
Holiday rentals in Southside
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Top-rated holiday rentals in Southside
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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.

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.

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.

Cozy Pet-Friendly Riverfront Cottage
Welcome to The Mallard House. A cozy cottage overlooking the Cumberland River. Bring the dogs and relax on the wrap-around porch. We offer all the kitchen tools to cook a delicious meal and enjoy the peace and quiet of the country. The Mallard house is conveniently located 15 minutes from the quaint town of Dover where you can find all the necessities. Nashville is 1.5 hours for those wanting a day trip to the city and Land Between the Lakes is 20 minutes for those seeking outdoor adventures!

TOP 1% w/ King Bed! Cozy&Luxury Downtown Townhome
"Sunjoo's Place on Cigar Hill," Hosted by Byers & Harvey is a 2 BR/2.5 BA with a big bonus room in downtown! The MB has a king bed and ensuite with double vanity and tile shower. 2nd room has a queen bed and ensuite. Downstairs, you can find designated office/perfect kids hang out bonus room with big desk and trundle bed with 2 twin size mattress. However, there is NO bathroom and NO window in the basement. Up to 6 people (max 4 adults) can stay comfortably. Inquire about long-term stays!

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.

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.

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.

Lighthouse of the Mid-South
Recently remodeled! New second story addition! 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 a pond across a foot bridge from the 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 to entertain the kids.

Piney River Farmhouse
Welcome to our guest house, located on the Piney River in Dickson County. This private, gated home is located only a few miles off of I-40, 10 minutes from downtown Dickson, and 45 minutes from downtown Nashville. This private space is above the garage and features 650 sq ft of livable space, an office area with wifi, as well as a refrigerator, Keurig, microwave, toaster, and a TV with plenty of cable channels (plus a fire stick for streaming).
Popular amenities for Southside holiday rentals
Other great holiday rentals in Southside

Close to Everything, Away from it All

Storybook Cabin Near Nashville

The Loft at Madison Terrace (102 Madison Terrace)

Trailside Cabin by Montgomery Bell

Clarksville Home near Nashville

The Boxwood

Rustic Retreat

The Southern Oasis - Country Escape with Pool
Destinations to explore
- Western North Carolina Holiday rentals
- Nashville Holiday rentals
- Atlanta Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Harpeth River Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- St. Louis Holiday rentals
- Southern Indiana Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Nashville Zoo at Grassmere
- Country Music Hall of Fame and Museum
- Bicentennial Capitol Mall State Park
- Radnor Lake State Park
- The Parthenon
- First Tennessee Park
- Percy Warner Park
- Tennessee Performing Arts Center
- Shelby Golf Course
- Adventure Science Center
- Golf Club of Tennessee
- Arrington Vineyards
- Frist Art Museum
- John Seigenthaler Pedestrian Bridge
- Tie Breaker Family Aquatic Center
- Cumberland Park
- General Jackson Showboat
- Beachaven Vineyards & Winery