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Holiday rentals in Lookout Mountain

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Top-rated holiday rentals in Lookout Mountain

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Top guest favourite
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.
Home in Trenton
5 out of 5 average rating, 137 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!

Guest favourite
A modern tiny house exterior is shown, featuring a sleek metal roof and a welcoming front entrance. Wooden steps lead up to the door, accompanied by a gravel pathway. A potted plant adds a touch of greenery near the entrance, enhancing the home's inviting appearance.
Tiny home in Lookout Mountain
4.9 out of 5 average rating, 383 reviews

Tiny Fern on the Bluff- sunset views

Enjoy sunset views from the bluff of Lookout Mtn. A cozy tiny house complete with outdoor fire pit and seating area located just off of scenic highway. Comfortably sleeps two in loft area bed. The house is recently updated and includes a kitchen and bathroom area, as well as a small closet and daybed. Parking is located right next to the house with enough room for two cars. Includes: Refrigerator, microwave, toaster oven, pots and pans, silverware, measuring cups ** new outdoor shower!

Top guest favourite
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
4.98 out of 5 average rating, 250 reviews

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

Top guest favourite
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
4.97 out of 5 average rating, 797 reviews

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.

Guest favourite
The image captures a panoramic view of lush green valleys and distant rolling hills under a clear blue sky. The foreground features dense foliage that adds depth to the scene, allowing for an immersive representation of the natural landscape.
Cabin in Lookout Mountain
4.93 out of 5 average rating, 165 reviews

Scenic 2-bedroom cabin with heavenly views

This custom built 2 story, 2 bedroom, 2.5 bath home right on the bluff of Lookout Mountain offers majestic views, peaceful and calming scenery, and the chance to feel like you are right at home. Our goal is to provide what we would want in a vacation home for your family and more. Relax and unwind on the balcony with a cup of coffee, or on the patio with a glass of wine with dinner, or right by the fire pit at night as you watch the sunset. Come and enjoy a slice of heaven.

Top guest favourite
The rustic cabin features a wooden exterior with a traditional gable roof, surrounded by trees. A welcoming porch is equipped with two chairs, and the cabin entrance is highlighted by a vintage door. Natural stone steps lead up to the porch area.
Cabin in Wildwood
5 out of 5 average rating, 298 reviews

Tadpole Cabin at Creek Road Farm

Nestled atop a hill on 60 pastoral acres in Wildwood, Georgia, this charmingly rustic one room cabin makes for an ideal family basecamp for local activities or a romantic couples getaway. The cabin is newly constructed from 150 year old barn timbers and surrounded by shady forests and open pastures. The rest of the world may feel far away, yet Tadpole is only minutes from downtown Chattanooga, Cloudland Canyon State Park and most other area attractions. A true hidden gem.

Guest favourite
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.
Tiny home in Lookout Mountain
4.92 out of 5 average rating, 493 reviews

Kotsu and 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!

Top guest favourite
A spacious bedroom/living room combination is featured, marked by wooden beams overhead. A queen-sized bed is positioned near a wooden dresser and a decorative wall featuring plates. A cozy seating area with a couch and a lantern adds warmth, while a window with plantation shutters allows natural light.
Flat in Lookout Mountain
4.91 out of 5 average rating, 543 reviews

Mockingbird Cottage on Lookout Mountain, GA

Our cottage is located on the Georgia side of Lookout Mountain, just ten minutes from downtown Chattanooga, Tennessee. It is a one large bedroom/living room combination, 2 full bathrooms, and a full kitchen. There is a queen size bed and a queen pullout sofa bed. It is a quaint and private cottage located across the street from the iconic Lookout Mountain attraction, Rock City. The cottage is also conveniently located next door to a Starbucks coffee shop.

Top guest favourite
A vibrant sunset is captured over layered mountain silhouettes, with hues of orange and pink illuminating the horizon. The scene is framed by dark green foliage, adding depth to the tranquil landscape. The lush valley below reflects the fading light.
Serviced apartment in Lookout Mountain
4.99 out of 5 average rating, 170 reviews

Higher Ground

Take it easy at this unique and tranquil private apartment getaway as you enjoy mountain views and spectacular sunsets from your own private deck!! We are just minutes away from Rock City, Ruby Falls and over 25 miles of fantastic hiking and biking trails on the Cloudland Canyon Connector trail system. We are only 20 minutes from historic Southside Chattanooga where the vibe is fantastic. Come for a visit! We’d love to host you.

Guest favourite
The exterior of a modern cabin is showcased at sunset, featuring a metal roof and large windows. The structure is surrounded by greenery and dramatic rock formations, with warm lights illuminating the porch area, creating a welcoming ambiance facing the Tennessee River and mountain views.
Home in Chattanooga
4.98 out of 5 average rating, 214 reviews

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH CATS*** This spiritual retreat is nestled between imposing ridgelines, abuts a state forest, and faces the powerful Tennessee river. Enjoy dramatic sun and moon rises. Luxuriate in the hot tub. Feast your eyes on the views. Only 15 minutes to downtown Chattanooga - with the peace of the country - have it all here.

Top guest favourite
A serene outdoor area features a sparkling pool, surrounded by vibrant autumn foliage. Adirondack chairs are positioned along the poolside, facing the horizon. The sun sets in the distance, casting warm hues across the sky and reflecting on the water, enhancing the tranquil atmosphere.
Home in Lookout Mountain
5 out of 5 average rating, 105 reviews

Lookout Mountain Retro Pad

Peaceful, mid-century bluff home with valley, city, and Blue Ridge Mountain views from the East Brow of Lookout Mountain! An outdoor fire pit, two indoor wood burning fireplaces, a bluff side pool, and outdoor seating to enjoy the beautiful views & singing birds. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 guests for immediate family).

Guest favourite
A compact living area features a spacious bed alongside a cozy sofa, with light streaming through large windows. Natural wood paneling creates a warm, inviting space. Kitchen amenities are integrated into the design, showcasing a sink and counter area, adding functionality to the interior.
Tiny home in Lookout Mountain
4.97 out of 5 average rating, 237 reviews

3 Oaks Tiny Home Escape on Lookout Mountain

Welcome to 3 Oaks -- experience tiny home living in a BRAND NEW, award-winning, Escape Boho, at the heart of Lookout Mountain. Just off Scenic Highway, you'll be minutes from everything the mountain has to offer: Hang Gliding Park (5min), Lula Lake Land Trust (6min), Covenant College (8min), Rock City (12min), Ruby Falls (19min), Cloudland Canyon State Park (15min), downtown Chattanooga (26min)

Popular amenities for Lookout Mountain holiday rentals