Vacation rentals in Southside

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.

Elegant Entertainment Home The SPOT + HOT TUB

Top Reasons why you’ll love our home! We’re located in a very safe area just minutes away from many of the main attractions of Clarksville. You’ll reside in a 2,300 sqft house w/ 3 bedrooms furnished with insanely comfortable beds w 2 full bathrooms and 2 full kitchens for your convenience & space. The home sits beautifully on the edge of some of Tennessee's most beautiful trees and is also frequently visited by deer and other harmless wildlife. Grab some coffee and enjoy the morning nature view

Log Cabin Retreat w/ Private Trails and Party Barn

Escape to a secluded log cabin just 32 miles from downtown Nashville. Set on 18 private acres, this whimsical retreat offers the perfect balance of convenience and tranquility -- close enough to the energy of the city, yet far enough to unwind. Ideal for those seeking both adventure and relaxation. Enjoy the private hiking trails, nearby outdoor activities, or spend a night out in Nashville before returning to your peaceful retreat. Rustic, cozy, and full of true character. *Party barn included

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!

Storybook Cabin Near Nashville

Enjoy a secluded retreat at The Feathered Nest, a charming log cabin just 20 minutes shy from Downtown Nashville. Built in 1979 and situated on 15 acres of land, this traditional wood cabin provides a private oasis with sprawling views of green pastures. Surround yourself with the quaint country atmosphere without being too distant from the center of Nashville. Access to grocery stores and lovely local shops are just a 5-minute drive away. A haven for those who are seeking quiet solitude.

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!

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.

Henrietta House: Quiet Comfort with Fenced Yard

Henrietta House is a recently renovated home on a quiet, leafy street in an established neighborhood. Perfect for families or anyone looking for a fun and relaxing getaway, the home has a full kitchen and a fenced back yard. We are a 15 minute drive to APSU and downtown Clarksville; 5 minutes from Exit 11 on I-24, 5 minutes to Publix and Walmart, 30-40 minutes to Ft. Campbell, 45 minutes to downtown Nashville. Driveway or garage parking. Dogs welcome. No added-on cleaning fee.

Bridge House over Blue Springs Creek

Magical in all seasons! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water 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.

Luxury Upscale Home with Full Size Fun Zone

Make yourself at home in our spacious, family-friendly upscale home! Enjoy a comfy, stylish stay designed for relaxation and connection. Our private Fun Zone is packed with games and activities for all ages to enjoy. Whether you’re sharing laughs, enjoying game nights, or simply unwinding together, this home offers the perfect setting to create meaningful moments and unforgettable family memories that will last long after your stay.

Comfortable Family Stay • 3BR/2BA House.

Welcome to your modern Clarksville getaway, a brand-new 3-bedroom, 2-bathroom home designed to provide comfort, style, and convenience for every traveler. Whether you are visiting family, exploring the historic downtown area, attending an event at Austin Peay State University, or stationed at Fort Campbell, this property offers the perfect home base for your Tennessee stay. Spacious & Inviting Step inside and be greeted

The Horse Haven at Liberty Star Farms

The Horse Haven | 3BR Family Retreat w/ Fire Pit & Kids Play Area Hosted by Byers & Harvey, this rustic 3-bedroom, 2-bath getaway features an open-concept layout, spacious living areas, and family-friendly amenities. Enjoy the outdoor fire pit, children’s play structure, and dedicated play area—perfect for families, group stays, and relaxing retreats. Comfortable, inviting, and designed for connection.