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Southside Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southside vacation rentals

A single-story house with a front porch, a gravel driveway, and a fenced pasture in the background.

1. Cozy stay at Baling Out Farms

Cozy stay at Baling Out Farms
Southside
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property with everything needed for my stay.I enjoyed hearing the birds and seeing the cows each morning!"
United States
Kimberly R.
$180 nightly
The price is $203
Sep 8 - Sep 9
Total with taxes and fees
Cozy stay at Baling Out Farms
A wooden porch with a yellow door, rocking chairs, and a blue patterned rug.

2. Horse Haven 3br/2ba at Liberty Star Farms

Horse Haven 3br/2ba at Liberty Star Farms
3.5 star property
Clarksville
$432 nightly
The price is $507
Sep 9 - Sep 10
Total with taxes and fees
Horse Haven 3br/2ba at Liberty Star Farms
A modern kitchen with wooden cabinets, stainless steel appliances, and a marble countertop.

3. Legacy Executive Retreat

Legacy Executive Retreat
3.0 star property
Clarksville
$602 nightly
The price is $724
Sep 13 - Sep 14
Total with taxes and fees
Legacy Executive Retreat
A hallway with wooden flooring and white walls.

4. Charlotte's Cottage - Charming 3-bedroom in Clarksville

Charlotte's Cottage - Charming 3-bedroom in Clarksville
Ashland Hills
8.8 out of 10, Excellent, (25 reviews)
"Property had everything I needed and communications with the owner were pleasant, responsive and timely. I really enjoyed my stay and would definitely stay here again. "
United States
Paul E.
$189 nightly
The price is $223
Sep 8 - Sep 9
Total with taxes and fees
Charlotte's Cottage - Charming 3-bedroom in Clarksville
A modern kitchen with dark wood cabinets, stainless steel appliances, and a marble countertop.

5. Legacy Executive Retreat

Legacy Executive Retreat
2.0 star property
Clarksville
$257 nightly
The price is $309
Sep 8 - Sep 9
Total with taxes and fees
Legacy Executive Retreat
A cozy living room with a wooden floor, leather chairs, a bed, and a TV on a stand.

6. Private Patio! Studio 10 Mi to Dtwn Clarksville

Private Patio! Studio 10 Mi to Dtwn Clarksville
3.0 star property
Clarksville
$193 nightly
The price is $227
Sep 8 - Sep 9
Total with taxes and fees
Private Patio! Studio 10 Mi to Dtwn Clarksville
A modern kitchen with dark cabinets, a granite countertop, and a dining area with wooden chairs and a table.

7. Dog-friendly 3BR home with a game room, pool table, fire pit & large fenced yard. Relax by the fireplace or enjoy family game night. Near Wilma Rudolph, F&M Bank Arena & Fort Campbell. Comfortable, convenient & ready for your stay!

Dog-friendly 3BR home with a game room, pool table, fire pit & large fenced yard. Relax by the fireplace or enjoy family game night. Near Wilma Rudolph, F&M Bank Arena & Fort Campbell. Comfortable, convenient & ready for your stay!
Clarksville
10.0 out of 10, Exceptional, (37 reviews)
"Great stay"
United States
Levi N.
$271 nightly
The price is $302
Sep 8 - Sep 9
Total with taxes and fees
Dog-friendly 3BR home with a game room, pool table, fire pit & large fenced yard. Relax by the fireplace or enjoy family game night. Near Wilma Rudolph, F&M Bank Arena & Fort Campbell. Comfortable, convenient & ready for your stay!
A living room with a wooden coffee table, a sofa, a chandelier, and a kitchen area with a water dispenser and a sign reading "CARPE DIEM".

8. Peaceful Cottage Retreat Near Nashville!

Peaceful Cottage Retreat Near Nashville!
Ashland City
9.6 out of 10, Exceptional, (48 reviews)
$253 nightly
The price is $285
Sep 8 - Sep 9
Total with taxes and fees
Peaceful Cottage Retreat Near Nashville!
A modern living room with a sofa, armchairs, a coffee table, and a kitchen area in the background.

9. Beautiful 3-bedroom apartment with AC in charming Clarksville

Beautiful 3-bedroom apartment with AC in charming Clarksville
Clarksville
10.0 out of 10, Exceptional, (2 reviews)
"It was a lovely property and continent for our needs."
United States
Jeanne S.
$224 nightly
The price is $258
Sep 9 - Sep 10
Total with taxes and fees
Beautiful 3-bedroom apartment with AC in charming Clarksville
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

10. Studio apartment in the Merchantile

Studio apartment in the Merchantile
Ashland City
10.0 out of 10, Exceptional, (53 reviews)
"Very nice town. We were 20 minutes to Nashville for concert at Ryman. Good restaurants within walking distance. Very nice stay."
United States
Joe R.
$149 nightly
The price is $173
Sep 15 - Sep 16
Total with taxes and fees
Studio apartment in the Merchantile
A wooden cabin with a porch, surrounded by trees.

11. Secluded Cabin Outside of Nashville - The Lodge at Oak Haven Farm

Secluded Cabin Outside of Nashville - The Lodge at Oak Haven Farm
White Bluff
9.6 out of 10, Exceptional, (129 reviews)
"Responsive host and very accommodating. The location was exactly what we needed."
United States
Brian L.
$239 nightly
The price is $270
Sep 11 - Sep 12
Total with taxes and fees
Secluded Cabin Outside of Nashville - The Lodge at Oak Haven Farm
A modern kitchen with dark cabinetry, stainless steel appliances, and a central island.

12. The Lofts of Downtown

The Lofts of Downtown
2.0 star property
Clarksville
10.0 out of 10, Exceptional, (2 reviews)
"This place was great!"
United States
Brian
$254 nightly
The price is $305
Oct 6 - Oct 7
Total with taxes and fees
The Lofts of Downtown
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and a window with curtains.

13. The Horse Haven at Liberty Star Farms (1536 Gratton Rd)

The Horse Haven at Liberty Star Farms (1536 Gratton Rd)
Clarksville
$438 nightly
The price is $515
Sep 8 - Sep 9
Total with taxes and fees
The Horse Haven at Liberty Star Farms (1536 Gratton Rd)
A modern kitchen with stainless steel appliances, wooden cabinets, and a granite countertop.

14. Cheerful 2-Bedroom Townhouse with Pool

Cheerful 2-Bedroom Townhouse with Pool
Clarksville
9.6 out of 10, Exceptional, (70 reviews)
"Great little spot"
United States
C M.
$160 nightly
The price is $188
Sep 14 - Sep 15
Total with taxes and fees
Cheerful 2-Bedroom Townhouse with Pool
A modern kitchen with dark wood cabinets, stainless steel appliances, and a skylight.

15. Charming 2-bedroom dog-friendly condo walking distance to Downtown Clarksville.

Charming 2-bedroom dog-friendly condo walking distance to Downtown Clarksville.
Clarksville
9.8 out of 10, Exceptional, (32 reviews)
"Very nice place close to downtown "
United States
Sebastian W.
$177 nightly
The price is $208
Sep 8 - Sep 9
Total with taxes and fees
Charming 2-bedroom dog-friendly condo walking distance to Downtown Clarksville.
A bedroom with a bed, a ceiling fan, a window, and a door.

16. Top-Rated Clarksville Retreat near Fort Campbell

Top-Rated Clarksville Retreat near Fort Campbell
Clarksville
8.0 out of 10, Very Good, (1 review)
$279 nightly
The price is $286
Sep 10 - Sep 11
Total with taxes and fees
Top-Rated Clarksville Retreat near Fort Campbell
A modern kitchen with stainless steel appliances, a granite countertop, and a dining area with a table and chairs.

17. Dog-Friendly 3BR | Fenced Yard | Near Ft. Campbell

Dog-Friendly 3BR | Fenced Yard | Near Ft. Campbell
Clarksville
9.6 out of 10, Exceptional, (18 reviews)
"Very nice house and stay."
United States
Nathan P.
$242 nightly
The price is $269
Sep 8 - Sep 9
Total with taxes and fees
Dog-Friendly 3BR | Fenced Yard | Near Ft. Campbell
A painting of a restaurant named 'Trattoria Toscana' with outdoor seating and arched windows.

18. Family Friendly, about an hour from Nashville.

Family Friendly, about an hour from Nashville.
Saint Bethlehem
10.0 out of 10, Exceptional, (80 reviews)
"Good location as we were visiting family near by. Nice and quiet. Clean house ! Owner communicated well and answered questions quickly. "
United States
Mary H.
$254 nightly
The price is $300
Sep 27 - Sep 28
Total with taxes and fees
Family Friendly, about an hour from Nashville.
A modern kitchen with dark cabinets, stainless steel appliances, granite countertops, and pendant lighting.

19. Beautiful Townhome with Pool

Beautiful Townhome with Pool
Clarksville
9.8 out of 10, Exceptional, (47 reviews)
"I absolutely loved staying here! So relaxing and spacious. Communication was most excellent for anything needed. Will be staying here again!!"
United States
Jenny
$152 nightly
The price is $178
Sep 8 - Sep 9
Total with taxes and fees
Beautiful Townhome with Pool
A spacious living room with a fireplace, a ceiling fan, and a large window.

20. Spacious 4-bedroom House near Downtown Clarksville

Spacious 4-bedroom House near Downtown Clarksville
Clarksville
9.2 out of 10, Wonderful, (9 reviews)
"It is a great place. Very clean, check-in and out easy.Communication with host excellent. We all loved it.Definitely would stay again."
United States
Kay M.
$377 nightly
The price is $444
Sep 8 - Sep 9
Total with taxes and fees
Spacious 4-bedroom House near Downtown Clarksville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southside Hotel Reviews

Baymont by Wyndham Clarksville

Baymont by Wyndham Clarksville

8/10 Good
"Right place for the right price."
Palmer M 1-night trip
Posted 10 hours ago
Baymont by Wyndham Clarksville

Find out more about Southside

Everything you need to know about Southside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southside rentals

At Expedia, we put the best Southside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Southside?

Yes, we have vacation rentals near well known points of interest in Southside, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Southside has to offer?

Charlotte's Cottage - Charming 3-bedroom in Clarksville: This vacation home rental outside of Southside is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Southside?

Cultural attractions include Historic Collinsville, whereas Cumberland River is a spot to enjoy nature. In the larger area, you’ll find The City Forum and Liberty Park.

What are vacation rentals like in Southside?

Vacation rentals are private properties you can reserve for several days or more in Southside. Vacation rentals offer amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.