Vacation rentals in Hollywood

The Sassafras Treehouse

The Sassafras Treehouse on Lookout Mountain is a brand new luxury treehouse with panoramic views and a spectacular sunrise. The treehouse features an a fully functional kitchen, (mini fridge, induction cooktop, and convection microwave) a traditional queen bed, a full bathroom, oversized soaking bathtub, outdoor shower, hot tub, firepit, bed swing, and several additional amenities listed below. This home is suited for 2 guests. This is a place to relax, unwind and unplug, therefore there is no television at this location. The Sassafras Treehouse is situated on 18 acres with many natural elements such as boulders, some of which were used in the construction and pathways of the treehouse, mountain laurel and sassafras on the grounds. Occasionally you may even spot deer. There are yurts nearby, not managed by us but we are happy to give you the info if you have additional people you are traveling with who want to stay nearby. The treehouse is constructed of many repurposed materials. The heart pine floors, lathing strips for ceiling construction, and reclaimed lumber used for ladder to the loft bedroom and chevron barn door was all from a furniture store that was over 100 years old. The beautiful dutch door was taken from an estate in Asheville, North Carolina. As you can see, a lot of love went into this one of a kind treehouse and we hope it brings our guests joy and peacefulness. Just like any other treehouse, this treehouse can slightly sway in high winds. This treehouse was built from a treehouse plan and has additional bracing. This rental is not suitable for pets or children under the age of 12. Minimum age to check-in is 21. The Sassafras Treehouse does not permit indoor smoking, parties, or events. 2 vehicles are permitted on the property and all guests staying overnight must be listed when booking. The treehouse is located 20 miles from downtown Chattanooga, 16 miles to Rock City, 3 miles to Cloudland Canyon, and is central to many other attractions. I am available by message and also live in the area if assistance is needed. **The outdoor shower will be winterized if temperatures drop below freezing.

Cabin LeNora

Make memories at our little piece of heaven; a quiet, secluded cabin nestled on a bluff overlooking the Tennessee River. Cabin LeNora is conveniently located 60 minutes from Huntsville, AL and 45 minutes from Chattanooga, TN. If you’re a hunter, fisherman, or a wildlife lover or just want a quiet getaway to relax, come experience the peaceful bliss! The cabin is fully stocked and has top rated massage chair that is availableto use & has a generator for back-up power in case of inclement weather

Southern Charm w/Hot Tub (Sleeps 4)

Quaint and Cozy cabin in the woods in Mentone Alabama near DeSoto State Park, DeSoto Falls, Cloudmont Ski & Golf, and only a few minutes from Little River Canyon. While the beautiful surroundings make for a rustic atmosphere, guests are hardly roughing it... this cabin features 2 queen beds 1 bath, and Wi-Fi with RokuTV all in a Pet Free facility. Stylish floors, walls, and cabinets with modern appliances with comfortable furniture and the Hot Tub on the back porch make this cabin hard to leave!

Luxury tiny cottage with deck hammock and hot tub!

Welcome to the beautiful Highland Cottages at Lake Guntersville! Each cottage has a built-in King bed with memory foam mattress, a kitchenette with a coffee maker, tea kettle, dishes, glasses, and cutlery, and even a small refrigerator. Pamper yourself at the beautiful vanity with all the items needed to make you look and feel your best. Included are a hair dryer, makeup mirror, complimentary soaps and lotions, and the softest towels we could find. The deck and hot tub complete the experience!

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.

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.

The Barn - With Covered Boat Parking

ATT FISHERMEN: COVERED BOAT PARKING Welcome to “The Barn”, this is a cozy 2nd floor apartment in a 60 X 60 barn, part of an 18 acres estate with a large pond view, country living and horses. Accessible within minutes to the city of Scottsboro in North Alabama, major shopping center, restaurants, nearby tourist attraction, boat ramps for fishing tournament, the famous “Unclaimed Baggage Center”,State Parks and Caverns, Waterfalls, the great outdoors and more. Business travelers are welcome.

The Laurel Zome - Wood Fired Japanese Hot Tub

Acres of nature surround and insulate your moment of rest here at the Laurel Zome. With intriguing geometry drawn directly from the architecture of mountain laurel blossoms, pangolin scales, and pinecones—the simplicity and focus of the zome allows a lofty experience. Wake to natural light spilling in from expansive faceted windows and skylights. Enjoy the ritual of stoking a fire to prime your body to slip into downy sheets for sleep, or into to the waters of your Koto Elements spa tub.

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!

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.

Creek Side Luxury Camping - Short Creek Homestead

Welcome to Short Creek Homestead. Nestled on Sand Mountain with creek access. Get away from it all - located on 32 acres. With a creek and farm animals. Our farm is only 10 minutes away from Guntersville State Park, City Harbor, Albertville Amphitheater and Park. And only 35 miles to Huntsville. Step up to the 2 bedroom RV which has a master suite that sleeps 2, a loft with a queen mattress, a 2nd bedroom with twin bunk, a full bunk, plus the LR couch pulls out as a dbl bed.

⁙ Secluded Studio-Style Cabin in Quiet Mentone ⁙

Nestled in the woods on the canyon below DeSoto Falls, the Azalea House is a peaceful escape to Lookout Mountain. Renovated in June 2025, to include a full kitchen, this quiet, wooded property is .5 miles from DeSoto Falls, 7 miles from the Mentone town center, .5 miles from Shady Grove Dude Ranch, and adjacent to Fernwood of Mentone. The properties of Mountain Laurel Inn lie on the outskirts of DeSoto State Park, and offer easy access to trails and hiking.