Vacation rentals in Southside

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Top-rated vacation rentals in Southside

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Guest favorite
The cabin exterior features a rustic wooden facade with a tin roof, nestled among tall trees. Warm light glows from the windows, creating a cozy ambiance in the forest setting, while a path leads up to the entrance surrounded by natural foliage.
Cabin in Greenbrier
4.97 out of 5 average rating, 230 reviews

Cozy Nashville Cabin in Woods w/ Spa

Only 25min from Nashville Broadway, East Nashville, Ryman Auditorium, Grand Ole Opry, and 30min from Nashville Airport BNA; We've prepared an intentional, cozy space, a respite from the city noise. With ample parking, free wifi, back deck and chosen premium mattresses, natural fiber linens, and toxin free cleaners/detergents; Our cabin guest house is nestled on the edge of an unfenced creek ridge surrounded by tall woods over. We love to provide coffee, farm fresh eggs and butter for our guests.

Guest favorite
An outdoor seating area features a comfortable light-colored sofa adorned with a decorative pillow. A dark tabletop with a circular opening is positioned in the center. Two wooden rocking chairs are visible in the background, set against a brick wall.
Home in Clarksville
4.93 out of 5 average rating, 178 reviews

Historic Downtown cottage FULL of Amenities

Take a break and unwind at this peaceful guest cottage located on historic Greenwood Ave. 1 mile from downtown and APSU, this quaint home is full of amenities and waiting for you! Enjoy cooking in the equipped kitchen,dine in front of the electric fireplace with remote settings. Plenty of games and Roku TV to pass your time. The queen bedroom is ideal for 2 adults while the living room has 2 twin ottoman beds available for kids. Full bath, laundry room, and a desk for the working professional.

Guest favorite
A charming treehouse is elevated among tall trees, surrounded by lush greenery. The wooden structure features large windows offering views of the forest, and a spacious deck extends outward for outdoor enjoyment.
Treehouse in Pegram
4.91 out of 5 average rating, 317 reviews

Private Treehouse Escape Minutes from Downtown

Connect with nature at this unforgettable escape in Nashville's backyard. This treehouse is nestled in a Tennessee hardwood forest in a hollow. Close to the city, but away from it all, it's a perfect place to retreat from normal life. This isn't a tree fort. It's a tiny house with a loft in the trees over a trickling spring fed creek. It's private with all windows facing the forest. All the fun of being a kid w/ comforts of home like toilet, ac, electric fireplace, heater & 3 season hot shower.

Top guest favorite
A tranquil sunset sky is displayed with colorful clouds in shades of pink and blue. The tiny house is seen on the right, featuring a porch and a small wooden privacy screen. The surrounding area is lush with green trees and an expansive grassy space.
Home in Southside
4.99 out of 5 average rating, 104 reviews

Paradise Hill Tiny House

Relax in this calm, stylish space. Come enjoy your stay at our small, quaint, inviting tiny house located in a peaceful country setting. Property is very close to the Historic Southside Market, Historic Collinsville and a short drive to beautiful Charlotte, TN where you can shop their unique variety of farm to table and craft stores. Only 14 miles to Clarksville, TN, 26 miles to Dickson, TN and 42 miles to Nashville! Come relax in the country and soak in the beauty and peacefulness of it all!

Top guest favorite
A cozy living area features a soft, neutral sectional sofa adorned with patterned cushions and a warm throw. A round wooden coffee table sits in the center, while colorful wall art adds a touch of character. A hanging chair provides an inviting seating option.
Townhouse in Clarksville
5 out of 5 average rating, 138 reviews

TOP 1% w/ King Bed! Cozy&Luxury Downtown Townhome

"Sunjoo's Place on Cigar Hill," Hosted by Byers & Harvey is a 2 BR/2.5 BA with a big bonus room in downtown! The MB has a king bed and ensuite with double vanity and tile shower. 2nd room has a queen bed and ensuite. Downstairs, you can find designated office/perfect kids hang out bonus room with big desk and trundle bed with 2 twin size mattress. However, there is NO bathroom and NO window in the basement. Up to 6 people (max 4 adults) can stay comfortably. Inquire about long-term stays!

Guest favorite
The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.
Place to stay in Ashland City
4.97 out of 5 average rating, 372 reviews

Bridge House over Blue Springs Creek

Beautiful in fall, magical in winter! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and and the bamboo whispering in the breeze, take in a sunset, or wade in the creek below. We hope you’ll enjoy this unique covered bridge conversion, expanding from bank to bank with a 50-foot front deck. Breakfast provided the first day includes fresh fruit, a half dozen eggs, and muffins, coffee and tea.

Top guest favorite
A contemporary living room is highlighted by a large mirror and stylish light fixture. A comfortable gray sofa with colorful throw pillows is positioned near a wooden coffee table. A vibrant area rug complements the hardwood floor, while a flat-screen television is mounted on the wall.
Apartment in Clarksville
4.99 out of 5 average rating, 178 reviews

2 Bedroom Hidden Gem, Downtown Clarksville

Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

Top guest favorite
A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.
Cabin in Chapmansboro
4.96 out of 5 average rating, 357 reviews

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

Top guest favorite
The exterior of a spacious white house is displayed, featuring a traditional design with dark shutters and a well-maintained lawn. The entrance is accentuated by a covered porch with columns, and an American flag is prominently displayed. Lush greenery surrounds the home.
Guesthouse in Dickson
4.98 out of 5 average rating, 238 reviews

Piney River Farmhouse

Welcome to our guest house, located on the Piney River in Dickson County. This private, gated home is located only a few miles off of I-40, 10 minutes from downtown Dickson, and 45 minutes from downtown Nashville. This private space is above the garage and features 650 sq ft of livable space, an office area with wifi, as well as a refrigerator, Keurig, microwave, toaster, and a TV with plenty of cable channels (plus a fire stick for streaming).

Top guest favorite
The exterior of a charming cabin showcases dark wood siding and large windows adorned with stained glass. A spacious wooden deck wraps around the structure, providing access to multiple outdoor areas. Lush greenery surrounds the property, enhancing the secluded atmosphere.
Treehouse in Kingston Springs
4.94 out of 5 average rating, 154 reviews

The Treehouse Cabin

Beautiful, secluded property 20 minutes from downtown Nashville. Feels like a treehouse! Guests have access to entire property. The apartment has a kitchen, bed, bathroom, and fireplace. There is a large living room with a sitting area, pub table, big screened TV, and couches. To top it all off, guests have a screened-in gazebo with a gas fire pit. You can not beat the serenity or the views! Only 5 minutes to local stores & restaurants.

Top guest favorite
Cabin in McEwen
5 out of 5 average rating, 115 reviews

Find your tranquility at Deer Ridge Cabin.

During our travels, we’ve stayed in countless hotels, motels, cabins, and even tents. It is our opinion that this guest cabin is by far the most well appointed, cozy and peaceful place to rest one’s travel weary body or take a break from the hustle and bustle. These are the things we look for in a memorable stay. We sincerely hope you do as well. Please enjoy your stay at the Deer Ridge Cabin.

Top guest favorite
The cottage's front porch is framed by wooden railings, showcasing a rustic design with potted plants hanging from the posts. Large windows offer views of the surrounding green landscape, contributing to a bright and airy feel.
Cottage in McEwen
4.98 out of 5 average rating, 401 reviews

Cottage By The Creek (One Hour (W) of Nashville)

Cottage by the Creek is a 600 sq ft converted grain barn built in the early 1900's. We've converted the space into a light and bright one bedroom, with a loft. There is a fully functional kitchen and custom bath with tile shower. The 30 ft front porch offers views of the cattle farm across the street and the year round flowing creek. Or enjoy the back patio with hot in and fire pit.

Popular amenities for Southside vacation rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Montgomery County
  5. Southside