Holiday rentals in Oak Grove

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Top-rated holiday rentals in Oak Grove

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

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Top guest favourite
A studio loft features charming brick walls and bright windows that allow natural light to fill the space. A spacious bed is positioned beside a comfortable sectional sofa. A media console and decorative accents enhance the cozy atmosphere, creating a welcoming environment.
Loft in Clarksville
4.97 out of 5 average rating, 174 reviews

A cozy studio apartment downtown Clarksville

The allée des fraises loft is a studio loft inspired by my stay in Paris and London, located on the second floor of an historic 1890’s building. The charming brick walls and rustic aesthetics add character to this bright space. Perfect for a couple’s getaway or a solo traveler in town for work. Walking distance to coffee shops, restaurants, local cafes, boutiques, breweries and more. Near Austin Peay State University, Fort Campbell and less than hour from Nashville. A parking pass is provided.

Guest favourite
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 favourite
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, 127 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 favourite
An aerial view showcases the tranquil landscape of the Cumberland River, bordered by lush greenery and wooded areas. The river meanders through the scene, with gentle curves leading to calm water and a natural shoreline, inviting exploration and outdoor activities.
Cottage in Dover
4.94 out of 5 average rating, 148 reviews

Cozy Pet-Friendly Riverfront Cottage

Welcome to The Mallard House. A cozy cottage overlooking the Cumberland River. Bring the dogs and relax on the wrap-around porch. We offer all the kitchen tools to cook a delicious meal and enjoy the peace and quiet of the country. The Mallard house is conveniently located 15 minutes from the quaint town of Dover where you can find all the necessities. Nashville is 1.5 hours for those wanting a day trip to the city and Land Between the Lakes is 20 minutes for those seeking outdoor adventures!

Guest favourite
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.

Superhost
Home in Clarksville
4.96 out of 5 average rating, 208 reviews

The PINK HOUSE in Downtown Clarksville

The Pink House Clarksville is located in downtown Clarksville 5 minutes to Austin Peay and F&M Bank ARENA and downtown restaurants. It is 20 minutes to Fort Campbell area, 45 minutes to Nashville, and 20 min to most of Clarksville areas. Cottage includes fully stocked kitchen, relaxing seating areas in backyard and SUNROOM, and on premise parking. There is also a SPEAKEASY themed airbnb NEXT DOOR you can rent as well! Be sure to bring your best camera for all the photo opportunities!

Top guest favourite
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.
Flat in Clarksville
4.99 out of 5 average rating, 175 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.

Top guest favourite
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
4.96 out of 5 average rating, 354 reviews

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.

Guest favourite
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, 140 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 favourite
Flat in Clarksville
4.9 out of 5 average rating, 128 reviews

Serene private new construction walk out apartment

Beautiful 1 bed 1 bath apartment tucked into the woods in Cumberland Heights. Enjoy a private getaway but still convenient access to all that Clarksville has to offer. Close to Austin Peay State University, 10 minutes from downtown and 30 minutes from Fort Campbell. The Space: Comfortable queen bed with full bath (shower only-no tub). Private entrance to walkout basement apartment. No access to main house from apartment. Full kitchen with coffee provided.

Top guest favourite
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.

Popular amenities for Oak Grove holiday rentals

When is the best time to visit Oak Grove?

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Avg. price$128 SGD$128 SGD$132 SGD$140 SGD$142 SGD$132 SGD$149 SGD$149 SGD$149 SGD$142 SGD$135 SGD$141 SGD
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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 holiday rentals in Oak Grove

  • Total holiday rentals

    Explore 20 holiday rentals in Oak Grove

  • Nightly prices starting at

    Oak Grove holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Oak Grove holiday rentals include wifi 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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