Vacation rentals in Trenton

4.97 out of 5 average rating, 289 reviews

The treehouse exterior is framed by vibrant autumn leaves, showcasing a wooden structure with large windows and ornate details. A wooden walkway leads to a charming entrance, warmly lit by ambient lights that create a welcoming atmosphere at dusk.

Treehouse in Trenton

Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” Whippoorwill Retreat is a romantic, family-friendly treehouse tucked in the treetops just 20 minutes from Chattanooga. This peaceful escape offers floor-to-ceiling views, a sunrise perch, outdoor fireplace, fire pit for lazy nights, and outdoor soaking tubs with Whippoorwill-scented salts, Alexa for music, and a chandelier. Sleep in a suspended bed or retreat to the Canopy Suite, where a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

A spacious two-story home is set on a grassy hill, featuring a combination of stone and wood siding. A large front porch with multiple seating areas overlooks the surrounding landscape, framed by trees. The triangular roof and gabled entrance add an inviting architectural detail.

4.96 out of 5 average rating, 164 reviews

Mountain Dale Retreat

Close to Chattanooga, several wedding venues and SLTC. Relax and enjoy the view of Lookout Mtn. and hang gliders from the front porch. Watch the hang gliders land just 10 min away. The house is a 20 min drive to Cloudland Canyon State Park where there are hiking trails and 2 waterfalls, a 20 min drive to downtown Chattanooga and 20 min to Rock City. Great Restaurants within 20-30 min.Fully stocked chef’s kitchen. See my online guidebook on Airbnb for restaurant and sight seeing recommendations.

Place to stay in Rising Fawn

A cozy sleeping area features a queen-size bed with a blue and gray striped blanket. A wooden desk and chair are positioned nearby. Soft lighting from string lights enhances the inviting atmosphere, while wood accents and corrugated metal panels create a rustic charm.

4.98 out of 5 average rating, 131 reviews

Cloudland Canyon Cozy Private Hideaway

Meet Little Nelly! A cozy mountain escape for 2 guests max. This tiny charmer (under 200 sq ft) sits atop Lookout Mountain with quick access to hiking, biking, waterfalls, caves, fishing & even hang gliding! Cloudland Canyon is 5 min away—a breathtaking park with stunning trails. Chattanooga & Ruby Falls (30 min) and McLemore Resort (15 min) offer great bites, drinks & epic mountain views. Includes a mini fridge (no freezer), microwave, and coffee, cream & sugar. Little Nelly’s got you covered!

4.99 out of 5 average rating, 526 reviews

A serene view of lush green pastures is captured under a bright blue sky, with distant mountains creating a scenic backdrop. A historic farmhouse is seen to the left, surrounded by trees, providing a glimpse of the peaceful country setting.

Home in Chickamauga

Mountainfarms' Farmhouse -pet friendly, near Chatt

Come enjoy country life in our Civil War era, newly renovated farmhouse. Located on 19 acres in a beautiful setting at the foot of Lookout Mt. There are 2 springs to dip your feet in, woods to hike in, a rocking chair front porch & a large entertaining back porch with great views of the mountains, woods, old outbuildings & beautiful pastures. Inside, modern amenities along with several original architectural elements. Restaurants, many attractions, outdoor activities & Chatt within 30 min.

The exterior of a modern A-frame home features a sleek black façade and a pointed roof. A welcoming front porch is adorned with a planter, while the driveway provides ample parking space. Scenic mountains are visible in the background under a clear blue sky.

5 out of 5 average rating, 125 reviews

Mountain's Edge

The Appalachian A-Frame, built in 2024, is right where you want to be! A cozy, stylish home overlooking the gorgeous views of the valley. While being just far enough away to enjoy the benefits of a quiet mountainous getaway, you're also 25 minutes from downtown Chattanooga, TN, where there is an abundance of amazing activities to partake in! It features a comfortable living space, stunning view with a double decker porch, hot tub, fire pit, and plenty of peace and quiet to relax and enjoy!

4.99 out of 5 average rating, 137 reviews

The cottage exterior features wooden siding and large windows that invite natural light. A cozy porch is visible, complemented by a wooden railing and a seating area. Surrounding greenery offers a serene backdrop to the secluded setting.

Cottage in Trenton

Huckleberry's "Cottage on the Pond"

Huckleberry's Cottage, 2 bedrooms, 2 baths located in a secluded gated setting overlooking our pond. Our cottage guests enjoy sitting on the porch overlooking the beautiful pond, taking a leisurely 1/2 mile walk around our pond or sit on the dock fishing, or just listening to the fountain sounds like a waterfall. We invite you to join us at the pond for some bass and bream fishing, please bring fishing gear and enjoy catch and release fishing at your leisure. Angela and James Superhost

4.98 out of 5 average rating, 244 reviews

A spacious deck is viewed at dusk, lined with chairs facing a breathtaking sunset. Eight-foot windows reflect vibrant colors of the sky, while trees outline the horizon, providing a serene setting for relaxation.

Home in Lookout Mountain

The Lookout Mountain Birdhouse

Welcome to the Lookout Mountain Birdhouse! This modern cabin in the woods (completed in 2021) is surrounded by stone, trees, and a breath taking view! This house was built to stretch towards the clouds with a 1000 sqft deck and bird's eye view from inside. The 8 foot windows allow for an unobstructed view. The sunset facing view and valley below offer pure relaxation. Watch out for hang gliders and eagles- they love to fly by! Whatever your reason for visiting, this place has it

4.97 out of 5 average rating, 785 reviews

A yurt stands on a spacious deck, surrounded by trees and breathtaking mountain views. The structure features a rounded top with a domed skylight, and the clear sky enhances the natural scenery in the background.

Yurt in Rising Fawn

Maple Yurt Lookout Mountain Chattanooga Glamping

Take advantage of all the activities Lookout Mountain has to offer, from breathtaking hikes and scenic drives to a variety of local attractions. From the Rock City Gardens to the Incline Railway, you’ll find plenty of ways to explore and enjoy the natural beauty of the area. With our yurts, you can relax in comfort and style with all the comforts of home. Enjoy a romantic dinner on the deck overlooking the breathtaking view or just relax and make the most of your time together.

A spacious wooden deck offers unobstructed views of the mountainous landscape during sunrise. The horizon features soft orange and blue hues, with rolling hills extending into the distance under a clear sky.

4.97 out of 5 average rating, 135 reviews

The View

Incredible Mountain View Home only 25 minutes from Chattanooga. A short 7 minute drive up the mountain, Trenton, GA and Interstate 59 close by. TAG, Where TN, AL, and GA come together. A mountainous area dominated by Lookout Mtn., with elevations of 2000 feet. There are over 7,000 caves within an hours drive, including Howard’s Waterfall Cave directly below. Hiking trails with waterfalls abound. Our place is more than just a place to spend the night, it is a destination.

4.99 out of 5 average rating, 242 reviews

The cabin is set amongst lush greenery, featuring a distinctive metal roof and natural wood siding. A gravel pathway leads to the entrance, with landscaped areas of small shrubs and flowers enhancing the outdoor space. A covered carport is visible to the left.

Cabin in Rising Fawn

Canyon Cabin with Carport and WiFi, Dog-baby ok

Built in ‘16, this lovely little cabin in a little cabin neighborhood is cozy and convenient. Near Cloudland Canyon State Park (1.5m), Hanggliding (8m), Chattanooga (28m), Canyon Grill restaurant (.6m), and many wedding venues. Queen bed in main level bedroom, full bed in open loft and twin pull-out in the living room. Private screened back porch, slackline, WiFi, TV, Gas grill, carport. Max 2 dogs are ok. No dishwasher, ice-maker or fire pit. NO SMOKING or tow-behinds.

Tiny home in Lookout Mountain

A wooden structure is elevated among towering trees, featuring a wraparound deck with wooden railings. The exterior showcases natural wood tones, blending harmoniously with the surrounding foliage. A sense of privacy is offered by the dense tree coverage in this tranquil forest setting.

4.92 out of 5 average rating, 487 reviews

Kotsu at Tiny Bluff

A winding trail leads down to Kotsu, a whimsical miniature, perched above rural Lookout Valley. Entering through shou sugi ban front doors, you'll find a full kitchen, living area, and powder room on the main level. Inspired by Japanese nature-inclusive designs, a covered exterior stair leads down to the bedroom and a spacious master bath. The fragrance of the cedar timbers, simple luxuries, and intentional flow of the design will put your mind at rest. Come stay!

4.94 out of 5 average rating, 271 reviews

A fire pit is surrounded by five blue chairs, set against a backdrop of trees with autumn foliage. The cabin is visible in the distance, with warm light glowing from the windows, creating a cozy atmosphere in the serene outdoor setting.

Cabin in Trenton

Secluded Country Cabin between city and country

Our Secluded Country Cabin is located just off I-59 and only one exit from the I-24 split near Trenton, GA. We’re conveniently located only 15 minutes from downtown Chattanooga, Cloudland Canyon State Park and Lake Nickajack! You will enjoy the peaceful country atmosphere of this private oasis while surrounded by nature, fresh air, and beauty. You will love the convenience if you’re traveling through, and there’s lots to do if you plan to stay a while.

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Popular amenities for Trenton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Trenton

5 out of 5 average rating, 80 reviews

A vast and open landscape is captured at sunset, showcasing rolling hills and a river winding below. A wooden fence lines the edge of the property, providing a clear view of dramatic clouds illuminated by the setting sun. Lush greenery frames the scene.

Cabin in Flat Rock

Cabin LeNora

Superhost

An outdoor deck features a modern gas fire pit surrounded by four black chairs. Scenic views of rolling hills and trees are visible in the background, with a soft gradient of sunset colors filling the sky.

Home in Lookout Mountain

5 out of 5 average rating, 4 reviews

Breathtaking View | Soaking Tub | Fire Pit | Grill

The cottage is set amidst open green spaces, showcasing a covered porch with seating and large trees providing shade. The warm glow of sunset can be seen in the background, highlighting the peaceful surroundings.

4.99 out of 5 average rating, 72 reviews

Luxury cottage w/ gorgeous views near Chattanooga!

The two-story home is set against a backdrop of trees, featuring a dark exterior and tall peaks. Warm lighting from the windows and outdoor fixtures illuminates the expansive double deck, which wraps around the structure, enhancing the inviting ambiance.

4.89 out of 5 average rating, 27 reviews

Lake House near Lookout Mtn: Theater, Gym & Arcade

4.97 out of 5 average rating, 39 reviews

The combined kitchen and living area is finished with natural wood paneling. A cozy loveseat sits beside a wooden coffee table. The space includes a small dining table, a full-size stove, a microwave, and a half-size refrigerator. Large windows allow natural light and offer views of the outdoors.

Cabin in Wildwood

Screech Owl Cabin for 2

A serene outdoor space features two wooden chairs arranged facing a round fire pit, situated on a stone patio. Scenic valley views are visible in the background, surrounded by trees and clear blue skies.

4.94 out of 5 average rating, 142 reviews

Cozy Getaway with a View!

5 out of 5 average rating, 23 reviews

A large two-story home is set against a backdrop of lush green trees and open grassy areas. The exterior features a combination of beige siding and dark roofing. A spacious porch extends across the front, with steps leading to the ground level.

Home in Rising Fawn

Hideaway- Relax, Connect, Explore