
Vacation rentals in Trenton
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Top-rated vacation 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.

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.

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!

Cozy Cabin with Private Walking Trail
Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

TOP 1% w/ King Bed! Cozy&Luxury Downtown Townhome
"Sunjoo's Place on Cigar Hill," Hosted by Byers & Harvey is a 2 BR/2.5 BA with a big bonus room in downtown! The MB has a king bed and ensuite with double vanity and tile shower. 2nd room has a queen bed and ensuite. Downstairs, you can find designated office/perfect kids hang out bonus room with big desk and trundle bed with 2 twin size mattress. However, there is NO bathroom and NO window in the basement. Up to 6 people (max 4 adults) can stay comfortably. Inquire about long-term stays!

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.

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.

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.

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!
Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

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.

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.
The Lodge is a small 2 person only cabin on 45 acres of western KY countryside with amazing sunsets included. It has a private drive and a relaxing front porch with a 2 person only hot tub. Once you walk through the cabin doors, you will be transported to the Smokey mountains without the mountains. The owners live onsite if any problems arise that need immediate attention.
Popular amenities for Trenton vacation rentals
Other great vacation rentals in Trenton

Jemma’s place

New Modern Home near Nashville

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

John's Place (1365 Isaiah Drive)

3 bedroom, pet-friendly, patio near Ft Campbell

The Cabin at Pine Ridge Farm

Senseney Cottage Too~Pet Welcome, Fenced Yard

The brand new-Elegant- home away from home!
Destinations to explore
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- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Land Between the Lakes National Recreation Area
- Ascend Amphitheater
- Country Music Hall of Fame and Museum
- Bicentennial Capitol Mall State Park
- The Parthenon
- First Tennessee Park
- Shelby Golf Course
- Tennessee Performing Arts Center
- Eddy Grove Vineyard
- Adventure Science Center
- Golf Club of Tennessee
- Russell Sims Aquatic Center
- John Seigenthaler Pedestrian Bridge
- Frist Art Museum
- Tie Breaker Family Aquatic Center
- Cumberland Park
- General Jackson Showboat
- Beachaven Vineyards & Winery
- Reid's Livery