Vacation rentals in Southside

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

Cabin on Scenic Farm

Hunt House Cabin: Dogwood Springs Farm & Cabins. If you are visiting Stewart County, this 3-bedroom barndominium is immaculate and truly affordable. It sets on top of one the highest peaks in county with a spring-fed pond at the bottom of the hill with hiking trails. Enjoy the fireplace, fire pit & spacious patio. No cameras. Relax & watch the horses! Boat parking is available. Only 2 miles to boat dock. 1-mile to Cross Creeks. We’ve added a scavenger hunt to make the experience adventurous.

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!

Wee Nook- a Hobbit Hole

Wee Nook is a 360 square foot living space with a full kitchen and bathroom. It is tucked underground in the middle of the woods. Please come enjoy the woods, farm animals, trails, pond and wide open space while you're here! As JRR Tolkien said: “In a hole in the ground there lived a hobbit. Not a nasty, dirty, wet hole, filled with the ends of worms and an oozy smell, nor yet a dry, bare, sandy hole with nothing in it to sit down on or to eat: it was a hobbit-hold, and that means comfort.”

Houndcock: Perch-a luxe treehouse

16 min from downtown Nashville but tucked away down a remote road on a 22 acre wooded property. All the amenities are provided for this B&B treehouse, from a grazing board and pastries to coffee and wine. Bring your toothbrush and something for the grill and get lost in nature. Play games, read a book, write a song, set goals, have a romantic weekend. We are a true bed and breakfast and aim to be all inclusive, offering one meal a day and tons of amenities. We hope you feel the difference!

Make Lemonade in luxury w/ king bed & free parking

You will enjoy your future stylish experience at this centrally-located spacious 2 bedroom, 2.5 bath condo located in Sango, TN near I-24 and approximately 40 minutes from Nashville. Welcome to Make Lemonade where you let our hair down, relax, and leave our worries at the front door. You'll experience peace, joy, and sheer bliss at our brand new condo. you'll look forward to your stay and feeling right at home while making lemonade. You message me for military and extended stay discounts.

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.

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.

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.

Nashville Luxury Dream Treehouse +Spa

This beautifully designed and luxurious treehouse sits on a ridge overlooking our creek. With only a 25min drive to downtown Nashville, you are tucked away amidst the towering hardwoods-away from the city noise. With careful attention to detail, the treehouse decor and design is meticulously curated to create an atmosphere of rest and beauty. This space is ideal for a couple, but can sleep four (twin beds in the loft). Parties are not permitted on the premises.

Stillwater - Waterfront Rec Room Kayaks Elevator

Stillwater isn't about doing more. It's about finally having time for what matters most. A peaceful waterfront retreat with kayaks, a recreation room, fishing, a fire pit, elevator, and room for up to 8 guests to reconnect—all just 31 miles from downtown Nashville. Come slow down, laugh together, and make memories you'll still be talking about long after you head home.

The Shady Chalet- Modern Cabin w/ Hot Tub

Modern cabin minutes from Montgomery Bell State Park. Floor-to-ceiling windows fill the space with natural light, and the deck is perfect for enjoying your morning coffee. Located about 15 minutes from downtown Dickson and 40 minutes from Nashville’s Broadway. The cabin sits on our 6-acre property, so you’ll have nearby neighbors—but don’t worry, we’re friendly!