Holiday rentals in Trenton

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.

4.9 out of 5 average rating, 221 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

Superhost

A spacious living area features a modern sectional sofa with decorative yellow pillows. A circular coffee table sits in the center, complementing the cool blue walls. A stylish light fixture hangs overhead, and a fireplace is positioned along one wall, adding warmth to the room.

4.81 out of 5 average rating, 238 reviews

Red River Rambler

🐶🏳️‍🌈Welcoming, pet friendly (with fee) stylish, ranch style home centrally located in a cute neighborhood, just a short drive from anything in Clarksville. Walk to Publix grocery store, multiple restaurants, gas stations, local entertainment, and .3 miles from the Blueway drop in to the Red River. Our home is a recently updated, cozy 3 bedroom, 2 full bath home, deck and firepit in backyard. TV’s in all bedrooms! 10 min to Fort Campbell; 15 min to Austin Peay University; 45 min to Nashville.

Superhost

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.

4.84 out of 5 average rating, 246 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.

A single-story brick home featuring a charming front porch with rocking chairs. The well-manicured lawn surrounds the house, complemented by landscaped flower beds. A two-car garage with a white door is present, providing convenient parking options.

4.96 out of 5 average rating, 85 reviews

Pet Friendly-New Deck and Fence in back yard

Cozy Carnation is a 3 bedroom 2 bathroom with upstairs bonus room and workspace. This is a pet-friendly home. Inquire with us regarding our pet fee! This home sleeps 8 people total, master has a king-size bed while the 2 additional bedrooms have full size beds and the upstairs bonus room includes a full-size bed, twin trundle and work area. Cozy Carnation is 10 mins to shopping, dining & much more, 18 mins to Downtown Clarksville, & 22 mins to Fort Campbell! Need recommendations? Just ask!

4.9 out of 5 average rating, 462 reviews

A spacious sleeping area features a large bed adorned with decorative pillows. The headboard is complemented by a green floral wall, while warm lamp lighting creates a calming ambiance. A cozy seating area and an intricately designed cabinet are also visible, adding a touch of charm.

Barn in Clarksville

Tiny Barn on a Farm Hot Tub 45 min to Nashville

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 sheep, a goat, and a sweet mini-pot belly pig. We also grow Luffa Sponges commercially! a half mile to some of our areas best local BBQ at Red Top. If you like Whiskey start at Old Glory (moonshine slushies) or MB Rolland and try the Pink Lemonade then pop on over to Beachhaven 🍷 Winery.

4.98 out of 5 average rating, 90 reviews

Harvest Hideaway

One-level home on a cul-de-sac centrally located within 2 miles of I-24; 15 min to Fort Campbell, downtown Clarksville, APSU , and Oak Grove Racing & Casino; only 45 min to Nashville; and within 1 hour drive from 4 distilleries on the Kentucky Bourbon Trail Craft Tour®. Many restaurants, coffee shops, and a movie theatre within a mile of the home. We are dog friendly (50lb weight limit) for $50. **This is a non-smoking/vaping property.

5.0 out of 5 average rating, 9 reviews

A cozy sleeping area features a spacious bed dressed in a light blue quilt and decorative pillows. Adjacent, a comfortable gray sofa invites relaxation. Soft lighting is provided by a lamp on a small bedside table, while pale green walls and a textured rug enhance the room's comfort.

Flat in Trenton

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!

A spacious living room is filled with natural light from several windows. A long, comfortable sectional couch and a central coffee table offer ample seating. Two wicker chairs are positioned nearby, and a vibrant area rug adds a touch of color to the wood floor.

4.88 out of 5 average rating, 160 reviews

Great for the whole family!

Kick back and relax in this calm, stylish space. With 2 living rooms & an outdoor living area, there will be plenty of space for you to spread out and get comfy. New 65" Smart TV & long comfy couch - perfect for movie nights with the whole group! Local Attractions- 5 miles from Downtown Clarksville (~10min) 15 miles from Fort Campbell (~30min) 45 miles from Downtown Nashville (~45min)

A spacious living area is highlighted by a cozy seating arrangement with a large sofa and throw blanket. Natural light filters through the sheer curtains, illuminating the space. A mounted TV is positioned above a modern fireplace, and a dining table is visible in the background near the kitchen.

4.97 out of 5 average rating, 176 reviews

Beautiful & Airy Retreat with Lots of Character

Welcome to your spacious and airy retreat at Russet Ridge! Nestled in a prime location just minutes from Wilma Rudolph Boulevard, this charming three-bedroom, two-bath home offers the perfect blend of comfort, convenience, and style. Whether you’re in town for a relaxing getaway, a business trip, or just exploring the area, this home provides the ideal setting for any stay.

4.98 out of 5 average rating, 121 reviews

Home in Elkton

Elkton Family House

Relax with the whole family at this peaceful place to stay in a small town in western Kentucky Only walking distance from elkton square and it’s restaurants and gas stations, plenty of room for parking and outside activities! A few minutes from Elkton Park. 45 minutes to Ft Campbell 20 minutes to Guthrie 25 minutes to Clarksville Elkton is a true country town!

5.0 out of 5 average rating, 35 reviews

Barn in Elkton

The Haley Haven

It's rare to find a place that's both historic and one-of-a-kind. The upstairs of a 5 car barn built in the 40’s. Sitting on a main street in the front and vast farmland in the rear. You would never know you are a 7 minute walk to the historic town square. There are 6 beds, upper bunks have a 150 lb limit, so we limit the space to 6 adults.