Holiday rentals in Chattanooga

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.

Downtown Townhome•Near Hiking•Pets stay FREE•

⭐️ Convenient to Lookout Mountain and Downtown with thoughtful amenities and local recommendations ⭐️ Located directly off I-24 & walkable to Riverwalk, restaurants, and Animal Hospital! Ideal for a nice place to rest your head after a long travel day, or stay a while - Hang your hiking gear or dog leash after a day on the mountain trails or exploring all that downtown has to offer! Tucked back on a side street giving you the perks of the city without the city noise, and with parking available!

DOWNTOWN CONDO Modern~Panoramic Views/Balcony~404

*Contact for long term!* PANORAMIC VIEWS & modern furnishings w/ all the comforts of home! Welcome to this incredible condo in the brand new development at the Exchange at Cameron Harbor on Riverfront Pkwy! A 10 min walk to everything downtown, this new construction, well appointed, top floor, 1 Bedroom / 1 Bath condo has a balcony w/ stunning, panoramic views from Signal to Lookout Mountain. Add'l Sofa bed, 55 inch smart TV, plush towels, fully stocked kitchen, coffee, hot tea, pool & gym.

Gray Creek Cabin

Unplug, unwind, and immerse yourself in nature at this private creekside cabin. Nestled deep in the woods and surrounded by trees and birdsong, this peaceful retreat is the perfect escape from everyday life—yet only 35 minutes from downtown Chattanooga. Step outside and you’ll hear the gentle flow of the creek just steps away. Sip your morning coffee on the porch, soak in the hot tub under the stars, or simply enjoy the quiet serenity of the forest. This cabin was made for slowing down.

The Nest by the River

This private, romantic house is the perfect getaway for couples. Constructed in 2017, this two story house is set in the backdrop of the Tennessee River gorge. Oversized glass windows on both floors provide breathtaking view of the river and surrounding mountains. Just 15 minutes from downtown Chattanooga and five minutes from kayak and stand up paddle boarding rentals as well as hiking trails. Please only those 21 and up. Please note the house is up in a hill, the driveway is steep.

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.

The Wool Attic at Summer Fields

This farm stay is in half of a renovated garage on our working sheep farm. Enjoy the sheep, livestock guardian dogs, and slower pace, while still being close to area attractions. It has an open downstairs with a full kitchen, bathroom, dining area, pool table, and porch. Sleeping areas, upstairs in the attic, or in our sleeping loft are too short for standing but otherwise cozy for sleeping. Farm workers will be doing chores and interacting with the animals during your stay.

Downtown | NO CHORE Checkout |Park FREE! |KING bed

Welcome to downtown Chattanooga! This stylish condo offers all the comforts of home and the feeling of a five star ⭐️ hotel! You will find a king size bed to get that well deserved rest, GIG speed internet (the fastest in the US) a dedicated work space and full kitchen with unlimited coffee and snack bar to prepare for the day ahead. Did we mention you are in walking distance to all the local hotspots our charming city has to offer! Book now - we'd love to have you stay!

Natsukashii Haus -Ghibli tribute

In Japanese Natsukashii means something akin to nostalgia, like a fond childhood memory. And for many of us, the Ghibli films that inspired this space are the embodiment of that feeling. From the moment you step through the door of this one of a kind space, you'll feel the love our artists put into it! Sleep in Howl’s bedroom or Totoro’s nook and relax in our authentic Japanese soaking tub! Come stay and let us spirit you away!

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.

Massage Chair | Game Room | 5 min to DTWN

- 21+ Social Club access w/ pool access - Spacious covered deck with sunset views+fire pit+TV - Relaxation room with massage chair+water feature - EV charger for your electric car needs - 3min drive / 10 min walk to Main Street - Coffee station with dual Keurig+French Press+Mad Priest grounds - Shuffleboard+assorted board games+75” TV - Arcade Game: NBM Jam - Queen sized sleeper sofa

Peggers luxury tiny cabin at Lookout - loaded

Only 5 minutes from downtown Chattanooga, Peggers offers a private hot tub, a furnished back deck, a covered front deck with a charcoal grill, and a shared fire pit. It can comfortably accommodate up to 4 guests, with a main bedroom and a sleeping loft.