Vacation rentals in Oak Grove

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Top-rated vacation rentals in Oak Grove

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Home in Clarksville
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.

Guest favorite
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.
Home in Clarksville
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!

Guest favorite
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.
Home in Clarksville
4.92 out of 5 average rating, 356 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.

Guest favorite
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
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.

Top guest favorite
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
4.99 out of 5 average rating, 176 reviews

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!

Superhost
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.
Home in Oak Grove
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.

Guest favorite
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
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.

Guest favorite
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
4.89 out of 5 average rating, 391 reviews

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.

Top guest favorite
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
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.

Guest favorite
Home in Clarksville
4.93 out of 5 average rating, 45 reviews

Cozy Studio near Fort Campbell

Welcome to our newly renovated, beautifully decorated private guest suite, located just 5 minutes from Fort Campbell! This cozy space is attached to our main home but has been designed with your privacy in mind — featuring a completely separate entrance and no shared interior space. Whether you’re here for a short visit or an extended stay, you’ll have everything you need to feel right at home.

Guest favorite
A cozy living room is presented with comfortable seating, including a sectional sofa and two accent chairs. A round coffee table is centrally located, while a floor lamp provides additional lighting. Artwork adorns the wall, complementing the soft color palette of the room.
Apartment in Oak Grove
4.84 out of 5 average rating, 67 reviews

Cozy Apt 2 mins from Ft Campbell

Kick back and relax in this calm, stylish space. The unit is beautifully appointed and offers a fully equipped kitchen, comfortable beds, linens, towels and everything you need to ensure you have a comfortable stay! * Just 2 minutes from Gate 4 at Ft. Campbell * Around the corner from shopping and dining * 20 minutes from downtown Clarksville and APSU

Top guest favorite
A well-lit bedroom features a spacious bed with a light quilt and decorative pillows. A ceiling fan hovers above. Nearby, a sleek work desk and chair are positioned next to a window with sheer curtains, allowing soft light to filter in.
Home in Clarksville
5 out of 5 average rating, 62 reviews

Close to Downtown | APSU | F&M Arena | Ford Ice

Welcome to our townhouse close to downtown Clarksville, F&M Arena, APSU and Ft Campbell. We are the perfect home away from home! - Historical Downtown: 3 min drive, 15 min walk, 5 min bike - F&M Arena: 4 min drive, 20 min walk, 7 min bike - APSU: 4 min drive, 25 min walk, 10 min bike - Ft Campbell: 30 min drive - Nashville: 1 hr drive

Popular amenities for Oak Grove vacation rentals

When is the best time to visit Oak Grove?

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Avg. priceR1,680 ZARR1,680 ZARR1,732 ZARR1,835 ZARR1,869 ZARR1,732 ZARR1,955 ZARR1,955 ZARR1,955 ZARR1,869 ZARR1,766 ZARR1,852 ZAR
Avg. temp3°C5°C9°C15°C20°C24°C26°C25°C21°C15°C9°C4°C

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Oak Grove?

    Experience the best of Oak Grove with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Oak Grove have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Oak Grove?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Oak Grove have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Grove have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oak Grove have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Oak Grove?

    Four-legged friends are welcome in Oak Grove. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oak Grove?

    Yes! Work meets play with ease at over 10 vacation rentals in Oak Grove featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Oak Grove

  • Total vacation rentals

    Explore 20 vacation rentals in Oak Grove

  • Nightly prices starting at

    Oak Grove vacation rentals start at R857 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oak Grove vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oak Grove rentals

  • 4.8 Average rating

    Oak Grove stays are highly rated by guests—averaging 4.8 out of 5!

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