Family-friendly holiday rentals in Ooltewah

SimplySunny Charming 1 BR Queen MBR & Patio

Charming, cozy, & romantic hillside 1BR retreat with updated decor. Sleeps 2–4 w/ queen bed (2″ memory foam topper) & sleeper sofa. Private patio, kitchen, private bathroom w/shower, Wi‑Fi, TV, washer/dryer. Peaceful country lane w/wildlife & horses. 2 miles from Southern Adventist Univ. Near VW, Enterprise, Little Debbie, Greenway, Summit Softball, Pickleball, shopping, pools, hiking, mtn biking, playgrounds, Cambridge Square & Chattanooga. Substance-free property. Pet fee - leashed & crated.

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!

Eco-Luxe 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 Crooked Gate Farm

Find peace and serenity in this newly built apt over our garage. 5 wooded acres of Hickory, Beech and Pine trees with a walking trail going to the fork in the road where you have to decide to go right or left or straight ahead. Experience taking care of chickens There is a futon in the LR-Sleeps one. TheBR has a queen bed. Hotspot available Air mattress available Fast foods, grocery stores and gas stations are 4 miles. I-75 is 8 miles. OCI is 12 miles Whitewater rafting 10 miles

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.

The Golden Lady carriage house. *Noon Checkout*

This unique loft style place has a style all its own. Small but mighty, the Golden Lady is full of comfort and little extras. Located in a safe area 5 minutes from Lee University. Enjoy the cute little coffee shops of old town Cleveland or drive to the Hiwassee or Ocoee River for an adventure. This space is perfect for a short stay or a longer stay. The comfortable queen size bed has storage space underneath and a 45 inch TV and everything you would need for an enjoyable stay.

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!

The INN at The Gray Dove, a 1920’s farmhouse.

Nestled on the forefront of a 40 acre farm, the INN is a 1920’s farmhouse that was remodeled in 2016 and newly redecorated for your rental needs! The interior boasts the original double sided fireplace (decoration only) and bright decor mixing the antique and mid century modern styles. The mountain & field views are endless. The INN is just outside of Chattanooga and within miles to the Harrison Bay State Park boat dock and Island Cove Marina into the Chickamauga Lake.

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.

Cozy A-frame in North Georgia MNTs w/ new hot tub

Welcome to Sunset Blues! Located just 1.5 hours outside of Atlanta, you'll fall in love with our cozy a-frame-cabin the minute you experience a sunset from our private (Brand New) hot tub! The cabin is located in the clouds, just minutes from Fort Mountain State Park, giving guests the opportunity to explore one of Georgia's largest state parks and historical sites. For more pictures, videos and updates of our cabin, follow us on the gram @sunsetblues_

Views for Days

Peace and quiet awaits you in this modern cabin with a view. Open concept with private bathroom and loft for additional guests. Wrap around porch providing spectacular sunsets and views for days. Enjoy this private house within 30 minutes from downtown Chattanooga, minutes from great fishing, rock climbing, biking, hunting and hiking. Get the best of both worlds at Cabin with a view. NO DOGS ALLOWED. No exceptions!