Holiday rentals with a patio in Winchester

4.94 out of 5 average rating, 229 reviews

The exterior of the property features a unique sloped roof with a combination of stone and wood materials. Surrounded by greenery, the entrance is approached via a paved path that leads to a welcoming entrance area. Outdoor seating is visible on the balcony, nestled among the trees.

Home in Manchester

Chalet 638 - state park, golf & The Caverns

Short walk to a state park with golfing. This first floor living space has a kitchen, walk-in closet, large wood fireplace, workout equipment, washer/dryer, grill, fire pit and lots of space. Old Stone Fort Archeological Park with multiple hiking trails, fishing, canoeing and a $9 a round golf course are seconds away. Close to I-24 this centrally located Tennessee property gives equal access from Nashville to Chattanooga. Explore parks, vineyards, distilleries and Tennessee history from here.

4.97 out of 5 average rating, 190 reviews

An aerial view of Twin Oaks reveals the tiny house surrounded by a winding pathway lined with warm outdoor lights. A cozy fire pit area is set with stone seating, inviting relaxation in the tranquil wooded setting.

Tiny home in Tracy City

Twin Oaks tiny house at The Retreat at Waters Edge

Nestled among the oak trees on Monteagle mountain with amazing views of the Fiery Gizzard reservoir, Twin Oaks tiny house is the perfect getaway! Explore the outdoors on hiking trails that lead to waterfalls, see concerts and enjoy eateries, and it's all so easy to get to! Lots of glass that brings the outdoors in if you just want to relax. Each season brings its own unique perspective. Twin Oaks is truly a one-of-a-kind experience. Stay one night or stay a month, you'll love your time here!

4.97 out of 5 average rating, 118 reviews

Home in Monteagle

Stayframe: a designer getaway with mountain views

Welcome to our custom-built Aframe in the woods just 90 minutes from Nashville. This quiet retreat perched on the Cumberland Plateau gives you access to the hikes and waterfalls the area is known for, while offering an elevated guest experience. Enjoy the soaking tub, gas fireplace, fast wifi, Smart TV, well-appointed kitchen, and bluff views. Sewanee University, Cumberland Caverns, Fiery Gizzard, and Sweetens Cove are all within a short drive. Sorry, no parties, events, or photoshoots.

4.99 out of 5 average rating, 74 reviews

A modern tiny home is surrounded by open grass fields, featuring a welcoming porch with wooden steps. Large windows provide natural light, while the exterior showcases a black siding and a gable roof. A gravel path leads to the entrance, enhancing accessibility.

Tiny home in Winchester

Tiny House

You will feel right at home in this adorable Tiny Home with RV Hookups! This picture-perfect little cottage has a bedroom with queen size bed, full bath with tile walk-in shower, full kitchen with all of the amenities, and living room with queen size sleeper sofa. The back porch offers peace, quiet, and spectacular mountain views. This property is super convenient to Tims Ford Lake, The Caverns music venue, Jack Daniels Distillery, University of the South, and historic downtown Winchester.

4.94 out of 5 average rating, 106 reviews

The exterior of the cabin is shown, featuring a contemporary design with dark grey siding and large windows. A covered porch extends from the front, offering a view of the surrounding landscaping with shrubs and small trees. The tranquil lake is visible in the background.

Cabin in Tracy City

Highpoint Hideaway A | Lakefront Home | WatersEdge

Set upon one of the largest waterfront lots in the community, this tiny home offers a unique experience that's perfect for couples, friends, or family. You'll be enchanted by the tranquility of the lake as it stretches out before you, providing a serene backdrop to your stay. The heart of this property is its outdoor living spaces (2 large decks, complete with outdoor seating and a grill) as evening falls, gather around the fire pit to roast marshmallows, share stories, and make memories.

A modern guesthouse is set against a backdrop of lush greenery and a serene pond. The building features dark siding with wooden accents, while a well-maintained lawn leads to a gravel path. Bright blue skies and scattered clouds provide a peaceful atmosphere.

4.97 out of 5 average rating, 69 reviews

Meadow View Retreat

Enjoy your stay at Meadow View Retreat with a beautiful view of the farm. We have a 72 acre farm and a family business located walking distance from the airbnb. We are a 10 minute drive to Tim’s Ford Lake, Twin Creeks Marina & historic downtown Winchester + 15 minutes from University of the South. This 2 bedroom guesthouse is the perfect stay for you and your loved ones. Enjoy the private, quiet back porch with a view of the pond and the farm. Beautiful sunrise + sunset views too!

4.96 out of 5 average rating, 140 reviews

An A-frame cabin is nestled among tall trees, showcasing a modern design with large glass windows. A wooden deck surrounds the entrance, featuring a seating area with chairs and a fire pit. The outdoor area is partially landscaped with natural ground cover.

Cabin in Monteagle

Modern Monteagle A-frame with Hot Tub

Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

4.98 out of 5 average rating, 171 reviews

The tiny home sits nestled by the waterfront, surrounded by trees. A large deck features two lounge chairs and a hot tub, with string lights illuminating the area. A fire pit and seating are positioned near the water, enhancing the serene outdoor environment.

Tiny home in Coalmont

The Coalmont Cove - Romantic Lakefront Escape

The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. The Coalmont Cove is a tiny home that sits in the cove of a private lake. The definition of relaxation with adventure only minutes away, you'll find elevated decor, an inviting outdoor space, and beautiful scenery. The perfect retreat if you’re looking for a romantic getaway or a quiet place to disconnect or work remotely (1 GB fiber optic internet).

A modern structure features a sleek black exterior with wooden shutters. A covered porch is highlighted by two chairs and a potted plant, inviting relaxation. Lush greenery surrounds the home, providing a serene outdoor environment.

5 out of 5 average rating, 47 reviews

The Hangout on Heath Lane

Enjoy a peaceful experience at this centrally-located home. The Hangout is half a mile from the beautiful Twin Creeks Marina and 1 mile to historic downtown Winchester! Other local attractions include: -Grab a coffee and enjoy a tasty breakfast or lunch at Walnut Hill Coffee Shop -For a delicious, upscale dinner, be sure to visit Filo's Tavern -Head out for a tour and tasting at Jack Daniels Distillery -Grab some tickets to the Cavern's for a memorable concert experience.

4.94 out of 5 average rating, 200 reviews

A spacious living room showcases wood-paneled walls and ceiling. Two comfortable sofas and an armchair are arranged around a wooden coffee table. Decorative pillows add color. Natural light filters through light-filtering shades on the windows, and a large framed photograph is displayed on the wall.

Cabin in Tullahoma

Cozy Cabin close to Tims Ford Lake & Jack Daniels

A cozy cabin awaits you located close to Tim's Ford Lake-1/2 mile from Holiday Landing Marina & Blue Gill Restaurant. Lynchburg, home to popular Jack Daniel's Distillery-only 12 miles away; Nashville-90 mins. Made from handcrafted red cedar, you will be met with a woodsy aroma when entering. Special touches can be found throughout including Jacuzzi tub! Truly a unique wooded cottage, equipped to ensure a relaxing getaway. Pet friendly with an additional pet fee.

4.96 out of 5 average rating, 161 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.

A modern house with a striking dark exterior stands against a colorful sunset. The façade features large windows framed by light trim, with a prominent gabled entrance. The surrounding yard is well-maintained, and a glimpse of the lake is visible in the background.

4.94 out of 5 average rating, 64 reviews

Basecamp Retreat TimsFordLake

Welcome to Basecamp Retreat! Modern lake luxury on Tims Ford Lake. This 3-bedroom, 2.5 bath cozy retreat, located in the gated community of Barefoot Bay, is the perfect home base for your visit. Offering modern comforts and convenience in a prime location with picturesque lake views, Basecamp provides a comfortable and inviting space to relax and recharge. Located 2 miles from Twin Creeks Marina & Resort and 1 mile from downtown Winchester.

Popular amenities for rentals with patio in Winchester

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.96 out of 5 average rating, 23 reviews

A narrow hallway features warm wooden flooring and neutral-colored walls. On one side, a kitchenette with counter space and modern appliances is visible. A round table with two cushioned stools is positioned nearby, alongside a wall-mounted television. Soft lighting enhances the cozy setting.

Flat in Shelbyville

The Bedford at Glass Hollow | Downtown Retreat

4.87 out of 5 average rating, 23 reviews

A cozy living area features large windows that allow natural light to illuminate the space. An inviting seating arrangement includes a brown sofa and two metal tables. A dining table is positioned nearby, and a mounted television is visible against the textured wall.

Flat in Shelbyville

The Whiskey at Glass Hollow | Whiskey Retreat

4.74 out of 5 average rating, 38 reviews

A well-appointed sleeping area features a firm spacious bed neatly arranged with fresh linens and towels. Bedside tables are positioned on either side, accompanied by stylish table lamps. A clothing rack is available for guest convenience, and natural light enters through a nearby window.

Flat in Monteagle

Adorable & Stylish Studio in Monteagle, TN!

5 out of 5 average rating, 20 reviews

Colorful Adirondack chairs in vibrant green, red, and blue are arranged around a stone fire pit, overlooking a serene lake. The view includes a dock and lush greenery, framed by trees and a pastel sky at sunset.

Flat in Winchester

Hook, Wine, Sinker Unit B

Flat in Village of Pelham

A modern two-story building is set against a natural backdrop of rolling hills. The exterior features a sleek grey finish, with large windows and a wooden deck accessible by stairs. An open area with gravel offers ample space for outdoor activities.

4.95 out of 5 average rating, 43 reviews

Mountain Retreat Overlook 7 min walk to Caverns

4.91 out of 5 average rating, 53 reviews

An inviting studio suite is presented with a spacious layout. A comfortable leather sofa is positioned in front of a sleek coffee table, with a firm bed featuring soft linens in the background. The kitchenette and dining area are visible, providing a functional and modern atmosphere.

Flat in Monteagle

Studio with Kitchenette

4.83 out of 5 average rating, 59 reviews

Flat in Shelbyville

Cute apartment on the river!

A functional kitchen features teal cabinetry and a black stove. A wooden bowl sits at the center of a dark table adorned with a floral yellow tablecloth. Wall art and decorative tiles add character, while natural light brightens the workspace.

Flat in Winchester

Just Around the Corner

House rentals with a patio

4.96 out of 5 average rating, 133 reviews

A modern cabin is shown with a sleek design, featuring a covered porch with a rail and stone base. Large windows allow natural light to enter, surrounded by trees in autumn colors. A grassy area is visible in the foreground.

Home in Tracy City

Cozy Two Bedroom Cabin with Hot Tub in Waters Edge

The exterior of a modern house is presented, featuring dark siding and a sloped roof. A smooth driveway leads to a single garage, while a welcoming front porch with seating overlooks a manicured lawn. Surrounding trees provide a natural backdrop.

5 out of 5 average rating, 20 reviews

Kayak Kove* DOCK* Lakefront*NEW

4.98 out of 5 average rating, 44 reviews

Home in Sewanee

Whitetail Creek Lodge Close to Campus

4.93 out of 5 average rating, 141 reviews

A charming cottage built with light-colored stone is framed by lush green shrubs and blooming hydrangeas. The entrance features a covered archway, with windows on either side allowing natural light to enter. A well-maintained pathway leads to the front door.

Home in Lynchburg

Mulberry Cottage Guest House

An open living space features two patterned armchairs positioned across from a spacious sofa. The area is well-lit by multiple ceiling fans and recessed lighting. Large windows provide ample natural light and scenic views, while a dining area with high-backed stools is visible in the background.

5 out of 5 average rating, 11 reviews

The Old Fashioned w/ lake view & FREE pontoon!

5 out of 5 average rating, 20 reviews

The exterior of the property features a traditional single-story home with a welcoming porch and a spacious front yard. A covered carport is adjacent to the house, providing shelter. Lush green trees frame the scenic view, enhancing the overall appeal of the property.

Home in Estill Springs

Timberhill Home-Walk to the Lake!

5 out of 5 average rating, 111 reviews

The exterior of a renovated house is shown, featuring a light blue facade with black shutters. Lush green grass surrounds the pathway leading to the entrance. A screened-in porch is visible on one side, and flowering bushes add a touch of color to the landscape.

Home in Hillsboro

Nanny’s House

4.96 out of 5 average rating, 184 reviews

Home in Tracy City

3-BR Luxury Home with Hot Tub & Arcade Games

Other holiday rentals with a patio

4.94 out of 5 average rating, 34 reviews

The property is set along a scenic creek, featuring a multi-level staircase leading down to the water's edge. Surrounding trees provide a natural backdrop, while a spacious outdoor area offers seating and recreational options. A well-maintained lawn is visible alongside the building.

Home in South Pittsburg

Waterfront•Hot Tub•Arcade•Sweetens Cove Lodge

The entryway features a welcoming porch with two comfortable seating areas, one composed of wooden rocking chairs and another wicker chair. A decorative welcome mat greets guests, while a handcrafted wreath adorns the door, inviting all into the cozy interior beyond.

4.73 out of 5 average rating, 22 reviews

Lakeside Luxe | Lake + Pool Access

4.96 out of 5 average rating, 74 reviews

A spacious deck features outdoor seating and an umbrella, providing a perfect spot to enjoy the stunning sunset over the lake. Trees frame the view, enhancing the serene atmosphere of the lakeside retreat.

Home in Manchester

Fire Lake Manor *NEW* Hotub* Arcade! Wifi

5 out of 5 average rating, 15 reviews

The two-story home features a light grey exterior with a metal roof. A welcoming front porch with two white chairs is visible. Gravel surrounds the home, and a green lawn is present, complemented by trees in the background under a clear blue sky.

Home in Normandy

New Retreat Near Normandy Lake

5 out of 5 average rating, 63 reviews

An open-concept area is featured, showcasing a rustic wooden dining table surrounded by stools. Modern pendant lights hang above, illuminating the space. A cozy seating area with a large TV is visible in the background, complemented by light-colored walls and warm wooden flooring.

Home in Tullahoma

Whiskey Trails Cottage

5 out of 5 average rating, 26 reviews

An inviting entryway features a blue door leading to an open living space illuminated by natural light. A ceiling fan hangs above a spacious seating area with a light-colored sectional couch and a coffee table. Greenery is displayed in modern wall-mounted planters.

Cottage in Tullahoma

Tranquility @ The Reserve-Holiday Landing

4.91 out of 5 average rating, 22 reviews

The exterior of a modern two-story lakehouse displays a combination of light and dark siding. Solar panels are installed on the roof. The welcoming front entrance features a blue door, surrounded by landscaped grass and trees, with a large driveway leading to a two-car garage.

Home in Estill Springs

Aqua-dream