We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

House vacation rentals in Winchester

Find and book unique houses on Airbnb

Top-rated house rentals in Winchester

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in Winchester

4.81 out of 5 average rating, 118 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

Dec 27 – Jan 3

G$68,815 GYD per night

Home in Chickamauga

4.95 out of 5 average rating, 502 reviews

Fairy Tale Cottage in Chickamauga, GA

This beautiful, fairy-tale cottage is located in charming small town Chickamauga, GA, near the National Battlefield and convenient to Chattanooga, TN. Local to shops and several great places to eat, it is also only 12 miles (or 25 minutes) to downtown Chattanooga, with many family/tourist activities (including Rock City & Ruby Falls!) and FABULOUS restaurants! The cottage can sleep several (1 king, 2 DOUBLE & 2 TWIN beds & fold out sofa), great for families, couples, solos, & business guests.

Aug 30 – Sep 6

G$22,944 GYD per night

Home in South Pittsburg

4.89 out of 5 average rating, 403 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.

Sep 9 – 16

G$24,998 GYD per night

Home in Winchester

5.0 out of 5 average rating, 26 reviews

Cozy Lake Cottage W/ Kayaks, SUPs, Pool & Firepit

Enjoy lake living at one of the newest lakefront neighborhoods on Tim's Ford Lake. This cozy cottage is in a beautiful gated community and has lake views from the front porch. It is only a 1 min walk to the community pool overlooking the lake and direct lake access for kayaks and paddleboards that we include for you! This beautiful home also boasts a hot tub, fire pit, and game room for your family to enjoy! You are also centrally located and only 5 min from Twin Creeks Marina and downtown!

Mar 15 – 22

G$30,098 GYD per night

Home in Winchester

4.96 out of 5 average rating, 106 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!

Oct 10 – 17

G$130,440 GYD per night

Home in Manchester

4.91 out of 5 average rating, 352 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.

Jul 19 – 26

G$79,657 GYD per night

Home in Rising Fawn

4.88 out of 5 average rating, 535 reviews

Wandering Gypsy Tiny House (Live A Little Chatt)

With the best view from our mountaintop tiny house retreat outside of Chattanooga, sits the Wandering Gypsy Tiny House! Designed by Emily Key, this funky cozy tiny house is built with all recycled materials. Enjoy breathtaking (hot tub) sunsets from the best views on the bluff of Lookout Mountain! Our secluded location is in close proximity to all of Chattanooga's coveted outdoor adventures! Rock City, Ruby Falls, and Cloud-land Canyon (Waterfall Hikes) are all within a 10 minute drive!

Dec 6 – 13

G$27,662 GYD per night

Home in Chattanooga

4.98 out of 5 average rating, 274 reviews

Glenn Falls Retreat with waterfall view

For nature-lovers, with a waterfall view during the wet season, and spectacular treetop views during the dry season, the Glenn Falls Retreat is ready to host your next mountain getaway! Only a 4 mile drive to downtown Chattanooga where you can enjoy some of the best restaurants, art and music in the south; and only 4 miles to Rock City and Ruby Falls; the Glenn Falls Retreat is on a 2 acre wooded lot where you can explore the Lookout Mtn. trails and the year-round majesty of Tennessee.

Oct 25 – Nov 1

G$24,418 GYD per night

Home in Lookout Mountain

4.97 out of 5 average rating, 151 reviews

The Lookout Mountain Birdhouse

Welcome to the Lookout Mountain Birdhouse! This modern cabin in the woods (completed in 2021) is surrounded by stone, trees, and a breath taking view! This house was built to stretch towards the clouds with a 1000 sqft deck and bird's eye view from inside. The 8 foot windows allow for an unobstructed view. The sunset facing view and valley below offer pure relaxation. Watch out for hang gliders and eagles- they love to fly by! Whatever your reason for visiting, this place has it

Aug 26 – Sep 2

G$73,332 GYD per night

Home in Lynchburg

4.99 out of 5 average rating, 132 reviews

Southern Comfort Lakehouse on Tims Ford Lake

Tims Ford Lake is the best family vacation all year and we have the best view on the lake. We're on Lost Creek with 4 bedrooms, a bunk room, 3 full baths, game room, 2 large decks, a dock with a Hydrohoist and Jet Ski lift. Our cove is off the main channel so no direct boat traffic. It's 10 minutes from Jack Daniels Distillery and the State Park with hiking/biking trails and the fabulous Bear Trace Golf Course. We're on a cul-de-sac in a secluded neighborhood with the best sunsets.

Sep 29 – Oct 6

G$101,014 GYD per night

Home in Winchester

4.92 out of 5 average rating, 120 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.

Mar 14 – 21

G$135,085 GYD per night

Home in Winchester

5.0 out of 5 average rating, 80 reviews

Historic Home - Walk to Downtown Winchester TN!

Welcome to our beautifully renovated historic home just three blocks from the downtown Winchester square. Walk to see a movie at our historic two-screen theater, grab pizza at Piezan, coffee at Walnut Hill, or dinner and drinks at our new upscale Tavern - Filo's. Of course, we are so close to Tim's Ford Lake and all that has to offer: fishing, boating, water sports. We restored this home from the ground up to create the perfect Airbnb experience.

Jun 4 – 11

G$28,499 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Winchester house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Chattanooga

4.79 out of 5 average rating, 565 reviews

Wauhatchie Blue House | Lookout Mtn. Hot Tub

Nov 16 – 23

G$46,625 GYD per night

Home in Winchester

5.0 out of 5 average rating, 18 reviews

Luxurious New Build LakeHouse Tim’s Ford 4BR4Bath

Nov 7 – 14

G$57,835 GYD per night

Home in Winchester

4.97 out of 5 average rating, 35 reviews

Basecamp Retreat TimsFordLake

Apr 23 – 30

G$50,236 GYD per night

Home in Winchester

4.99 out of 5 average rating, 71 reviews

Serenity by the lake...your home away from home!

Nov 2 – 9

G$45,923 GYD per night

Home in Winchester

4.89 out of 5 average rating, 35 reviews

Gorgeous lake home in Twin Creeks with Lake View

Oct 16 – 23

G$41,493 GYD per night

Home in Winchester

4.93 out of 5 average rating, 99 reviews

Lovely Lake View Home at Twin Creeks Marina

Mar 27 – Apr 3

G$62,357 GYD per night

Home in Winchester

5.0 out of 5 average rating, 9 reviews

Barefoot Bungalow Bright airy lakeside home

Nov 9 – 16

G$81,452 GYD per night

Home in Winchester

4.96 out of 5 average rating, 75 reviews

Beautiful Tim's Ford Lake House (Sleeps 20)

Dec 16 – 23

G$149,400 GYD per night

Weekly house rentals

Home in Winchester

4.95 out of 5 average rating, 37 reviews

Awesome Home minutes from the Lake.

Dec 19 – 26

G$29,696 GYD per night

Home in Winchester

4.93 out of 5 average rating, 14 reviews

Roger Haven Retreat

Aug 31 – Sep 7

G$31,567 GYD per night

Home in Winchester

5.0 out of 5 average rating, 19 reviews

Peaceful Lakehouse Perfect for a Getaway at TFL

Oct 31 – Nov 7

G$47,527 GYD per night

Home in Tullahoma

5.0 out of 5 average rating, 5 reviews

Serene Lake House Retreat

May 28 – Jun 4

G$28,461 GYD per night

Home in Decherd

5.0 out of 5 average rating, 61 reviews

Near The Caverns and Sewanee w/ Tesla / EV charger

Aug 16 – 23

G$34,895 GYD per night

Home in Winchester

5.0 out of 5 average rating, 26 reviews

Deluxe 5BR Lakefront Home - 2 Docks & Boat Ramp

Mar 13 – 20

G$199,200 GYD per night

Home in Winchester

4.93 out of 5 average rating, 30 reviews

Tims Ford Lake,TN Fish-Golf-Hike-Relax Farmhouse

Dec 3 – 10

G$43,595 GYD per night

Home in Tullahoma

4.96 out of 5 average rating, 23 reviews

CABIN home near LAKE w NEW HOT TUB Pet Friendly

Jan 14 – 21

G$24,484 GYD per night

Private house rentals

Home in Winchester

4.98 out of 5 average rating, 60 reviews

Best Home on Tims Ford - Private Dock - Hot Tub

Jun 12 – 19

G$143,477 GYD per night

Home in Winchester

4.94 out of 5 average rating, 17 reviews

Huge Lake house great for entertaining views &dock

May 23 – 30

G$178,429 GYD per night

Home in Hillsboro

5.0 out of 5 average rating, 42 reviews

Nanny’s House

Oct 15 – 22

G$28,752 GYD per night

Home in Manchester

4.83 out of 5 average rating, 54 reviews

Chalet 638 - state park, golf & The Caverns

Jul 25 – Aug 1

G$18,221 GYD per night

Home in Lynchburg

4.98 out of 5 average rating, 47 reviews

Sunshine’s House-walk to town square & JD

Jan 16 – 23

G$23,151 GYD per night

Home in Winchester

4.93 out of 5 average rating, 101 reviews

Beautiful Tims Ford lakefront home

Oct 6 – 13

G$122,082 GYD per night

Home in Lynchburg

4.95 out of 5 average rating, 20 reviews

The Lynchburg Lodge on Lost Creek@ Tim’s Ford Lake

Aug 16 – 23

G$31,746 GYD per night

Home in Winchester

5.0 out of 5 average rating, 8 reviews

Sweet Retreat-across from Twin Creeks Marina

Mar 6 – 13

G$66,294 GYD per night

Quick stats about house rentals in Winchester

Total rentals
80 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
G$8,339 GYD before taxes and fees

Destinations to explore