Family-friendly vacation rentals in Oak Grove

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

Top Reasons why you’ll love our home! We’re located in a very safe area just minutes away from many of the main attractions of Clarksville. You’ll reside in a 2,300 sqft house w/ 3 bedrooms furnished with insanely comfortable beds w 2 full bathrooms and 2 full kitchens for your convenience & space. The home sits beautifully on the edge of some of Tennessee's most beautiful trees and is also frequently visited by deer and other harmless wildlife. Grab some coffee and enjoy the morning nature view

4.89 out of 5 average rating, 338 reviews

A spacious studio suite features exposed brick walls complemented by modern furnishings. Two beds are arranged in the room, with a large sign reading 'LAND & GRAIN' above them. Natural light floods from multiple windows, illuminating the warm wooden floor.

Loft in Trenton

Trenton Industrial Studio

Down a winding country road only 10 minutes from Interstate 24 is a clean newly renovated studio suite in a historic building. The quaint little town of Trenton, Ky a perfect get away town gives a suite with a modern industrial feel and a view of the historic town. It is located above the Traveler’s Lantern Market & Cafe, a full scale coffee and sandwich cafe with handmade farmhouse decor. Trenton also has a boutique, salon, sewing shops and antique store. And a beautiful full park to stroll in!

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, 178 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, 129 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, 178 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, 108 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.

4.96 out of 5 average rating, 357 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.

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.

4.89 out of 5 average rating, 392 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

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.

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, 121 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, 122 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)

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.

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.

4.84 out of 5 average rating, 25 reviews

*HOT tub, countryside privacy, NO cleaning fee!

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

Home in Cumberland Furnace

The exterior features a rustic building with a black façade and a prominent wooden roof structure. A wide set of concrete steps leads to double glass doors, framed by expansive windows. Surrounding green grass and trees add to the natural setting.

4.95 out of 5 average rating, 56 reviews

Gun Valley Ranch - 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

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)

4.89 out of 5 average rating, 44 reviews

A spacious living area features a comfortable gray sofa with decorative pillows, complemented by a round coffee table. A dining space is visible, showcasing patterned chairs. A ceiling fan gently illuminates the room, while a small Christmas tree adds a festive touch to the corner.

Apartment in Clarksville

The Lofty Hideaway

4.83 out of 5 average rating, 75 reviews

The Magnolia Suite at Hilltop Acres - Clarksville

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, 196 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 spacious front porch is framed by white columns and features two white rocking chairs. Sunlight creates shadows on the deck, which is bordered by manicured shrubs. A serene view of the neighborhood greenery is visible in the background.

5 out of 5 average rating, 41 reviews

The Boxwood

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)

Family-friendly home rentals with a pool

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

4.98 out of 5 average rating, 107 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 Joelton

Solitude of Music City- Heated Pool-HotTub-FirePit

4.93 out of 5 average rating, 15 reviews

Home in Joelton

7BR Retreat - Pool/Hot Tub/Karaoke/Theatre +

A cozy cabin exterior features a shaded porch with two vibrant red chairs positioned beside a fire pit. A picnic table is visible in the background, surrounded by a grassy area and trees, enhancing the outdoor experience.

Cabin in Clarksville

4.67 out of 5 average rating, 12 reviews

Frontier Cabin 1

An inviting pool area features a spacious oval swimming pool surrounded by a wooden deck. Lounge chairs are positioned for relaxation, and lush greenery is visible in the background under a clear blue sky.