Winchester Holiday Rentals, Tennessee: Private House Rentals

A calm lake with autumn foliage, a dock, and houses along the shore.

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Our top choices for Winchester hotels

A hotel room with a bed, a chair, a small table, a desk, and a mirror.

A compact hotel room with a kitchenette, a sofa, a desk with a chair, a television, and a framed picture on the wall.

A reception area with a wooden counter, a television, and a stone wall.

A gym with treadmills, ellipticals, and a bench.

1. Best Western Inn

Winchester

kenneth

2.616.953 ₫

2.989.869 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A marina with boats docked, a dock with a covered area, and a sunset over water.

A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

2. Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home

Winchester

8.210.590 ₫

26.919.967 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A hotel room with two beds, a chair, a desk, a mirror, and a bathroom.

A modern dining area with black tables and chairs, a kitchen with wooden cabinets, and a refrigerator.

A two-story motel with a green awning labeled "Quality Inn," featuring a central entrance with a bench and potted plants.

A spacious living room with a stone fireplace, comfortable seating, a flat-screen TV, and large windows offering natural light.

3. Quality Inn Decherd - Winchester

Decherd

Valerie

1.959.681 ₫

2.356.516 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A stone building with a covered patio area, stone pillars, and outdoor seating.

An outdoor patio with stone walls, wooden tables, and chairs.

A spacious lobby with a stone fireplace, wooden beams, and a chandelier.

A dining area with round tables, chairs, and a fireplace.

4. The Sewanee Inn

Sewanee

Tricia

8.511.875 ₫

9.895.055 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A lodge with a large wooden overhang, stone pillars, and a stone entrance.

A rustic cabin with a fire pit and picnic table in a wooded area.

A stone building with arched windows and a central courtyard.

A cozy cabin interior with a stone fireplace, wooden walls, a leather sofa, and a television mounted above the fireplace.

5. The Smokehouse Lodge and Cabins

Monteagle

Theodosios

1.448.573 ₫

1.662.276 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A hotel with a brick facade, a covered entrance, and a parking lot.

A hotel room with two beds, a microwave, a coffee machine, and a small refrigerator.

A modern breakfast area with a counter displaying hot food, a bakery section, and a fruit station.

A hotel reception area with a counter, two green chairs, a refrigerator, and a wall-mounted display.

6. Holiday Inn Express Hotel & Suites Tullahoma by IHG

Tullahoma

Ryan

2.385.744 ₫

2.797.285 ₫ total

includes taxes & fees

13 Nov - 14 Nov

A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.

A lounge area with a stone fireplace, seating, and artwork.

A restaurant with stone walls, a fireplace, and large windows offering a view of the outdoors.

A hotel reception area with a counter, a window, a green rug, and a framed artwork on the wall.

7. Quality Inn Monteagle

Downtown Monteagle

2.074.560 ₫

2.473.913 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.

A hotel room with a large bed, a desk with a computer, a flat-screen TV mounted on a wooden cabinet, and a small kitchenette.

A reception desk with a 'WELCOME' sign, a blue wall, and pendant lights.

A kitchenette with a microwave, a small refrigerator, and a white countertop.

8. Microtel Inn & Suites by Wyndham Manchester

Manchester

lucas

1.410.701 ₫

1.668.154 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel building with a sign reading "LivSmart Studios by Hilton".

An outdoor patio area with a grill, seating, and a view of the trees.

A modern kitchen with a dishwasher, microwave, and refrigerator. There is a sink with a faucet, a countertop with a coffee maker, and a chair.

A hotel room with two single beds, a desk with a chair, a small table, a mirror, and a bathroom visible through an open door.

9. LivSmart Studios by Hilton Tullahoma

Tullahoma

Jeff

2.836.865 ₫

3.326.223 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A modern reception area with a herringbone-patterned carpet, two reception desks, and a wooden partition with a grid design.

A hallway with doors on both sides leading to rooms.

A modern hotel lobby with seating areas, a fireplace, and a large TV screen.

A modern hotel with a prominent 'La Quinta' sign, a covered entrance, and a clear sky.

10. La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Manchester

Timothy

2.777.317 ₫

3.284.177 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A living room with a leather sofa, a coffee table, a bookshelf, and a large plant.

A doorway with a potted plant and a view of a wooden deck and a staircase.

A covered porch with outdoor seating, a stone wall, and holiday decorations.

A wooden reception desk with a lamp, a sign reading "Welcome make yourself at home," and a computer monitor.

11. Grand Lux Inn

Tullahoma

2.956.248 ₫

3.466.330 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A hotel entrance with a stone facade, large glass doors, and a well-lit outdoor area with plants and seating.

A modern interior with a sofa, a dining area, and a kitchen in the background.

A modern kitchen with a coffee machine, a sofa, and a dining area with chairs.

A modern hotel lobby with a reception desk, seating area, and large windows offering a view of the outdoors.

12. Lx Hotel, SureStay Collection by Best Western

Manchester

Karen

2.259.196 ₫

2.671.499 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A spacious dining area with a high ceiling and recessed lighting, a kitchen area with a brick backsplash, and a large potted plant.

A parking lot with a restaurant named "La Fiesta Bar & Grill" with a green roof and colorful arches.

A hotel room with two beds, a desk, a television, and a mirror.

13. Quality Inn Tullahoma

Tullahoma

Kimberly

1.675.207 ₫

1.964.180 ₫ total

includes taxes & fees

3 Nov - 4 Nov

14. Hampton Inn Tullahoma

Tullahoma

Jose

2.843.444 ₫

3.333.938 ₫ total

includes taxes & fees

22 Oct - 23 Oct

An outdoor patio with stone seating, a fire pit, and a red umbrella.

A modern hotel lobby with a reception desk, a coffee station, and a view of the outdoors.

A hotel room with a desk, chair, sofa, and ottoman.

A spacious lobby with a reception desk, seating area, and a patterned carpet.

15. Comfort Suites Manchester near Arnold AFB

Manchester

Allie

2.359.526 ₫

2.790.140 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A reception desk with wooden barrels, a computer, a clock, and a television on the wall.

A covered porch with two rocking chairs and a potted plant.

A covered outdoor area with a planter, a building with windows, and a parking lot with vehicles.

A small room with a green curtain, a radiator, and two wooden tables with metal chairs.

16. Lynchburg Country Inn

Lynchburg

2.565.971 ₫

2.963.768 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A clear blue swimming pool with metal pool ladders.

A hotel room with two beds, a desk, a chair, and a television.

A kitchen with wooden cabinets, a microwave, toaster, and a beverage dispenser.

A living room with floral-patterned sofas, a round coffee table, and a red rug.

17. Baymont by Wyndham Tullahoma

Tullahoma

Thomas

1.816.214 ₫

2.129.512 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A hotel room with two beds, a desk, a chair, a TV, and a bathroom visible through an open door.

A Red Roof Inn lobby with stone wall, two red chairs, a small table, artwork, and a kitchenette with coffee makers.

A multi-story motel with a green roof, multiple rooms with windows, and a parking lot.

A bathroom with a granite countertop sink, a mirror, a towel rack, and a shower curtain.

18. Red Roof Inn Monteagle - I-24

Monteagle

Kevin

1.892.777 ₫

2.172.065 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A modern restaurant with a long counter, wooden cabinets, and patterned chairs.

A modern lobby with a stone wall, a flat-screen TV, seating area, and a fireplace.

A Best Western hotel with a modern facade, large windows, and a parking lot.

A hotel room with a bed, a sofa, a small table, a lamp, and a framed picture on the wall.

19. Best Western Manchester

Manchester

Barbara

2.217.445 ₫

2.622.128 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a reception desk, a seating area, and a view of the outside through a glass door.

A hotel room with a bed, desk, chair, lamp, and framed pictures on the wall.

A spacious lobby with a high ceiling, tiled floor, and a reception desk.

A swimming pool with a lifeguard chair, a table, and chairs.

20. Sleep Inn & Suites Manchester near Arnold AFB

Manchester

John

1.985.935 ₫

2.348.369 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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Stay near popular Winchester attractions

Bear Trace Golf Course

Jack Nicklaus designed this lakeside golf course to harmonise with Tennessee's natural landscape. Enjoy strategic play across 18 holes with panoramic views of Tims Ford Lake and pristine fairways.

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Tims Ford

Tims Ford Lake offers 10,700 acres of pristine waters for some of the Southeast's finest bass fishing. Explore scenic hiking trails or play a round at the Jack Nicklaus-designed golf course in the adjoining state park.

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Winchester City Hall

Winchester City Hall is just one of the places to see in Winchester, so why not enjoy the other things to explore during your travels? Amble around the area's lakeside or visit its shops.

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Hammers

8.0/10 (16 reviews)

Hammer's Store offers brand-name clothing and unique home accessories at affordable prices since 1955. Browse multiple themed sections for an ever-changing inventory of quality discounted merchandise.

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Dry Creek Beach

This serene lakeside spot offers a sandy shoreline and clear waters for swimming and sunbathing. Enjoy picturesque views of Tims Ford Lake while picnicking at sites with shelter and bathroom access.

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Tims Ford Nature Center

This educational hub showcases Tims Ford Lake's diverse ecosystems through interactive exhibits. Participate in guided nature walks to appreciate Tennessee's native wildlife and natural history.

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Leatherwood Island

Escape to Leatherwood Island's pristine wilderness for primitive camping on Tims Ford Lake. Pack essentials and arrive by boat for an authentic back-to-nature experience away from modern distractions.

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Franklin County Farmers Market

This charming rural marketplace showcases Tennessee's seasonal bounty from March through October. Browse stalls of farm-fresh produce, artisanal goods, and local crafts while connecting with farmers.

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Learn more about Winchester

Nestled between rolling hills, this charming town offers visitors the crystal-clear waters of Tims Ford Lake for boating and fishing. Explore downtown's historic courthouse square where local shops serve up Southern hospitality alongside the famous Winchester Swamp Festival each September.

See all hotels in Winchester

Top Winchester Hotel Reviews

The Smokehouse Lodge and Cabins

8/10 Good

"Handy access........................."

Comfort Suites Manchester near Arnold AFB

10/10 Excellent

"Everything was outstanding. Really enjoyed our stay!"

Sleep Inn & Suites Manchester near Arnold AFB

8/10 Good

"Room was super clean and quiet. Staff very nice and helpful. Pool was the cleanest I have ever seen. Bed was very comfortable. The breakfast was good. The only issue we had was the hair conditioner dispenser was empty."

Microtel Inn & Suites by Wyndham Manchester

10/10 Excellent

"Room was clean and had a comfortable beds. 2 coffee machines and juice accessible at any point during our stay. Nice breakfast with hot food options. Good customers service, the location felt safe and over all the hotel was clean and updated. Would definitely stay again when in the area."

Lx Hotel, SureStay Collection by Best Western

10/10 Excellent

"We enjoyed our four night stay at the Lx hotel in Manchester. This family-run no-frills hotel offered clean, updated rooms and great service. The breakfast was made-to-order and the coffee machine offered a variety of drinks that we liked. The Happy Hour was an extra perk that we enjoyed. Thank you Alex and family! We will be back next year."

Best Western Shelbyville Inn and Suites Celebration Inn

10/10 Excellent

"rooms were clean, service was good. quite neighborhood. comfortable beds. fit us perfectly"

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

10/10 Excellent

"I good, quality hotel that doesn't $300+ to stay one night."

Red Roof Inn Monteagle - I-24

8/10 Good

"Sufficient for our needs."

LivSmart Studios by Hilton Tullahoma

10/10 Excellent

"We loved this hotel! It was super clean, comfortable and the staff was really nice. We really enjoyed the patio with the fireplace. Highly recommend!"

More cheap stays in Winchester

Microtel Inn & Suites by Wyndham Manchester

201 Expressway Dr Manchester TN

1.410.701 ₫

1.668.154 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (1,176 reviews)

Red Roof Inn Monteagle - I-24

742 Dixie Lee Ave Monteagle TN

1.892.777 ₫

2.172.065 ₫ total

14 Oct - 15 Oct

includes taxes & fees

7/10 Good! (708 reviews)

Clarion Pointe Kimball By Choice Hotels

395 Main Street South Pittsburg TN

2.066.780 ₫

2.371.740 ₫ total

30 Oct - 31 Oct

includes taxes & fees

7.6/10 Good! (617 reviews)

Quality Inn Monteagle

509 W Main St Monteagle TN

2.074.560 ₫

2.473.913 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Spark by Hilton Kimball

205 Kimball Crossing Dr Jasper TN

2.314.431 ₫

2.655.809 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.4/10 Very good! (1,002 reviews)

Comfort Suites Manchester near Arnold AFB

152 Hospitality Blvd Manchester TN

2.359.526 ₫

2.790.140 ₫ total

2 Nov - 3 Nov

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Hotels in Winchester with star rating

Frequently asked questions

What's the seasonal weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winchester is 1622 mm.

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Car hire near Go USA Fun Park

Book Hotels in Winchester on Expedia.com

Find hotels in Winchester, TN from 1.662.276 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester hotels

1. Best Western Inn

2. Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home

3. Quality Inn Decherd - Winchester

4. The Sewanee Inn

5. The Smokehouse Lodge and Cabins

6. Holiday Inn Express Hotel & Suites Tullahoma by IHG

7. Quality Inn Monteagle

8. Microtel Inn & Suites by Wyndham Manchester

9. LivSmart Studios by Hilton Tullahoma

10. La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

11. Grand Lux Inn

12. Lx Hotel, SureStay Collection by Best Western

13. Quality Inn Tullahoma

14. Hampton Inn Tullahoma

15. Comfort Suites Manchester near Arnold AFB

16. Lynchburg Country Inn

17. Baymont by Wyndham Tullahoma

18. Red Roof Inn Monteagle - I-24

19. Best Western Manchester

20. Sleep Inn & Suites Manchester near Arnold AFB

Stay near popular Winchester attractions

Bear Trace Golf Course

Tims Ford

Winchester City Hall

Hammers

Dry Creek Beach

Tims Ford Nature Center

Leatherwood Island

Franklin County Farmers Market

Learn more about Winchester

Top Winchester Hotel Reviews

The Smokehouse Lodge and Cabins

Comfort Suites Manchester near Arnold AFB

Sleep Inn & Suites Manchester near Arnold AFB

Microtel Inn & Suites by Wyndham Manchester

Lx Hotel, SureStay Collection by Best Western

Best Western Shelbyville Inn and Suites Celebration Inn

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Red Roof Inn Monteagle - I-24

LivSmart Studios by Hilton Tullahoma

More cheap stays in Winchester

Microtel Inn & Suites by Wyndham Manchester

Red Roof Inn Monteagle - I-24

Clarion Pointe Kimball By Choice Hotels

Quality Inn Monteagle

Spark by Hilton Kimball

Comfort Suites Manchester near Arnold AFB

Hotels in Winchester with star rating

Frequently asked questions

Explore a world of travel with Expedia

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