
Holiday rentals 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.

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

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.

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!

2 Bedroom Hidden Gem, Downtown Clarksville
Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

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.

King Bed, Cabin in Woods with Spring-fed Stream
This cozy little cabin nestled in the trees is located in a rural neighborhood and sits 150ft away from the street. The cabin sits on 3+acres. Enjoy a short hike to the spring-fed stream on the property. 35 minutes to downtown Nashville. Cal-King Premium Nectar Mattress, and 2 full sized floor mattresses. Enjoy nature as you sit around the fire pit or play horseshoes, creating a relaxing getaway with the beauty Tennessee has to offer! Dogs are welcome (50lb limit, max of 2).

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.

Ark
Welcome to Kelly’s Jubilee. Look us up online for a discount and more information on our romantic and birthday packages. The ark was featured in Southern Living magazine and Tennessee Crossroads. (A travel show) and recently HGTV Airbnb is having technical problems and no longer offers any kind of support for its hosts. I’m sorry if the calendar says not updated. Please try the website or contact me the number is listed on the Kelly’s Jubilee website.

Country Penthouse
Skip the same old hotel experience and escape the Country Penthouse. The Country Penthouse is set in the beautiful Tennessee countryside amongst the trees. Watch as the sunrises over the tree tops from the private deck and the sunset from the private balcony. Hear the sounds of nature and the birds singing. Let time slip away as you relax and unwind. Enjoy the the wide open spaces away from the hustle and bustle of the city.
Popular amenities for Southside holiday rentals
Other great holiday rentals in Southside

Storybook Cabin Near Nashville

New Modern Home near Nashville

Kitchie’s Kottage

The Roost at Buckhorn Hollow

The Cabin at Pine Ridge Farm

Comfortable Family Stay • 3BR/2BA House.

Houndcock: Perch-a luxe treehouse

Cozy Hillside Cabin 2/1 Peaceful
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
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Memphis Holiday rentals
- 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




