
Vacation rentals in Southside
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Top-rated vacation rentals in Southside
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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
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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.
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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.
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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
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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!
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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.”
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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.
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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.
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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.
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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.
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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.
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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.
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Popular amenities for Southside vacation rentals
Other great vacation rentals in Southside

The River House
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The Boxwood
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Leipers Chateau | Luxury Historic Franklin Retreat
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Horse Farm Sanctuary-Salamander Springs Farm
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~The Laramie~ A cozy Log Cabin rustic plus comfort
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Vintage Charm- cozy, warm & peaceful-entire house
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Houndcock: Perch-a luxe treehouse
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Cedar Hill Haven
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Destinations to explore
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- Nissan Stadium
- Vanderbilt University
- Bridgestone Arena
- Grand Ole Opry
- Music City Center
- Nashville Shores Lakeside Resort
- Belmont University
- Ryman Auditorium
- Opry Mills
- Nashville Zoo at Grassmere
- Tennessee State University
- Paris Landing State Park
- Arrington Vineyards
- The Parthenon
- Radnor Lake State Park
- Bicentennial Capitol Mall State Park
- Lipscomb University
- Country Music Hall of Fame and Museum
- First Horizon Park
- Ascend Amphitheater
- Beachaven Vineyards & Winery
- Lake Barkley State Resort Park
- Adventure Science Center
- Tennessee Performing Arts Center





