Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

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Guest favorite

A spacious outdoor area is enclosed within a wooden pergola, featuring comfortable seating arranged around a central coffee table. A hot tub is positioned nearby, with textured flooring and greenery suggesting a serene setting for relaxation.

Home in Clarksville

4.89 out of 5 average rating, 201 reviews

Private Yard: Hot Tub/B-Ball Court/X-Box/Fire Pit!

Newly Updated 3BR/1BA home that sleeps 7 people. Driveway holds 3 cars with free street parking if needed. This home comes fully equipped with wi-fi, exterior security cameras, alarm system for windows and doors for your safety & comfort, smart TVs in every room, kitchen with everyday appliances, fireplace, washer/dryer, BBQ grill, firepit w/sitting area, hot tub, & fenced in backyard. Mall 2mi, APSU 4.9mi, Oak Grove Casino 11.8mi, Fort Campbell 14mi, Vineyard/Winery 3.8mi, & Nashville 45-50min.

Top guest favorite

A bright living area is showcased, featuring a dining table with six white chairs and a spacious sofa set. Natural light filters through the windows, illuminating an artwork on the wall. A ceiling fan and a cozy area rug contribute to the welcoming atmosphere.

Townhouse in Clarksville

4.94 out of 5 average rating, 266 reviews

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.

Guest favorite

A hot tub is positioned outside, with its water shimmering under a soft blue light. Large windows display the interior, showcasing a colorful seating area and decorative plants, creating a harmonious connection between indoor and outdoor relaxation spaces.

Home in Clarksville

4.91 out of 5 average rating, 163 reviews

Elegant Entertainment Home The SPOT + HOT TUB

Top Reasons why you’ll love our home! We’re located in a very safe area just minutes away from many of the main attractions of Clarksville. You’ll reside in a 2,300 sqft house w/ 3 bedrooms furnished with insanely comfortable beds w 2 full bathrooms and 2 full kitchens for your convenience & space. The home sits beautifully on the edge of some of Tennessee's most beautiful trees and is also frequently visited by deer and other harmless wildlife. Grab some coffee and enjoy the morning nature view

Top guest favorite

Two painted horses trot across a grassy field as the sun sets in the background, casting warm hues of orange and pink in the sky. Lush trees border the scene, enhancing a sense of tranquility in the natural landscape.

Cabin in Russellville

4.99 out of 5 average rating, 130 reviews

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). One+ hour from Mammoth Cave and Nashville! 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!

Top guest favorite

The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.

Cabin in Russellville

4.95 out of 5 average rating, 129 reviews

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 guest favorite

The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.

Place to stay in Ashland City

4.97 out of 5 average rating, 354 reviews

Bridge House over Blue Springs Creek

Beautiful in fall, magical in winter! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and and the bamboo whispering in the breeze, take in a sunset, or wade in the creek below. We hope you’ll enjoy this unique covered bridge conversion, expanding from bank to bank with a 50-foot front deck. Breakfast provided the first day includes fresh fruit, a half dozen eggs, and muffins, coffee and tea.

Guest favorite

A well-appointed sleeping area features a spacious bed adorned with decorative pillows and a plush throw blanket. Soft, ambient lighting from two bedside lamps illuminates the room. A floral accent wall adds a natural touch, complemented by a decorative area rug beneath the bed.

Barn in Clarksville

4.89 out of 5 average rating, 364 reviews

Tiny Tennessee Temptation, Cool Tub, couple games

Remodeled June 2025, 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 (cool in the summer = jets only)!! 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.

Top guest favorite

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, 319 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 favorite

A charming A-frame structure is presented, featuring a welcoming front porch with wooden railing. The exterior is painted in soft green tones, complemented by a dark door and large windows that allow natural light to fill the interior. Surrounding trees add to the serene setting.

Home in Clarksville

4.91 out of 5 average rating, 151 reviews

The Clarksville Cabin

Resting on a wooded 2 acre hilltop. This home blends an open modern design with that dreamy cozy cabin feel. Our guests can enjoy complimentary hot and cold beverages. The Governor's Getaway provides a different experience in each space of the home. The cozy pine wrapped loft with a queen bed has all the scenic views. The grand feel of kitchen and dining area fills with natural light. The family and entertainment room on the lowest level is set up for all the quality time.

Top guest favorite

The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.

Treehouse in Lewisburg

4.97 out of 5 average rating, 107 reviews

Aerial Joy Treehouse(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

Top guest favorite

A charming treehouse is nestled among tall trees, featuring earthy wooden tones and a rustic design. Soft outdoor lighting creates a cozy ambiance, while a path made of stones leads to the entrance. The treehouse is elevated, providing a unique vantage point into the surrounding nature.

Treehouse in Greenbrier

4.98 out of 5 average rating, 242 reviews

Nashville Luxury Dream Treehouse +Spa

This beautifully designed and luxurious treehouse sits on a ridge overlooking our creek. With only a 25min drive to downtown Nashville, you are tucked away amidst the towering hardwoods---away from the city noise. With careful attention to detail, the treehouse decor and design is meticulously curated to create an atmosphere of rest and beauty. This space is ideal for a couple, but can sleep four (twin beds in the loft). Parties are not permitted on the premises.

Top guest favorite

The kitchen features a U-shaped countertop with wooden cabinetry and a deep sink, complemented by a tile backsplash. A dining area with a round table and chairs is visible in the background, along with a decorative wall piece and clock adding subtle detail to the space.

Farm stay in Hopkinsville

4.84 out of 5 average rating, 127 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.