Holiday rentals in Trenton

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Top-rated holiday rentals in Trenton

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Top guest favourite
Flat in Jackson
4.96 out of 5 average rating, 194 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 favourite
The studio features a comfortable queen size bed covered with a grey quilt and decorative pillows. A small desk with a chair is positioned next to the bed. Warm lighting enhances the cozy atmosphere, while a kitchenette is visible in the background.
Guest house in Henderson
4.95 out of 5 average rating, 540 reviews

Studio Apt on 5th

The Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile) & 25 min. from Jackson. This studio w/ 1 queen size bed, 1 bath & kitchenette guesthouse is good for couples & solo adventurers. It is located in a quiet neighborhood next to the host's family home. Includes: Off-street parking, complementary coffee & snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, & outdoor seating. **Simple Check in & Check Out! No "to do" lists!** **Super hosts for over 6 years!**

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
4.92 out of 5 average rating, 131 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 favourite
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, 436 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 favourite
Home in Jackson
4.95 out of 5 average rating, 313 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 favourite
A charming cabin exterior is framed by lush greenery and a large tree. The front porch features comfortable seating, inviting relaxation. A pathway leads from the driveway through landscaped areas with stones and plants, enhancing the cabin's serene setting.
Cabin in Paris
4.99 out of 5 average rating, 269 reviews

Pops Cabin

Conveniently located approx 5 miles west of Paris. Pops Cabin, is located on our small 16 acre (work in progress) hobby farm of goats, chickens, 2 farm friendly dogs and occasionally a cat or 2 can be observed. :) You get the cabin all to yourself and It comes with 3 bedrooms, 3.5 baths, full kitchen, a front porch to sit down and relax. Yard space available for children to play in. We are a working farm, pets are allowed under certain conditions, along with a 40 pet fee.

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
4.85 out of 5 average rating, 103 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
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, 240 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.

Guest favourite
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.

Top guest favourite
The kitchen features a blend of modern and vintage elements, with dark cabinetry contrasting against wooden accents. A central island with a marble top is surrounded by high stools. Pendant lights illuminate the space, enhancing the inviting atmosphere for cooking and dining.
Flat in Huntingdon
4.99 out of 5 average rating, 113 reviews

Huddleston Hall

Huddleston Hall is in the heart of Downtown Huntingdon in the upstairs of a historic building that dates back to the late 1800s. Located within walking distance of restaurants, coffee shops, boutiques, and two theaters...The Dixie Performing Arts Theatre and Court Theatre makes it the perfect spot.

Top guest favourite
A welcoming front porch is shown with two rocking chairs positioned beside potted yellow flowers. A bench sits to the side, and a wooden railing surrounds the porch. Lush greenery is visible in the background, enhancing the peaceful atmosphere.
Home in Jackson
4.97 out of 5 average rating, 224 reviews

Welcome to The Lily Pad!

Keep it simple at this peaceful and centrally-located place. Located just minutes from downtown Jackson, Jackson Madison County General Hospital, The Lift, The Ballpark at Jackson, shopping and restaurants, The Lily Pad is ready for your overnight stop, weekend getaway, work trip or extended stay.

Top guest favourite
A living room features a comfortable couch adorned with throw pillows and a coffee table made of light wood. A fireplace with a stone facade serves as a focal point, accompanied by a decorative mirror and framed artwork on the walls. Natural light filters through the curtains of the adjacent windows.
Home in Martin
4.96 out of 5 average rating, 244 reviews

1929 Martin Casita

A chic two bedroom house, freshly updated, great kitchen, completely furnished with w/d has on open, charming and inviting feeling. Conveniently located within walking distance of UTM and Historic Downtown Martin. Carport and plenty of yard space.

Popular amenities for Trenton holiday rentals

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