Family-friendly vacation rentals in Oak Grove

A spacious living room features a sectional sofa with a round coffee table at its center. A modern light fixture hangs above, while a sleek television is mounted on the wall. A cozy fireplace serves as a focal point, with calming blue walls surrounding the area.

4.8 out of 5 average rating, 188 reviews

Red River Rambler

🏳️‍🌈🐶Welcoming, Pet Friendly, stylish, ranch style home centrally located in a cute neighborhood, just a short drive from anything in Clarksville. Walk to Publix grocery store, multiple restaurants, gas stations, local entertainment, and .3 miles from the Blueway drop in to the Red River. Or inquire for owner drop in site. The Red River Rambler is a recently updated, cozy 3 bedroom, 2 full bath home with calming vibes. 10 min to Fort Campbell; 15 min to Austin Peay University; 45 min to Nashville.

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.

4.93 out of 5 average rating, 177 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.

A sectional sofa in a soft gray color occupies the space, accompanied by two round wooden coffee tables. A light green accent wall contrasts with the white walls. Sunlight enters through a nearby door, illuminating the dining area with a small table and decorative wall art.

4.96 out of 5 average rating, 128 reviews

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!

The living room features a comfortable tan sectional sofa adorned with blue accent pillows. A wooden coffee table sits at the center, complemented by a decorative plant. Natural light filters through sheer curtains above two windows, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 161 reviews

Happy Hidaway! Pets Welcome~Fenced Yard.

Welcome to our home! Less than 5 minutes from Ft Campbell gate 4, which offers convenience for military personnel. Just 10-mile distance to Austin Peay State University and 4 miles from I-24, our house provides easy access to Kentucky, Alabama, or Georgia. We are walking distance to the casino, and 2.2-mile from Walmart and various dining options. For those looking to explore Nashville, we are just an hour away. Please take note of our pet fee and additional guest fee detailed below.

4.99 out of 5 average rating, 176 reviews

A contemporary living room is highlighted by a large mirror and stylish light fixture. A comfortable gray sofa with colorful throw pillows is positioned near a wooden coffee table. A vibrant area rug complements the hardwood floor, while a flat-screen television is mounted on the wall.

Apartment in Clarksville

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!

A two-story house with a light yellow exterior and dark roof stands under a clear blue sky. A flag is displayed on the porch, which features white railings. The driveway leads to a garage with multiple windows, and landscaping includes small shrubs and flowers.

4.84 out of 5 average rating, 107 reviews

The Best Neighborhood Watch in the world.

Bring the whole family to this lovely 4 bedroom home and enjoy the beautiful sunsets Kentucky has to offer. This home has the best neighborhood watch with the military right down the road. The backyard will have your fur pups loving life with the amount of room they have to play. We love being pet friendly but please remember to consider future guests with possible allergies. Please make sure to keep all animals off of furniture which includes all beds. Thank you for understanding.

The living room features a light blue wall, two comfortable sofas, and a patterned area rug. A coffee table sits center, with a ceiling fan above providing airflow. A window allows natural light, while a dining area is visible through the open doorway.

4.95 out of 5 average rating, 141 reviews

Paw-fect for pet lovers & thrill seekers

Whatever brings you to Oak Grove KY or Clarksville TN and surrounding areas, this renovated three bedroom house is sure to make you feel at home, away from home, in all the right ways. Paw-fect space is perfectly equipped for you to enjoy a home suitable for all groups. Book your next trip with confidence and learn why so many guests have ranked this house the premier place to stay in Oak Grove KY. Message us for more information about discounted extended stays.

4.9 out of 5 average rating, 128 reviews

Apartment in Clarksville

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.

The exterior of the house is illuminated by soft lighting along the pathway, enhancing the welcoming entrance. An American flag is displayed, and the covered porch features a welcoming door. The well-maintained lawn is bordered by neatly arranged flowers.

4.88 out of 5 average rating, 120 reviews

Beautiful 3-bedroom house

Have fun with the whole family at this elegant venue. In this 3 bedroom house this house has Wi-Fi, air conditioning, grill, laundry and everything you need to feel at home your experience will be unforgettable. Its location stands out for being less than 10 minutes from the Oak Grove KY Casino and Racetrack, Fort Campbell Military Base, 20 minutes from downtown Clarksville TN and 50 minutes from Nashville TN.

A spacious living room is filled with natural light from several windows. A long, comfortable sectional couch and a central coffee table offer ample seating. Two wicker chairs are positioned nearby, and a vibrant area rug adds a touch of color to the wood floor.

4.86 out of 5 average rating, 120 reviews

Great for the whole family!

Kick back and relax in this calm, stylish space. With 2 living rooms & an outdoor living area, there will be plenty of space for you to spread out and get comfy. New 65" Smart TV & long comfy couch - perfect for movie nights with the whole group! Local Attractions- 5 miles from Downtown Clarksville (~10min) 15 miles from Fort Campbell (~30min) 45 miles from Downtown Nashville (~45min)

Guesthouse in Clarksville

The exterior of the guest house displays a blend of brick and siding, complemented by a bright turquoise door. A wreath adorns the door, and seating is visible in front, surrounded by greenery under a clear blue sky.

4.97 out of 5 average rating, 502 reviews

Downtown Guest House

Located in Clarksville's downtown historical district. Stay in a charming 100 year old structure. You will have this little guest house all to yourself.. Located within walking distance to Austin Peay State University and downtown shopping/eating. We are about one hour from Nashville and 15 minutes from Fort Campbell.

A single-story home features a light blue exterior with a welcoming front porch. Lush green grass surrounds the house, and a large tree provides shade to the front yard. A mix of shrubs and flowers adds greenery to the landscape.

4.84 out of 5 average rating, 111 reviews

Clarksville's cozy blue bungalow

Your family will be close to everything when you stay at this centrally-located place in the heart of Clarksville. Convenient to interstate 24, 101st towards Fort Campbell, and Austin Peay University. On-site washer and dryer plus wireless internet. Stocked kitchen ready for homecooked meals.

Popular amenities for Oak Grove family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A light-filled living room features a comfortable, spacious sectional sofa and a cozy armchair. A ceiling fan adds a touch of warmth, while a stylish coffee table sits on a soft area rug. A stone fireplace serves as a focal point in the background.

4.85 out of 5 average rating, 48 reviews

Save monthly stay*sleep 9*pay weekly*3 mil to post

Guest suite in Ashland City

A hot tub is situated under a wooden roof, offering views of the surrounding trees and rolling hills. The bubbling water reflects the overcast sky, providing a serene atmosphere. A wrought iron railing enhances the open feel of the space, allowing for an immersive outdoor experience.

4.95 out of 5 average rating, 63 reviews

Close to Everything, Away from it All

4.94 out of 5 average rating, 282 reviews

The cabin features a welcoming front porch with wooden railings and steps leading up to a central door with a rustic design. Natural wood elements complement the structure, blending with the surrounding greenery for an inviting appearance.

Cabin in Hopkinsville

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.

A spacious outdoor area is enclosed within a wooden pergola, featuring comfortable seating arranged around a central coffee table. A hot tub is positioned nearby, with textured flooring and greenery suggesting a serene setting for relaxation.

4.89 out of 5 average rating, 211 reviews

Private Yard: Hot Tub/B-Ball Court/X-Box/Fire Pit!

4.85 out of 5 average rating, 26 reviews

A hot tub is situated on a wooden deck, surrounded by trees that provide a sense of seclusion. The water is bubbling gently, inviting relaxation. A seating area is visible nearby, complemented by the serene natural backdrop.

Home in Lewisburg

Hot Tub Haven with Private Dock on Lake Malone

A hot tub is positioned outside, with its water shimmering under a soft blue light. Large windows display the interior, showcasing a colorful seating area and decorative plants, creating a harmonious connection between indoor and outdoor relaxation spaces.

4.89 out of 5 average rating, 177 reviews

Elegant Entertainment Home The SPOT + HOT TUB

A cozy living area is furnished with a brown leather sofa and an orange armchair. A wooden table sits centrally on a patterned rug. Light streams through the windows, illuminating the dark accent wall adorned with butterfly artwork. A vintage-style lamp stands on a tripod.

4.88 out of 5 average rating, 137 reviews

Eclectic Getaway with Hot tub and Hiking Trails

4.89 out of 5 average rating, 391 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 Hot Tub Military Discnt 45 min2 Nashvlle

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 140 reviews

The living and dining area features a comfortable couch, a dining table set for four, and a decorative rug. Natural light is provided by sliding glass doors leading to a balcony. Soft blue and neutral tones create a calming ambiance.

Condo in Clarksville

The Lofts of Downtown (540 N 2nd St, #211)

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.

4.88 out of 5 average rating, 195 reviews

Spacious | 4BR Boho | Family + Pet Friendly

A spacious living area features a modern sectional sofa with soft cushions, complemented by a round coffee table. Natural light filters through large windows, while two decorative mirrors with turquoise frames add a charming touch to the neutral-toned walls.

4.85 out of 5 average rating, 182 reviews

Luxury Newer Home with Fire Pit and trampoline

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, 150 reviews

Gorgeous Cozy Home Near Fort Campbell and Casino

4.77 out of 5 average rating, 30 reviews

The exterior of a charming two-story home features a green façade with white trim, a covered porch, and a well-maintained lawn. A pathway leads to the entrance, surrounded by neatly arranged shrubs and trees, creating a welcoming atmosphere.

Apartment in Clarksville

Ross & Ashley's Retreat (117 Marion St, #4)

4.98 out of 5 average rating, 244 reviews

Cabin in Dover

Cabin on Scenic Farm

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, 102 reviews

Stay at Our Firehouse in Downtown Clarksville!

The entrance features a charming covered porch with green railings and a decorative bench. Landscaping includes fresh plants and flowers, while brick steps lead up to the front door. The exterior is finished with light-colored siding, providing a welcoming look.

4.93 out of 5 average rating, 28 reviews

The Chucker House

Family-friendly home rentals with a pool

5 out of 5 average rating, 10 reviews

A two-story building is illuminated by exterior lights at dusk, showcasing a black exterior with wooden accents. A set of chairs surrounds a small table on a concrete patio, while a staircase leads to an upper deck area featuring large windows.

Guesthouse in Charlotte

Entire House @Front Porch Farms Ashland City

5 out of 5 average rating, 5 reviews

An aerial view captures a spacious outdoor area featuring a private pool surrounded by lounge areas. A hot tub is placed nearby, with a custom putting green and a full pickleball court visible. Lush green lawns and trees provide a tranquil backdrop.

Home in Pleasant View

Sugar Hill Retreats | Stories Told + Art Made

A comfortable living room area is featured, with two light-colored sofas adorned with various patterned throw pillows. A square ottoman is positioned in the center, while a decorative area rug adds texture to the floor. A wall-mounted artwork enhances the space.

5 out of 5 average rating, 58 reviews

Rustic Retreat

4.98 out of 5 average rating, 81 reviews

A welcoming living area features a purple sofa and a light-colored armchair, positioned on a multi-colored area rug. A simple bookshelf stands in the corner, while a small table holds a potted plant. The grey mountain mural adds depth to the room.

Townhouse in Clarksville

Blue Ridge Townhome

4.86 out of 5 average rating, 29 reviews

Home in Pleasant View

The Southern Oasis - Country Escape with Pool

4.9 out of 5 average rating, 139 reviews

The exterior of a two-story home is presented, featuring light brown siding and white trim. The entryway is framed by two brick columns, leading to a black front door. Large windows allow natural light to enter, and shrubs line the concrete pathway.

Townhouse in Clarksville

Cheerful 2-bedroom townhouse with pool