Family-friendly holiday rentals in Cleveland

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!

Indoor spaces · Family · Sleep quality

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

Indoor spaces · Kitchen · Decor

The Hepburn House

Upgraded king bed: Corporate rentals & travel nurses welcome. The Hepburn House, a charming one bedroom several blocks from Lee, is a short walk to the Greenway, coffee, bakery, and shops. 20 minutes from the Ocoee River, you're near Class IV whitewater for rafting, hiking, beautiful gorge drives and more! The HH is uniquely decorated for comfort and warmth. Our fully equipped kitchen provides all that you need should you forego dining at the best local restaurants less than 1 mile away.

Indoor spaces · Kitchen · Sleep quality

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

Family · Kitchen · View

Serenity in the City II

Welcome to Serenity in the City II. This newly remodeled home on historic Brown Avenue overflows with character and charm. Each cozy bedroom has its own theme. The kitchen has a French country style complete with fresh flowers, a stocked coffee bar, and homemade cookies to welcome you. Relax in the sitting area or spread out into the den. Enjoy the outdoor eating area, grill, and bistro lights. The porch is also a great place to unwind after a long day or enjoy your morning coffee.

Family · Indoor spaces · Quiet

Charming and Cute Historic Downtown Home

When booking our home, you will get a conveniently located simple place to unwind. This charming historic home is a 2 bedroom 1 bath house located blocks from Lee University in the Historic District of Cleveland. It is 40 minutes to the Ocoee White Water Center, 35 minutes to downtown Chattanooga, 1 hour to Blue Ridge, GA. There is a fully stocked kitchen, front porch, back deck patio with fire pit and privacy fence for the pups. Snacks and waters are available upon arrival as well.

Kitchen · Family · Cleanliness

Central Charm 3 br/ 2 bath house

Enjoy your stay at this newly remodeled, centrally located, modern home. Your family will be close to everything in Cleveland when you stay at this beautiful 3 br/ 2 bath house. Perfect for the family, traveling guests, or groups headed for an adventure! We are located 2.8 miles from Lee University, 2.6 miles from OCI, 13 miles from the best whitewater rafting facilities for the Ocoee River and 30 miles to Chattanooga! You can get anywhere in Cleveland in 10 minutes from our location!

Kitchen · Indoor spaces · Checkout

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.

Kitchen · Indoor spaces · Accuracy

Cozy 3 bedroom residential home in quite setting.

Welcome to our place. It's nestled in the heart center of Cleveland, Tn in a secured and quiet neighborhood. It is close to everything , like Lee University (8 mins), OCI (3mins), Ocoee River (21mins), YMCA (5mins), restaurant and shopping stores. As you wake up in the morning you will feel good vibe of the day as each room is facing the east (meaning where the sun arises), we also have a nice patio at the back where you can seat in our sling chair.

Indoor spaces · Kitchen · Quiet

Private River Cabin on Lower Ocoee by boat launch

Escape to our cozy cabin on the Lower Ocoee River! Perfect for river lovers, this modern retreat comfortably sleeps 4. Enjoy over 200 feet of private river access, a fire pit, and serene wooded views. An ideal getaway for small families, couples or friends seeking adventure and tranquility, with a unique private takeout for kayakers and rafters.

Indoor spaces · Family · Breakfast

Tranquility• Hot Tub• 16 guests• Fire Pit w/ wood

Fully updated true log cabin with HOT TUB Perfect for Howe Farms weddings, Ocoee rafting weekends, Lee graduations, church retreats, and large family gatherings. 9 beds, fire pit, Traeger pellet smoker/grill, games & ample parking for large trucks Fire pit (free firewood), Board games, Walmart delivers here, pellets provided, 2 fridges

Indoor spaces · Kitchen · TV

Unique loft in downtown historic building

Enjoy historic downtown Cleveland, just steps away from shopping, local eateries, boutique fitness studio and Lee University. Just a short drive to Parksville Lake, the Ocoee River and some of the most beautiful hiking in the state. Downtown Chattanooga is only 25 miles away.

Family · Indoor spaces · Laundry