Holiday rentals in Oak Grove

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!

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.

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!

Quiet, Safe, Fresh & Clean! Ft. Campbell & Casino

Stylish & Secure Stay 2 mins to Ft. Campbell & 6 mins to Oak Grove Gaming & Casino! 2BR/1.5BA sleeps 5, fast gamer-friendly Wi-Fi, workspace, secure parking. Police 1 min away. Ring cameras, safe for valuables, washer/dryer, and patio. Nearby kayaking, restaurants, groceries, entertainment, and more. Perfect for military stays or casino escapes! Whether you're here for duty, play, or a cozy getaway, this home blends modern amenities with an ideal location. Book now and unwind in comfort!

Modern downtown apartment in historic building

Welcome to your private retreat in the heart of vibrant downtown Hopkinsville. This beautifully appointed apartment perfectly balances historic charm with modern comfort and convenience. Located in a secure, mixed-use property, you'll be immersed in the city's energy. It's the ideal home base for work or leisure, putting you just steps away from all our best local dining, unique shops, and cultural attractions. Book your stay and experience everything downtown Hopkinsville has to offer!

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!

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.

Bright and Spacious Downtown Studio Apartment

Enjoy a stay in this centrally located downtown studio apartment right in the heart of historic Hopkinsville. The apartment is fully furnished with a queen sized bed, a loveseat and recliner, four-person dining table, and in-unit washer and dryer. Within walking distance of downtown shops and restaurants. Private entrance to the second story apartment (no elevator). This apartment has beautiful windows letting in natural light and sites of downtown Hopkinsville.

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.

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.

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.

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