
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.

Private Dock - Best Cabin Tims Ford Lake
Great cabin located directly on Tims Ford Lake. Cabin has been updated and includes nice, well stocked kitchen as well as a deck (with grill). Enjoy our dock - fish, swim and use our two kayaks, paddle board and a canoe. Plenty of space to tie your boat up to our dock in a mostly private cove. Please read the guest access section for more details on lake access. Close to some great attractions - Jack Daniels Distillery (19 mi), Bonnaroo (25 mi), Univ. of the South (19 mi), Winchester (5 mi)

*The Honeysuckle House* - Tiny House, Big Living!
The Honeysuckle House is a luxury waterfront tiny home created for reconnection, rejuvenation and restoration. It is a respite where you can come and be one with nature as you look out upon the peaceful lake from the oversized screened-in porch, the open air deck or from the private fire pit area. This home sits on 1 acre with large, mature trees and has direct access to the lake for paddle boarding, fishing, kayaking or canoeing. The Honeysuckle House is the perfect place to come and "unplug".

Waterfall Log Cabin
Cozy Log Cabin just feet away from the top of our 2 magnificent private waterfalls. The Falls at Sewanee Creek is located in America’s most biodiverse area on Tennessee's Eco-Rich Cumberland Plateau. Walk to the observation bench at the top of the biggest 50 ft waterfall. Follow the trail behind the falls. Adventure awaits on a rugged, bouldering hike, past cascades and the second big waterfall to two private caves. Disclaimer: Flow of all Waterfalls is subject to weather fluctuations.

Relaxing 1 bedroom cottage at Ketners Mill Arena
1 bedroom relaxing cottage with a pullout sofa for additional guests. This cottage has a full kitchen - 1 bath and a very nice deck where you can hear the sounds of Ketners Mill dam. This property is a great get away but also not to far away from Chattanooga and and has an enormous amount of outdoor activity near by. This cabin sits directly on the Sequatchie River. Fish from your very on secluded beach, kayak down the sequatchie river or take a walk on the farm and pet some of our horses.

Little Green Cottage
Relax & unwind where mother nature meets modern nature at the Little Green Cottage. Each space is thoughtfully designed for a comfortable & luxurious stay. Enjoy an open layout w/ vaulted ceilings & natural earth-tone features, a full functioning kitchen & dining area, bedrooms w/ king size beds that each come with their own attached bathroom & a large screen porch w/ a view that will take your breath away. All the fun, recreational activities are right outside your door! Dog friendly!

Moonwakes & Mimosas: Adventure and Convenience
* SWEETENS COVE GOLF CLUB IS ONLY 3 MINUTES AWAY! Whether you are looking for a base camp for your outdoor adventures or a low key spot to relax between wedding events or festivals, we have you covered! Not even one mile from I24 and right off the main road through town, we offer nature and convenience. Book your stay at Moonwakes & Mimosas and discover the wealth of natural beauty and outdoor fun our little corner of the world offers. Follow us on social media at Moonwakes and Mimosas!

Cozy Two Bedroom Cabin with Hot Tub in Waters Edge
New 2 bedroom cabin in the Water's Edge community. Spacious family room to enjoy fireplace, TV, and dining area. Private hot tub! Master bedroom has a king sized bed. The second bedroom has 2 twin bunk beds, trundle, and a loft. Outdoor living space patio with a grill, table, couch, and firepit. Multi video game system. There is a community lake, playground, and hiking trail. We have two stand-up paddle boards, 1 adult kayak, and 1 child kayak. Pack n' play and high chair available.

Lake Home, Dock, Theatre, Hot Tub, FirePit, Kayaks
Take it easy at this unique and tranquil getaway. This beautiful lake home is one of it's kind at Tim's Ford. The house is nestled in a quiet rural neighborhood with woods in the backyard. The dock is only a small golf cart ride away. Enjoy beautiful lake views at your own private dock! This house is equipped with an amazing home theatre system, game room, hot tub, fire pit, kayaks and plenty more amenities! Tim's Ford Dam is only one mile away and has a public boat launch for you :)

Fiery Gizzard Homeplace & Cottage
A private cottage located close to area restaurants and outdoor activities. Approximately 5 minutes to FIERY GIZZARD trailhead as well as dining in Monteagle and Tracy City. Our cottage has a private courtyard where you can grill, chill, and make a fire! A large custom walk-in shower with great water pressure and endless hot water. A large smart tv with excellent internet. Very comfortable bedding and a nice leather recliner. Snacks and drinks in the refrigerator are complementary.

2BR Nature Getaway in Tiny Home w/ Lake access
Nature's Nook is a charming two-bedroom cottage. Combining nature with cutting-edge design draws inspiration from all over. Providing a fairytale experience with a cozy interior amidst towering trees. Nature's Nook embraces the beauty of nature with the inside scent of a campfire-lit night to birds singing good morning. This provides the ideal getaway to relax but still includes hiking and adventure. Nature is calling you at the Nook. . . Follow us on our socials @NaturesNookTN

The Coalmont Cabin - Romantic Lakefront Escape
The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. This 460 sq ft "tiny" cabin sleeps up to 4. Amenities abound with boats, hot tub, fishing, zip line, lawn games, large decks for gathering, fire pit, and beautiful scenery. Perfect retreat for couples looking for a romantic getaway, families wanting to unplug and reconnect with quality time, or anyone looking for a quiet place to work remotely.

Blue Heron Lake House
The Blue Heron Lake House is situated in the Tennessee River Gorge and takes advantage of the breathtaking lake and mountain views from almost every room in the home. Come and enjoy the great outdoor living space with multiple decks. Fish and swim off of long covered dock or lounge in the sun. With kayaks, canoes and a paddleboard for you the explore the beautiful Tennessee river. Dock has a lift for a pontoon. Svec Connect Internet Provider 1 Gig.
Popular amenities for kayak rentals in Winchester
House rentals with a kayak

Kayak Kove* DOCK* Lakefront*NEW

Lake Life

Whitetail Creek Lodge Close to Campus

Barefoot Dreams

Aqua-dream

A-Frame on Tims Ford Lake Private Boat Dock w/slip

Lakefront Lodge

Lakeside Serenity: Cove Retreat
Cottage rentals with a kayak

The Someday Lake House at Tims Ford Lake

Bluebird Rest- Peaceful Lake Retreat

Lakeside Cottage Inside Full-Service Marina Resort

Canoe Cove - Charming Lakeside Retreat, Sleeps 6

Waterfront Cottage at Ketners Mill Arena-2

Clementine Cottage

Tim's Ford Lake 4 bedroom cottage with golf cart
Cabin rentals with a kayak

Mountain lake log cabin at Deerhead Lake

Lake Front Cabin w/ Stunning Views & Kayaks

Tiny House Outside Nashville Next to Lake

The Cabin

Lillypad Cove at The Retreat at Water's Edge

Eagle Lake Cabin Coalmont

Atypical Cabin in Clifftops near Sewanee

Cabin at Normandy Lake
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $299 SGD | $264 SGD | $299 SGD | $299 SGD | $420 SGD | $438 SGD | $433 SGD | $455 SGD | $339 SGD | $330 SGD | $402 SGD | $332 SGD |
| Avg. temp | 5°C | 8°C | 12°C | 17°C | 21°C | 25°C | 27°C | 27°C | 23°C | 17°C | 11°C | 7°C |
Quick stats about holiday rentals with a kayak in Winchester

Total holiday rentals
Explore 20 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.9 Average rating
Winchester stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a kayak Franklin County
- Rentals with a kayak Tennessee
- Rentals with a kayak United States
- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Coolidge Park
- Chattanooga Choo Choo
- Rock City
- Hunter Museum of American Art
- Creative Discovery Museum
- South Cumberland State Park
- Raccoon Mountain Caverns & Campground
- Dublin Park
- Point Park
- Chattanooga Zoo
- U.S. Space & Rocket Center
- Cathedral Caverns State Park
- Burritt on the Mountain
- Cumberland Caverns
- Chattanooga Whiskey Experimental Distillery
- Huntsville Botanical Garden
- Old Stone Fort State Archaeological Park
- Finley Stadium
- Short Mountain Distillery
- Discovery Center
- Lowe Mill Arts And Entertainment




