House vacation rentals in Winchester

A modern guesthouse is set against a backdrop of lush greenery and a serene pond. The building features dark siding with wooden accents, while a well-maintained lawn leads to a gravel path. Bright blue skies and scattered clouds provide a peaceful atmosphere.

4.98 out of 5 average rating, 89 reviews

Meadow View Retreat

Enjoy your stay at Meadow View Retreat with a beautiful view of the farm from the peaceful, serene back yard. We have a 72 acre farm and a family business located walking distance from the airbnb where you can grab a coffee, a bite to eat + stroll around the greenhouses! This 2 BDR house is the perfect stay for families, couples getaway or business trips. Conveniently located in Winchester, a short drive to the beautiful historic downtown Winchester, Tim’s ford Lake and Sewanee University.

ValueFamilyHiking

The exterior of a modern two-story home is displayed, featuring a light-colored facade with black accents. A garage door complements the structure, while a decorative blue door offers an inviting entrance. The manicured lawn extends towards the serene lake visible in the background.

4.97 out of 5 average rating, 63 reviews

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

LocationFamilyHot tub

Home in Lynchburg, Moore County

A private dock extends into the calm waters of Tims Ford Lake, surrounded by lush greenery and gentle hills. Bright blue skies with scattered clouds reflect on the serene surface, enhancing the peaceful natural landscape.

5.0 out of 5 average rating, 104 reviews

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.

ValueFamilyAmenities

5.0 out of 5 average rating, 70 reviews

The Hangout on Heath Lane

Welcome to The Hangout on Heath Lane! Just 1/2 mile from Twin Creeks Marina and 1 mile from historic downtown Winchester, our new 2-bedroom retreat is the perfect home base for lake weekends, concerts at The Caverns, Jack Daniel's tours, and family getaways. Enjoy modern comforts, sparkling cleanliness, and the small-town charm that keeps guest coming back! We also suggest: -Coffee & breakfast or lunch at Walnut Hill Coffee Shop -For a delicious, upscale dinner, go visit Filo's Tavern

ValueFamilyBackyard

Lush green trees frame a peaceful view of the lake, where a floating dock is visible alongside moored boats. A paved pathway leads down to the water's edge, surrounded by manicured grass and natural stone. Clear blue skies reflect off the calm surface of the water.

4.94 out of 5 average rating, 121 reviews

Beautiful Tims Ford lakefront home

Beautiful 3 level lake front home right by the water with no steps to the dock. Plenty of room for large groups of people and great for families with kids. Five bedrooms with a bonus room that has plenty of extra beds. Located less than a mile from public boat ramp. Located in quiet cul-de-sac, on a cove with no wake next to the main channel. If there are any dates that are blocked off that you want please message us because we may have some blocked off dates that we can open up for you.

FamilyLocationWifi

An outdoor seating area features blue and white lounge chairs arranged around a central fire pit. The shaded porch swing offers a serene view of the lake, framed by lush greenery. The dock and numerous boats can be seen in the background.

4.95 out of 5 average rating, 129 reviews

Private dock/gazebo on quiet cove. Tims Ford Lake!

Indulge in the tranquility of Tims Ford Lake, TN! Our exquisite 5-star cottage, just 6 miles from Tims Ford State Park/Marina, beckons you to unwind. Conveniently situated 18 miles from Tullahoma and 8 miles from Winchester, our boat-friendly haven features a private dock and a circular drive. Minimum rental age: 25. Ensure a seamless stay by signing our legal Rental Agreement and presenting a government-issued ID. Book now for a worry-free lakeside escape – your perfect retreat awaits!

ValueLocationAmenities

A covered porch features comfortable seating arrangements, with two cushioned chairs positioned around a circular wooden table. A spacious grassy yard extends beyond the porch, framed by lush greenery and trees. The tranquil waters of Tims Ford Lake can be glimpsed in the background.

5.0 out of 5 average rating, 41 reviews

Sunset Cottage +Dock on Tims Ford Sleeps 12

Welcome to Sunset Cottage, a spacious and serene lakeside escape nestled in the heart of Winchester. Located less than a mile from the town square, this charming cottage offers both the tranquility of lakefront living and the convenience of nearby dining and shopping. Relax as you take in breathtaking sunset views from the back covered porch. With a private boat dock, you can easily set out for a day on the water. Designed for comfort and relaxation, Sunset Cottage is the ideal getaway.

FamilyLocationParks

A wooden dock extends over the tranquil water, featuring kayaks and paddleboards secured alongside. An upper deck with several chairs offers a relaxing space, while views of the lush surroundings create a calming atmosphere. The water sparkles under clear blue skies.

4.98 out of 5 average rating, 123 reviews

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 :)

ValueLocationTV

5.0 out of 5 average rating, 109 reviews

A modern two-story house features a green exterior with white trim and a welcoming porch. An American flag hangs from the porch, and soft outdoor lighting illuminates the entrance. A driveway leads to a garage, with trees providing a natural backdrop.

Home in Tullahoma

Lakeside Retreat at The Reserve w/ Golf Cart

Beautiful lakeside home on Tim's Ford Lake! Short Walk or Golf Cart ride to Blue Gill Grill & Holiday Landing Marina. Boat Parking on the Driveway during your stay! First Floor: Master Bed with Full Bath, Dining Room, Living Room, Kitchen (Fully stocked with basic spices and cooking utensils). Outside Patio with Fire Place and seating. Second Floor: BR 2- King Bed. BR 3 Queen Bed, Loft Space, Sectional Couch, Pull out Queen. *No Smoking *Max 10 Guest *Front Door Security Cam*

LocationFamilyLaundry

A serene outdoor space features four red Adirondack chairs arranged around a circular stone fire pit. The scene is illuminated by the warm glow of the setting sun, casting soft light through the surrounding trees and reflecting on the tranquil lake in the background.

4.89 out of 5 average rating, 133 reviews

Dock on Lake! Walk to Downtown Shops/Rest/Movies!

Charming, *Pet Friendly* well-loved 1950s lake house on Tim’s Ford Lake. Walking distance to grocery and downtown movie theatre, boutiques, restaurants and library. Near Twin Creeks marina/restaurant where you can rent boats. While here, you can swim at the dock; play darts, checkers or fuse ball; go out on the lake; walk to the Oldham Theatre; go hiking in Tim’s Ford State Park or nearby Sewanee; go to the Tullahoma drive-in theatre; or visit nearby Jack Daniel’s distillery.

FamilyValueSleep quality

A contemporary two-story home showcases a light-colored exterior with a gabled roof and a covered front porch. A balcony extends from the upper level, complemented by a ceiling fan. The landscaped area features low shrubbery and a paved pathway leading to the entrance.

5.0 out of 5 average rating, 51 reviews

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.

FamilyLocationCleanliness

5.0 out of 5 average rating, 12 reviews

Water's Edge - Lakeside retreat

Experience spring by the water at this beautiful lakefront retreat designed for relaxing family getaways and group stays. The home features a private dock, spacious outdoor entertaining areas, panoramic lake views, and a hot tub perfect for unwinding after days spent outdoors. Gather around the outdoor gas fire pit in the evenings or enjoy meals together in the spacious dining areas inside. A peaceful and comfortable home base for enjoying the beauty of the season.

LocationFamilyCondition

Popular amenities for Winchester house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 105 reviews

A spacious timber frame home is situated on a hillside overlooking a lush valley, with mist rising from the trees. A pool is positioned near the house, surrounded by a manicured lawn. The outdoor area includes a fire pit, enhancing the tranquil atmosphere.

Home in South Pittsburg

Cozy Cabin in the Clouds

LocationFamilyDecor

Two kayaks in vibrant orange and blue are positioned on a concrete patio, adjacent to a green lawn. Trees with budding leaves and flowering branches frame the serene lakeside view. A covered deck above provides shade, enhancing the inviting outdoor space.

4.88 out of 5 average rating, 49 reviews

Luxurious New Build LakeHouse Tim’s Ford 4BR4Bath

FamilyLocationCondition

The exterior of a modern custom home is displayed, featuring a combination of white and blue siding. A spacious green lawn surrounds the property, while a circular seating area with chairs is positioned in front of the home, inviting outdoor relaxation.

5.0 out of 5 average rating, 26 reviews

Barefoot Dreams

LocationFamilyQuiet

A modern house exterior is depicted, featuring a gable roof and a mix of vertical and horizontal siding. Black window frames and decorative wood accents provide contrast against the light-colored façade. A paved driveway leads to a single-car garage, with a white vehicle parked nearby.

4.88 out of 5 average rating, 43 reviews

Luxury 3BR lakeside escape

FamilyLocationOutdoor spaces

Superhost

A three-story home with a light-colored exterior and brown shutters is showcased. Two wooden garage doors complement the design. A neatly landscaped front yard features two evergreen shrubs beside the entrance. Large windows allow plenty of natural light into the living spaces.

4.75 out of 5 average rating, 12 reviews

The Mimosa @ Twin Creeks Marina & Resort

FamilyLocationComfort

A spacious two-story brick house is framed by green lawns and neatly trimmed bushes. Large windows with black shutters line the front, and a covered entrance is visible on the left. A clear blue sky serves as the backdrop, enhancing the home's inviting presence.

4.93 out of 5 average rating, 15 reviews

The Perfect Getaway

LocationFamilyPool

5.0 out of 5 average rating, 26 reviews

Tennessee Pearl: lakefront-amazing views-lake toys

FamilyLocationBathroom

The living area features a large sectional sofa in a soft blue hue, arranged around a dark wooden coffee table. A stone fireplace stands against a white-painted wall, with a television mounted above it. Windows provide views of the surrounding lake, allowing natural light to brighten the space.

4.88 out of 5 average rating, 41 reviews

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

FamilyLocationPool

Weekly house rentals

A lively scene unfolds at the dual-level private dock, where guests enjoy various water activities. Individuals are seen jumping from the dock into the lake, while others paddle nearby. Bright umbrellas provide shade, and boats rest on the water, enhancing the vibrant atmosphere.

4.96 out of 5 average rating, 69 reviews

Grand Lakeview: Double decker dock, Fire Pit, Spa

LocationFamilyAccess

The single-story home features a light-colored exterior with a gabled roof. A concrete driveway leads to the garage. Surrounding the house are well-maintained lawns with small trees and shrubs, set against a backdrop of open fields and a clear blue sky.

4.95 out of 5 average rating, 80 reviews

Extend your Summer in TN~Golf~Fish~Hike Great deal

ValueFamilyGrill

The exterior of a newly built house is shown, featuring a brick facade and multiple windows. The well-maintained lawn is surrounded by trees, enhancing the serene environment. A paved driveway leads to the entrance, providing access to the spacious residence.

4.93 out of 5 average rating, 29 reviews

Huge lakefront retreat w/ views, dock, decks & bar

ValueFamilyLayout

An aerial view of a lakefront property features a large house surrounded by well-maintained greenery. A private dock extends into the water, equipped with seating areas, and a pathway leads from the house to the dock, creating a harmonious outdoor space.

5.0 out of 5 average rating, 77 reviews

Tims Ford lakefront, hot tub, dock & boat ramp

ValueLocationIndoor spaces

The entrance features a wooden door with multiple glass panels, complemented by a dark brown welcome mat and a tall, rustic sign that reads 'WELCOME.' The porch is framed by vertical siding and surrounded by greenery.

4.98 out of 5 average rating, 42 reviews

A quiet getaway.

LocationFamilyCheck-in

5.0 out of 5 average rating, 60 reviews

On Water w/ Private Dock, Entire Home, sleeps 14

LocationFamilyKitchen

5.0 out of 5 average rating, 16 reviews

Lakefront Lodge

FamilyLocationView

5.0 out of 5 average rating, 31 reviews

Lakeside Manor Retreat

FamilyLocationNearby

Private house rentals

4.92 out of 5 average rating, 25 reviews

Aqua-dream

LocationFamilyOutdoor spaces

A close-up view features a stylish light fixture beside a dark, round table. The background showcases a textured wallpaper with bold, black plant motifs. A soft white bed is highlighted, accompanied by a decorative pillow with black and white fringe.

5.0 out of 5 average rating, 24 reviews

Location, location, location!

LocationValueAmenities

5.0 out of 5 average rating, 41 reviews

Home in Tullahoma

Serene Lake House Retreat with New Golf Cart

LocationFamilyLaundry

A serene lake scene captures the rising sun reflecting on calm waters. The sky displays soft cloud formations and gentle rays of light, while trees create a natural border along the shore, enhancing the peaceful ambiance of the surroundings.

4.96 out of 5 average rating, 50 reviews

“The Country” Lake House w/ Private Dock

LocationFamilyHospitality

4.98 out of 5 average rating, 58 reviews

A green A-frame cabin is surrounded by trees, featuring a welcoming front porch with two chairs. A stone pathway leads to the entrance, and an American flag is displayed proudly nearby. The outdoor area showcases well-maintained grass and landscaping, enhancing the cabin's natural setting.

Home in Tullahoma

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

FamilyValueGrill

5.0 out of 5 average rating, 14 reviews

Lake Life

ValueFamilyOutdoor spaces

A modern two-story home with a mix of light and dark gray siding is surrounded by lush greenery. A spacious driveway leads to the attached garage. Large windows allow natural light to enhance the home’s inviting façade, complemented by well-maintained grass and landscaping.

5.0 out of 5 average rating, 20 reviews

Majestic Lakehouse boatdock-hot tub-fire pit-games

FamilyLocationCleanliness

A spacious private dock extends over the water, featuring a covered section for shade. Wood platforms provide ample space for seating, complemented by a ladder for easy access to the lake. Surrounding greenery enhances the serene lakeside environment.