Holiday rentals in Trenton

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Top-rated holiday rentals in Trenton

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Guest favourite
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
4.95 out of 5 average rating, 186 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 favourite
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.
Guest house in Bradford
4.93 out of 5 average rating, 139 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.

Guest favourite
An inviting open space showcases large glass doors with dark framing, flanked by soft, neutral curtains. Exposed wooden beams add character to the ceiling, while a corner features a wet bar area with dark cabinetry, enhancing the cozy, rustic ambiance.
Cabin in Humboldt
4.98 out of 5 average rating, 57 reviews

Crown Cottages - King Suite

Take it easy at this unique and tranquil getaway. Enjoy all that Crown Winery and West Tennessee has to offer from our great location nestled within the beautiful Tuscan inspired Crown Winery property. You'll be joining us at our cottage nestled at the base of our breathtaking vineyard. Wake up to the beautiful view of the wind blowing through the vines and "wine down" with a walk up the hill to see the sun set over the back vineyard. This 600 square foot free-standing cottage sleeps two.

Top guest favourite
Double glass doors framed in a vibrant yellow provide access to the space. A wooden chair complements a dining area adorned with a soft table setting. Exposed brick walls and natural light enhance the warm, welcoming atmosphere.
Home in Finger
4.99 out of 5 average rating, 170 reviews

La Banque Stylish and comfy stay

Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

Top guest favourite
A close-up image of a Nigerian Dwarf goat features soft brown and black fur. The goat’s bright eyes and gentle expression indicate curiosity. The background consists of blurred greenery, enhancing the goat's presence in its natural environment.
Cabin in Huntingdon
4.98 out of 5 average rating, 260 reviews

Cottage A at Dry Hollow Farm

Local Amish builders constructed this cabin at Dry Hollow Farm in 2021. 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.

Top guest favourite
A serene lake is framed by vibrant autumn foliage and tall trees, reflecting the colorful surroundings. A white fence runs along the edge, enhancing the natural beauty of this tranquil scene, inviting peace and relaxation.
Home in Henderson
5.0 out of 5 average rating, 142 reviews

The Oliver Lakehouse

Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Guest favourite
A single-story home features a well-maintained exterior with light-colored siding and a neatly trimmed lawn. The attached garage has space for vehicles, while a decorative element is placed near the entrance. The inviting front yard is shaded by mature trees against a clear blue sky.
Home in Jackson
4.91 out of 5 average rating, 78 reviews

Cozy Modern Minilmalist Stay in North Jackson

Welcome to my home in the peaceful northernmost part of Jackson, Tennessee. Our cozy and comfortable home is ideal for families, solo travelers, or business guests seeking a serene retreat with easy access to everything Jackson has to offer. This inviting space features 3 bedrooms, 2 bathrooms, Wi-Fi, smart TV and an array of kitchen utilities. Whether you’re here for a short stay or an extended visit, you’ll find everything you need for a comfortable and relaxing experience.

Top guest favourite
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.
Flat in Trenton
4.86 out of 5 average rating, 110 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 favourite
Cottage in Martin
4.93 out of 5 average rating, 256 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 favourite
A single-story home is displayed, featuring a light-colored exterior with multiple windows. The property is set on a well-maintained lawn, bordered by shrubs. A paved driveway leads to the entrance, and trees provide a backdrop, suggesting a quiet neighborhood.
Home in Trenton
5.0 out of 5 average rating, 32 reviews

Simply Tea-rrific

"Quiet, cozy 3-bedroom home with 1.5 baths, nestled in a peaceful neighborhood. Centrally located in the heart of town, enjoy easy access to local amenities, charming shops, and scenic walks. Relax in the spacious backyard with a firepit—perfect for family gatherings or unwinding after work. An ideal spot for both family stays and business trips."

Top guest favourite
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, 325 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.

Top guest favourite
A spacious living area is furnished with a grey sectional sofa and two green accent chairs. A vibrant red area rug lies on the wooden floor, complementing the neutral wall color. A minimalist black fireplace and a large wall-mounted television are also present.
Home in Jackson
4.93 out of 5 average rating, 89 reviews

Jackson Sweet Retreat

Welcome to our Jackson sweet retreat!! This adorable 3 bedroom 2.5 bath is tucked away in a quiet neighborhood on a spacious corner lot under tall Tennessee trees. Centrally located in north Jackson, you are also walking distance to local shops, grocery and restaurants! Come stay awhile!

Popular amenities for Trenton holiday rentals

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