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.

4.83 out of 5 average rating, 232 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.

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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.

4.9 out of 5 average rating, 217 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

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Superhost

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.

4.84 out of 5 average rating, 246 reviews

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

Newly Updated 3BR/1BA home that sleeps 7 people. Driveway holds 3 cars with free street parking if needed. This home comes fully equipped with wi-fi, exterior security cameras, alarm system for windows and doors for your safety & comfort, smart TVs in every room, kitchen with everyday appliances, fireplace, washer/dryer, BBQ grill, firepit w/sitting area, hot tub, & fenced in backyard. Mall 2mi, APSU 4.9mi, Oak Grove Casino 11.8mi, Fort Campbell 14mi, Vineyard/Winery 3.8mi, & Nashville 45-50min.

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A cozy lounge area is highlighted by a large sectional sofa in dark brown leather, providing ample seating for relaxation. Soft lighting is emitted from a floor lamp, while a patterned area rug enhances the space. Decorative cushions add a touch of comfort and style.

4.96 out of 5 average rating, 161 reviews

Home Theatre w/Warm Southern Comfort

2200 sq.ft home, comfortable, warmly decorated, open floor plan, 3bd, 2b w/ large porch, furnished upper deck with nightlights, no access from below for your safety and peace of mind. It overlooks a beautiful view of forrest greenery w/ local wild life. A pet enclosure; home theatre w/refreshments, foosball & lota of family games; Fire Pit- w/ wood; Laundry space; Deep freezer; Storage shed; Family walking track & park within 2 min walking. **(2) EXTERIOR CAMERAS FOR GUEST SAFETY

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4.84 out of 5 average rating, 169 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.

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The living room features a comfortable sofa and loveseat, accented with decorative pillows. A stylish coffee table is centered on a patterned area rug. Light streams through large windows covered with sheer curtains, and wall art complements the welcoming atmosphere.

4.95 out of 5 average rating, 275 reviews

Entire 3BR House close to APSU Ft Campbell &Casino

Entire 3 bedroom house , located just minutes from Austin Peay, Fort Campbell, and the Oak Grove Casino. This home has a beautiful open floor plan with a kitchen, dining area, and living room for everyone to enjoy together. Go out into the spacious backyard which also includes a swing set for the kids! Enjoy this beautiful home and all that it has to offer. ✔3 Comfy Bedrooms ✔Fully Equipped Kitchen ✔Large Backyard ✔Smart TV ✔Washer/Dryer ✔High-Speed Wi-Fi ✔1 car garage & driveway

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4.95 out of 5 average rating, 619 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.

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4.94 out of 5 average rating, 170 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.

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4.86 out of 5 average rating, 184 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, family-friendly 3-bedroom home in Oak Grove, KY, minutes from Fort Campbell. Enjoy high-speed Wi-Fi, central A/C and heat, a fully equipped kitchen, coffee bar, laundry area, outdoor grill, and comfortable spaces to relax. Less than 10 minutes from Oak Grove Racing & Gaming, about 20 minutes from downtown Clarksville, and under 1 hour from Nashville. Perfect for families, military stays, business travelers, contractors, and short or extended stays.

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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.

4.97 out of 5 average rating, 170 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.

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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, 603 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.

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A two-story cottage features a combination of beige and grey siding, with a covered porch and two rocking chairs positioned on the front. Lush greenery is visible alongside the street, enhancing the inviting exterior.