Holiday rentals with outdoor seating in Montgomery County

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.

The Dragonfly

Enjoy the changing seasons in Clarksville with us! Located in a quaint neighborhood in northern Clarksville, this three bedroom, two bath home is five minutes from Fort Campbell, and 20 minutes from downtown Clarksville and Austin Peay State University. Conveniently located on Tiny Town Road with easy access to I-24, Fort Campbell, and many of Clarksville's major roads, this a great place for your home base as you explore the greater Clarksville area and Nashville is just an hour or so away!

Fort Campbell Retreat w/ Tesla Charger

3 bedrooms and 1.5 bathrooms. Master has king size bed, walk-in closet and own half bath. Spare room has double bed and walk-in closet. Minutes from Fort Campbell, Downtown Clarksville and Governor's Square Mall. 45 Min from Nashville Airport. Neighborhood Walmart Marketplace within walking distance. Brand new washer, dryer and refrigerator. High-speed Wi-Fi, big screen TVs w/ Roku and Nespresso coffee. Relaxing patio deck backing up to a woodland paradise! 50amp Tesla Wall Charger.

The PINK HOUSE in Downtown Clarksville

The Pink House Clarksville is located in downtown Clarksville 5 minutes to Austin Peay and F&M Bank ARENA and downtown restaurants. It is 20 minutes to Fort Campbell area, 45 minutes to Nashville, and 20 min to most of Clarksville areas. Cottage includes fully stocked kitchen, relaxing seating areas in backyard and SUNROOM, and on premise parking. There is also a SPEAKEASY themed airbnb NEXT DOOR you can rent as well! Be sure to bring your best camera for all the photo opportunities!

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!

Tiny Tennessee Barn, Hot Tub, 45 min to Nashville

Remodeled June 2025, This a boutique style personalized romantic stay you won't find anywhere in Clarksville! Our Tiny BARN offers a romantic vibe with a private patio. The patio space is relaxing with a Hot Tub (cool in the summer = jets only)!! We have chickens, cows, a sweet pot belly pig, etc. We also grow. Only a half mile to some of our areas best local BBQ at Red Top. If you like Whiskey start at MB Rolland and try the Pink Lemonade then pop on over to Beachhaven 🍷 Winery.

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.

Renovated Home in Sango Area of Clarksville/Ex. 11

Looking for your home away from home? Being conveniently located minutes away from I-24 makes this home ideal for getting where you need to go! Relax in luxury with touches like Ugg cooling sheets in the king size bed. Chill on the couch with a 55" 4K Smart TV. Enjoy your nights out on the covered or open-air deck in the fenced backyard. Seeking adventure? Drive down to nearby Port Royal State Park or check out one of the many spots to rent a canoe to go down the Red River.

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.