Holiday rentals in Lookout Mountain

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Top-rated holiday rentals in Lookout Mountain

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 326 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 adventures 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. The perfect escape from everyday life.

Top guest favourite
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
4.97 out of 5 average rating, 307 reviews

Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” **NO SERVICE FEES** Whippoorwill Retreat is a romantic, family-friendly real treehouse in the treetops 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 the Canopy Suite, a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

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, 186 reviews

Mountain's Edge

Mountain's Edge by AAF, 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!

Top guest favourite
A charming stone hut stands under a twilight sky, featuring two conical rooftops and warm, glowing windows. An outdoor fire pit flickers nearby, surrounded by a grassy area, creating a peaceful ambiance in the natural setting.
Cabin in Chickamauga
4.99 out of 5 average rating, 617 reviews

Gamekeeper Hut

Come stay in our favorite Gamekeeper's Hut at Fable Realm! The Keeper of Keys' Hut is set on our private 40-acre location. Try your skill at the scavenger hunt, relax by a fire outside (giant-sized cauldron), watch the birds enjoy the pond from outside of this magical stone space just down the hill from The Burrow, and near Fairytale Cottage. Visit nearby Lookout Mountain, Chickamauga, Chattanooga or just RELAX and watch Harry Potter documentaries while enjoying a cold Butterscotch beer!

Guest favourite
A central fire pit surrounded by several wooden chairs and stone seating creates a social gathering space. The setting is framed by a grassy area leading toward an elevated tiny house, with string lights adding a touch of warmth against the soft glow of sunset.
Home in Rising Fawn
4.88 out of 5 average rating, 613 reviews

Wandering Gypsy Tiny House (Live A Little Chatt)

With the best view from our mountaintop tiny house retreat outside of Chattanooga, sits the Wandering Gypsy Tiny House! Designed by Emily Key, this funky cozy tiny house is built with all recycled materials. Enjoy breathtaking (hot tub) sunsets from the best views on the bluff of Lookout Mountain! Our secluded location is in close proximity to all of Chattanooga's coveted outdoor adventures! Rock City, Ruby Falls, and Cloud-land Canyon (Waterfall Hikes) are all within a 10 minute drive!

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, 399 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 hammock is suspended between wooden posts on a deck, presenting an unobstructed view of the valley below. The sky is adorned with clouds reflecting the warm hues of sunset. Large windows of the cabin are visible, enhancing the connection to nature.
Home in Lookout Mountain
4.98 out of 5 average rating, 274 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, 819 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.

Top 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, 177 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
A loft bedroom features a spacious bed adorned with soft pillows and a light-colored floral coverlet. Large windows, including a circular one, offer expansive views of the surrounding landscape. Natural light illuminates the room, complemented by sheer curtains and a decorative plant.
Tiny home in Lookout Mountain
4.94 out of 5 average rating, 646 reviews

Lil' Haven - Lofted Bathtub with Unmatched View

Perched high on the brow on Lookout Mountain, our pet-friendly tiny house is packed with luxurious features and is surprisingly spacious. Lil' Haven is the perfect place to get away after a day in Chattanooga or a hike on the mountain. It’s a short drive down or along the mountain to best restaurants and state parks. Enjoy a meal out on the deck admiring the view, relax in the soaker tub, or simply sink back into the bed and stargaze through the skylights.

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, 182 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.

Top 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
4.97 out of 5 average rating, 262 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.

Popular amenities for Lookout Mountain holiday rentals

When is the best time to visit Lookout Mountain?

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Avg. price$154 SGD$169 SGD$192 SGD$154 SGD$268 SGD$246 SGD$218 SGD$230 SGD$217 SGD$227 SGD$280 SGD$272 SGD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Lookout Mountain?

    Four-legged friends are welcome in Lookout Mountain. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Lookout Mountain?

    Yes! Work meets play with ease at over 10 vacation rentals in Lookout Mountain featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Lookout Mountain vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Lookout Mountain, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Lookout Mountain?

    Lookout Mountain has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Lookout Mountain?

    Experience the best of Lookout Mountain with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Lookout Mountain have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Lookout Mountain. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Lookout Mountain have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Lookout Mountain. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Lookout Mountain have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in Lookout Mountain. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Lookout Mountain

  • Total holiday rentals

    Explore 40 holiday rentals in Lookout Mountain

  • Nightly prices starting at

    Lookout Mountain holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Lookout Mountain holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lookout Mountain rentals

  • 4.9 Average rating

    Lookout Mountain stays are highly rated by guests – averaging 4.9 out of 5!