
House holiday rentals in Winchester
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Top-rated house rentals in Winchester
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Popular amenities for Winchester house rentals
House rentals with a pool

Lakefront Haven on Tims Ford w/ Kayak and SUP
We loved our stay here! Perfect spot for a girls weekend. The walk to the town square was an easy straight-shot - and we were so charmed by everything we found once we got there. We spent much of our time enjoying the screened in porch - so peaceful with lovely views! Kitchen was great and so were all the bedrooms and bathrooms!

TC Easy Breeezee
Lovely home, perfect for me and my toddler. He especially loved the bunk bed room. Plenty of towels, good coffee marker and nice bedding. Communication with the owner was pleasant and clear. Iâd recommend and would stay at this home again.

Lakeview Luxe | Lake Access + Pool
The home was gorgeous and is better than the pictures and description. We had an issue that was our fault. Julianne worked with me and was professional and flexible. I couldn't ask for a better host. I would recommend this home to anyone.

Gorgeous Lakefront! Pool, Games, Fire Pit, Marina!
Leigh was amazing! The home was beautiful and she was so communicative and sweet. We will absolutely be back!

The Old Fashioned @ Twin Creeks - FREE BOAT & POOL
Enjoyed time with friends and our little ones over new years. This was a great spot. Especially loved how many rooms had their own restroom and the upstairs area.

Charming Barefoot Bay Bungalow
Beautiful place looks like brand new construction, great location, everything was done with excellence!

Barefoot Dreams
Iâve probably stayed at over 100 Airbnbâs over the years and this one is definitely in the top three overall. Fully stocked, spotless, convenient, responsive host, and just a wonderful property. Right across the street from the community pool and the lake. Literally couldnât ask for a better place for a relaxing weekend with families.

Suite Retreat: Pool & Spa | Minutes to Chattanooga
My favorite Air BnB stay to date!!! Teresa and Mike were wonderful hosts! They provide everything you need to feel right at home. The location was great for visiting Chattanooga but far enough away from the city to have some peace and quiet! The pool and hot tub were well maintained and a pleasure to enjoy! I highly recommend and plan to stay again if we ever visit the area again!
Weekly house rentals

Location, location, location!
Amy was very helpful and accommodating. She was helpful and answered all my questions. I will be reserving it again for sure

Luxury Living at Tim's Ford Lake, w/ Golf Cart
I recommend Steveâs place on your to do list in Tullahoma

Mountain Mist - HOT TUB & King bed w/ fire pit
Rachel was an AMAZING host! The home was beautiful and I highly recommend to anyone looking for a quiet place to relax!

Little Red Cabin
Great location and great cabin. Peaceful and beautiful location. Highly recommend the Little Red Cabin.

Timâs Ford Lake 6BR private dock near Twin Creeks
Our stay at Julieâs place was so good. All our family was there except one granddaughter. We had a great time on the water in spite of some rain. We rented a pontoon for Saturday and it was a hit for everyone. The house is well stocked and very spacious. It was helpful to have access to 2 kitchens. But just know there is nothing in the way of dishes or utensils downstairs. The game area was awesome and enjoyable for everyone. The downstairs bathroom needs a new shower because even though itâs clean it looks dirty. We had an issue with the AC when we got there and Julie jumped right on it and had someone there that night. (Even though she was in Italy!). We also found that the downstairs patio area had not been cleaned in a while and cushions were very dirty. We had to clean the two porches floors and cushions but I think no one had used the house for a while. Again she got someone there the next morning who power washed the patio and cushions outside. Julie is a great host.

Forest Retreat: Poolside Bliss Close to Campus
A lovely stay, beautiful, peaceful, perfect

âThe Countryâ Lake House w/ Private Dock
This home was fantastic. We really appreciated the baby gear including safety gates, and the air hockey and football tables downstairs. The kitchen was well-equipped to cook for our crew of 7

Lakeside Serenity: Cove Retreat
I felt like a welcomed guest from the minute I walked in. The home was spotless and smelled so clean and fresh. I have rented in Tennessee for the last 15 summers and have never rented a place that had so many extras (smores-popcorn- coffee pods-toiletries-kitchen supplies-etc. .Phil checked in to make sure everything was O:K. It is an absolute 5 Star !!!!
Private house rentals

New Cottage on Tims Ford Lake/Marina/Restaurant
Kellyâs home was just as described and we had a wonderful vacation. She was even kind enough to send us recommendations for breakfast, dinner and even dessert! We would definitely stay again!

Little Green Cottage
My fiance and I stayed here for our minimoon with our two dogs. There was a fenced in backyard which was an amazing perk we didnât know about before checking in. Ansley was very responsive and the cottage is SO cute. Definitely recommend!

The Little Lake House @The Retreat at Waters Edge
Went here for a chill weekend with friends for my birthday. The house is beautiful and well stocked with supplies. I only regret that we weren't able to sit by the fire pit due to storms. Nicky was a great host, her instructions answered any questions I had before I could ask them

Stay ON a Waterfallâ13 acres! Bluffs, deck, views!
Excellent host and home! Absolutely beautiful inside and out! My main love was the swinging bed! 2 nights spent and it was the best sleep ever!! Only thing I wish this property had was a hottub! The back decks are incredible, they would be even better with a hottub. Overall, a 5 out of 5 stars!!

Beautiful cottage next to Tims Ford Lake
Matt was very sweet and gave us many helpful tips during our stay! I would 100% recommend this place to anyone who is trying to have a peaceful and laidback vacation!

Cedar Cabin of Lynchburg - 3 miles to Jack Daniels
Beautiful clean home!! Was perfect for our stay. We wish we could have stayed longer!

On Water w/ Private Dock, Entire Home, sleeps 14
We loved our stay! The house was clean and exactly as described. Chris was extremely responsive and I appreciated he offered an early check in without us even asking! It is in a neighborhood but felt extremely private. The dock is very private. I especially loved how close we were to twin lakes marina both by car and boat. We would absolutely stay again!

The Cozy Cottage at Tim's Ford Lake (Sleeps 6)
I appreciated the smooth check-in to the last day I was there, Kim was always responsive and quick to resolve any issue I had. The place was clean and very comfortable with a fully functional kitchen was much valued. I would recommend staying at this great place and the friendly help with Kim. Thank you Fred K.
Quick stats about house rentals in Winchester
Total rentals
80 properties
Nightly prices starting at
$116Â NZD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
80 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
- Harpeth River Holiday rentals
- Chattanooga Holiday rentals
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- Atlanta Holiday rentals
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- Western North Carolina Holiday rentals
- Charlotte Holiday rentals
- Rentals with lake access Winchester
- Cabin rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Kid-friendly rentals Winchester
- Rentals with a kayak Winchester
- Rentals with pools Winchester
- Rentals with a fireplace Winchester
- Family-friendly rentals Winchester
- Rentals with a patio Winchester
- Rentals with outdoor seating Winchester
- Pet-friendly rentals Winchester
- Rentals with a fire pit Winchester
- House rentals Franklin County
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- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
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- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Monte Sano State Park
- Sweetens Cove Golf Club
- Black Creek Club
- Chattanooga Golf and Country Club
- The Ledges
- Chattanooga Choo Choo
- Coolidge Park
- Creative Discovery Museum
- Old Fort Golf Course
- The Lookout Mountain Club
- National Medal of Honor Heritage Center
- Hunter Museum of American Art