Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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

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Guest favourite

Home in Leland

4.98 out of 5 average rating, 91 reviews

Pink on the Creek Guest House

In the heart of the Mississippi Delta , Highway 61 , where the BLUES was born. No cleaning fee! Rate is in line with decent motels/hotels here & is up to 4 people. Extra charge per person per night after 4. Max is 5. Much 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 I think. Very Affordable for a whole house in this area

Guest favourite

Guest house in Cleveland

4.97 out of 5 average rating, 34 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

Home in Greenville

5 out of 5 average rating, 19 reviews

The Overlook at Bachelor Bend on Lake Ferguson

The Overlook at Bachelor Bend offers all you need for the perfect stay on Lake Ferguson- screened porch, boat ramp w/ ample truck & trailer parking, loop driveway for easy maneuvering, 2 BR, 2 baths w/ extra single sleeper chair, outdoor shower & covered storage for lake gear on bottom level. Ceiling fans, spacious den, dining, & kitchen. Stunning sunset views. Pet friendly w/ fenced area and dog door. Cargo elevator. Third party bookings considered ONLY after further conversation.

Superhost

Home in Greenville

4.92 out of 5 average rating, 118 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. Three smart TVs with accessible WiFi and one HD TV with DirecTV in the living room area. Alarm system available for guests as well. Check in instructions will be sent 1-2 days prior to checking in. 🚭No smoking 🚫No Pets

Guest favourite

Cottage in Greenville

4.98 out of 5 average rating, 66 reviews

Beautiful four bedroom lake cottage!

Enjoy the most beautiful sunsets in the delta from the porch of this peaceful lake cottage located on beautiful Lake Ferguson in Greenville, MS. Though just a few minutes from all the conveniences of the town, this serene cottage allows you to feel miles and miles away from the hustle and bustle. Please note: No Parties or Events-Strictly Enforced! Only people listed on the reservation should be at the property. The max occupants at this house 8.

Guest favourite

Guest suite in Cleveland

4.97 out of 5 average rating, 243 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

Farm stay in Indianola

4.97 out of 5 average rating, 86 reviews

Rustic Apartment in Indianola, MS

Welcome to the Farm! A rustic apartment located on the Sunflower River. The apartment over looks our cow pastures. Other animals you might see are horses, chickens and goats. The newly redone deck with be a great spot to watch the sun set in the evenings. We are just a few miles south of the B.B. King museum and a short drives to many other blues trail spots. We also welcome Hunters looking for those Delta Ducks.

Guest favourite

Guest house in Cleveland

4.93 out of 5 average rating, 57 reviews

Delta Guest House

Lovely, full-1 bedroom- 1 bathroom-private guest house. Has its own little covered porch. Parking along street. Located in a quiet neighborhood. Within walking distance or 2 min drive of DSU! Close by (less than 5min drive to most anywhere) you’ll find several parks, the Grammy Museum, bowling, skating, some of the best restaurants, a brand new laundromat, and our beautiful downtown Cleveland!

Guest favourite

Home in Mound Bayou

4.85 out of 5 average rating, 13 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

Home in Cleveland

4.81 out of 5 average rating, 121 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

Rental unit in Greenwood

4.99 out of 5 average rating, 141 reviews

Spacious one bedroom Delta apartment

Mississippi Delta hospitality in a spacious and practical apartment. You will be located within about a 6 block walking distance of downtown Greenwood, the Yazoo River Trails, and many homes from The Help tour. The neighborhood is quaint and quiet. This apartment is 800 sq ft with a queen sized bed, full kitchen, full bath, and comfortable den with open living space.

Superhost

Home in Cleveland

4.88 out of 5 average rating, 123 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.