Pet-friendly holiday rentals in Montgomery County

An outdoor seating area features a comfortable light-colored sofa adorned with a decorative pillow. A dark tabletop with a circular opening is positioned in the center. Two wooden rocking chairs are visible in the background, set against a brick wall.

4.92 out of 5 average rating, 209 reviews

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.

4.96 out of 5 average rating, 412 reviews

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

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.

4.93 out of 5 average rating, 100 reviews

The living room showcases a cozy sofa adorned with decorative pillows, complemented by a coffee table at its center. Two lamps provide illumination, and a patterned rug adds texture to the space. The kitchen area is visible in the background, featuring bar stools positioned at the counter.

Townhouse in Clarksville

Center Point Getaway~Pets Welcome

Discover comfort in our two-bedroom townhouse. Nestled in a quiet, closed-off area in the heart of Clarksville, it offers proximity to restaurants and shopping. Just minutes away from the mall and Interstate I-24, providing direct access to Nashville, Kentucky, Alabama, and beyond. Enjoy exclusive access to the entire house; no sharing with other guests. Check our additional guest and pet fees for a seamless stay. Explore the charm of Clarksville with convenience and tranquility.

4.95 out of 5 average rating, 605 reviews

Tiny home in Clarksville

Tiny Town's Tiny Ship

Our tiny ship is a tiny house with a flair for the nautical. Our Tiny Ship is stranded between a few homes and tucked away from sight. She has everything you need as you visit our fair city,. We have a wet bathroom with a 6 gal hot water tank (10 min continuous hot water. And a map to help ye on your travels! ⚓️⚓️ We welcome one pet, but they must be crated when left alone, and a $15 pet fee. Also, it is located on a main road with neighbors, so complete silence is impossible.

A single-story brick home is positioned on a gently sloping lawn, surrounded by greenery. A concrete pathway leads to the front entrance, flanked by small shrubs. Large windows provide ample natural light, contributing to a welcoming appearance from the peaceful neighborhood.

4.98 out of 5 average rating, 105 reviews

Henrietta House: Quiet Comfort with Fenced Yard

Henrietta House is a recently renovated home on a quiet, leafy street in an established neighborhood. Perfect for families or anyone looking for a fun and relaxing getaway, the home has a full kitchen and a fenced back yard. We are a 15 minute drive to APSU and downtown Clarksville; 5 minutes from Exit 11 on I-24, 5 minutes to Publix and Walmart, 30-40 minutes to Ft. Campbell, 45 minutes to downtown Nashville. Driveway or garage parking. Dogs welcome. No added-on cleaning fee.

Superhost

A dining area features a round wooden table surrounded by four black chairs. A decorative wall greeting is visible, along with large windows allowing natural light. A television is positioned next to the table, and a standing snack dispenser adds a functional touch.

4.96 out of 5 average rating, 111 reviews

Renovated 2bed 1bath! Near Ft. Campbell

Beautiful 775 sq ft 2 bedroom, 1 bathroom home in Clarksville,TN between Ft. Campbell gates 3 and 4 (off post).Three miles from oak grove casino. The house is completely renovated and has WiFi. Roku Tv allows you to watch your Hulu, Netflix, and Amazon accounts and provides many free channels, but no cable. Only 7 minutes from I-24. Easy access to Ft.Campbell, restaurants and shopping. The house is New inside and out with brand new HVAC system, flooring, kitchen, etc.

A single-story home is depicted with a light gray exterior and a blue front door. Lush green shrubs border the front, and a spacious driveway leads to an attached garage. The lawn is well-maintained, complemented by the clear blue sky above.

4.77 out of 5 average rating, 158 reviews

Gorgeous Cozy Home Near Fort Campbell and Casino

We are thrilled to welcome you to this Gorgeous cozy residential home, A lovely 3 bedroom & 2 full bathrooms space to unwind and relax after a busy day whether it is work or play. In a charming quiet neighborhood! Clarksville City the Queen City has everything you are looking for! From a relaxing family day at the Dunbar cave park to a fun night at the new oak grove casino! 5 mins away from all the restaurants & shop as well to any Fort Campbell gate! ! !

4.9 out of 5 average rating, 437 reviews

A spacious sleeping area features a large bed adorned with decorative pillows. The headboard is complemented by a green floral wall, while warm lamp lighting creates a calming ambiance. A cozy seating area and an intricately designed cabinet are also visible, adding a touch of charm.

Barn in Clarksville

Tiny Barn on a Farm 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 !! 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.

A living room is presented with a light-colored ceiling fan above. A grey sofa and a chair are arranged around a coffee table, with a patterned rug beneath. A television stands on a low media unit, and large windows are framed by navy curtains, allowing natural light to enter.

4.87 out of 5 average rating, 223 reviews

Spacious | 4BR Boho | Family + Pet Friendly

Bring the whole family to this great place with lots of room for fun. This stylish 4 bedroom / 2.5 bath home is located in the Liberty Park neighborhod of Woodlawn. Just a few miles from Fort Campbell (Gate 10). This quiet, family-oriented community is conveniently close to both Clarksville and nearby recreational hot spots. The home is a full time Air-Bnb that is professionally cleaned and stocked with kitchen and bath essentials.

A spacious living area features a large sectional sofa, a round coffee table, and a wooden TV stand. Natural light enters through large windows, illuminating the soft color palette. A decorative wall art piece and a staircase add to the modern design.

4.89 out of 5 average rating, 113 reviews

Stunning 5 Bed 2.5 Bath

Beautifully renovated 5 bedroom 2.5 bathroom home located in the heart of Clarksville! Close to all of the amenities of Fort Campbell Blvd, Wilma Rudolph Blvd, and Tiny Town Rd. Easily could sleep 10 or more! This home is pet friendly, with stylish furnishings and super comfortable beds. Serene patio space with market lights that backs to trees. Air hockey and foosball table in the garage for your enjoyment!.

The entryway features exposed brick walls and polished wooden floors. A vintage dresser stands opposite a large mirror, reflecting light from elegant chandeliers above. A staircase with black railings leads to the upper floor, while additional seating is arranged nearby.

4.97 out of 5 average rating, 118 reviews

Stay at Our Firehouse in Downtown Clarksville!

We hope you will enjoy our fully renovated historic home! Originally built in the 1920's to be used by the local fire brigade, the home is oozing with character. We are within walking distance of downtown Clarksville, F&M Bank Arena, and Austin Peay State University! • Great for families • Large Kitchen • Free WiFi • Washer & Dryer • Free parking on-site • Check in at 4 pm // Check out at 11 am

A living room features a gray tufted sofa and an armchair with light upholstery. A wooden coffee table is centered on a patterned area rug. Natural light enters through a window beside the front door, and a ceiling fan provides airflow.