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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, 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

Aug 30 – Sep 6

ﺩ.ﺇ1,500 per night

Home in South Pittsburg

4.89 out of 5 average rating, 402 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.

Mar 8 – 15

ﺩ.ﺇ450 per night

Home in Winchester

5.0 out of 5 average rating, 19 reviews

Peaceful Lakehouse Perfect for a Getaway at TFL

Unplug and unwind at Shady Cove Lakehouse, minutes away from Tims Ford Lake. This unique getaway is nestled in a picturesque destination in the highly sought after neighborhood, Hopkins Point. Offering a perfect escape to build life-long memories, it promises a peaceful, relaxing haven amongst the natural elements of Tennessee-just 90 minutes from Nashville. It's conveniently located near; Jack Daniel's Distillery, Tims Ford State Park/Bear Trace Golf Course, Tims Ford and Twin Creeks Marina.

Oct 25 – Nov 1

ﺩ.ﺇ854 per night

Home in Winchester

5.0 out of 5 average rating, 24 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!

Oct 26 – Nov 2

ﺩ.ﺇ595 per night

Home in Lynchburg

4.94 out of 5 average rating, 163 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).

Jul 6 – 13

ﺩ.ﺇ463 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!

Dec 5 – 12

ﺩ.ﺇ1,484 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 14 – 21

ﺩ.ﺇ1,476 per night

Home in Lookout Mountain

4.97 out of 5 average rating, 149 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

Jul 18 – 25

ﺩ.ﺇ1,336 per night

Home in Beersheba Springs

4.99 out of 5 average rating, 124 reviews

Stone Door Cottage

This lovely cottage home is the perfect getaway for anyone seeking solitude or to be close to miles and miles of hiking. Just 1 mile from the Stone Door parking lot, and 5-6 miles from Greeter Falls, you'll be close to many of the outdoor amenities South Cumberland State Park has to offer. 23.9 miles from the Caverns venue, this location will not disappoint. This cottage home is clean, open, and bright- giving guests the opportunity to relax or go adventuring. The choice is yours!

Aug 5 – 12

ﺩ.ﺇ462 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.

Aug 19 – 26

ﺩ.ﺇ1,948 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.

Oct 4 – 11

ﺩ.ﺇ2,582 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.

Jan 13 – 20

ﺩ.ﺇ524 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 Winchester

4.99 out of 5 average rating, 71 reviews

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

Sep 10 – 17

ﺩ.ﺇ828 per night

Home in Winchester

5.0 out of 5 average rating, 18 reviews

Luxurious New Build LakeHouse Tim’s Ford 4BR4Bath

Nov 2 – 9

ﺩ.ﺇ1,041 per night

Home in Winchester

4.93 out of 5 average rating, 99 reviews

Lovely Lake View Home at Twin Creeks Marina

Apr 22 – 29

ﺩ.ﺇ1,122 per night

Home in Winchester

5.0 out of 5 average rating, 9 reviews

Barefoot Bungalow Bright airy lakeside home

Feb 24 – Mar 3

ﺩ.ﺇ1,465 per night

Home in Winchester

5.0 out of 5 average rating, 13 reviews

Luxury 3BR lakeside escape

Sep 24 – Oct 1

ﺩ.ﺇ1,012 per night

Home in Winchester

4.89 out of 5 average rating, 35 reviews

Gorgeous lake home in Twin Creeks with Lake View

May 30 – Jun 6

ﺩ.ﺇ1,405 per night

Home in Winchester

4.97 out of 5 average rating, 74 reviews

Beautiful Tim's Ford Lake House (Sleeps 20)

Apr 2 – 9

ﺩ.ﺇ2,742 per night

Home in Winchester

5.0 out of 5 average rating, 37 reviews

Laketopia! Tims Ford Lake Resort with Golf Cart

Jun 24 – Jul 1

ﺩ.ﺇ1,794 per night

Weekly house rentals

Home in Winchester

4.92 out of 5 average rating, 13 reviews

Roger Haven Retreat

Feb 24 – Mar 3

ﺩ.ﺇ554 per night

Home in Decherd

5.0 out of 5 average rating, 61 reviews

Near The Caverns and Sewanee w/ Tesla / EV charger

Oct 27 – Nov 3

ﺩ.ﺇ628 per night

Home in Estill Springs

5.0 out of 5 average rating, 23 reviews

Country CharmerNear LakeNEW hot tub:HandicapAccess

Feb 26 – Mar 5

ﺩ.ﺇ441 per night

Home in Winchester

5.0 out of 5 average rating, 25 reviews

Deluxe 5BR Lakefront Home - 2 Docks & Boat Ramp

Nov 29 – Dec 6

ﺩ.ﺇ3,572 per night

Home in Winchester

4.93 out of 5 average rating, 30 reviews

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

Apr 21 – 28

ﺩ.ﺇ784 per night

Home in Winchester

5.0 out of 5 average rating, 3 reviews

Private Cove and Dock at Tim's Ford

May 10 – 17

ﺩ.ﺇ1,731 per night

Home in Winchester

5.0 out of 5 average rating, 9 reviews

Hopkins Point Lake View

Oct 5 – 12

ﺩ.ﺇ2,268 per night

Home in Winchester

4.94 out of 5 average rating, 17 reviews

Huge Lake house great for entertaining views &dock

May 18 – 25

ﺩ.ﺇ3,211 per night

Private house rentals

Home in Winchester

4.98 out of 5 average rating, 59 reviews

Best Home on Tims Ford - Private Dock - Hot Tub

Oct 23 – 30

ﺩ.ﺇ2,580 per night

Home in Winchester

4.88 out of 5 average rating, 8 reviews

Brandi Way Lake House

Feb 27 – Mar 6

ﺩ.ﺇ1,296 per night

Home in Winchester

4.9 out of 5 average rating, 42 reviews

6br Tim’s Ford Lakefront w/ dock near Twin Creeks

Nov 30 – Dec 7

ﺩ.ﺇ2,683 per night

Home in Manchester

4.83 out of 5 average rating, 52 reviews

Chalet 638 - state park, golf & The Caverns

Jul 18 – 25

ﺩ.ﺇ328 per night

Home in Winchester

5.0 out of 5 average rating, 8 reviews

Sweet Retreat-across from Twin Creeks Marina

Jan 19 – 26

ﺩ.ﺇ1,183 per night

Home in Lynchburg

4.95 out of 5 average rating, 19 reviews

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

Jan 31 – Feb 7

ﺩ.ﺇ572 per night

Home in Winchester

4.86 out of 5 average rating, 72 reviews

Retreat on Tims Ford (2.5 acres/firepit/grill)

May 27 – Jun 3

ﺩ.ﺇ831 per night

Home in Tullahoma

5.0 out of 5 average rating, 5 reviews

Serene Lake House Retreat

Aug 25 – Sep 1

ﺩ.ﺇ592 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
ﺩ.ﺇ147 before taxes and fees

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