Vacation rentals in Southside

Downtown Luxury 2Bedroom Townhome

Relax in this stylish, sun-filled Town home, just a hop, skip, and jump from everywhere you want to be. Enjoy your morning coffee on your private patio surrounded by Tennessee lush green trees. Located in the heart of downtown Clarksville, is just a short walk to shops, restaurants, live theater, Austin Peay State University, and the River Walk. 5 minute walk to Downtown Clarksville 45 minutes to Nashville 20 minutes to Fort Campbell Check out our other listings by clicking on our host profile.

~The Laramie~ A cozy Log Cabin rustic plus comfort

Conveniently located 1 hr to Nashville 30 mins to Clarksville 5 miles north of Charlotte Log Cabin where you can come to relax Privacy fence around (since photos) large deck, nice front porch, fire pit, come make memories! We are ok with pets (OUTSIDE ONLY) if you clean up behind them. 2 bedrooms, each with queen bed 2 full baths 1 day bed in balcony Lovely wood paneling interior with vaulted ceiling, full kitchen, very comfy! ~Good location for multiple wedding venues in the area

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.”

Hilltop Hideaway

Come relax and let the beauty of this stunning and tranquil barn turned cabin, be the perfect, rustic sanctuary in nature. The home features a fully equipped chefs kitchen, stocked coffee bar with a view, Loft bedroom with king bed, dresser, closet, Pullout queen sofa bed in living room, Quiet reading/meditation nook in top of the silo, bathroom with walk in shower, washer/dryer, a lovely deck with seating and dining area, grill, and beautiful fenced front yard, and Walking trail on site.

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.

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.

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.

Pet Friendly Farmhouse in Kingston Springs

Deep Roots Retreat is a historic farmhouse in Kingston Springs with a porch swing, a firepit, and a good cup of coffee waiting for you. It’s a place to slow down for a couple of days, bring your people, and breathe a little deeper. Originally a 1900 schoolhouse, the house has been lovingly restored with pieces of our family history woven in, while still giving you the comfort you expect when you travel.

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.