Holiday rentals in Trenton

4.99 out of 5 average rating, 106 reviews

Home in Lexington

The Natchez

Surround yourself with style in this standout space. Conveniently located close to Natchez Trace State Park and 7 recreational lakes. Our charming home is 9 miles from I-40, Parker’s Crossroads Battlefield, Veterans Cemetery, 39 miles from Shiloh National Park and 30 minutes to TN River. If you are wanting to see Memphis Legendary BBQ & Blues or Nashville Hot Chicken & Country Music, we are half way between the 2 cities. This home is near local industries and minutes from restaurants/shopping.

4.98 out of 5 average rating, 100 reviews

Tiny home in Henderson

“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

4.93 out of 5 average rating, 130 reviews

Home in Union City

Rosie's Retreat new w outdoor kitchen & fire pit!

Completely refurbished and modernized, Rosie's Retreat has 2 bedrooms each with a queen bed, large closet, and fireplace. There is additional sleeping space for 2 on the queen sectional/sofa bed and 1-2 more on the futon in the dressing room! Rosie's has 1 full bathroom, but an additional spacious dressing room with lots of mirrors and more. Rosie's has a full kitchen with everything you need for cooking. There is a grill, large fire pit, and plenty of comfy Adirondack chairs for hanging out!

4.92 out of 5 average rating, 106 reviews

Guest house in Bradford

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.

4.91 out of 5 average rating, 133 reviews

Home in Martin

The Maplemere

The Maplemere is closely located to several destinations in Martin. The University of Tennessee at Martin, the Ag-Pavilion, downtown shops and the hospital are minutes away. Only 15 minutes to The Discovery Park of America. The home boasts three bedrooms, including 2 sets of bunk twin beds, a full bedroom, and a queen master suite. Large dining area and cozy living room is a home away from home. Convenient key-pad entry. The Maplemere is perfect for a quick trip or for a longer work stay.

4.97 out of 5 average rating, 414 reviews

Bungalow in Milan

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.

5 out of 5 average rating, 113 reviews

Home in Finger

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!

4.95 out of 5 average rating, 163 reviews

Flat in Jackson

The Waffle House: Historic Full Downtown Apartment

We call this space the Waffle House because it’s the historic home of Waffle House founder Joe Rogers. The space is a full apartment with kitchen, laundry, living room, bathroom and bedroom. The apartment is located on W Deaderick and is just a short walk to Jackson Walk Restaurants , Farmer's Market, and Hub City Brewing Taproom. I am the brewmaster at the local brewery, and my fiancé works as a reporter for the local newspaper. We live downstairs with our two dogs, Layla and Morri.

4.96 out of 5 average rating, 167 reviews

Bungalow in Jackson

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.

4.91 out of 5 average rating, 128 reviews

Are We There Yet? 1 mile from I40/Sleeps 10

Newly renovated 4 bedroom, 2 bath brick home that sleeps 10. Located just a mile from I40. This home is located on a quiet Cove street with a large fenced in back yard. Has a cute closed off sun room for your furry friends, or a nice little reading nook to enjoy your morning coffee. This home is located to everything you may need during your stay. It is 2 miles away from any shopping or dining. Enjoy streaming your favorite shows or movies from 4 smart TVs in the home.

4.99 out of 5 average rating, 176 reviews

Cabin in Huntingdon

The Cabin at Dry Hollow Farm (A)

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 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. Visit us online at Dry Hollow Farm.

4.92 out of 5 average rating, 221 reviews

Cottage in Martin

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.

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4.99 out of 5 average rating, 74 reviews

Townhouse in Union City

Sam's Place on Sherrill Street

RandiRating, 5 stars4 days ago

We enjoyed our stay immensely at Sam's Place. The furniture was comfortable and the hosts were friendly and responsive. The home is located in a quaint and quiet neighborhood. Check-in and check-out were easy. The neighbors were very friendly as well. Our only complaint about the location was that noise from the shopping center behind the home prevented us from sitting in the backyard. There is comfortable seating on the front porch which we used instead.

4.98 out of 5 average rating, 50 reviews

Home in Whiteville

Simply Blessed Retreat

DonelleRating, 5 stars1 week ago

Pictures did not due this property justice. It is a beautiful home. I felt relaxed and comfortable. I would definitely stay at this 5 star Airbnb again.

4.98 out of 5 average rating, 87 reviews

Our Little Tinker!

RhondriaRating, 5 stars3 days ago

I loved everything about this place. It made me feel right at home. Like a home away from home. I visit Jackson once a year for a biker event where I’m the piercer. I do plan to book for next year. It was so clean she even had candles in the living area and bathroom. I would highly recommend. Thank you Ashley for hosting us

5 out of 5 average rating, 30 reviews

Cabin in Obion

Renovated Lodge near Reelfoot Lake! Full Garage

MattieRating, 5 stars8 months ago

This place was a wonderful, country getaway. Mary Jo was very respectful and responsive to all of our inquiries. If you love the country life, this place is a must! Be sure to bring mosquito spray! 😁

4.97 out of 5 average rating, 35 reviews

New home in downtown Jackson!

GlennRating, 5 stars1 week ago

Adorable house. Comfy beds and linens. No issues at all with the stay. Highly recommend! We enjoyed hanging out in the kitchen/living area, having a glass of wine and relaxing. Easy walking to downtown restaurants and bars. Great location.

5 out of 5 average rating, 51 reviews

Home in Dresden

Dresden Haus

JanaRating, 5 stars1 month ago

This was our second stay at this property! The accommodations work great when we are in town visiting family. Cassie is a great host and the property is clean and comfortable!

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