Vacation rentals in Cleveland

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Top-rated vacation rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
Cabin in Ooltewah
4.99 out of 5 average rating, 273 reviews

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!

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, 179 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
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, 204 reviews

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

Top guest favourite
The exterior of the guesthouse features a modern black facade complemented by wooden shutters. A welcoming front porch with a simple mat leads to the main entrance. Surrounding greenery and gravel pathways enhance the inviting atmosphere.
Home in Cleveland
4.94 out of 5 average rating, 121 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
Cottage in Cleveland
4.95 out of 5 average rating, 174 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
Guest suite in Cleveland
4.97 out of 5 average rating, 233 reviews

Tranquil Wooded King Bed Suite Close to Everything

Make the most of your next visit to Cleveland with this centrally-located, peaceful, easy guest suite as your home-base. The space is a thoughtfully furnished, well-equipped lower level of a home in a wooded, quiet, well-established North Cleveland neighborhood. Enjoy easy street parking, a private entrance, and contactless check-in. A perfect set-up for visiting your Lee student(s), checking out nearby Chattanooga or Knoxville, or adventuring at renowned Chilhowee/Ocoee recreation areas.

Top guest favourite
Home in Cleveland
4.96 out of 5 average rating, 166 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.

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, 176 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 kitchen area features a fresh design with white cabinetry and stainless steel appliances. Two pendant lights hang above a kitchen island with seating for four. Exposed wooden beams add warmth, while a decorative sign reading "PANTRY" provides an inviting touch.
Chalet in Cleveland
4.97 out of 5 average rating, 112 reviews

2 Bdm Lux Barn Chalet *grill, fire pit, disc golf

The Barn Chalet at Laurel Park is anything but ordinary. Every detail of the Barn has been thoughtfully renovated & designed to merge old with new, rustic with modern, & function with originality. In the country, yet only 1 mile from downtown Cleveland - come explore 8 acres of ponds, trails, woods, & babbling brooks. Bring your pole and fish our three ponds, walk next door to the park and play disc golf, or just relax on the patio and listen to the sounds of the forest.

Top guest favourite
An aerial view reveals a spacious property featuring a well-maintained lawn, large trees, and a paved driveway. The house showcases a gray shingled roof and light-colored exterior. Nearby structures, including a trailer and outbuildings, are visible, surrounded by the tranquil neighborhood.
Home in Cleveland
4.94 out of 5 average rating, 218 reviews

Exclusive 2 Bedroom Suite w/Theater Room + Kitchen

EXCEUTIVE SUITE W/ 2 BEDROOMS W/THEATER ROOM W/55" TV, BATH W/ SHOWER, KITCHEN, FRIDGE, COOKTOP & SINK. 1,070 SF. W/ PRIVATE ENTRANCE W/CODE LOCK. HEAT & A/C. LARGE LIBRARY, FAST WI-FI. VERY QUIET & SAFE NEIGHBORHOOD. THIS IS THE ENTIRE 2ND FLOOR OF A 15 YEAR OLD HOUSE.THE OWNERS LIVE DOWNSTAIRS. LOCATED CLOSE TO I-75, LEE UNIVERSITY & ACCESS TO MANY OUTDOOR ACTIVITIES. 2 QUEEN BEDS AND 6 RECLINERS THAT ADULTS OR CHILDREN CAN SLEEP IN. GREAT GET A WAY AT A GREAT PRICE!

Top guest favourite
Apartment in Benton
4.97 out of 5 average rating, 217 reviews

Ocoee Landing, ON the river, book this spot now!

Nestled along the serene Ocoee River, our charming home boasts 230+ feet of river frontage, offering a tranquil retreat. Featuring a cozy living room, 2 bedrooms, a full bath, and a kitchenette. A short 200-yard stroll leads you to a riverside haven with a pavilion, fire pit, and the embrace of nature. Enjoy private parking and proximity to dining, river outfitters, hiking trails, and world-class fishing nearby. Your perfect blend of relaxation and adventure awaits!

Top guest favourite
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
4.97 out of 5 average rating, 191 reviews

2BR Cabin • Hot Tub • Mountain Views • 2 King Beds

Spacious 2-bedroom ridge cabin with sweeping mountain views. Designed for two couples or a small group, with two private California King bedrooms (each with its own private bathroom) and shared living space that makes gathering easy. Enjoy a private hot tub, indoor fireplace, full kitchen, and a deck built for sunset evenings. Adventure nearby, privacy when you return. Designed for gathering without sacrificing comfort.

Popular amenities for Cleveland vacation rentals

When is the best time to visit Cleveland?

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Avg. temp5 °C8 °C12 °C17 °C21 °C25 °C27 °C27 °C23 °C17 °C11 °C7 °C

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 vacation rentals in Cleveland

  • Total vacation rentals

    Explore 170 vacation rentals in Cleveland

  • Nightly prices starting at

    Cleveland vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 11,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    170 of Cleveland vacation rentals include wifi 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!

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