Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

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Top guest favorite
Apartment in Jackson
4.96 out of 5 average rating, 208 reviews

The Waffle House: Historic Full Downtown Apartment

The apartment is called Waffle House because it was the home of Waffle House founder Joe Rogers. The space is a full apartment with kitchen, laundry, living room, bathroom and bedroom with a separate entrance. Located on W Deaderick it’s just a short walk to Restaurants , Farmer's Market, and Hub City Brewing. I am the brewmaster at Hub City Brewing & Rock’n Dough Pizza + Brewery, and my wife works for Hitachi Energy. We live in the downstairs unit so are nearby if there is anything you need.

Top guest favorite
The exterior of the house is displayed, featuring a modern design with an extended roof and large front windows. A stone pathway leads to the entrance, bordered by a landscaped grassy area and scattered trees in the background.
Tiny home in Henderson
4.96 out of 5 average rating, 165 reviews

“The Casita Bonita”

Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

Top guest favorite
The exterior of a rustic cottage is shown, featuring a welcoming porch with two metal chairs. Lush greenery surrounds the entrance, and a path leads to the front steps. The building has a light-colored facade and a classic metal roof, set against a peaceful rural backdrop.
Guesthouse in Bradford
4.92 out of 5 average rating, 132 reviews

Spacious and Private Guesthouse in the Country

Rustic, refined cottage with all amenities. 1930s farm home updated for modern life. Soak in the peace and quiet. Perfect for EXTENDED STAYS (CHECK DISCOUNTS!), artists/writers, looking for quiet inspiration. Full kitchen, Keurig coffee-maker, washer/dryer, stereo. Unlimited Internet through local company (TEC). Central heat/ air. Large screen TV w/ Amazon Prime. No smoking or pets, please. No minor children. Adults only. Very Private backyard. Welcome persons of all beliefs & backgrounds.

Top guest favorite
A close-up view of a goat features its expressive eye and distinctive fur patterns. The goat’s fur displays shades of brown and white, while a blurred fencing wire adds depth to the image. Soft green grass is visible in the background.
Cabin in Huntingdon
4.97 out of 5 average rating, 760 reviews

Cottage B at Dry Hollow Farm

Local Amish builders constructed this cabin at Dry Hollow Farm in 2016-2017. On 63 acres of woods and pasture we raise Nigerian Dwarf and Alpine goats for milk from which we craft artisan goat milk soap of many varieties. We also raise luffa gourds and organically-grown herbs. We are located five miles outside of Huntingdon, Tennessee, and offer opportunities to interact with our farm animals and shop in our on-farm Soap Shop. We offer a peaceful rural setting with plenty of space to roam.

Guest favorite
A covered front porch features two yellow rocking chairs positioned next to a small round table. A striped outdoor rug lies beneath them. Lush plants are placed in decorative pots, enhancing the welcoming atmosphere of this vintage bungalow.
Bungalow in Milan
4.97 out of 5 average rating, 447 reviews

The "Heart of Milan" Guest House

This is a vintage 1920's craftsman style bungalow that has recently been redecorated. You will be renting the whole house to include a large master bedroom, a second private bedroom, two bathrooms, a fully equipped kitchen, office, living space and common room with an extra twin bed. Washer and dryer included. Hardwood floors throughout the home. This house is an ideal rental for executives or travelers who are looking for a more home like environment or anticipate an extended stay.

Guest favorite
A scenic view captures the entrance to The Farm at Casey Jones Village, framed by a wooden archway. Expansive green fields are dotted with rustic buildings, including a barn and sheds. A well-maintained path leads past vibrant sunflowers and seating areas, inviting relaxation amidst the natural landscape.
Bungalow in Jackson
4.96 out of 5 average rating, 185 reviews

Pearl Cottage in Casey Jones Village

Step back to a gentler time in this pre-civil war shotgun house in the historic Casey Jones Village. A perfect getaway spot for couples for their honeymoon or anniversary or people wanting to get away for a spiritual retreat. Pearl House is complete with a claw foot tub, a huge shower and his and her robes. There are some wonderful books to read at Pearl, many about history and a great collection of cookbooks. It features a complete kitchen, washer and dryer; all the modern amenities.

Top guest favorite
Home in Jackson
4.95 out of 5 average rating, 322 reviews

"Hospitality House"3 br 2 bth house N Jackson TN

You are renting the entire property. 3 bedroom 2 bathroom house with patio. Located in north Jackson close to I 40, restaurants, and shopping. Great quiet Cove neighborhood safe for evening walks. Will accommodate families, traveling nurses, students, or corporate traveler. No pets. Exceptions can be made, contact host. No large parties or events can be hosted. 10 or more pl. Non smoking home smoking in this property will result in $250 cleaning fee Quiet time between 9pm-6am

Top guest favorite
A fire pit is surrounded by a stone ring, with flames actively burning. A wooden chair faces the serene lake, framed by lush green trees and reflecting sunset hues. The tranquil water glimmers in the evening light, creating a peaceful outdoor setting.
Apartment in Trenton
4.86 out of 5 average rating, 105 reviews

Cozy apt suite/lakefront/pool /near TN Safari Park

Take a break from your hectic lifestyle & experience tranquility on our private A walk out basement guest suite with private entrance. Includes den w/ wood burning fireplace, (futon mattress ) 1 bedroom (queen mattress), bathroom w/ shower, kitchenette on a private 50ac lake. Amenities include gas grill, swimming pool , kayaking, hammock, fire pit, fishing off dock or use of jon boat. 2 miles from Gibson Co. Lake & 30 min from TN Safari Park & Discovery Park

Top guest favorite
The charming house is framed by large trees, creating a natural border. A covered porch with seating is visible, inviting relaxation. Lush green grass and landscaping enhance the setting, while blue skies above contribute to a serene atmosphere. A wide, open space is present in the front yard.
Cottage in Martin
4.93 out of 5 average rating, 248 reviews

Country Cottage Home on 2 Acres Close to UTM

The whole group will enjoy easy access to everything from this centrally located place. Just down the road from the local medical businesses including the hospital and Cane Creek rehabilitation center , UTM and local shops. Quite and safe neighborhood with plenty of parking. One king bed in bedroom along with a couch and air mattresses. Extra linens included. Plenty of towels. Washer/dryer. Refrigerator,Stove,Microwave.

Top guest favorite
A cozy living area features wooden walls and ceilings, enhanced by soft, warm lighting. A comfortable sectional sofa is arranged with decorative pillows, and a recliner is positioned nearby. The kitchen area includes wooden cabinetry and stainless steel appliances, with natural light filtering through the window.
Cabin in Lexington
4.98 out of 5 average rating, 269 reviews

Country Cabin in the Woods

Country style cabin. Interior ceilings, walls and doors solid pine. Vaulted ceiling. Very cozy. On private property surrounded by woods. About 7 minutes from Beech Lake and about 15 minutes from Natchez Trace State Park. Our house is on same property but a good distance apart with privacy fence so cabin is private. Very quiet and peaceful. About 30 minute drive to Jackson, TN

Top guest favorite
The spacious living area features large windows allowing natural light to illuminate the room. A vintage American flag hangs on one wall, while a wooden dining table with two chairs sits near the kitchen island. A comfortable sofa is positioned across from a shelving unit filled with books and decor.
Loft in Huntingdon
4.98 out of 5 average rating, 318 reviews

Loft 163

Loft 163 is located on the Court Square in Downtown Huntingdon TN. It's on the second level of a newly renovated historic building that dates back to the late 1800's. It has amazing views and is in walking distance to The Dixie Performing Art's Theatre, Court Theatre, restaurants, coffee shop, gift shops, and more.

Guest favorite
A 50's style country cottage features light blue siding and a distinctive star-shaped window above the entrance. The front porch, adorned with large glass windows, faces a spacious yard, while a covered carport provides parking for two vehicles. Leafless trees surround the property.
Home in Dyer
4.96 out of 5 average rating, 179 reviews

Miss Martha's: quiet, comfortable country charm.

This spacious (3 bedroom/3 bath)50's style country cottage, Miss Martha's, named for the mother of your Host, is located on a 200 acre working farm in northwest Tennessee. Situated on a quiet country road, you'll enjoy privacy, dark night starry skies, large front and back yards and a pond for fishing.

Popular amenities for Trenton vacation rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Gibson County
  5. Trenton