
Holiday houses in Southside
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Southside
Guests agree: these stays are highly rated for location, cleanliness and more.

Tiny Home, river view, boat parking, & hot tub.
Welcome to Cottage on the Cumberland – where nature's embrace meets modern comfort! You can disconnect from and find yourself in an unforgettable lakefront experience. With LBL, KY Lake, Lake Barkley, & Ft. Donelson minutes away, you're in the heart of recreational paradise. So, whether it's fishing, hunting, boating, ATV’s, horseback riding, hiking, or just enjoying the beauty of nature, come & experience tranquility & adventure all together! Please read hot tub info in “Other Details to Note”.

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.

A cozy studio apartment downtown Clarksville
The allée des fraises loft is a studio loft inspired by my stay in Paris and London, located on the second floor of an historic 1890’s building. The charming brick walls and rustic aesthetics add character to this bright space. Perfect for a couple’s getaway or a solo traveler in town for work. Walking distance to coffee shops, restaurants, local cafes, boutiques, breweries and more. Near Austin Peay State University, Fort Campbell and less than hour from Nashville. A parking pass is provided.

Tennessee Mountain Home | w/ SPA
Inspired by Dolly Parton's Tennessee Mountain Home, our cabin is nested 20 min from the heart of Nashville on 4 acres of secluded woods. Our cabin takes you back in time with the comforts of beautiful quilts, handcrafted pottery and authentic hardwood floors. Sit in the hot tub and see the stars thru a canopy of trees or listen to Dolly's old records on the patio. Whether you are planning a romantic weekend, holiday w/ family or a girls trip, our Tennessee Mountain Home is your perfect getaway.

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.
Recharge and Renew in a Preserved Historic Cottage
Breathe healthy in this hypoallergenic environment. Stay warm around a central stone fireplace and soak up the cultural significance of staying in a carefully restored domestic cottage listed on the National Register of Historic Places. Enjoy a soak in the hot tub to relax a little more. This original tiny house has no separate bedrooms. Spa is near the main house-70 feet from the cottage. Swim wear required. It is private for the cottage guests only. We are 7 miles from downtown Nashville.

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.”

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.

Waterfront w/ Kayaks, Fire Pit & Huge Game Room
Enjoy a private waterfront retreat with an elevator, kayaks, a huge game room, fire-pit, evenings by the water, and plenty of room for families, boats, and relaxing getaways just 31 miles from Nashville. Perfect for families, outdoor lovers. Enjoy a well-stocked kitchen, two bedrooms, two full bathrooms. A peaceful waterfront setting that feels far from crowds. This home is best suited for guests looking for a quiet, relaxing stay. It is not a party house.
Popular amenities for Southside holiday rentals
Other great holiday rentals in Southside

Entire House @Front Porch Farms Ashland City

Luxury Upscale Home with Full Size Fun Zone

Stonewood Main W/Hot Tub

Horse Farm Sanctuary-Salamander Springs Farm

Gray Acres A-Frame

Cedar Hill Haven

The Cabin at Pine Ridge Farm

Comfortable Family Stay • 3BR/2BA House.
Destinations to explore
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- Louisville Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Memphis Holiday rentals
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Music City Center
- Belmont University
- Nashville Shores Lakeside Resort
- Grand Ole Opry
- Nashville Zoo at Grassmere
- Bicentennial Capitol Mall State Park
- Country Music Hall of Fame and Museum
- Radnor Lake State Park
- The Parthenon
- Opry Mills
- Arrington Vineyards
- First Horizon Park
- Ryman Auditorium
- Tennessee Performing Arts Center
- Percy Warner Park
- Tennessee State University
- Frist Art Museum
- Adventure Science Center
- John Seigenthaler Pedestrian Bridge
- General Jackson Showboat
- Cumberland Park




