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Whippoorwill Retreat Treehouse & Everafter Venue

"Come, Relax, & Create Your Own Story" Whippoorwill Retreat is nestled in treetops on Sand Mountain, 20 min. from Chattanooga. A private, romantic & family friendly getaway w/floor to ceiling views, sun/moon rise perch, outdoor porch w/fireplace, & fire pit for lazy long nights. Enjoy nature w/2 outdoor soaking tubs w/Whippoorwill scent bath salts, Alexa, & even a chandelier! Sleep in a suspended bed, or a Canopy Suite with large overhead views. It will make you want to write your own fairytale

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Big Living in the Little House

Please Note: Pool & Deck not included in rental due to liability. Also bring a tablet or laptop. We have guest WIFI to stream content but there’s not a TV in the house. Trade in the traffic jams for 2 lane country. Only 10-20 min from downtown. But what we call “going to town” is driving to Flinstone for gas or church. Near Chattanooga, hiking, hang gliding, 10-20 min to Cloudland Canyon, Rock City, Incline, Sunset Rock, Ruby Falls, TN Aquarium, with Lookout Mtn’s bluffs as constant backdrop

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Treetop Retreat - Amazing Views, Hot Tub, Secluded

Welcome to The Treetop Retreat, our farmhouse-style home in the foothills of Lookout Mountain. From our hilltop perch, enjoy awe-inspiring views of the mountain and Cloudland Canyon. And total seclusion with no one in sight. Our enchanting outdoor areas include a fire pit and two decks with a hot tub. Plus two grassy yards. Inside the house, you’ll live well among comfy furniture, fiber optic Internet, a game room and windows everywhere. Read on to learn all about our retreat in Wildwood, GA …

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Woodlands Bungalow - 10 min to Cloudland Canyon

The Woodlands Bungalow is a 3 bed, 2 bath remodeled home nestled at the base of Lookout Mountain in quaint Rising Fawn, GA. Our quiet serene home has the right amount of modern touches to make it feel fresh and new without losing any of its old world charm. Set in a private wooded area on a seasonal babbling brook, ideal location to relax or explore all the area has to offer - from hiking and picnics in Cloudland Canyon to the incredible shopping and dining in Chattanooga. WE ARE DOG FRIENDLY

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Lookout Mountain Valentine Drive Cabin #2

Cabin Number two is a cozy cabin. Enjoy a front porch swing and rockers. Relax and unwind while still be closing to local attractions. The cabin offers three bedrooms. The master bedroom has a queen bed and a sitting area, bedroom 2 has a full bed and a twin bed, bedroom 3 has a twin bed. The living room offers a pull out couch and an additional couch. The living room offers an electric fireplace. The living room has a little desk area. The back porch also has a washer/dryer in back room.

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Laurel Pocket: 15 acres near McLemore

Remarkable privacy and calm: our little cabin is TRULY a getaway. This acreage is nearly untouched forest, where small paths lead down through plentiful mountain laurel, hardwoods and fantastical sandstone boulders that make Lookout Mountain a climbing destination. McLemore is 5 minutes away, and some of North GA and AL’s best state parks are short drive away. Deep on a rural drive and nestled against protected conservation property, the wildlife and stars easily outnumber the humans.

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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.

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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.

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Boho Bungalow | Pet friendly

First built in the 1970s this 2 bedroom home was first lived in by my great aunt with amazing 70's flare. After years of sitting empty me and my family decided to bring it back to life. Nestled in the foothills of Lookout mountain this property is only about 10-15 minutes from downtown Chattanooga. With a large yard and back deck this is a perfect places to come relax after a long day of site seeing. We are also pet friendly and welcome your fur babies to come along with you!

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Above the Canopy

Find some rest at this cozy and tranquil getaway. Tucked in and across from the bluff, this is a place to feel at peace. If you're in search of an adventure, the Lookout Mountain hang gliding ramp and Cloudland Canyon are just minutes away. Located at Cloudland are several pristine waterfalls to swim in and hike around. We are just 5 minutes away from Covenant College. If you are looking to experience the local cuisine and breweries, downtown Chattanooga is only 30 mins away!

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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.

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Sunset views, Fire Pit, Pond Fishing, Hot Tub

Get away with family and friends to “little cabin on the farm” ….your only decision will be: read or nap on the porch swing, fish for rainbow trout, bass, brim or walk by the pond, watch the sunset by the outdoor fireplace or the fire pit, grill & dine indoors or outdoors, take a walk around the pond or by the barn, sit in the hot tub, and play games or cornhole. NEED MORE SPACE? Look at our profile to book “little barn on the farm” too! The barn sleeps 6 more.

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Lookout Mountain Bluff Hideaway with views

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Modern home w/Hot Tub, Firepit, Grill & Zip Line

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Dog/Family Friendly Mountain Gem near Attractions

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The Hideout 2 @ Lookout Mountain, Wi-Fi, Kids, Dog

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Luxury Spa w/Mountain Views | Mins to Chattanooga

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Open concept, peaceful porches, quiet, clean !

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This Old House Idea Home

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Sunset Ridge

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River Gorge Condo 10 min from Downtown and trails!

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Chatt Vistas-2bd2ba-FirePitTerrace-Theater-Slps8+

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04: The Ludwig Room - A PMI Scenic City Rental

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*New*Modern Escape near Downtown

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New Urban Oasis Stylish Downtown Chattanooga Condo

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Industrial Apartment #5 - Queen Studio

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Cloud Nine Escape!

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Nature getaway, 5 Minutes from downtown

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Mentone Getaway "Tranquil Cabin on High"

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Sunset Cottage on The Edge of Lookout Mountain

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The Kinky Cabin - Unique Adult Themed A-Frame

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Welcome to Scenic Solitude at the Preserve.

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Tadpole Cabin at Creek Road Farm

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Lake house cabin(7 nights/$109 a night)

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Luxury Cabin, Dog OK, Hot Tub*Fire Pit*King Beds!

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Modern mirror cabin in nature bordering Cloudland

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