
Holiday rentals in Trenton
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Top-rated holiday rentals in Trenton
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Downtown Luxury 2Bedroom Townhome
Relax in this stylish, sun-filled Town home, just a hop, skip, and jump from everywhere you want to be. Enjoy your morning coffee on your private patio surrounded by Tennessee lush green trees. Located in the heart of downtown Clarksville, is just a short walk to shops, restaurants, live theater, Austin Peay State University, and the River Walk. 5 minute walk to Downtown Clarksville 45 minutes to Nashville 20 minutes to Fort Campbell Check out our other listings by clicking on our host profile.

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!

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.

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!

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.

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.

The Cottage
Enjoy a relaxing beach-inspired experience at this centrally located condo! Full sized sectional to cozy up on and watch TV, a full kitchen to make you feel at home and complimentary coffee bar! Two bedrooms with comfy queen beds and full bathrooms attached to each. Nice sitting areas in front and in back to relax on. Close to shopping, dining, I-24 and Tennova. Minutes to Beachaven Winery, 5 minutes to the mall, 20 minutes to downtown Clarksville and 50 minutes to Nashville!

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.

Spacious | 4BR Boho | Family + Pet Friendly
Bring the whole family to this great place with lots of room for fun. This stylish 4 bedroom / 2.5 bath home is located in the Liberty Park neighborhod of Woodlawn. Just a few miles from Fort Campbell (Gate 10). This quiet, family-oriented community is conveniently close to both Clarksville and nearby recreational hot spots. The home is a full time Air-Bnb that is professionally cleaned and stocked with kitchen and bath essentials.

Kentucky Hideaway
Take it easy at this unique and peaceful getaway. The apartment is tucked away off the main road in the lovely small town of Trenton, KY. The two story mini building sits back off the road which allows for privacy. You will especially love the large upper deck which allows you to not only look out at our beautiful town but also, enjoy the outdoors with a covered deck attached to the kitchen. Almost doubling your living space!

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 Trenton holiday rentals
Other great holiday rentals in Trenton

Bluffside Cabin 2

The Fox House (615 Fox Path) | Spacious 3-Bedroom

Beautiful 3BR Home • Near Ft Campbell & Casino

Liberty Hall Guest Suite

Pet Friendly-New Deck and Fence in back yard

Cindy Jo Our Happy Place

Oak Grove Retreat

Cozy Farmhouse Sleeps 6
Destinations to explore
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- Music Row
- Bridgestone Arena
- Nissan Stadium
- Music City Center
- Vanderbilt University
- Land Between the Lakes National Recreation Area
- National Museum of African American Music
- Ascend Amphitheater
- Bicentennial Capitol Mall State Park
- The Parthenon
- Country Music Hall of Fame and Museum
- First Tennessee Park
- Tennessee Performing Arts Center
- Western Kentucky University
- Frist Art Museum
- Centennial Park
- Tennessee State University
- John Seigenthaler Pedestrian Bridge
- Cumberland Park
- General Jackson Showboat
- Adventure Science Center
- Grand Ole Opry
- Beachaven Vineyards & Winery
- Ryman Auditorium




