Family-friendly holiday 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.

4.82 out of 5 average rating, 215 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.

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.

4.93 out of 5 average rating, 147 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 front exterior of the home features a welcoming covered porch with a bench and decorative pillows. A flag is displayed prominently beside the entrance, and colorful rose bushes line the walkway, which leads to the door. The siding is light-colored, complemented by dark shutters.

4.91 out of 5 average rating, 390 reviews

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.

4.84 out of 5 average rating, 164 reviews

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.

Home in Oak Grove

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.

4.97 out of 5 average rating, 153 reviews

The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.

Treehouse in Lewisburg

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

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.

4.94 out of 5 average rating, 161 reviews

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.

Home in Oak Grove

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.

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! ! !

4.84 out of 5 average rating, 160 reviews

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.

Home in Oak Grove

Beautiful 3-bedroom house

Cozy and family-friendly 3-bedroom home in Oak Grove, KY. Enjoy high-speed Wi-Fi, air conditioning, a fully equipped kitchen, laundry area, outdoor grill, and everything needed for a comfortable stay. Located less than 10 minutes from Oak Grove Racing & Gaming and Fort Campbell Military Base, 20 minutes from downtown Clarksville, TN, and under 1 hour from Nashville. Perfect for families, business travelers, and long or short stays.

Tiny home in Hopkinsville

A spacious bedroom features large glass doors, offering views of the surrounding nature. Soft natural light fills the room, highlighting a comfortable queen bed with crisp linens. Nearby, a cozy seating area and a small workspace complement the inviting atmosphere.

5 out of 5 average rating, 156 reviews

Romantic, Peaceful Getaway in Nature

Enjoy beautiful views of nature when you stay in this unique place! Large windows on two sides of the home make it a truly serene space. Whether you are looking to walk trails on the property or enjoy the scenery in the comfort of home, you will find serenity during your stay here. If you'd like to bring a well-behaved dog, check out our other very similar rental! www.airbnb.com/h/3907witty

A spacious living area is highlighted by a cozy seating arrangement with a large sofa and throw blanket. Natural light filters through the sheer curtains, illuminating the space. A mounted TV is positioned above a modern fireplace, and a dining table is visible in the background near the kitchen.

4.96 out of 5 average rating, 132 reviews

Beautiful & Airy Retreat with Lots of Character

Welcome to your spacious and airy retreat at Russet Ridge! Nestled in a prime location just minutes from Wilma Rudolph Boulevard, this charming three-bedroom, two-bath home offers the perfect blend of comfort, convenience, and style. Whether you’re in town for a relaxing getaway, a business trip, or just exploring the area, this home provides the ideal setting for any stay.

Guest house 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, 559 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.

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

Work Stay+Grill+Sunroom+2mil to post/food/shops

4.94 out of 5 average rating, 317 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.

An exterior view of the Rocky Ford Retreat features a charming porch with wooden seating and a well-manicured front yard. The home is surrounded by lush greenery, with inviting outdoor spaces visible, suggesting a serene atmosphere for relaxation.

4.88 out of 5 average rating, 34 reviews

HOT tub, cozy countryside privacy, fireplace!

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.

4.86 out of 5 average rating, 235 reviews

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

4.89 out of 5 average rating, 35 reviews

Home in Lewisburg

Hot Tub Haven with Private Dock on Lake Malone

A cozy living room features a deep brown leather sofa paired with a bright orange chair. Light streams in through large windows, framed by soft white curtains. A wooden coffee table holds decorative items, while wall art depicting butterflies is displayed above the sofa.

4.86 out of 5 average rating, 165 reviews

Eclectic Getaway with Hot tub and Hiking Trails

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

5 out of 5 average rating, 11 reviews

Fifty Shaydes Of Play Clarksville

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 107 reviews

A cozy living space features a stone fireplace with a flat-screen television mounted above. A light-colored armchair and a decorative pouf complement the room's soft neutral palette. Natural light enters through large windows dressed with sheer curtains, enhancing the inviting ambiance.

Home in Elkton

Elkton Family House

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

The front of the farmhouse features a spacious porch with rocking chairs, surrounded by greenery. The white siding contrasts with the dark roof, while large trees provide shade. A gently sloping yard leads toward an open space, creating a peaceful outdoor environment.

4.97 out of 5 average rating, 68 reviews

The Boxwood

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

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

4.93 out of 5 average rating, 28 reviews

A two-story brick apartment building is positioned on a grassy lot, surrounded by trees. The facade features multiple windows with dark shutters and a central entrance highlighted by a blue door. Clear blue skies create a bright backdrop for the exterior.

Flat in Hopkinsville

Apt 3 - Furnished 2 bdr 2nd floor Apartment

4.98 out of 5 average rating, 266 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, 118 reviews

Stay at Our Firehouse in Downtown Clarksville!

Family-friendly home rentals with a pool

4.81 out of 5 average rating, 42 reviews

Two red Adirondack chairs are positioned in front of a cabin, facing a small fire pit. The cabin features a porch with a wooden bench and a welcoming entrance. Surrounding grassy areas and trees provide a natural setting.

Cabin in Clarksville

Bluffside Cabin 2

5 out of 5 average rating, 29 reviews

Rally Point Inn: pool, gym, hot tub, arcade

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.

4.99 out of 5 average rating, 84 reviews

Rustic Retreat

4.98 out of 5 average rating, 88 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

4.84 out of 5 average rating, 44 reviews

Home in Pleasant View

The Southern Oasis - Country Escape with Pool

Apartment in Clarksville

New place to stay

Cottage w/ Community Pool (0.8 Miles from Winery)

4.98 out of 5 average rating, 111 reviews

An outdoor fire pit area is framed by a wooden structure with string lights overhead, casting a warm glow. Two swings hang from the structure, while the surrounding green space adds to the inviting atmosphere. The home is visible in the background.

Home in Cheatham County

Solitude of Music City- Heated Pool-HotTub-FirePit

A bright living area is displayed with a comfortable orange sofa and an accent chair. A wooden coffee table sits in the center, complemented by a decorative rug. Natural light enters through windows, highlighting a piece of art featuring a cow on the wall.