
Holiday rentals with a kayak in Winchester
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Winchester
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
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Popular amenities for kayak rentals in Winchester
House rentals with a kayak

Little House On The Hill
The Little House On The Hill was perfect for our weekend vacation! Super close to Ruby Falls and Rock City! Very cozy home and had the perfect room for our kids, they loved the bunk beds! The front porch was perfect to sit on and have a cup of coffee in the mornings or my afternoon pick me up😊 We'll definitely be back the next time we come to Chattanooga!

Barefoot Dreams
I’ve probably stayed at over 100 Airbnb’s over the years and this one is definitely in the top three overall. Fully stocked, spotless, convenient, responsive host, and just a wonderful property. Right across the street from the community pool and the lake. Literally couldn’t ask for a better place for a relaxing weekend with families.

Beautiful cottage next to Tims Ford Lake
Great place to stay, good location and beautiful house.

Tims Ford *FreeUTV/kayaks/canoe*2.5 acres/private
Noni’s place is such a great place to stay. The area is isolated and the country setting is idyllic. Her home is spacious and so comfortable and clean. The kitchen is stocked, the beds are comfortable, and she’s thought of every amenity you’d need. We’d stay again if we are in the area.

Lakeside Serenity: Cove Retreat
I felt like a welcomed guest from the minute I walked in. The home was spotless and smelled so clean and fresh. I have rented in Tennessee for the last 15 summers and have never rented a place that had so many extras (smores-popcorn- coffee pods-toiletries-kitchen supplies-etc. .Phil checked in to make sure everything was O:K. It is an absolute 5 Star !!!!

Blue Heron Lake House
Spectacular views! The house has everything you'll need either for a romantic getaway or a family gathering. Quick response from the owners regarding booking and normal house maintance issues. The charming home decor gives the house a relaxing vibe and the kitchen has everything you'll need to cook for a big family BBQ or a romantic dinner for two. We had a great experience, would definitely recommend!

Tennessee Pearl: lakefront-amazing views-lake toys
The home was absolutely beautiful, perfectly decorated, and well layed out design. We felt right at home the entire time and absolutely loved all the included amenities! Thank you again for sharing your home with us!

Grand Lakeview: Double decker dock, Fire Pit, Spa
This was our first time at Tim’s Ford Lake since moving to middle TN and it was a wonderful experience. We can’t wait to come back and stay here on an annual basis. Our group said this home was even more beautiful and impressive in person. The private spaces of the main level, lower and upper level are perfect for those gathering with more than one family. The setting is so peaceful, grounds are very well maintained and home was clean and beautifully decorated. We really enjoyed the rope swing on the tree in the front yard and catching fireflies in the evening. It honestly couldn’t be more perfect, our family made core memories to last a lifetime. Thank you!
Cottage rentals with a kayak

Bluebird Rest- Peaceful Lake Retreat
Bluebird was a little slice of heaven. The amazing screen porch was our favorite place. We loved relaxing, listening to the sounds of nature and looking at the lake. We slept like a baby on the comfortable beds. The shower was great too, never ran out of hot water and great water pressure. We will definitely be back to this little gem. Shellia was a great host!

Cottage #1 - The Love Shack *All-Inclusive w/ dock
Great Location and right on the lake. Love the area and truly a wonderful place to stay.

Lake it Oar Leave it- Lakefront on Tim's Ford Lake
worked over very well. Spoke with Tara about the upstairs heat unit, breaker was tripping or not functional

Clementine Cottage
The Clementine Cottage was perfect. It was cute, quaint, CLEAN, well outfitted with lots of nice extras. She had brochures on all the nearby activities. We fished, we kayaked, we sat around the fire pit, we enjoyed the screened porch. My only complaint would be that I mistakenly thought the cabin would be a little more secluded but even with that being said, it was quiet, it was serene, we enjoyed our long weekend very much and are talking about another trip there. And Gloria is a great hostess. We were pleasantly surprised at how nice everything was.

Swordfish Suite - Pup Shed Retreat
Awesome place with tons of great outdoor activities. Nice community with good public spaces. Comfy beds, great ac, easy access to amenities. Pup shed was a great additional space. Host very prompt to communicate as well. Would definitely stay again!

Cozy Cottage w/ Fireplace & Private Yard
The interior of this home was freshly renovated and was spotless inside. We loved the property and fenced in yard so our dogs could enjoy the stay, too. Exterior of the home could use some TLC - especially considering the price we paid to stay here during non-peak lake season. We loved our stay and would certainly entertain coming again.

The Someday Lake House at Tims Ford Lake
beautiful home!! everything was as it should be. we were very comfortable for our stay.

Chattanooga River Escape
Beautiful and peaceful setting. Clean and updated with everything you need inside. Great deck for relaxing. We love the water and the kayaks were great. We drove to multiple waterfall hikes that were amazing. would stay again.
Cabin rentals with a kayak

TN River Getaway~10 min to Downtown Chattanooga
The house is right on the river with easy access to Chatt and Signal Mt, and was walking distance to a fun little bar & grill called River Drifters. The house itself is very spacious with lots of beds, and we appreciated the lack of clutter so we could easily settle in and not worry about kids accidentally breaking irreplaceable heirloom knick knacks. The great room upstairs with the double bunk beds was the perfect place for our three kiddos, and having a foosball table was a blast!

Eagle Lake Cabin Coalmont
Good communication and perfect locations for a bachelor party. Just good, clean fun, fishing, kayaking and having a space to cook and hang.

Atypical Cabin with amenities near Sewanee
Perfect for a weekend getaway!

Cabin at Normandy Lake
Susie's place was quiet, exceptionally well stocked and very comfortable. We were looking for a place that we would feel comfortable in...sitting outside reading a book or cooking a meal on the bbq. This was a very good choice. The walk to the was mostly shaded and the road was quiet, even on Labor Day weekend. The lake and the campground is clean with plenty of picnic tables. We were very pleased with Susie's cabin.

Sunflower Shores Log Cabin Dunlap Tn Deerhead Lake
This is my third time to stay here- one time with family and this second time with friends. The cabin is cute and the location rat the water is lovely and relaxing. Beth provided some snacks and spaghetti and other breakfast food to make like oatmeal and pancakes. It’s a great place for a relaxing retreat. Thank you again!

Secluded 1930s Wooded Lakeview Fishing Cabin!
Awesome cabin and property! Very comfortable and perfect place to unplug and enjoy nature. We loved the front porch and bird watching. Very clean and charming. We had everything we needed and the host was very responsive and answered our questions promptly. Would stay here again!

Lakefront Cabin w/ Serene Views & Kayaks
2nd visit at this lovely gem. This was a relaxing getaway for myself and a girlfriend. We enjoyed the peace and quiet, even took the kayaks all around Bedford Lake Saturday. I will be returning for another visit as soon as schedules allow.

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks
Quiet location, plenty of space for our family. Hosts were extremely responsive and helpful. The house was clean and had everything we needed.
Quick stats about holiday rentals with a kayak in Winchester
Total rentals
20 properties
Nightly prices starting at
₹9,477 before taxes and fees
Total number of reviews
530 reviews
Family-friendly rentals
20 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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- Tennessee Aquarium
- Cloudland Canyon State Park
- Monte Sano State Park
- Sweetens Cove Golf Club
- Black Creek Club
- Chattanooga Golf and Country Club
- Chattanooga Choo Choo
- The Ledges
- Coolidge Park
- Creative Discovery Museum
- The Lookout Mountain Club
- Old Fort Golf Course
- Kyujo-mae Station
- Hunter Museum of American Art
- National Medal of Honor Heritage Center