Holiday rentals in Trenton

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Top-rated holiday rentals in Trenton

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Guest favourite
A spacious living room features a sectional sofa with a round coffee table at its center. A modern light fixture hangs above, while a sleek television is mounted on the wall. A cozy fireplace serves as a focal point, with calming blue walls surrounding the area.
Home in Clarksville
4.83 out of 5 average rating, 232 reviews

Red River Rambler

🏳️‍🌈🐶Welcoming, Pet Friendly, 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. Or inquire for owner drop in site. The Red River Rambler is a recently updated, cozy 3 bedroom, 2 full bath home with calming vibes. 10 min to Fort Campbell; 15 min to Austin Peay University; 45 min to Nashville.

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Guest favourite
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
4.9 out of 5 average rating, 217 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

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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.
Home in Clarksville
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.

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Guest favourite
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
4.9 out of 5 average rating, 452 reviews

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.

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Superhost
A cozy lounge area is highlighted by a large sectional sofa in dark brown leather, providing ample seating for relaxation. Soft lighting is emitted from a floor lamp, while a patterned area rug enhances the space. Decorative cushions add a touch of comfort and style.
Home in Clarksville
4.96 out of 5 average rating, 161 reviews

Home Theatre w/Warm Southern Comfort

2200 sq.ft home, comfortable, warmly decorated, open floor plan, 3bd, 2b w/ large porch, furnished upper deck with nightlights, no access from below for your safety and peace of mind. It overlooks a beautiful view of forrest greenery w/ local wild life. A pet enclosure; home theatre w/refreshments, foosball & lota of family games; Fire Pit- w/ wood; Laundry space; Deep freezer; Storage shed; Family walking track & park within 2 min walking. **(2) EXTERIOR CAMERAS FOR GUEST SAFETY

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Guest favourite
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
5.0 out of 5 average rating, 9 reviews

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!

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Guest favourite
A living room features a gray tufted sofa and an armchair with light upholstery. A wooden coffee table is centered on a patterned area rug. Natural light enters through a window beside the front door, and a ceiling fan provides airflow.
Home in Clarksville
4.84 out of 5 average rating, 153 reviews

Home away from home 37042

Beautiful 1,100 sqft three bedroom, two bathroom home off of exit one. The house has WiFi! Feel free to login to Netflix, Hulu, or Amazon prime! Only five minutes from I24, restaurants, and easy access to Ft. Campbell. New laminate flooring and tile in the kitchen. The master bedroom has a queen bed, the second bedroom has a full bed, and the third bedroom has a bunk bed with twin mattresses.

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Top guest favourite
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.
Home in Clarksville
4.97 out of 5 average rating, 170 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.

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Guest favourite
A cozy living space features a stone fireplace with a flat-screen television mounted above. A light-colored armchair and a decorative pouf complement the room's soft neutral palette. Natural light enters through large windows dressed with sheer curtains, enhancing the inviting ambiance.
Home in Elkton
4.97 out of 5 average rating, 116 reviews

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!

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Top guest favourite
Barn in Elkton
5.0 out of 5 average rating, 34 reviews

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.

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Top guest favourite
Flat in Elkton
4.97 out of 5 average rating, 30 reviews

Liberty Hall Guest Suite

The Guest Suite at Liberty Hall in historic Elkton, Kentucky is a beautiful place to unwind. Guest favorites include the lovely antique furnishings and the porch swing on the private wrap around porch. If interested, the owners will gladly give a tour of the other areas of the home and tell the history of the property.

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Top guest favourite
A two-story country home features a spacious front porch with white railings and hanging planters. The exterior showcases a gable roof with three dormer windows and is surrounded by a lush green lawn, offering a serene rural backdrop.
Home in Adams
4.97 out of 5 average rating, 78 reviews

Cozy Country Home

Cozy home in the country but still close enough to town. Our home is located in Montgomery Co, Tennessee and is just across the border of Guthrie, Kentucky. It's a very peaceful, country setting that allows you to relax and get away from the hustle and bustle of town. Only 15-20 minutes from I-24, exit 4.

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