Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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Top guest favourite

Home in Leland

4.98 out of 5 average rating, 110 reviews

Pink on the Creek Guest House

No cleaning fee! Rate is up to 4 people. IN THE HEART OF THE MISSISSIPPI DELTA WHERE THE BLUES WAS BORN! Extra charge per person per night after 4. Max is 6. Better than just a motel room. A bit of antique & modern, though greatly cared for, shows age in some places, loving wear, quaint aging & charming patina both inside and outside, is super clean/sanitized. You will love it. Very Affordable for a whole house in this area. A selection of pillows on beds & closet . Your comfort is our priority.

Guest favourite

Guest house in Cleveland

4.89 out of 5 average rating, 47 reviews

Renovated Luxury Guest Suite

Kick back and relax in this calm, stylish space! Perfect for a couples getaway, family visits, or a weekend of activities. This newly renovated 1BR/1 Bath separated guest suite is in the heart of the delta. Attached to a outdoor seating space/hangout with its own keyless entry separate from the home. We are located in a safe neighborhood with access to the country club and golf course. With a 2 min drive to down town and Delta State University we are perfect located in the center of the city!

Guest favourite

Cottage in Clarksdale

4.91 out of 5 average rating, 311 reviews

Sunflower Cottage on the River

Only a mile from historic home of the blues, Clarksdale in a gated community. The cottage sits on the banks of the Sunflower River with beautiful views of rustic woods. Out your window you might see deer, fox & other wildlife. Take a walk along the riverbank. You’ll enjoy relaxing in the comfy beds, ,enjoy privacy, the piano , & closeness to all the blues music venues. It has two fire pits, an outside grill & full kitchen. Great for couples, adventurers, business travelers , musicians ,

Superhost

Cottage in Clarksdale

4.83 out of 5 average rating, 158 reviews

The Gallery at Chateau Debris

Welcome to The Gallery! This one-bedroom cottage sits behind the main house. It has recently been renovated, but is decorated with vintage furnishings for personality. The cottage is equipped with a full kitchen, bedroom, bathroom, washer and dryer, & Roku TV. Your stay will be unique, as the decor has been selected from my collector's lair, and the best part is - it's all for sale! The Gallery is a live-in collectibles showroom so, contrary to the saying - you CAN take it with you!

Superhost

Cabin in Benoit

4.91 out of 5 average rating, 204 reviews

The Shotgun Shack ❤️ of MS Delta

This Shotgun Shack is a genuine cypress board and batten shotgun shack. Construction of the cabin dates back to the late 1920’s, after the Great Flood of 1927. The shack was move to the property and has undergone a complete restoration. It has all the amenities needed for a comfortable stay. Situated behind the antebellum Burrus Home a.k.a “The Baby Doll House, near Benoit, MS. There is a gas station in Benoit that sells beverages and snacks but no grocery stores.

Guest favourite

Guest suite in Cleveland

4.96 out of 5 average rating, 253 reviews

The Honnoll's "High Cotton" Guesthouse

This cozy guest house is the perfect place for your stay in Cleveland, MS, the heart of the Mississippi Delta! It is easy walking distance to the Cleveland Country Club and a five minute drive (or less!) to everywhere in town, including the new Grammy Museum, the Downtown shopping area, and the Delta State Campus and Football Stadium! There are Uber and a local taxi company for transportation. We look forward to seeing ya'll!

Guest favourite

Cottage in Lake Village

4.82 out of 5 average rating, 108 reviews

Peaceful cabin in orchard! Great Internet!

The Betty suite cabin is based on a standard hotel room. We have a queen bed, microwave, mini-fridge, and coffee pot. The private bathroom include a large shower with shampoo, conditioner, and body wash. Each room has high-speed Internet with a flat screen, smart TV. This building was the original home of our neighbors - Earl and Betty. We moved the structure to the park and turned it into 2 hotel suites.

Guest favourite

Home in Greenville

4.93 out of 5 average rating, 134 reviews

🌞 A Ray of Sunshine 🌞

Enjoy a ray of sunshine in this gorgeous 3 bedroom, 1 bathroom home with garage access for private parking. This home consists of two spacious bedrooms with queen size beds in both rooms. There is also a third smaller room with a twin size bed. Four smart TVs with accessible WiFi. Alarm available for guests as well. Check in instructions will be sent 1-2 days prior to checking in. 🚭No smoking 🚫No Pets

Guest favourite

Home in Mound Bayou

4.89 out of 5 average rating, 28 reviews

Come and enjoy a charming stay!

Have fun with the whole family at this stylish place. This is a beautiful historical property in a historical town. This house has a full kitchen and a washer/dryer, large smart TV, and an adorable, comfy reading area. Updated appliances for a wonderful stay in Mound Bayou, Ms. Your safety and security is very important to us, we have surveillance security cameras at all point of entry.

Guest favourite

Loft in Clarksdale

4.94 out of 5 average rating, 427 reviews

Blues Hound Flat

Blues Hound Flat sits quietly across from the historic Greyhound bus station in the center of downtown Clarksdale. Step outside, and you're in the heart of the Delta Blues, surrounded by local eateries, shops, bars, and music venues! The air itself is heavy with the traditions of the Delta. This loft-style flat features all the basic amenities one could want and solitude when needed.

Guest favourite

Home in Cleveland

4.83 out of 5 average rating, 132 reviews

Comfortable Spacious Home Sleeps Up To 16 w/pool

This is a spacious, 2-story home with 7 bedrooms, 4 baths, family room, large kitchen, large dining room, and in-ground pool. The property is 5 to 10 minutes from DSU, Grammy Museum, and restaurants. EVENTS ARE NOT ALLOWED! Guests cannot have class reunions, family reunions, weddings, receptions, large gatherings before or after funerals, etc.). Property has perimeter cameras.

Guest favourite

Home in Cleveland

4.89 out of 5 average rating, 134 reviews

The Delta House

Step back in time with this Historic Delta home. Built in 1906, this 4 BR, 4 Bath home is tastefully appointed and centrally located. 2 blocks from the Grammy Museum and Delta State University and 1/4 mile from Cotton Row and Downtown Cleveland its the perfect place to start your stay in the Heart of the Delta.