Waterfront holiday rentals in Winchester

4.85 out of 5 average rating, 194 reviews

Cabin in Winchester

Private Dock - Best Cabin Tims Ford Lake

Great cabin located directly on Tims Ford Lake. Cabin has been updated and includes nice, well stocked kitchen as well as a deck (with grill). Enjoy our dock - fish, swim and use our two kayaks, paddle board and a canoe. Plenty of space to tie your boat up to our dock in a mostly private cove. Please read the guest access section for more details on lake access. Close to some great attractions - Jack Daniels Distillery (19 mi), Bonnaroo (25 mi), Univ. of the South (19 mi), Winchester (5 mi)

4.93 out of 5 average rating, 290 reviews

Tiny home in Tracy City

*The Honeysuckle House* - Tiny House, Big Living!

The Honeysuckle House is a luxury waterfront tiny home created for reconnection, rejuvenation and restoration. It is a respite where you can come and be one with nature as you look out upon the peaceful lake from the oversized screened-in porch, the open air deck or from the private fire pit area. This home sits on 1 acre with large, mature trees and has direct access to the lake for paddle boarding, fishing, kayaking or canoeing. The Honeysuckle House is the perfect place to come and "unplug".

4.96 out of 5 average rating, 119 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!

4.9 out of 5 average rating, 391 reviews

Home in Manchester

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.

4.96 out of 5 average rating, 191 reviews

Cabin in Lynchburg

Cozy Cabin on Tims Ford Lake

Come stay at a hand built log cabin nestled right on Tims Ford Lake. Enjoy a cup of coffee and watch birds fly in a rocking chair on the front porch. Relax in the porch swing as you see fish jump from the water. Grill out on the back porch while watching the sun set. There is a dock available for fishing. The cabin is five miles from Tims Ford State Park, eight miles from Jack Daniels Distillery and downtown Lynchburg, eleven miles from Tullahoma, and fifteen miles from Winchester.

4.92 out of 5 average rating, 108 reviews

Cabin in Tullahoma

Private lakefront log cabin w/dock & hot tub

Be one with nature at this unique, tranquil getaway on Tim’s Ford Lake. Enjoy the two fireplaces in a “rustic” meets “modern” log cabin on 10 acres of privacy that is adjoined to over 2000 acres of park land. There is 450 ft of lake front & private dock to store your boat/toys, but the dock is not usable Nov 1 to April 1. Enjoy nature walks, spend lake time with friends or just relax taking in the amazingly beautiful views, hot tub and amenities. This truly is our happy place.

4.98 out of 5 average rating, 294 reviews

Cabin in Coalmont

The Coalmont Cabin - Waterfront Retreat w/ HOT TUB

The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. This 460 sq ft "tiny" cabin sleeps up to 4. Amenities abound with boats, hot tub, fishing, zip line, lawn games, large decks for gathering, fire pit, and beautiful scenery. Perfect retreat for couples looking for a romantic getaway, families wanting to unplug and reconnect with quality time, or anyone looking for a quiet place to work remotely.

4.89 out of 5 average rating, 114 reviews

Dock on Lake! Walk to Downtown Shops/Rest/Movies!

Charming, *Pet Friendly* well-loved 1950s lake house on Tim’s Ford Lake. Walking distance to grocery and downtown movie theatre, boutiques, restaurants and library. Near Twin Creeks marina/restaurant where you can rent boats. While here, you can swim at the dock; play darts, checkers or fuse ball; go out on the lake; walk to the Oldham Theatre; go hiking in Tim’s Ford State Park or nearby Sewanee; go to the Tullahoma drive-in theatre; or visit nearby Jack Daniel’s distillery.

4.98 out of 5 average rating, 109 reviews

Treehouse in Tracy City

Owl’s Nest Treehouse Getaway w/ Hot Tub & Fire Pit

Reconnect with nature at this unforgettable treehouse escape. One of the few treehouse cabins in Tracy City, located on 2 acres of beautiful wooded land. We are less than 1 mile from South Cumberland State Park with access to hiking trails, creeks, and Mountain views. Enjoy the sounds of the woods on our elevated deck, or relax in the private hot tub down below. The newly renovated outdoor space includes a grill, fire pit, pond & hanging egg chairs.

4.93 out of 5 average rating, 122 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.

4.98 out of 5 average rating, 180 reviews

Home in Chattanooga

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH CATS and WITHOUT TV!*** This spiritual retreat is nestled between imposing ridgelines, abuts a state forest, and faces the powerful Tennessee river. Enjoy dramatic sun and moon rises. Luxuriate in the hot tub. Feast your eyes on the views. Only 15 minutes to downtown Chattanooga - with the peace of the country - have it all here.

4.95 out of 5 average rating, 303 reviews

Home in Chattanooga

Riverfront Getaway with a View

Featured on Outside Online: “The 12 Coziest Mountain-Town Airbnbs in the U.S.” Nestled in the Tennessee River Gorge, this cozy cabin offers stunning views, river access, and peaceful seclusion—just minutes from Downtown Chattanooga. Whether you're sipping coffee on the porch, fishing at sunrise, or hitting a nearby trail, it's the perfect blend of nature and city adventure in America's first National Park City.

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Popular amenities for waterfront rentals in Winchester

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Waterfront apartment rentals

4.88 out of 5 average rating, 201 reviews

River Front Condo Outdoor Dreams!!

ToryRating, 5 stars3 months ago

My fiancé and I came to visit the area because we were attending a dance competition for his daughters. The area is very beautiful. Mr. Gary was very kind and responsive. The weekend we attended had severe weather that came out of nowhere. We were sight seeing and he alerted us on what was going to happen and how to prepare for safety. Thank you Mr. Gary for the incredible service and hospitality.

4.93 out of 5 average rating, 187 reviews

River Gorge Condo 10 min from Downtown and trails!

LoriRating, 5 stars3 weeks ago

The condo was exactly as listed. We had a great stay. The condo is clean and comfortable. The views are beautiful! Kitchen stocked with all the basics. Close to grocery stores, restaurants and you can be downtown and most attractions in 20 minutes. The mattress may need a rotate & flip there is a dip in the middle.

4.92 out of 5 average rating, 225 reviews

TN Grand Canyon Condo! Outdoor Relaxation!!

KellyRating, 5 stars2 weeks ago

Beautiful location. Plenty to explore!

4.9 out of 5 average rating, 20 reviews

Chattanooga River Gorge Condo

BrittanyRating, 5 stars3 weeks ago

It was a beautiful quiet place.

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Waterfront house rentals

5 out of 5 average rating, 15 reviews

Lakeshore Modern- steps to water

CallieRating, 5 stars7 months ago

If I could give this place more than 5 stars I absolutely would. This home was absolutely amazing and I would recommend it to anyone!! The night sky was stunning!! I booked this house to hold off my bridesmaids the night before my wedding. We all got around and told stories about how each one knew me and why I love them. We sat at the table and made our bouquets it was so much fun!! The host has been absolute fantastic!! She helped me find my girls glasses and ones of their fiancé’s rings. She has been absolute amazing during this whole trip. I would always recommend staying with her!!

5 out of 5 average rating, 29 reviews

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

NatalieRating, 5 stars1 week ago

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!

5 out of 5 average rating, 14 reviews

Lakeside Serenity: Cove Retreat

ElaineRating, 5 stars3 days ago

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 !!!!

4.88 out of 5 average rating, 138 reviews

Home in Chattanooga

Chattanooga River Retreat

DarrionRating, 5 stars1 month ago

My family came into town to visit me for the first time together in Chattanooga. We wanted a great place for fellowship and a beautiful backdrop for family photos. This place exceeded those expectations, and we did not want to leave. Downtown was like 15 minutes away, yet we felt so secluded from society. The rooms seemed clean and well-kept. My family couldn’t wait for us to host a family get-together again. So mission accomplished!!!

4.85 out of 5 average rating, 41 reviews

Gorgeous lake home in Twin Creeks with Lake View

ReginaRating, 5 stars8 months ago

Beautiful lake view. Nice outdoor living space with TV for sports enthusiasts which I was traveling with. Take golf cart to the marina for happy hour and standard bar fare. Nice neighborhood!

4.91 out of 5 average rating, 120 reviews

Home in Whitwell

Blue Heron Lake House

JanetteRating, 5 stars3 weeks ago

Spectacular views! The house has everything you'll need either for a romantic getaway or a family gathering. Quick response from the owners regarding booking and normal house maintance issues. The charming home decor gives the house a relaxing vibe and the kitchen has everything you'll need to cook for a big family BBQ or a romantic dinner for two. We had a great experience, would definitely recommend!

5 out of 5 average rating, 15 reviews

Tennessee Pearl: lakefront-amazing views-lake toys

Christy E.Rating, 5 stars2 weeks ago

The home was absolutely beautiful, perfectly decorated, and well layed out design. We felt right at home the entire time and absolutely loved all the included amenities! Thank you again for sharing your home with us!