well stocked for cooking, and the location was beautiful. We stayed for a few days and celebrated our early family Christmas here. It ended up snowing, which made the surrounding Connecticut forest even more beautiful. We found the cabin cozy and peaceful, with the town just 10 minutes away for anything we’d need. I definitely plan to keep this listing in mind for next time I’m visiting family in Connecticut.

Beautiful lakefront retreat just 15 mins to casino
From start to finish, this stay was exceptional. The property was even more beautiful than the photos, clean, and fully equipped with everything we needed. The location was perfect—peaceful yet close to everything we wanted to explore. The window's made the house airy and bright with an incredible view. What really stood out was Nicole and Robert’s hospitality. They went above and beyond with thoughtful touches like a welcome basket and personalized local recommendations. Communication was prompt, and they truly made us feel at home. We couldn’t have asked for a better experience and will definitely be returning. Highly recommend 5+Stars
Cabin rentals with a kayak

Mystic Area Waterfront Cabin #3
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.

Casa Lago
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!

Lakeside Landing
My husband and I had a great weekend stay at Lakeside Landing. It was conveniently located near Foxwoods. We thoroughly enjoyed a more quiet setting for some relaxing for a childfree weekend. The house was super cute and offered everything we needed. It was nice to hear peepers at night and enjoy the night sky from the hot tub.

Secluded Lake House
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!

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
What a great find! We did a weekend trip with friends and this was the perfect lake house. Joe was a fantastic host, very responsive, and gave recommendations for the area nearby. The lake was beautiful, place well maintained with all the amenities we needed

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
We enjoyed our brief stay at Joe’s place. First, and most importantly, it was immaculately clean. Arrival and entry was a breeze. Everything was as pictured/described. The house had all the amenities we needed for a comfortable stay. Neighborhood was quiet and peaceful. Lake view and access to waterfront/beach was great. Joe was friendly and easy to communicate with. I wouldn’t hesitate to stay again! :)

Vinola-Lakeside Cabin on Beach Pond with Sauna
Such a cozy spot!! A warm cabin nestled in the woods with a gorgeous lake, kayaks and canoes, and a waterfront sauna that is absolutely heavenly. Angela was super responsive and kind, and we hope to be back soon!

Snuggle with a glass of wine in front of the fire
Wonderful spot to have a quiet weekend. We loved the cozy cabin and enjoyed the deck with the gas fire pit and relaxing lake. Just as described. Tim was a wonderful host!
Quick stats about vacation rentals with a kayak in Charlestown
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
830 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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- Beach
- Brown University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Horton Lane Beach
- Mystic Seaport Museum
- Goddard Memorial State Park
- Baker's Beach Club
- The Breakers
- Fenway Beach
- Kelly Beach
- Oakland Beach
- Cherry and Webb Beach
- East Beach
- Monhegan Bluffs Beach
- Tappens Beach
- Lobsterville Beach
- Roger Williams Park Zoo
- Atlantic Avenue Beach
- Gibson Beach