Holiday houses in Southside

4.97 out of 5 average rating, 143 reviews

Loft in Clarksville

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.

4.94 out of 5 average rating, 159 reviews

Historic Downtown cottage FULL of Amenities

Take a break and unwind at this peaceful guest cottage located on historic Greenwood Ave. 1 mile from downtown and APSU, this quaint home is full of amenities and waiting for you! Enjoy cooking in the equipped kitchen,dine in front of the electric fireplace with remote settings. Plenty of games and Roku TV to pass your time. The queen bedroom is ideal for 2 adults while the living room has 2 twin ottoman beds available for kids. Full bath, laundry room, and a desk for the working professional.

Place to stay in Ashland City

4.97 out of 5 average rating, 343 reviews

Bridge House over Blue Springs Creek

Beautiful in fall, magical in winter! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and 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.

5 out of 5 average rating, 145 reviews

Apartment in Clarksville

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!

4.96 out of 5 average rating, 300 reviews

Cabin in Chapmansboro

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.

4.92 out of 5 average rating, 145 reviews

The Clarksville Cabin

Resting on a wooded 2 acre hilltop. This home blends an open modern design with that dreamy cozy cabin feel. Our guests can enjoy complimentary hot and cold beverages. The Governor's Getaway provides a different experience in each space of the home. The cozy pine wrapped loft with a queen bed has all the scenic views. The grand feel of kitchen and dining area fills with natural light. The family and entertainment room on the lowest level is set up for all the quality time.

4.97 out of 5 average rating, 233 reviews

Treehouse in Greenbrier

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.

4.89 out of 5 average rating, 114 reviews

Apartment in Clarksville

Serene private new construction walk out apartment

Beautiful 1 bed 1 bath apartment tucked into the woods in Cumberland Heights. Enjoy a private getaway but still convenient access to all that Clarksville has to offer. Close to Austin Peay State University, 10 minutes from downtown and 30 minutes from Fort Campbell. The Space: Comfortable queen bed with full bath (shower only-no tub). Private entrance to walkout basement apartment. No access to main house from apartment. Full kitchen with coffee provided.

Treehouse in Kingston Springs

4.93 out of 5 average rating, 138 reviews

The Treehouse Cabin

Beautiful, secluded property 20 minutes from downtown Nashville. Feels like a treehouse! Guests have access to entire property. The apartment has a kitchen, bed, bathroom, and fireplace. There is a large living room with a sitting area, pub table, big screened TV, and couches. To top it all off, guests have a screened-in gazebo with a gas fire pit. You can not beat the serenity or the views! Only 5 minutes to local stores & restaurants.

4.87 out of 5 average rating, 122 reviews

Eclectic Getaway with Hot tub and Hiking Trails

The Element; perfect house for a calming getaway. Centrally located but also surrounded by Dunbar Cave State Park. You can access the hiking trails within walking distance of the house. This property frequently has Deer, birds, squirrels, and other animals in the back yard! The house is also Less than 5 miles (less than 10 minutes) to downtown and the F&M bank convention center as well as Clarksville’s best restaurants and breweries.

Lighthouse in Clarksville

4.82 out of 5 average rating, 118 reviews

Lighthouse of the Mid-South

An Amish built lighthouse that has been furnished and is tucked away in the county but only 15 min from downtown and APSU. The heating and cooling is an in-wall unit as well as a space heater. It's situated on my pond across a foot bridge from my barn. Behind is 4 acres of trees with trails through it that run up to a cattle pasture. There is plenty of space to roam with a play set and a large trampoline to entertain the kids.

5 out of 5 average rating, 100 reviews

Cabin in McEwen

Find your tranquility at Deer Ridge Cabin.

During our travels, we’ve stayed in countless hotels, motels, cabins, and even tents. It is our opinion that this guest cabin is by far the most well appointed, cozy and peaceful place to rest one’s travel weary body or take a break from the hustle and bustle. These are the things we look for in a memorable stay. We sincerely hope you do as well. Please enjoy your stay at the Deer Ridge Cabin.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Southside holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Southside

Farm stay in Pleasant View

5 out of 5 average rating, 57 reviews

Creek View at The Farm with SAUNA

MarshallRating, 5 stars1 month ago

Absolutely the best stay we’ve had with an Airbnb. Phyllis is an absolute gem and gracious host. We’ve told all our family and friends if they are needing to stay near Nashville this is the place!!!

4.86 out of 5 average rating, 59 reviews

Condo in Clarksville

The Ashland 1/King~Fast 1GB WIFI/Pet Friendly

KennethRating, 5 stars3 weeks ago

Was lively and the host were very easy to speak to.

5 out of 5 average rating, 20 reviews

The Boxwood

TriciaRating, 5 stars2 weeks ago

Beautiful and peaceful home location within convenient proximity to town. The home was comfortable and country cute.

4.96 out of 5 average rating, 27 reviews

Cozy House with lots of parking

DesmondRating, 5 stars4 weeks ago

This property felt like my home away from home. The house and the attention to details was perfect for my stay. I would definitely book again & Mina was a perfect host and her immediate responses to my questions were always in a timely manner..

Treehouse in Hurricane Mills

5 out of 5 average rating, 31 reviews

Gray Acres A-Frame

JulieRating, 5 stars1 week ago

We had a wonderful stay at Gray Acres while visiting family in the area. It was a quiet and peaceful retreat that gave us the perfect place to relax and recharge. The space was super clean and had everything we needed for a comfortable stay. The surroundings were absolutely beautiful, we especially loved spending time on the deck and relaxing on the swings with a good book. Overall, it was a fantastic experience, and I would highly recommend this place to anyone looking for a relaxing getaway. We'd definitely love to return in the future!

4.91 out of 5 average rating, 35 reviews

Home in Charlotte

Farm Stay On The Harpeth River + Hang-Out Cabin

ShelleyRating, 5 stars3 weeks ago

Great spot on the Harpeth River! Really comfortable king sized bed and spotless linens and towels (which isn’t always the case at some air bnbs!) Very accommodating, kind hosts. The kitchen had tons of spices and plenty of cooking ware, etc. My husband and son put our kayak into the river right off the property without a problem and caught several large mouth bass. I enjoyed walking and jogging along the small road that runs parallel to the river. Super private location and plenty of space for 4 adults and 2 small kids. Easy 45 minute drive into Nashville as well. Definitely recommend if you’re looking for a river cabin central/west Tennessee for a weekend stay!

Superhost

Condo in Clarksville

5 out of 5 average rating, 3 reviews

Birdie's Nest on Golf Club (1625 Golf Club Ln)

AmyRating, 5 stars1 week ago

A home away from home! Very well kept and comfortable space to stay in Clarksville. Great for one or two people, plus plenty of space for a small family as well. Hosts were very communicative and were always concerned that I had everything I needed. Easy check in and check out process. Would definitely stay here again the next time I visit.