Holiday houses in Cleveland

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Top-rated holiday rentals in Cleveland

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Top Guest favourite
The exterior of the duplex is shown with a brick facade and green shutters. A concrete driveway leads to the entrance, and flowering bushes are positioned along the front. The scene is set against a colorful sunset sky.
Townhouse in Cleveland
4.87 out of 5 average rating, 288 reviews

Modern Comfort Getaway. Recently updated.

Enjoy a getaway at this conveniently located duplex in Cleveland, Tennessee. Wake up and have your coffee in the comfort of the cozy kitchen or step outside beside the creek and savor the smell of chocolate from the nearby M&M/Mars factory. Located just 3 miles from Lee University, less than a mile from I-75, 13 miles from whitewater rafting, and within minutes to lots of shopping and restaurants, this duplex could not be in a better location. July 2024- new LVP, paint, some furniture updates

Top Guest favourite
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 McDonald
4.97 out of 5 average rating, 197 reviews

Eco-Luxe Cabin Retreat | King Bed | Near Chatt

Millhaven Retreat Eco 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 Cambridge Square (shops and restaurants) ~ 10 mins Chattanooga ~ 30 mins

Top Guest favourite
A cozy bedroom is highlighted by soft lighting from two bedside lamps. A black metal headboard frames a spacious bed adorned with striped bedding. Decorative wall art and light curtains complement the warm color scheme while natural light filters through the window.
Cottage in Cleveland
5 out of 5 average rating, 123 reviews

“Owl Be Back” Cottage King Bed Steps to Lee

With a 2-minute walk to campus, make the most of your next visit to Lee University and downtown Cleveland in this centrally-located, peaceful, easy guest house as your home-base. The space is a thoughtfully furnished, well-equipped cottage in a quiet, historic neighborhood. Enjoy safe and easy off-street parking, a private entrance, and contactless check-in. A perfect set-up for visiting relatives, checking out nearby Chattanooga/Knoxville, or adventuring to the renowned Ocoee recreation areas.

Top Guest favourite
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
4.92 out of 5 average rating, 250 reviews

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!

Top Guest favourite
A round dining table is surrounded by four elegant chairs, featuring unique backs and soft upholstery. A neutral vase with greenery sits at the table's center. Natural light flows in through two large windows, enhancing the open feel of the space.
Home in Cleveland
4.99 out of 5 average rating, 176 reviews

Highland Gold+ Gather Family+Friends+make memories

Celebrate life occasions at our unique space where modern elegance meets rustic charm. Our open design welcomes you, presenting an easy conversation between inviting and comfortable rooms. Cooks in your group will delight in our fully stocked kitchen, finding every tool they need to create meals worthy of the laughter and love that surround them. We are located minutes from quaint downtown area restaurants, shops, and many wedding and conference venues. Lee U. parents especially welcomed.

Top Guest favourite
The entrance features a covered porch with two wooden columns framing the front door. A small set of steps leads up to the porch, which is bordered by neatly maintained landscaping, including dark mulch and green plants. A decorative house number is displayed beside the door.
Home in Cleveland
4.98 out of 5 average rating, 254 reviews

Simple and cozy home. Convenient location.

When booking our home you will get a conveniently located simple place to unwind. This home is a 3 bedroom 1 bath house located 12 minutes to Lee University, 40 minutes to the Ocoee White Water center, 35 minutes to downtown Chattanooga, 1 hour to Blue Ridge, GA. There is an air conditioned sunroom with a TV and a back deck as well as a fire pit for outdoor entertainment. You will find an open concept and spacious home with a fully fenced in back yard as well as waters and snacks upon arrival.

Guest favourite
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.
Home in Cleveland
4.94 out of 5 average rating, 118 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.

Guest favourite
A cozy living room features a dark gray sofa and two black armchairs. A light area rug sits under a coffee table, and a television is placed on a dark wooden cabinet. Natural light enters through two arched windows, enhancing the space.
Cottage in Cleveland
4.95 out of 5 average rating, 170 reviews

Cottage in Cleveland, TN.

Unwind, relax and enjoy peaceful countryside living in this cute updated 1 bedroom, 1 and 1/2 bath cottage overlooking beautiful grasslands and running creek. Two queen beds in upstairs master, and sleeper-sofa downstairs offer sleeping for six. Easy 30 minute drive to downtown Chattanooga. Plenty of local activities await you nearby from the Ocoee and Hiwassee Rivers for all water attractions. Less than five miles to Lee University, OCI, businesses, and all that Cleveland has to offer.

Top Guest favourite
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
4.98 out of 5 average rating, 159 reviews

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

Top Guest favourite
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.
Home in Cleveland
4.97 out of 5 average rating, 186 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.

Guest favourite
A cozy queen size bed is adorned with soft white linens and decorative pillows, set against a floral accent wall. Natural light filters through a window with light curtains, while a woven pendant light adds warmth to the room.
Guesthouse in Cleveland
4.88 out of 5 average rating, 174 reviews

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.

Guest favourite
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
4.94 out of 5 average rating, 180 reviews

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.

Popular amenities for Cleveland holiday rentals

When is the best time to visit Cleveland?

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Frequently Asked Questions

  • What are the best places to stay in Cleveland?

    Cleveland has a range of popular neighborhoods with tree-lined streets near parks, historic downtown areas with local shops, and quiet spots close to outdoor recreation. Many guests enjoy staying around downtown for access to local dining and culture, or in residential areas for a relaxed atmosphere.

  • What are the best things to do in Cleveland with kids?

    Families often explore the Museum Center at 5ive Points, stroll Greenway Park, or enjoy hands-on learning at local nature centers. Around Cleveland, you may find interactive farms, seasonal festivals, and outdoor splash pads popular with children.

  • What are some of the best things to do in Cleveland?

    Explore the exhibits at the Museum Center at 5ive Points, discover the history along downtown’s walking trails, or relax in Greenway Park. Nature enthusiasts often head to nearby rivers, forested parks, and scenic overlooks.

  • How is the weather in Cleveland?

    Cleveland has four distinct seasons, with winters averaging 32–53°F (0–12°C) and hot summers often reaching 91°F (33°C), plus moderate rainfall throughout the year. Spring and fall are known for comfortable temperatures and changing scenery.

  • When is the best time to visit Cleveland?

    Late spring and early fall are often recommended for milder weather, with pleasant temperatures and blooming or colorful foliage. Summer brings festivals and outdoor activities, while winter sees cooler conditions and quieter attractions.

  • What are the best places to visit in Cleveland?

    Frequently suggested spots include the Museum Center at 5ive Points for regional history, Lee University campus for its architecture, and Red Clay State Historic Park for its cultural significance. Art galleries and antique shops add to downtown’s charm.

  • What are some hiking trails in Cleveland?

    Hiking around Cleveland includes forested paths at Red Clay State Historic Park and paved routes along the Cleveland/Bradley County Greenway. Adventurous hikers can explore shaded trails with gentle hills and streams in parks near the city.

  • What are some family activities we can do in Cleveland?

    Families explore exhibits at the Museum Center at 5ive Points, see animals at local farms, or picnic in Greenway Park. In warm months, outdoor pools, playgrounds, and nature trails invite group adventures.

  • What are some of the best day trip ideas from Cleveland?

    You can explore mountain trails and waterfalls at state parks around the region, visit traditional markets in nearby towns, or relax by the Ocoee River, known for outdoor adventures. Scenic drives often reveal heritage sites, antique shops, and art galleries.

  • Are there any pet friendly accommodations available in Cleveland?

    Many hosts in Cleveland welcome pets in their accommodations, especially in residential neighborhoods and around parks. You may find fenced yards, walking trails, and nearby pet-friendly cafes for a comfortable visit with your companion.

  • What are some local tips for visiting Cleveland?

    Locals suggest starting your morning at a downtown bakery, enjoying live music on select evenings, and checking for cultural festivals during your stay. Wearing layers helps with changing weather, and many popular outdoor areas provide shaded seating.

  • What is Cleveland known for?

    Cleveland is known for its historical ties to the Cherokee Nation, locally rooted musical traditions, and the scenic beauty of nearby rivers and foothills. The area has preserved architecture, community events, and regional foods celebrated by visitors.

  • What are the best hidden gems to explore in Cleveland?

    Cleveland has locally owned antique shops, quiet parks that are often enjoyed by residents, and family-run diners serving homemade pies. Exploring farmers markets around the area is a favorite way to connect with regional flavors and crafts.

  • What are the best foods to try in Cleveland?

    Cleveland has Southern-influenced favorites like barbecue, fried green tomatoes, and home-style biscuits, as well as locally made candies and seasonal fruit pies. Markets and family diners often feature regional specialties rooted in Appalachian and Cherokee traditions.

  • What should I bring for a trip to Cleveland?

    Pack comfortable walking shoes for exploring historic sites and trails, as well as layers for temperatures ranging from cool winters around 32–53°F (0–12°C) to warm, humid summers near 91°F (33°C). An umbrella or rain jacket is useful, as showers are frequent year-round.

  • What is the nightlife in Cleveland like?

    Cleveland has a relaxed nightlife scene, with downtown taverns, cafes featuring live local music, and venues hosting open mic or trivia nights. Seasonal events and outdoor concerts are also popular gathering spots for the community.

  • What are the most popular events or festivals in Cleveland?

    Downtown Cleveland lights up during the annual Halloween Block Party, which features music, food, and activities rooted in local traditions. Seasonal craft fairs and holiday parades are frequently suggested for visitors looking to experience community celebrations.

  • Are there family friendly vacation rentals in Cleveland?

    Cleveland has many family-friendly rentals, including homes with spacious yards, play areas, and easy access to parks or downtown. Many hosts provide amenities like high chairs, children’s books, and games to welcome families.

Quick stats about holiday rentals in Cleveland

  • Total holiday rentals

    Explore 190 holiday rentals in Cleveland

  • Nightly prices starting at

    Cleveland holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Cleveland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Cleveland rentals

  • 4.8 Average rating

    Cleveland stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Tennessee
  4. Bradley County
  5. Cleveland