
Vacation rentals with a kayak in Winchester
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Top-rated accommodations with a kayak in Winchester
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.
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Popular amenities for Winchester kayak rentals
House rentals with a kayak

Little House On The Hill
Amazing location, very close to all tourist spots. Very clean home; it was perfect for 2 adults and 2 kids. The neighborhood seems a little bit scary; a few houses nearby down the hill had garbage, old cars, etc., right in the front yard, but they didn't bother us, so it's okay. I just don't recommend walking there in the evening. The house is well equipped; I only missed the pizza pan. So we liked this place, thank you for hosting us!

Little Green Cottage
We had a great last minute getaway at The Little Green Cottage. We were pleasantly surprised to find that the backyard was fully fenced in for our two dogs. The neighborhood is adorable. We are already discussing our next visit!

New Lakefront! Pool, Kayaks,Games, Bikes, Marina
Leigh’s place was great! Our family loved every aspect of it and had a great getaway. The spaces for kids to hang out and play were amazing

3-BR Luxury Home with Hot Tub & Arcade Games
Beautiful house! Perfect for our weekend.!Thank you!

Beautiful Tims Ford Lake, boat dock, rental boat
My kids and I went for the weekend and honestly wished we had a couple days longer to stay. The house was welcoming and the host made sure to leave lights on and doors open for us to get in with ease. Randy was extremely easy to work with. The lake was nice and the boat rental process was quite convenient…there was even a tube for a fantastic tubing experience! I’d recommend staying here!

Lakeside Serenity: Cove Retreat
This home is lovely, impeccably clean and well thought out for guests. The home, its outdoor spaces and cove have a great sense of privacy. Enjoyed the kayaks, fishing & loved the huge movie screen. The owners are very hospitable and thoughtful. We would love to vacay here again!

Tennessee Pearl: lakefront, kayaks, fire pit fun
Just book it. This charming lake house has a number of great features we loved. Spacious 1st floor offers great open design with easy use of large modern kitchen, comfortable sectional, expansive lake views and generous common area. Outdoor patio has plenty of seating (incl cozy daybed), glass rock propane fire pit & grill; and additional wood burning fire pit steps from the lake. Second floor has roomy master suite w/sitting area, fabulous tub & shower and private outdoor patio overlooking Tims Ford Lake. The spiral staircase connects to lower patio for easy external access. Additional three bedrooms are well appointed, too, and garage comfortably housed Range Rover. All of these areas were very inviting and enjoyed. Gated neighborhood less than 1-mile to Main Square for dining at Filo's, coffee at Walnut Hill & Barre Fly Fitness for yoga. Best part meeting Christie--a wonderful woman doing incredible work in the world. Thank you for hosting, Christie.

Canyon Cove - Lakefront, Private dock, Hot Tub
Great spot right on the lake. The dock is right off the deck and it was great with our 4 year old. They had kayaks available, toys, a fire pit, and a hot tub. Host was super responsible and helpful. We had a great weekend!
Cottage rentals with a kayak

Bluebird Rest- Peaceful Lake Retreat
What a beautiful property. A peaceful and comfortable stay at a high end Airbb. Wish they could all be at this comfort level. Host was very accommodating. Location was good for visiting sites. Highly recommended!

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
We shot up to explore all of the hiking options in Tracy City and ended up loving the community of this AirBnB even more than the park! We kayaked for the first time, went fishing, played at the playground. The beds were so comfortable. Everything was beautifully decorated and felt like a home away from home. We didn’t bring our dogs this time but definitely will next time! Extremely dog friendly place! We loved all the little notes around the cottage and especially loved the owners food recommendations posted on the fridge. Would love to stay again ☺️

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

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.

Relaxing 1 bedroom cottage at Ketners Mill Arena
The hubs and I really enjoyed staying at Clint’s. It was quiet and outside of the city. It rained the weekend we were out there and the rain on the roof was amazing when going to bed. Also, the water that you could see off the back deck was so soothing…..
Cabin rentals with a kayak

Nature’s Tiny Riverside Hideaway
I had a wonderful stay at Kaleob's beautiful property. The cabin was even nicer than the pictures — very clean and comfortable, great wifi, and thoughtfully designed. The area felt incredibly safe and peaceful, with a river running through the property that made the whole experience even more special. I would absolutely stay here again and highly recommend it.

Eagle Lake Cabin Coalmont
Absolutely fabulous spot. Very comfortable home. Private nice inside and out. Loved the property and could have easily settled in for a long time. Pretty good ride to a grocery store but not horrible. A few minor maintenance issues that I am sure will be resolved. Refrigerator failed just before we got there but an adequate replacement was provided prior to our arrival. Hope to return again!

The Coalmont Cabin - Waterfront Retreat w/ HOT TUB
We loved this property! We only got to stay one night but enjoyed a nice sunset watching a family of geese in the nearby pond and listening to nature from the hot tub. All four of us loved it (from 5 year old to 75 year old)! Genette was very helpful and responsive. Cabin was super cozy and welcoming! We will be back!

Cozy, Riverfront, ENTIRE Cabin
Very lovely cabin. Actually looked better in person than it did in the photos. The hosts were very responsive and attentive. The kitchen is fully stocked with seasonings and cooking supplies. We loved the rocking chairs on the screened in porch. Only downfalls were a good bit of the dishes that were put away were not cleaned, but you are expected to load those into the dishwasher yourself. My assumption is that previous guests did not rinse the dishes before running them through the wash and someone put them up after not checking them first. Not a huge deal. We can't speak much on the amenities offered at the cabin because we stayed during bad weather, but it was the perfect cabin for an unplugged weekend with just board games and food. Overall, it was a really great place to stay and we would personally go back.

Log Cabin on 50' Miller's Falls - Eco-Village
Unique property, like your own private forest. With a waterfall! Excellent hosts!

Cabin at Normandy Lake
Susie was a great host! The cabin was beautiful and clean and well stocked with amenities! Me and my husband and my mother enjoyed our stay and we will be back to visit again!

Secluded 1930s Wooded Lakeview Fishing Cabin!
we loved it. extremely peaceful and relaxing. we will definitely be back to stay longer!
Quick stats about vacation rentals with a kayak in Winchester
Total rentals
20 properties
Nightly prices starting at
$151 CAD 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
- Sweetens Cove Golf Club
- Monte Sano State Park
- Black Creek Club
- Chattanooga Golf and Country Club
- The Ledges
- Coolidge Park
- The Lookout Mountain Club
- Creative Discovery Museum
- Chattanooga Choo Choo
- Kyujo-mae Station
- National Medal of Honor Heritage Center
- Hunter Museum of American Art
- Old Fort Golf Course