Holiday rentals with outdoor seating in Ooltewah

Little Farmhouse in the Country

Welcome to my little farm! It has been a labor of love since 2022! What started as a love for animals, soon grew into a love for hosting, hospitality, and watching the face of a child light up as they see a goat eye to eye for the first time! Come enjoy your morning coffee in the porch swing and watch the goats play, guarded by Sampson, a lovable Great Pyrenees who happily lives with his 8 friends….Mable, Callie, Mama, Fluffy, Billy, Blanche, Rose, & Dorothy. I’ll leave the light on for you!

Twin Oaks Farmhouse

Newly remodeled 1950s Farmhouse, Complete with 3 bedrooms & 2 full bath. The perfect getaway from the City that comfortably sleeps 5 guest. Amazing view from the large covered back porch with access to 6 acres. Large tile shower in the master bedroom & deep soaking tub in the guest bath. All new appliances & access to washer/dryer. Enjoy all seasons on the covered porch with outdoor furniture and TV. Only 5 min from Howe Farms Venue & 22 min from Chatt airport. House does sit on a busy highway!

Modern Cabin Retreat * King Bed * Near Chatt

This Eco-Luxe Cabin is modern relaxation. Close to Cleveland, Ooltewah, and Chattanooga, this cabin is perfect for couples, solo adventurers, business travelers and small families. Enjoy a King bed with luxury bedding, top-notch kitchen appliances, and high-speed Internet for remote work. Immerse in tranquility at this extraordinary eco-friendly construction cabin. Points of Interest: Southern University ~ 8 mins Ooltewah (shops and restaurants) ~ 10 mins Chattanooga ~ 30 mins I-75 ~ 10 mins

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 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.

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.

Cozy Patio Suite/Family friendly

Enjoy your home away from home. Your cozy suite has a spacious KING BEDROOM and a cozy fireplace living room. A luxurious spa bathroom with a deep soaking bathtub will soak away your stress. Your private keypad access and entrance will ensure your ability to come and go as you please. We provide a small fridge, microwave, and a coffee station with snacks for your convenience. Enjoy the porch swing right outside your room with your morning coffee. Enjoy our new fire pit upon request.

Spotless home in Collegedale / Ooltewah

Welcome to our very conveniently located 3bedroom, 2bath home: 1.5mile from Southern Adv. University, 5miles from Volkswagen/Amazon, and 20 mins from Chattanooga. Step into a completely renovated, spotless place, on one of most peaceful neighborhoods in town. Good for a couple, a family or a group of friends looking for a pleasant stay. Lots of warm natural light streaming through the windows, creating a welcoming ambiance. For relax, work, or study, our home provides a great stay!

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.

Window Rock A-Frame | Bluff View, Hot Tub, Top 1%

Experience the Window Rock Modern A-Frame—an exclusive retreat perched on a private 5-acre bluff. Wake up to panoramic mountain views from the lofted king suite. Soak in a seven-foot Alaskan cedar hot tub at sunset. End the night at the fire pit under some of the darkest skies in the region. Rated in the top 1% on Airbnb. For more images and videos, follow us at @windowrockmodern, or find us online. Booked on your preferred date? Try our other, larger property, Jackson Point!

Conveniently Located Home in Chattanooga

I crafted this retreat to be perfectly suited for a family getaway, but yet affordable enough for a couple’s retreat! It features a large deck, two living rooms on a split level, and furnishings that keep things comfortable and cozy for a small group, but spacious enough for larger groups to be right at home with plenty of room to breathe. Less than 5mins from I-75 Less than 5mins from almost every major shopping center 20mins to downtown Less than 10mins to Ooltewah

Fairytale Cottage on Private French Country Estate

Welcome to Laurel Park, a gated fairytale retreat tucked beside Candies Creek in a peaceful valley, yet minutes from downtown Cleveland, TN. Enter through the French Country Estate electronic gates and follow the scenic drive into a private cottage where time slows and magic feels real. Perfect for romantic escapes, honeymoons, princess parties, and soul-restoring getaways—The Cottage at Laurel Park invites you to unplug, unwind, and believe in a little magic.