
Holiday rentals in Southside
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Top-rated holiday rentals in Southside
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Little House in the Woods
This oasis in the trees is waiting to help you escape, renew and rejuvenate! Located on over thirteen acres of beautiful woods, bordered by a spring-fed creek, it’s a great place to stay in or get out and explore. We love to offer our guests not only a great place to stay but an experience they will talk about for years to come. We love providing lots of little extras to help make your time here really special. This is the perfect spot for a romantic getaway, family fun vacation, or solo retreat

Unique Treehouse With Spectacular View.
Welcome to Kelly’s Jubilee. A Unique treehouse overlooking the majestic Carr Creek. Comfy queen sized bed with luxurious bedding. Room equipped with a microwave, fridge, coffee maker and toaster. We provide organic coffee. There is a detached bathroom with a shower, sink and toilet. This gorgeous place is located in Springfield, TN which is 30ish minutes from Nashville. Springfield is a short five minute drive away. Local restaurants, shopping and entertainment are all conveniently located.

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.

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.”

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.

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.

River Roost
A unique place located minutes from the "Narrows of the Harpeth" State Park. Canoeing, kayaking, hiking. and zip lining all just less than one mile away. If you need more space, check out the "Nest". Just steps away from the "River Roost", a separate private entrance offers a comfy couples space. See our separate listing. Our goal is to provide a private, safe, and comfortable space for all our guests. Please see our house rules regarding guest limits and visitors.

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.

Lay Away Cabin
Welcome to Lay Away Cabin! Lay Away is a modern A-Frame cabin situated on a wooded hillside, 25 miles from downtown Nashville. Lay Away is a place for couples or small groups to get away, clear the mind, & relax. Close to many outdoor activities , the town of Ashland City & all that is Nashville! This unique cabin offers 4 acres of woods, a hot tub and easy access to the city of Nashville.
Popular amenities for Southside holiday rentals
Other great holiday rentals in Southside

Storybook Cabin Near Nashville

Lewis Cottage @Birdsong

The Mansion on Wolfchase

New Modern Home near Nashville

Cozy House with lots of parking

Kitchie’s Kottage

French Farms

Houndcock: Perch-a luxe treehouse
Destinations to explore
- Western North Carolina Holiday rentals
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- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Music City Center
- Belmont University
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- 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
- Opry Mills
- Arrington Vineyards
- First Horizon Park
- Ryman Auditorium
- Tennessee Performing Arts Center
- Percy Warner Park
- Frist Art Museum
- Adventure Science Center
- Cumberland Park
- General Jackson Showboat
- John Seigenthaler Pedestrian Bridge




