
Holiday houses in Cleveland
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Top-rated holiday rentals in Cleveland
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

Peacock in the Delta/ Mississippi Delta Cottage
WELCOME TO PEACOCK-A charming cottage set on a 1,700 acre bucolic farm in the middle of the Mississippi Delta. Private and secure. All guests are welcome to use the swimming pool (June 1-October 2), tennis court, horseback riding, walking trails. We are perfectly located in the middle of the Delta, with close proximity to most blues trail sites. We are also within easy driving distance to most restaurants in the Delta. Need more space? See https://abnb.me/ERkRyvI0rjb

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.

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!

🌞 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

Beautiful luxurious 2 bedroom!
This luxury 2-bedroom home offers hardwood floors, an open-concept layout, and abundant natural light. The gourmet kitchen features quartz countertops, stovetop and a small dining space. Both bedrooms are furnished with plush queen beds and quality linens. Elegant crystal lighting is showcased throughout, adding sophistication and charm to every room, creating a warm and inviting upscale retreat.”

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.

The Bunkhouse
The Bunkhouse 2 bed,1 bath,full kitchen, washer, and dryer sits deep in the MS delta crop land and out in the country away from the busy towns. With a nice front porch, BBQ grill, and fire pit you can slow down and relax. This house has WiFi but no TV. A great place to stay when coming through or if you're working in the area.

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.

Delta Diamond
Have fun with the whole family at this stylish place filled with comfort! Centralized location! .2 miles from Delta State University .3 miles from Grammy Musuem .5 miles from Historic Downtown Cleveland Shopping and Boutiques .5 miles from best restaurants in town (Backdraft and Hey Joe's)
Popular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland

Authentic Delta Bungalow in the Heart of Indianola

Historic 100 year old home with updated Flair.

Delta Comfort

Downtown Cleveland Condo 4A

Home in The Woods

A Home in the woods

Country Ridge Pool and Resort

Serenity Retreat
When is the best time to visit Cleveland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 AUD | $199 AUD | $183 AUD | $177 AUD | $188 AUD | $179 AUD | $176 AUD | $183 AUD | $252 AUD | $183 AUD | $203 AUD | $171 AUD |
| Avg. temp | 7°C | 9°C | 13°C | 18°C | 23°C | 26°C | 28°C | 28°C | 24°C | 18°C | 12°C | 8°C |
Quick stats about holiday rentals in Cleveland

Total holiday rentals
Explore 20 holiday rentals in Cleveland

Nightly prices starting at
Cleveland holiday rentals start at $122 AUD per night before taxes and fees

Verified guest reviews
Over 1,250 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cleveland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cleveland rentals

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