Holiday rentals with a pool in Winchester

Private Treehouse Retreat! Sauna|Hot Tub|Pool

Imagine sipping your coffee while watching the deer pass through 5 acres of forest from our steam sauna. Imagine enjoying a private marked path on property or hopping in your car to hike a 9 mile, 5 hour trail just 15 min from home, then recovering in the hot tub. If you want a private city escape, our shipping container treehouse is for you! PRIVACY NOTE: There are ZERO shared spaces, no on else on property. While we live in a 'neighborhood' you cannot see another home from our treehouse.

Lakefront Haven | Hot Tub | Kayaks, Firepit

Welcome to Lakefront Haven! This home offers a seamless blend of comfort and luxury, providing a retreat for a lakefront getaway. • Lakefront property + beautiful views • Hot Tub • Fantastic community pool for the hot summer days • Screened in, heated porch with TV and sound system • Kayak, 2 Paddleboards and Peleton provided • Deck with gas Weber grill • Backyard firepit with chairs • Well equipped kitchen • Less than two miles from Twin Creeks Marina • Walkable to the downtown Square

Dry Jack Tim-Hot Tub, Water Views, Marina

This beautiful Lake home is located in the pristine community of Twin Creeks, has water views, steps from the pool, hot tub on back patio. Bring your own boat to launch at the marina private dock. No boat? no problem! The Marina offers the following rentals: pontoon boats, kayaks and paddle boards. The on-site store will take care of all of your boating needs including gas, beverages, sunscreen, snacks etc… Drafts and Watercrafts bar and grill frequently features live music on the weekends.

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.

The Modern Mainstay at Barefoot Bay

Welcome to The Modern Mainstay, your stylish retreat by the shores of Tims Ford Lake! This pet friendly contemporary home is just 1/2 mile from the historic downtown square where you can enjoy doing a bit of shopping or dining. Or sit on the front porch with lake views, and take in the serene surroundings. Take a dip in our lakefront community pool. Enjoy access to the lakefront common area for fishing, swimming in the lake, and relaxing by the fire pit with a glass of wine.

TC Easy Breeezee

Your home away from home a place to enjoy friends and family together under one roof, relax and enjoy, kick back and forget all your worries! We have you covered, awning for protection of sun and rain! Warm cozy beds and sofas! New furnishing throughout entire house!! Sip coffee, on our cozy outdoor furniture while listening to the pool bubblers take all your daily worries away!! Unplug, sit back and find your happy place Close to shopping, marina, dining and much more

Lovely Lake View Home at Twin Creeks Marina

This Craftsman-style, lake-view house is located in the private, gated lakeside community of Twin Creeks Village at scenic Tim's Ford Lake in Winchester, TN. It features an open floor plan with 4 bedrooms, 3 baths, game room, screened porch and huge deck overlooking the lake. Use the included golf cart to go to the swimming pools, marina, bar & grill or on-site convenience store. Information on boat & jet ski rentals are available at the marina shop.

Lakeside Luxe | Lake + Pool Access

Lakeside Luxe is a 3-bedroom, 2.5-bath retreat nestled in the gated Barefoot Bay community right on Tim’s Ford Lake. Enjoy lake views, access to a waterfront community pool, community kayak launch and firepit, and a private fenced backyard with a cozy outdoor fireplace. Only a two minute walk to the community lake access and pool and just one mile from charming downtown Winchester, you'll be minutes from great dining, shopping, and entertainment.

Basecamp Retreat TimsFordLake

Welcome to Basecamp Retreat! Modern lake luxury on Tims Ford Lake. This 3-bedroom, 2.5 bath cozy retreat, located in the gated community of Barefoot Bay, is the perfect home base for your visit. Offering modern comforts and convenience in a prime location with picturesque lake views, Basecamp provides a comfortable and inviting space to relax and recharge. Located 2 miles from Twin Creeks Marina & Resort and 1 mile from downtown Winchester.

EASY PEASY on Tim's Ford Lake, golf cart, pool

Custom designer home built by Legacy Lake Homes on Tim’s Ford Lake! Located in the gated community of Twin Creeks. Steps to the Marina and restaurant, this is a lake front home. Beautiful lake view from 3 bedrooms with upper and lower back decks. Plenty of space for 2 or more families/ multiple couples. Beautiful neighborhood pool, fire pit, and cute little putt-putt golf area. Golf cart (six seater) included with signed waiver.

Luxe 2BR Cabin C by MHM Luxury Properties

Unwind in this charming Prairie School–style cottage nestled in Jasper Highlands, offering a cozy escape with thoughtful amenities, inviting living spaces, and a tranquil setting close to local attractions and outdoor adventures. - Just a 1-minute walk to Top of the Rock Brewery & Wedding Venue - 7-minute drive to Sweetens Cove - Only 30 minutes from Downtown Chattanooga Ready for a Jasper escape? Book your dates today!

Latitude Adjustment - Lake Cottage

Enjoy the lake with all the amenities you could dream of! At Twin Creeks resort & Marina offers three resort style pools, marina, restaurant all golf cart accessible, designer decorated home with all the comforts of home. Enjoy sunsets on the lake, fires at the firepit, grilling on the patio, hiking around the resort. Family friendly with fold-a-away crib, toys, books and other things to entertain children.