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House vacation rentals in Winchester

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Top-rated house rentals in Winchester

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Home in Winchester

4.81 out of 5 average rating, 122 reviews

Beautiful And Spacious Fully Renovated Farmhouse

Beautifully renovated 4 bedroom, 3 bathroom, spacious home. Roku TV, fast internet, large yard where you can see the sunrise in the back of the home and the sunset in the front of the home. Very close to the lake (less than 10 minute drive), close to many great nature spots, and University of the South, Downtown Winchester area, and the famous Jack Daniels Distillery. 8 people can be comfortably accommodated, and if extra sleeping arrangements are needed, we have a comfy couch! W

Home in Sewanee

4.92 out of 5 average rating, 106 reviews

Clean & Cozy Home, Fenced Yard - 7 mins from I-24

Come enjoy a cozy getaway in Sewanee! You’ll love this space because of the location, amenities, and cleanliness. This home is best suited for couples, small families and those traveling with pets. This mobile home has an open layout. It’s 700 square feet and sits near the woods, off a back road, near the woods, horse pasture and trees. It has a spacious fenced-n yard. Located 7 minutes off I-24 for those driving in, and a short walk or drive from Mountain Goat Trail if you want to walk or jog.

Home in Tracy City

4.94 out of 5 average rating, 201 reviews

Bluff House — Amazing View…Renovated Lux…Peaceful

Incredible Getaway—Close to Waterfalls…Attractions…CAVERNS • Peaceful/Park-Like Setting • Private Home…Clean/Spacious • 15min from Sewanee Uni. • Spacious/Equipped Rooms • Convenient Amenities • Full Kitchen, Equipped to Cook • Desk/1GB Internet w/WiFi • Firepit & GAS Grill w/View • HUGE Observation Deck • Hiking, Waterfalls, Climbing Close By • 7-Min. From Interstate • Private Parking; Room for RV/Hauler • Small-Town Friendliness & Eateries Minutes Away • Chatt/Nash Attractions—Are Easy Drives

Home in South Pittsburg

4.89 out of 5 average rating, 428 reviews

Martin Springs Cabin.

This country cabin is a great base for exploring the nearby South Cumberland Park and surrounding area. Convenient to Sweetons Cove Gulf, The Caverns, Adventure Offroad Park, Sewanee, Monteagle, South Pittsburg/Cornbread Festival, Jasper Highlands. right next to I-24. You can't see any other homes from the cabin and adjacent meadow. Year round creek in the property. Meadow trail. New Hot Tub and all new Tuft & Needle mattresses for 2022! Basic amenities provided. Includes Wi-Fi and DVD player.

Home in Manchester

4.91 out of 5 average rating, 114 reviews

Chalet 638 - state park, golf & The Caverns

Short walk to a state park with golfing. This first floor living space has a kitchen, walk-in closet, large wood fireplace, workout equipment, washer/dryer, grill, fire pit and lots of space. Old Stone Fort Archeological Park with multiple hiking trails, fishing, canoeing and a $9 a round golf course are seconds away. Close to I-24 this centrally located Tennessee property gives equal access from Nashville to Chattanooga. Explore parks, vineyards, distilleries and Tennessee history from here.

Home in Lynchburg

4.94 out of 5 average rating, 187 reviews

Crutcher House (Steps to town) square)

The Crutcher House circa 1933 features a large front porch with rockers and gliders, you can see the town square from the front lawn. The house has 10 ft. ceilings, new bath with a large two person tile shower, modernized kitchen, two large bedrooms, one king and one queen. The large living room includes leather sofas, fireplace gas logs, Dish network TV, and WIFI. The modern kitchen offers gas range, micro wave, refrigerator, DW and Keurig coffeemaker (pods and ground coffee included).

Home in Morrison

4.97 out of 5 average rating, 116 reviews

Entire home in Morrison/Viola

Relax with the whole family in a 130 yr old newly renovated home located at the foothills of the Cumberland Plateau, tucked away in the small, quiet town of Viola. Enjoy the small-town feel with close proximity to Bersheba Springs, Fall Creek Falls, Isha Yoga, & South Cumberland State Park. Less than an hr to Jack Daniel's & George Dickel distillery. The home has -2 separate bedrooms, located on the main floor. Loft with trundle. Full bathroom. Washer/dryer. Full kitchen with dining room.

Home in Winchester

4.93 out of 5 average rating, 107 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.

Home in Winchester

4.96 out of 5 average rating, 117 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!

Home in Manchester

4.9 out of 5 average rating, 375 reviews

Fire Lake Estate *NEW* Hi Speed Internet!

All fresh, new and ready for guests, this completely renovated lake home with gorgeous water and sunset views will amaze you and leave you breathless as you watch the famous Fire Lake sunset from almost every room in the house. Located conveniently just minutes off interstate I-24, centered 1 hr from Nashville and 1 hr from Chattanooga and Only 8 miles from Bonnaroo Music festival. Bring your boat or kayak as the small neighborhood is located right next to a boat ramp and swimming area.

Home in Winchester

4.92 out of 5 average rating, 126 reviews

WHATAVIEW Lakehouse and Dock on Tims Ford Lake

WHATAVIEW Lakehouse is a 3-story, architect-designed house with uninterrupted views of Tims Ford Lake, Goose Island and Maple Island. It offers spacious, air-conditioned accommodations for one or multiple families. With its private dock, this quiet part of the lake offers safe swimming, boating, skiing or tubing, and fishing right off of the dock. Spectacular sunsets and the expansive views combine to make WHATAVIEW a memorable place to spend your vacation.

Home in Winchester

4.92 out of 5 average rating, 116 reviews

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.

Vacation rentals for every style

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Hotels

Stylish accommodations and amenities

Unique stays

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Popular amenities for Winchester house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Winchester

5 out of 5 average rating, 19 reviews

Luxury 3BR lakeside escape

Home in Winchester

5 out of 5 average rating, 23 reviews

Lakefront Haven on Tims Ford w/ Kayak and Pool

Home in Winchester

4.85 out of 5 average rating, 13 reviews

TC Easy Breeezee

Home in Winchester

5 out of 5 average rating, 9 reviews

Lakeview Luxe-Just Steps to Lake & Pool Cozy Chic

Home in Winchester

5 out of 5 average rating, 6 reviews

Stunning Lake Getaway! Amenities! Prime Location!

Home in Winchester

5 out of 5 average rating, 44 reviews

Cozy Lake Cottage Hot Tub, Kayaks, SUPs, Pool

Home in Winchester

5 out of 5 average rating, 17 reviews

The Modern Mainstay at Barefoot Bay

Home in Winchester

4.86 out of 5 average rating, 29 reviews

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

Weekly house rentals

Home in Winchester

5 out of 5 average rating, 13 reviews

Sweet Retreat-across from Twin Creeks Marina

Home in Hillsboro

5 out of 5 average rating, 66 reviews

Nanny’s House

Home in Estill Springs

5 out of 5 average rating, 33 reviews

Lakeside Paradise - Waterfront View & Private Dock

Home in Winchester

4.99 out of 5 average rating, 67 reviews

Best Home on Tims Ford - Private Dock - Hot Tub

Home in Winchester

4.94 out of 5 average rating, 31 reviews

Beautiful Tims Ford Lake, boat dock, rental boat

Home in Winchester

4.89 out of 5 average rating, 45 reviews

Awesome Home minutes from the Lake.

Home in Winchester

5 out of 5 average rating, 21 reviews

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

Home in Tullahoma

5 out of 5 average rating, 42 reviews

A-Frame on Tims Ford Lake Private Boat Dock

Private house rentals

Home in Estill Springs

4.93 out of 5 average rating, 27 reviews

Fire Pit, Hot Tub, Dock, & Game Room @ Tim’s Ford

Home in Tracy City

5 out of 5 average rating, 64 reviews

Little Green Cottage

Home in Estill Springs

5 out of 5 average rating, 5 reviews

Timberhill Home-Walk to the Lake!

Home in Tullahoma

5 out of 5 average rating, 17 reviews

Serene Lake House Retreat with New Golf Cart

Home in Tullahoma

4.98 out of 5 average rating, 45 reviews

Beautiful cottage next to Tims Ford Lake

Home in Winchester

5 out of 5 average rating, 21 reviews

Peaceful Lakehouse Perfect for a Getaway at TFL

Home in Lynchburg

5 out of 5 average rating, 54 reviews

Cedar Cabin of Lynchburg - 3 miles to Jack Daniels

Home in Lynchburg

5 out of 5 average rating, 66 reviews

Lakehouse@Lost Creek-Modern Log Home; Private Dock

Quick stats about house rentals in Winchester

Total rentals
90 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore