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Holiday houses 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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Loft in Trenton

4.91 out of 5 average rating, 256 reviews

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!

9–16 Aug

$152 NZD per night

Guest favourite

Home in Clarksville

4.93 out of 5 average rating, 140 reviews

Once-In-A-Lifetime Coffee-Themed Stay For Up To 8.

Warning: Don’t miss out on this once-in-a-lifetime stay in Clarksville, TN. This luxury 3-bedroom home sleeps up to 8 people and is the perfect home base for those visiting friends/family in Fort Campbell or Austin Peay. Take a well-deserved road trip pitstop here and enjoy the complimentary coffee, tea and pastries. If you couldn’t already tell - we LOVE coffee. That’s why every room is decorated to depict different coffee loving nations worldwide. Reserve now for a stay you’ll never forget!

18–25 Nov

$294 NZD per night

Guest favourite

Home in Clarksville

4.91 out of 5 average rating, 228 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.

29 Sep – 6 Oct

$219 NZD per night

Guest favourite

Home in Oak Grove

4.8 out of 5 average rating, 123 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.

16–23 Sep

$234 NZD per night

Guest favourite

Home in Oak Grove

4.89 out of 5 average rating, 56 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:)

17–24 Jan

$236 NZD per night

Guest favourite

Cabin in Chapmansboro

4.95 out of 5 average rating, 150 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.

24–31 Oct

$211 NZD per night

Guest favourite

Cabin in Dover

4.97 out of 5 average rating, 189 reviews

Cabin & Outdoor Fireplace -Pet Friendly

Hunt House Cabin: Dogwood Springs Farm & Cabins. If you are visiting Stewart County to hunt, fish, kayak, relax, work or visiting family, this property is for you! This quiet cabin is located on our farm that adjoins one of our large barns. This barndominium is immaculate and truly affordable. It sets on top of one the highest peaks in Stewart County with a spring-fed pond at the bottom of the hill with hiking trails. Enjoy the fire pit and the BBQ grille and spacious patio.

3–10 Aug

$202 NZD per night

Guest favourite

Cottage in Hopkinsville

4.93 out of 5 average rating, 104 reviews

*Pool*Animals*Farm Views*Quaint Cottage

Cute cottage located behind the 100-year-old main farmhouse! This unique 4 acre property boasts gorgeous farmland views, flourishing gardens, and farm animals. You can visit the goats, dogs, and chickens. Enjoy a full kitchen, living and dining area, bedroom, and bath with oversized tub. HUGE fenced saltwater pool with high dive available seasonally! Only 10 minutes to Fort Campbell, Clarksville or Hopkinsville! Also available to host special events! See details!

16–23 Jan

$155 NZD per night

Guest favourite

Home in Oak Grove

4.97 out of 5 average rating, 89 reviews

Paw-fect for pet lovers & thrill seekers

Whatever brings you to Oak Grove KY or Clarksville TN and surrounding areas, this place is sure to make you feel at home, away from home, in all the right ways. Meeting family or friends at Ft. Campbell? Our home is less than 5 minutes from post. -Pet friendly (2 max) -2 miles to Highway 24 for easy access -3 miles from Wal Mart and dining -5 minute walk to park. -One hour away from Nashville Stream your favorite shows at this home away from home.

16–23 Dec

$213 NZD per night

Guest favourite

Barn in Clarksville

4.88 out of 5 average rating, 235 reviews

Barn on farm w/ Hot Tub, 45 minutes to Nashville

This a very unique & 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.

27 Jul – 3 Aug

$229 NZD per night

Apartment in Oak Grove

4.87 out of 5 average rating, 15 reviews

Cozy Apt 2 mins from Ft Campbell

Kick back and relax in this calm, stylish space. Just 2 minutes from Gate 4 at Ft. Campbell, 4 minutes from Oak Grove Casino and around the corner from shopping and dining - you'll have everything you need right at your fingertips. 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! We look forward to hosting you!

10–17 Oct

$178 NZD per night

Guest favourite

Guesthouse in Clarksville

4.97 out of 5 average rating, 276 reviews

Downtown Guest House With Summer Pool Access

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. During the SUMMER (Memorial to Labor Day) season, you will have access to the pool. 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.

18–25 Jul

$133 NZD per night

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Popular amenities for Oak Grove holiday rentals

Free parking on premises

Air conditioning

Stay near Oak Grove's top sights

Oak Grove Racing, Gaming & Hotel28 locals recommend

Mikado's4 locals recommend

JP’s Hot Chicken5 locals recommend

Other great holiday rentals in Oak Grove

Guest favourite

Home in Oak Grove

4.85 out of 5 average rating, 55 reviews

Welcome to The Honeycomb.

14–21 Jul

$190 NZD per night

Guest favourite

Apartment in Oak Grove

4.98 out of 5 average rating, 40 reviews

A clean home conveniently located

6–13 Aug

$187 NZD per night

Guest favourite

Home in Clarksville

4.98 out of 5 average rating, 46 reviews

The Dragonfly

20–27 Sep

$211 NZD per night

Guest favourite

Home in Clarksville

4.91 out of 5 average rating, 86 reviews

Red River Rambler

20–27 Oct

$223 NZD per night

Home in Clarksville

4.79 out of 5 average rating, 98 reviews

Gorgeous Cozy Residential Home

9–16 Mar

$260 NZD per night

Guest favourite

Home in Clarksville

4.99 out of 5 average rating, 67 reviews

Home Theatre w/Warm Southern Comfort

15–22 Sep

$296 NZD per night

Guest favourite

Home in Clarksville

5.0 out of 5 average rating, 33 reviews

Cozy 3 Bedroom Home

20–27 Apr

$294 NZD per night

Guest favourite

Home in Clarksville

4.95 out of 5 average rating, 42 reviews

House on the Riverside

12–17 May

$281 NZD per night

Quick stats about holiday rentals in Oak Grove

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$67 NZD before taxes and fees

Destinations to explore