
Holiday rentals with a kayak in Westerly
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Westerly
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Westerly kayak rentals
Holiday 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.

Cozy cottage 5 minutes from UConn
We absolutely loved our stay at the nest. The setting was perfect for a relaxing couple days for our family. Fishing, kayaking, hot tubing and walking. Jennifer was a great host ! Definitely recommend !!

Romantic Getaway at The Lake!
Beautiful home with beautiful views! We enjoyed our stay and hope to come back again!

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 Secluded Home with Dock
It is a beautiful, secluded home with a wonderful view of and access to the water on Potter's Pond. The house felt comfortable with a lot of thought for details - the kitchen was well-equipped, lots of pillows on the beds, high quality and a lot of towels in the closets, night-lights, puzzles and games. Made for a wonderful and comfortable stay. We definitely plan on trying to come back!

Amazing lake home w/ amenities.
It's beautiful home have beautiful lake views what I Love the most was the lake view and decor of the home felt very homey and it has everything you need and Also coloring books wich I love did coloring of the food too has A pac man video game with me and my parents had lots of fun ...TV programming was good great movies to relax with A popcorn and coke also has very nice big backyard downside is we didn't get to enjoy the backyard because of the weather but next time we will what I love the most very peaceful too wish there was A bigger garbage can but the rest everything was fun and amazing loved the kitchen had beautiful stay and highly recommend this home it's so cute cabin style home thank you for having us God bless....

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.
Cottages with a kayak

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.

Beautiful lakefront retreat just 15 mins to casino
We had to come to the area for a family funeral, so this was a last minute booking, and Nicole was just the best. She got us in quickly, with less than 24 hours' notice. The house is absolutely beautiful, and overlooks the equally beautiful Oxoboxo Lake. Would recommend this house to anyone needing to stay in the area. Thank you Nicole!
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
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 - PetsOK - W&D - Fire Pit - Kayak
We enjoyed staying at this cabin very much! We didn’t want to travel far this time. Sometimes it’s hard to find places like this, in the early spring, without having to hike half way down south. Where we can enjoy the peace and quiet yet have a lake/beach etc, with decent weather. Joe’s cabin is very cool. If you enjoy traveling back in time, there are plenty of antiques all over the cabin!

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
This little cabin was exactly what we were looking for! We made a last minute decision to get away from “it all” and couldn’t be happier. We kayaked, we fished, we went hiking, danced to records I haven’t heard in years and played lots and lots of board games! The space was clean, cozy and had everything we needed for our stay. The beds (and couch!) were super comfortable and I loved the antiques/decor!! 5 Stars! 10/10! Highly Recommended! Thanks Joe!

Vinola-Lakeside Cabin on Beach Pond with Sauna
We had an amazing stay at this cabin. Tucked away in the woods right on the lake, it was incredibly peaceful and the perfect place to relax. The cabin itself was adorable, clean, cozy, and had everything we needed. We only spoke to the host (Angela) briefly, but she was so kind and welcoming, and let us know she was available if we needed anything. It truly felt like a hidden gem, and we can’t wait to come back!

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 holiday rentals with a kayak in Westerly
Total rentals
20 properties
Nightly prices starting at
$219 AUD 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
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Long Island Holiday rentals
- Cape Cod Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- New York Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a fireplace Westerly
- Kid-friendly rentals Westerly
- Condo rentals Westerly
- Rentals with a fire pit Westerly
- Rentals with beach access Westerly
- Beach house rentals Westerly
- Beachfront rentals Westerly
- Waterfront rentals Westerly
- Rentals with outdoor seating Westerly
- Rentals with a washing machine and dryer Westerly
- House rentals Westerly
- Family-friendly rentals Westerly
- Apartment rentals Westerly
- Rentals with pools Westerly
- Fitness-friendly rentals Westerly
- Pet-friendly rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with breakfast Westerly
- Rentals with a patio Westerly
- Cottage rentals Westerly
- Rentals with a kayak Washington County
- Rentals with a kayak Rhode Island
- Rentals with a kayak United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Beach
- Brown University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Shinnecock Hills Golf Club
- Giants Neck Beach
- TPC River Highlands
- Clinton Town Beach
- Amagansett Beach
- Blue Shutters Beach
- Roger Williams Park Zoo
- Attawan Beach
- Oakland Beach
- Shennecossett Beach
- South Shore Beach
- Clinton Beach
- Groton Long Point Main Beach
- Baker's Beach Club
- Barbara Pine Memorial Beach
- Grove Beach
- Horton Lane Beach
- Orient Beach State Park