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

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
We had the most wonderful weekend at Ann’s home. She was easy to communicate with and generously accommodating of a special request. The house itself was spotless, kitchen well equipped, and the property’s serene setting was beautifully complimented by their home design / decor. A truly special place and perhaps our best AirBNB experience.

East Greenwich Waterfront Gem
Ashley’s place was beautiful. Clean, well decorated and the views were incredible. We rented this for my sister who had a wedding in EG and it’s very close to town and the airport. I would highly recommend.

Year Round Beach House in Old Saybrook, CT.- Pets
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

Waterfront House on Fort Pond, MTK
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.

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!

There's a Beach Getaway!
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

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 beautiful stay at the cabin. The views are stunning and the hot tub was glorious. A lovely escape into nature.

Charming Historic Schoolhouse on Mystic River
This was our second stay here and it was just as nice as the first. Really responsive host and we love sitting outside at night with a drink enjoying the beautiful view. Nice spot where you don't even need to drive anywhere if you want to experience Mystic and even the seaport if you are up for a 20 minute walk. A+ again, thanks so much!

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
The cottage was beautiful and the hospitality was just perfect. Will stay again and highly recommend. Our dogs loved the fenced in yard and trails.

Direct Waterfront Cottage on Moodus Reservoir.
Stephanie was fantastic at communication prior to our trip. Home was perfect for our stay.

Vintage Bolton Lake
If you are looking for simplicity (which we were) this is the perfect place to. I’ve always wanted to stay at a lake house. We couldn’t have asked for more. Serene, tranquil, beautiful are the proper descriptions of the house and the area. We came to Connecticut to visit my daughter and family and they ended up coming to our place instead. Jason was extremely helpful when needed. We would definitely stay there again!

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.
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.

Mystic Area Waterfront Cabin #1
Great spot. We weren’t there to take advantage of the little marina and kayaks— though that would have been cool! Had a weekend event in New London and this was very easy, super straightforward and quiet. Thank you, Paul!

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
Great lakeside retreat! Perfect for our small family!

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 - W&D - Fire Pit - Kayaks - SUPs
Wish we could give 10 stars. Quaint, clean and adorable cabin. Everything was awesome. We will be coming back!! Not sure what is better…the Kcup selection or the record collection. Thanks Joe!!!

Vinola-Lakeside Cabin on Beach Pond with Sauna
Amazing place. Felt so cozy and nostalgic. I look forward to staying here again.

Spring is here at the Cabin! Come check it out.
The cottage was perfect. Rocking chairs by the window for when it was chilly, chairs on the deck, chairs by the pond for when it wasn’t. Terrific recommendations from Tim, particularly the Dog Watch Cafe in Stonington Borough. Our stay was exactly the peaceful respite we needed, we just should have booked three nights!
Quick stats about vacation rentals with a kayak in Westerly
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
760 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Beach
- Brown University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Clinton Town Beach
- TPC River Highlands
- Amagansett Beach
- Blue Shutters Beach
- Roger Williams Park Zoo
- Oakland Beach
- Shennecossett Beach
- Attawan Beach
- Groton Long Point Main Beach
- South Shore Beach
- Barbara Pine Memorial Beach
- Grove Beach
- Horton Lane Beach
- Orient Beach State Park
- Avery Point Beach
- Groton Long Point South Beach