Holiday rentals with a kayak in Franklin County

Winchester's Premier Downtown Loft!

Escape to The Heritage Lofts, just off of the thriving Winchester square. Only minutes from Tims Ford Lake, this fabulously-renovated apartment has all of the comfort and amenities you need to feel right at home during your stay in Winchester. See the local scene in style with one of our bike or paddle board rentals, and shop til you drop on our thriving downtown square. Then grab a meal before relaxing in the comfortable confines of your spacious loft. There isn't a better spot to stay in town!

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)

Lakeside Serenity: Cove Retreat

Escape to the heart of Tims Ford Lake with this beautifully remodeled lakefront home boasting a full-glass sunroom and a private dock situated in a peaceful wide cove, providing an unparalleled setting for swimming, boating, and fishing. The seclusion created by its location in a cove has the same advantages of a neighborhood cul-de-sac. What sets our home apart is the tranquility provided by a lack of passing boat traffic, a ‘cabin in the woods’ feel, and its proximity to area attractions.

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

Welcome to A-Frame on Tims Ford Lake nestled on the picturesque shores of Tims Ford Lake. If you're seeking a tranquil retreat surrounded by nature's beauty, this is the perfect destination for you. Enjoy views of the seasonal water from the spacious deck. There is seasonal direct access to the lake, with a private boat dock, ideal for swimming, fishing, or simply lounging by the water's edge. The cabin is a quick drive to many local spots including Lynchburg and Jack Daniels Distillery.

Lakeside Family Escape-Modern Log Home; Pvt. Dock

Escape to our secluded lakeside retreat, overlooking a tranquil cove and featuring peaceful water views, modern accommodations and appliances, stylish interiors, a game room and plenty of room for making family memories. Enjoy breathtaking lake views from our 2 spacious decks, swim or fish off our private dock, or explore the stunning cove views on a kayak. Rent a boat or jet ski nearby, play a round of golf or visit the world-famous Jack Daniel's Distillery and the Lynchburg town square.

Whitetail Creek Lodge Close to Campus

Escape to Sewanee this spring at a private 34-acre mountain retreat just minutes from campus. Surrounded by peaceful forest scenery, this redesigned home offers expansive covered patios, a private pond dock, and inviting outdoor spaces perfect for relaxing in the fresh mountain air. Gather around the outdoor fireplace after days spent exploring campus events and nearby trails. With spacious accommodations and comfortable amenities throughout, this retreat is ideal for seasonal getaways.

Lake Life

Kick back and relax at Tim’s Ford Lake! 4 BR, 3 Bath lakeside getaway, sleeps 12. The sunroom features a cozy sectional, skylights, and floor to ceiling windows overlooking one of Tennessee’s prettiest lakes. The living room features a vaulted ceiling and plenty of seating. The dock has 2 covered slips and a swim ladder. Bring or rent a boat for skiing, tubing, or fishing. We have a kayak, paddle board, and plenty of floats and life vests. Multiple distilleries and wineries nearby.

Grand Lakeview: Double decker dock, Fire Pit, Spa

Escape to the Captain's Quarters, a charming lakeside sanctuary. Unwind in our multi-level retreat, featuring floor-to-ceiling windows, a gourmet kitchen, and serene master suites with enchanting lake views. Designed to accommodate large groups, this spacious home boasts six bedrooms, and offers a total of 11 beds, ensuring privacy and comfort. Indulge in the great outdoors with our private dock, a hot tub, and delightful amenities, all set against the backdrop of Tim's Ford Lake.

Barefoot Dreams

Barefoot Dreams is a newer custom lake home vacation rental in the gated community of Barefoot Bay on Tims Ford Lake in Winchester TN. This luxury lake house rental is perfect for families and groups seeking a Tims Ford Lake cabin, waterfront getaway, or Tennessee lake vacation home. Enjoy stunning water views, modern design, and an open-concept layout. Ideal for boating, fishing, swimming, and lakefront relaxation. A peaceful yet fun-filled family vacation rental on the lake.

Lakefront Lodge

Escape to our calm & stylish 4-bed, 4-bath waterfront retreat on Tim's Ford Lake. Perfect for families & groups, this home boasts stunning main channel views, a private hot tub, fire pit area, ping pong table and a large dock with two boat slips. If you want to bring your boat, you can use the extra boat slip. Enjoy modern rustic charm, two living areas, and expansive decks for unforgettable sunsets. Comfortably fits your group in a serene lakefront setting.

Canoe Cove - Charming Lakeside Retreat, Sleeps 6

This charming lakeside retreat is nestled within the gated community of Cooley's Rift. The fully equipped kitchen and inviting dining room make it easy to whip up delicious meals, while the cozy living room provides the perfect spot to unwind after a day of adventure. Step outside to enjoy the large covered porch, complete with a grill and an outdoor dining table. Take advantage of the private lake access for endless fun on the water.

Lakeshore Modern- steps to water

Welcome to Lakeshore Modern! This cozy lakefront home is perfect for your next vacation. This new rental sleeps 16 guests and is equipped with 2 king beds, 2 queen, 4 full beds and plenty of bathrooms (5 full) so everyone can shower after a day on the lake! This family friendly property is located near Downtown Winchester, right on Tim's Ford Lake, and is the perfect for the whole family. Book now for your next getaway!