Vacation rentals in Southside

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Top-rated vacation rentals in Southside

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Guest favorite
A wooden deck leads to the entrance of the treehouse, framed by trees. Two chairs with cushions sit invitingly nearby, creating a comfortable seating area. The exterior features a mix of reclaimed wood, showcasing natural textures and warm tones.
Treehouse in Springfield
4.91 out of 5 average rating, 578 reviews

Unique Treehouse With Spectacular View.

Welcome to Kelly’s Jubilee. A Unique treehouse overlooking the majestic Carr Creek. Comfy queen sized bed with luxurious bedding. Room equipped with a microwave, fridge, coffee maker and toaster. We provide organic coffee. There is a detached bathroom with a shower, sink and toilet. This gorgeous place is located in Springfield, TN which is 30ish minutes from Nashville. Springfield is a short five minute drive away. Local restaurants, shopping and entertainment are all conveniently located.

Top guest favorite
A single-story house is surrounded by trees, featuring a large deck with seating. Natural light highlights the exterior's soft gray siding and a central chimney. A pathway leads to the entrance, creating a welcoming connection to the spacious outdoor area.
Cottage in Ashland City
4.92 out of 5 average rating, 109 reviews

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.

Top guest favorite
A studio loft features charming brick walls and bright windows that allow natural light to fill the space. A spacious bed is positioned beside a comfortable sectional sofa. A media console and decorative accents enhance the cozy atmosphere, creating a welcoming environment.
Loft in Clarksville
4.97 out of 5 average rating, 188 reviews

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.

Top guest favorite
Cabin in Dover
4.98 out of 5 average rating, 257 reviews

Cabin on Scenic Farm

Hunt House Cabin: Dogwood Springs Farm & Cabins. If you are visiting Stewart County, this 3-bedroom barndominium is immaculate and truly affordable. It sets on top of one the highest peaks in county with a spring-fed pond at the bottom of the hill with hiking trails. Enjoy the fireplace, fire pit & spacious patio. No cameras. Relax & watch the horses! Boat parking is available. Only 2 miles to boat dock. 1-mile to Cross Creeks. We’ve added a scavenger hunt to make the experience adventurous.

Guest favorite
The interior of the cottage features a cozy sleeping area with a spacious bed dressed in soft linens. Wooden walls provide warmth, while rustic decor enhances the vintage charm. A kitchenette is visible in the background, and natural light enters through the windows.
Cottage in Madison
4.95 out of 5 average rating, 863 reviews

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.

Top guest favorite
A tranquil sunset sky is displayed with colorful clouds in shades of pink and blue. The tiny house is seen on the right, featuring a porch and a small wooden privacy screen. The surrounding area is lush with green trees and an expansive grassy space.
Home in Southside
4.99 out of 5 average rating, 117 reviews

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!

Top guest favorite
The living room features a comfortable sofa and loveseat, accented with decorative pillows. A stylish coffee table is centered on a patterned area rug. Light streams through large windows covered with sheer curtains, and wall art complements the welcoming atmosphere.
Home in Clarksville
4.95 out of 5 average rating, 254 reviews

Entire 3BR House close to APSU Ft Campbell &Casino

Entire 3 bedroom house , located just minutes from Austin Peay, Fort Campbell, and the Oak Grove Casino. This home has a beautiful open floor plan with a kitchen, dining area, and living room for everyone to enjoy together. Go out into the spacious backyard which also includes a swing set for the kids! Enjoy this beautiful home and all that it has to offer. ✔3 Comfy Bedrooms ✔Fully Equipped Kitchen ✔Large Backyard ✔Smart TV ✔Washer/Dryer ✔High-Speed Wi-Fi ✔1 car garage & driveway

Top guest favorite
A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.
Cabin in Chapmansboro
4.96 out of 5 average rating, 391 reviews

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.

Top guest favorite
The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.
Place to stay in Ashland City
4.97 out of 5 average rating, 394 reviews

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.

Top guest favorite
A charming treehouse is nestled among tall trees, featuring earthy wooden tones and a rustic design. Soft outdoor lighting creates a cozy ambiance, while a path made of stones leads to the entrance. The treehouse is elevated, providing a unique vantage point into the surrounding nature.
Treehouse in Greenbrier
4.98 out of 5 average rating, 311 reviews

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.

Top guest favorite
Home in Ashland City
4.95 out of 5 average rating, 154 reviews

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.

Superhost
Cabin in White Bluff
4.94 out of 5 average rating, 152 reviews

The Lodge at Oak Haven Farms - Outside Nashville

Perfect way to get away & unplug while being nearby. Close enough to Nashville to enjoy everything it has to offer yet total seclusion for peace and quiet in a one of a kind cabin experience on a beautiful wooded property near Montgomery Bell State Park. Loft up top with full-size bed and bunk beds downstairs with wooded views no matter where you look. Full kitchen & bathroom. Local stores and restaurants too. Everyone falls in love with it.

Popular amenities for Southside vacation rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Montgomery County
  5. Southside