Holiday houses in Trenton

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Top-rated holiday rentals in Trenton

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Guest favourite
A single-story brick home is surrounded by lush greenery, showcasing a well-maintained lawn. The front entrance features a central door flanked by tall windows, allowing natural light to fill the space. A spacious driveway leads to an attached garage on the right.
Home in Jackson
4.98 out of 5 average rating, 124 reviews

Cozy Cove Home

Experience the ultimate getaway from the busyness of life! Come stay in our incredible Airbnb located on a serene cove in North Jackson. With plenty of room for the whole family, our spacious living room and kitchen feature comfortable and stylish decor. Unwind at the end of the day with a cozy fire pit on the back deck. You’ll also enjoy the convenience of being near a variety of shopping, restaurants, a hospital, and Union University. Escape the hustle and bustle in our home on the quiet cove.

Top Guest favourite
A spacious bedroom features a comfortable bed with crisp white linens. Light filters through sheer curtains on either side of two windows. A wooden nightstand holds a glass lamp, while a woven basket and a clothing rack add functional elements to the inviting space.
Apartment in Jackson
4.96 out of 5 average rating, 181 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 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, 119 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 cozy living room is furnished with a large sectional sofa and a patterned chair. A glass coffee table rests on a geometric rug. Natural light enters through large windows dressed with light curtains, while a welcoming entrance door leads outdoors.
Home in Martin
4.92 out of 5 average rating, 156 reviews

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.

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, 423 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.

Top Guest favourite
A spacious home is showcased, featuring a combination of stone and brick exterior elements. The entrance is highlighted by large, inviting wooden double doors flanked by greenery. Well-maintained landscaping surrounds the home, complemented by a manicured lawn and the welcoming symmetry of shuttered windows.
Home in Jackson
4.99 out of 5 average rating, 129 reviews

I'm Goin' to Jackson

Clean and cozy home less than 10 minutes from I-40, Union University, and north Jackson shopping, parks, restaurants, and entertainment. Great layout comfortably sleeps up to 8 guests yet cozy enough for 1-2 people. Our family frequents Airbnb properties when we travel and have brought that experience to our home to make it as comfortable as possible. Feel free to use the elliptical or venture outside for a walk or bike ride to see one of two water wheels and ponds in the neighborhood.

Guest favourite
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, 179 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.

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.
Apartment in Trenton
4.85 out of 5 average rating, 101 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, 232 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 welcoming living room features a grey sofa and loveseat, arranged around a dark coffee table. A soft area rug is laid over warm wood flooring. Natural light filters through sheer curtains, enhancing the space, while decorative elements include a shelf and wall art.
Home in Jackson
4.98 out of 5 average rating, 144 reviews

Swan House

This two bedroom, newly renovated 1950’s home exhibits historic midtown charm paired with modern style. Our quiet, dead-end street offers the space to get away, while being conveniently located ½ a mile from the Hospital and right around the corner from the local shops and restaurants of downtown Jackson. Two minutes from the bypass for a quick drive up north; ten minutes from Union University.

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, 177 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.
Apartment in Huntingdon
4.99 out of 5 average rating, 102 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.

Popular amenities for Trenton holiday rentals

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