
Holiday rentals in Southside
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Top-rated holiday rentals in Southside
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The Little House by the Woods
Hunt, Hike & More! A tranquil retreat with all the comforts of home. Calming colors, lots of natural light. Enjoy Tennessee's natural beauty with a subtle homage to our favorite Gulf Coast beaches. "The Little House by the Woods" is on a ridge surrounded by trees. Across the road is Cheatham Wildlife Management Area with 20,000 acres of hill country with hiking, hunting and birdwatching. You'll have easy access to so many parks, recreation and all that Nashville (30 min. away) has to offer.

A cozy studio apartment downtown Clarksville
The allée des fraises loft is a studio loft inspired by my stay in Paris and London, located on the second floor of an historic 1890’s building. The charming brick walls and rustic aesthetics add character to this bright space. Perfect for a couple’s getaway or a solo traveler in town for work. Walking distance to coffee shops, restaurants, local cafes, boutiques, breweries and more. Near Austin Peay State University, Fort Campbell and less than hour from Nashville. A parking pass is provided.

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.

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!

Cozy Cabin with Private Walking Trail
Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

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!

Entire 3BR House close to APSU Ft Campbell &Casino
Entire 3 bedroom house , located just minutes from Austin Peay, Fort Campbell, and the Oak Grove Casino. This home has a beautiful open floor plan with a kitchen, dining area, and living room for everyone to enjoy together. Go out into the spacious backyard which also includes a swing set for the kids! Enjoy this beautiful home and all that it has to offer. ✔3 Comfy Bedrooms ✔Fully Equipped Kitchen ✔Large Backyard ✔Smart TV ✔Washer/Dryer ✔High-Speed Wi-Fi ✔1 car garage & driveway

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.

Serene private new construction walk out apartment
Beautiful 1 bed 1 bath apartment tucked into the woods in Cumberland Heights. Enjoy a private getaway but still convenient access to all that Clarksville has to offer. Close to Austin Peay State University, 10 minutes from downtown and 30 minutes from Fort Campbell. The Space: Comfortable queen bed with full bath (shower only-no tub). Private entrance to walkout basement apartment. No access to main house from apartment. Full kitchen with coffee provided.

Find your tranquility at Deer Ridge Cabin.
During our travels, we’ve stayed in countless hotels, motels, cabins, and even tents. In our opinion, this guest cabin is by far one of the most well-appointed, cozy, and peaceful places to rest a travel-weary body or take a true break from the hustle and bustle of everyday life. These are the qualities we value most in a memorable stay, and we sincerely hope you do as well. Please relax, unwind, and enjoy your time at Deer Ridge Cabin.

Country Penthouse
Skip the same old hotel experience and escape the Country Penthouse. The Country Penthouse is set in the beautiful Tennessee countryside amongst the trees. Watch as the sunrises over the tree tops from the private deck and the sunset from the private balcony. Hear the sounds of nature and the birds singing. Let time slip away as you relax and unwind. Enjoy the the wide open spaces away from the hustle and bustle of the city.

Creekside Cottage Near Nashville- Pet Friendly!
Creekside Cottage is away from it all, while only 15 minutes to West Nashville and 30 minutes to Nashville city center. This charming cottage is nestled between the base of a mountain and West Fork Pond Creek. Minutes to the Cumberland River, kayak rentals on the Harpeth, numerous hiking trail options, Nashville Zoo and historic plantations all in the area. Creekside Cottage is the perfect tranquil retreat! *Pets welcome!
Popular amenities for Southside holiday rentals
Other great holiday rentals in Southside

The Loft at Hickory Point - Private Guest Suite

Tranquil Bradbury Farms Retreat

Charming 1-bedroom with free parking on premises

Modern Comforts in Clarksville and near Nashville

Mins to APSU/Downtown, 2 Bedroom Home

Charlotte's Cottage

Luxe Apartment with Private Deck

The Southern Turn
Destinations to explore
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- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Music City Center
- Ascend Amphitheater
- Nashville Shores Lakeside Resort
- Grand Ole Opry
- Nashville Zoo at Grassmere
- Bicentennial Capitol Mall State Park
- The Parthenon
- Country Music Hall of Fame and Museum
- Radnor Lake State Park
- First Tennessee Park
- Tennessee Performing Arts Center
- Arrington Vineyards
- Belmont University
- Percy Warner Park
- Frist Art Museum
- Opry Mills
- General Jackson Showboat
- Ryman Auditorium
- John Seigenthaler Pedestrian Bridge
- Cumberland Park




