Southside Vacation Rentals

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Our top choices for Southside vacation rentals

Vacation Home in Clarksville

Modern Comforts in Clarksville
2.0 star property
$189 nightly
The price is $227
Jan 5 - Jan 6, 2026
Total with taxes and fees
Modern Comforts in Clarksville
2.5 star property
9.6 out of 10, Exceptional, (38)
"If you want a quiet, historic place to stay- stay at Lewis Cottage. Nature all around. Amy and Owen are super host! We loved our 12 day stay and would rtn in heartbeat!!!"
United States
Judith m.
$240 nightly
The price is $270
Dec 30 - Dec 31
Total with taxes and fees
Peaceful Cottage Retreat Near Nashville!

Apartment in Ashland City

Studio apartment in the Merchantile
10.0 out of 10, Exceptional, (46)
"Very quiet and unique. Peaceful stay"
United States
Jeff B.
$149 nightly
The price is $173
Dec 30 - Dec 31
Total with taxes and fees
Studio apartment in the Merchantile
10.0 out of 10, Exceptional, (68)
"The hosts thought of everything! The home was so cozy and warm (a warmth that comes from the heart). The hosts have created a stunning retreat and I am already looking ahead to my next stay at their lovely home."
United States
David
$217 nightly
The price is $245
Jan 5 - Jan 6, 2026
Total with taxes and fees
PET FRIENDLY Renovated Farmhouse near the Harpeth River 25 minutes to Nashville

Vacation Home in Clarksville

Cheerful 2-Bedroom Townhouse with Pool
9.6 out of 10, Exceptional, (44)
"Great place near everything "
United States
david g.
$160 nightly
The price is $188
Jan 3 - Jan 4, 2026
Total with taxes and fees
Cheerful 2-Bedroom Townhouse with Pool
9.4 out of 10, Exceptional, (3)
"We had a wonderful, short stay at this beautiful river-view property. It was extremely clean and very well stocked. John, the host, answered all of our questions in a very timely manner. "
United States
Melissa W.
$307 nightly
The price is $324
Jan 4 - Jan 5, 2026
Total with taxes and fees
Exclusive Riverside House Escape Near The City!

Vacation Home in Clarksville

Beautiful Townhome with Pool
9.8 out of 10, Exceptional, (26)
"Everything was great!!"
United States
Anonymous traveler
$155 nightly
The price is $182
Jan 6 - Jan 7, 2026
Total with taxes and fees
Beautiful Townhome with Pool
9.6 out of 10, Exceptional, (22)
"Easy experience from booking, communication, check in/out. "
United States
Loren R.
$198 nightly
The price is $234
Jan 5 - Jan 6, 2026
Total with taxes and fees
2 Bedroom with Office Space Close to Downtown

Cabin in Kingston Springs

Harpeth Moon Summary:
$379 nightly
The price is $418
Jan 13 - Jan 14, 2026
Total with taxes and fees
Harpeth Moon Summary:

Vacation Home in Clarksville

Cozy & Airy Retreat with Lots of Character
9.8 out of 10, Exceptional, (19)
"The property was quiet and cozy and exactly what we needed."
United States
Amy H.
$140 nightly
The price is $164
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cozy & Airy Retreat with Lots of Character

Vacation Home in Clarksville

Patriot Cottage
10.0 out of 10, Exceptional, (42)
"It was a very pleasant stay and close to where we wanted to go."
United States
Wendy M.
$243 nightly
The price is $287
Dec 30 - Dec 31
Total with taxes and fees
Patriot Cottage
9.8 out of 10, Exceptional, (27)
"This property would be perfect for people with dogs. There is a large spacious back yard that is fenced in. The property was very clean and had everything we needed."
United States
Jenny H.
$371 nightly
The price is $412
Jan 1 - Jan 2, 2026
Total with taxes and fees
Wild Joy| King Bed, Pet-Friendly Stay, Fenced Yard

Vacation Home in Clarksville

Whitt Lane
2.0 star property
$304 nightly
The price is $365
Jan 5 - Jan 6, 2026
Total with taxes and fees
Whitt Lane

Vacation Home in Clarksville

Cute & Cozy Cottage near Downtown APSU!
9.0 out of 10, Wonderful, (12)
"The neighborhood was off putting at first but ended up being pretty quiet . We had a nice stay and things went well. "
United States
Jesse
$199 nightly
The price is $235
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cute & Cozy Cottage near Downtown APSU!

Vacation Home in Clarksville

RedRanch-300mbps WiFi-WorkSpace
9.6 out of 10, Exceptional, (13)
"The house was super cute, clean and felt safe!"
United States
Cristine
$270 nightly
The price is $301
Dec 30 - Dec 31
Total with taxes and fees
RedRanch-300mbps WiFi-WorkSpace
9.0 out of 10, Wonderful, (2)
"My wife and I stayed at the Oasis as a getaway. It was perfect. As we stayed in August, the weather was very hot but the pool was the perfect size. The sun hits on the pool all day. The entire house stayed cool, and that’s amazing because the house is huge. We cooked at the house every night and the host stocked the house with plenty of towels and washcloths. They even left us multiple pool towels. They communicated with us the entire time and responded quickly to all our texts.I will be...
United States
Adam T.
$595 nightly
The price is $668
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Southern Oasis - Quiet Country Escape with Pool
8.2 out of 10, Very Good, (10)
"Nice place to stay and good location "
United States
Rachel W.
$187 nightly
The price is $221
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charlotte's Cottage - Charming 3-bedroom in Clarksville
10.0 out of 10, Exceptional, (1)
"A Beautiful home close to everything. Super clean and very cozy. Has sidewalks in neighborhood for walkers and runners Very good taste in decor "
United States
Kathleen C.
$243 nightly
The price is $246
Jan 5 - Jan 6, 2026
Total with taxes and fees
Stylish 2BR Townhome w/ Garage & Patio | Perfect for Stays or Assignments
10.0 out of 10, Exceptional, (15)
"Simple check-in and easy to access with a great location right by the river! Everything was clean and well maintained, had a fantastic stay."
United States
Lauren C.
$172 nightly
The price is $203
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 2-bedroom dog-friendly condo walking distance to Downtown Clarksville.
9.0 out of 10, Wonderful, (2)
"In town for a couple weeks, nice convenient spot. Host very responsive to questions."
United States
Benjamin S.
$309 nightly
The price is $343
Dec 30 - Dec 31
Total with taxes and fees
Governor`s Getaway| Cozy 2 BR Near DT & Hospital
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

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 $164 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.

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?

Willow Pond Nashville, A Private Luxury Five-Star Farmhouse Great for Lg Groups!: This vacation home rental outside of Southside is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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.