Family-friendly holiday rentals in Cleveland

4.99 out of 5 average rating, 309 reviews

Cabin 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!

KitchenFamilyTV

4.93 out of 5 average rating, 272 reviews

A newly remodeled farmhouse is presented under gentle morning light, with a spacious covered porch featuring multiple seating areas. The building's exterior is accented by white paneling and greenery surrounding the landscape, creating a tranquil rural setting.

Farm stay in Ooltewah

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!

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 227 reviews

A modern living area is highlighted by large windows offering views of the surrounding trees. A soft sectional couch is paired with a cozy blanket and a stylish chandelier hangs above. The adjacent kitchen features sleek cabinetry and a minimalist design, enhancing a welcoming and stylish ambiance.

Cabin in Mc Donald

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 spacesFamilySleep quality

A spacious living area features a modern brown sofa positioned in front of a wooden coffee table. Two decorative wall art pieces are mounted above the sofa, and a soft light emanates from a stylish floor lamp. A potted plant adds a touch of greenery.

4.95 out of 5 average rating, 141 reviews

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.

KitchenIndoor spacesCheck-in

A charming cottage-style home is nestled among trees, featuring a welcoming front porch with white railings. The warm glow from the windows hints at a cozy interior. A well-maintained lawn and pathway lead to the entrance, providing an inviting curb appeal.

4.97 out of 5 average rating, 210 reviews

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.

FamilyIndoor spacesBreakfast

4.98 out of 5 average rating, 185 reviews

A cozy living area is highlighted by a black futon and rustic wooden coffee table. Vintage-style stools surround two bar-height tables. Two elegant floor lamps provide lighting, and a decorative artwork featuring Chattanooga adds character to the space, complemented by a stylish cowhide rug.

Farm stay in Cleveland

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

KitchenIndoor spacesParking

A bright living area is characterized by warm wooden floors and soft grey walls. Comfortable seating includes a brown leather couch and two blue armchairs. Large windows allow natural light to brighten the space, complemented by decorative curtains. A wooden desk and chair are positioned beside a potted plant.

4.97 out of 5 average rating, 184 reviews

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.

Indoor spacesFamilyQuiet

A modern living area features a comfortable seating arrangement with two grey sofas, one adorned with patterned cushions. A wall-mounted television is visible, along with a small table holding decorative accents. Soft lighting is provided by two table lamps, and a window is dressed with light curtains.

4.98 out of 5 average rating, 110 reviews

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!

FamilyIndoor spacesValue

4.95 out of 5 average rating, 190 reviews

The round cottage features a distinctive slate roof and large windows, providing expansive views of the lush, green surroundings. A wraparound deck with seating allows for outdoor relaxation, while landscaped stones lead to the entrance, enhancing the natural setting.

Guesthouse in Cleveland

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.

KitchenIndoor spacesQuiet

The exterior of a single-story brick home is shown, featuring a well-kept lawn with manicured bushes. A driveway is visible, and the sky is partially cloudy, adding to the inviting look of the property.

4.96 out of 5 average rating, 150 reviews

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 spacesFamilyOutdoor spaces

4.91 out of 5 average rating, 158 reviews

Cabin in Benton

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.

KitchenFamilyDecor

4.98 out of 5 average rating, 220 reviews

Cabin in Cleveland

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

KitchenFamilyDecor

Popular amenities for Cleveland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 205 reviews

The modern cabin is situated on a hillside, featuring large windows that reflect the warm hues of a sunset. Surrounding trees display fall foliage, enhancing the scenic landscape against distant mountains.

Cabin in Old Fort

2 King Suites • Hot Tub • Mountain Views

Indoor spacesKitchenCleanliness

4.97 out of 5 average rating, 196 reviews

Home in Ocoee

Relax at “The Last Eddy” located in Ocoee,TN.

KitchenIndoor spacesLaundry

4.99 out of 5 average rating, 151 reviews

The zome structure features a unique geometric design with large, faceted glass panels that reflect the surrounding greenery. Steps lead up to a wooden deck, with a wooden storage area for firewood visible near the entrance. Nature envelops the home, enhancing its secluded setting.

Dome in Rising Fawn

The Laurel Zome - Wood Fired Japanese Hot Tub

Indoor spacesKitchenLocation

The exterior of a modern cabin is showcased at sunset, featuring a metal roof and large windows. The structure is surrounded by greenery and dramatic rock formations, with warm lights illuminating the porch area, creating a welcoming ambiance facing the Tennessee River and mountain views.

4.97 out of 5 average rating, 314 reviews

Our Catty Shack

KitchenIndoor spacesHospitality

Farm stay in Signal Mountain

4.97 out of 5 average rating, 457 reviews

Million Dollar View | Hot Tub | Games | Firepit

FamilyIndoor spacesAir conditioning

4.95 out of 5 average rating, 243 reviews

The cabin is nestled among tall trees, with a private creek meandering alongside. A spacious porch features wooden railings and outdoor lighting, offering views of the creek and surrounding nature. Sunlight filters through the leaves, illuminating the serene environment.

Home in Graysville

Gray Creek Cabin

Indoor spacesKitchenHot tub

5.0 out of 5 average rating, 223 reviews

Chalet in Dunlap

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

FamilyKitchenGetting around

4.97 out of 5 average rating, 116 reviews

Cabin in Reliance

Lost Creek Cabin 5 (Tall Timbers)

FamilyIndoor spacesCleanliness

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 313 reviews

Driftwood House

KitchenIndoor spacesAccess

4.91 out of 5 average rating, 128 reviews

A spacious living area features large windows allowing natural light. A comfortable couch is adorned with throw pillows, and a dining table is positioned nearby. The kitchen counter showcases a modern faucet, blending functionality with a welcoming design.

Campervan/RV in Calhoun

The RV @ Chestuee Creek • 6 Guests • Pet Friendly!

Indoor spacesFamilyCheckout

A spacious deck is shown, featuring a round dining table surrounded by chairs, and a lounging chair. A large umbrella provides shade, and a striped blanket is draped over a reclined hammock. The deck overlooks a lush backyard and a tranquil pond.

4.94 out of 5 average rating, 304 reviews

Adventure On Foxfire Water

FamilyKitchenView

4.96 out of 5 average rating, 861 reviews

A yurt stands on a spacious deck, surrounded by trees and breathtaking mountain views. The structure features a rounded top with a domed skylight, and the clear sky enhances the natural scenery in the background.

Yurt in Rising Fawn

Maple Yurt Lookout Mountain Chattanooga Glamping

KitchenFamilyDecor

4.91 out of 5 average rating, 117 reviews

An inviting kitchen area features wooden cabinetry and a spacious island with two stools. A gas log stove is positioned near the entrance, while natural light pours in from large windows above the sink, highlighting the warm wood paneling throughout the space.

Loft in Benton

Beautiful view with a pool!

FamilyKitchenAccuracy

The exterior of the home features a well-maintained entrance with a black door and surrounding windows. Colorful flowers and lush greenery line the pathway, which is constructed from large stone slabs, leading to the front steps.

4.91 out of 5 average rating, 148 reviews

Highland House in Historic Downtown Cleveland, TN

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 155 reviews

A modern kitchen is showcased with vibrant green cabinets and wooden countertops. Open shelving displays various cookware and decorative items. A sleek black refrigerator sits adjacent to a coffee station, featuring a Keurig, while hexagonal tiles create a stylish backsplash.

Cottage in Delano

Crisp modern pet friendly cabin

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 108 reviews

A tiny house with a sloped roof is set against a colorful sunset sky, featuring shades of orange and pink. A wooden deck extends from the house, complemented by surrounding greenery and a stone pathway leading to it.

Tiny home in Delano

Peaceful Tiny Home with Scenic View

Indoor spacesKitchenHiking

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 117 reviews

A tranquil outdoor setting features a swimming pool surrounded by trees and open fields. A large umbrella shelters two lounge chairs, while a sunset casts a warm glow across the sky, with scattered clouds hinting at the peaceful evening ahead.

Apartment in Georgetown

The Loft at Strawberry Estates

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 295 reviews

A cozy cabin is depicted with a wooden exterior, featuring a porch that holds two chairs. A decorative sign reading 'THE BARN' is mounted on the wall. Lush green grass and small plants frame the entrance, enhancing the natural setting.

Farm stay in Athens

The Barn Studio

Indoor spacesKitchenHiking

An outdoor deck overlooks expansive views of the surrounding landscape at sunset. A private pool is situated beside the deck, with lounge chairs arranged for relaxation. The home features an inviting structure with warm lighting, enhancing the tranquil evening setting.

4.9 out of 5 average rating, 417 reviews

Sunset Haven 4BR + Pool + Hot Tub + Fireplace

KitchenFamilyNearby

5.0 out of 5 average rating, 164 reviews

The living room features a stone gas log fireplace and large windows that offer views of the wooded surroundings. Comfortable seating arrangements include a leather sofa and two accent chairs, arranged around a coffee table on a striped area rug.

Cabin in Blue Ridge

Hickory Grove Haven | EV Charging & Hot Tub

Indoor spacesKitchenLocation

A modern open-concept living space displays a foosball table in the foreground, leading into a stylish kitchen and dining area. Bold artwork featuring a butterfly adorns the wall, complemented by vibrant lighting and a mix of contemporary furniture in soft hues.

4.99 out of 5 average rating, 124 reviews

Sauna | Game Room | Chef's Kitchen | EV Charger

FamilyIndoor spacesAccess

Superhost

Cabin in Blue Ridge

4.89 out of 5 average rating, 99 reviews

Over The Top Hideaway - Entire House

Indoor spacesKitchenHot tub

4.95 out of 5 average rating, 321 reviews

A rustic barn stands to the left along a winding gravel path, surrounded by a landscape featuring colorful autumn foliage. Soft rain falls, creating a serene atmosphere, with a pond visible in the distance beneath a cloudy sky.

Farm stay in Morganton

6 Ponds Farm Guesthouse

Indoor spacesFamilyNearby

The exterior of a charming house is shown, featuring a sloping roof and light-colored siding. A welcoming porch is visible with seating, while lush greenery surrounds the property. The sun sets in the background, creating a serene evening atmosphere.