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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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Home in Leland

4.98 out of 5 average rating, 94 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

Guesthouse in Cleveland

4.97 out of 5 average rating, 35 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!

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.

Home in Greenville

4.93 out of 5 average rating, 120 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 suite in Lake Village

5 out of 5 average rating, 10 reviews

Orchard Oasis with High-Speed Internet/Smart TV!

The LuLa Belle 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 originally a cotton seed barn from when our family farmed cotton and owned a local cotton gin. We moved it into our property and refurbished it into 2 hotel suites.

Cottage in Greenville

4.99 out of 5 average rating, 67 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 suite in Cleveland

4.97 out of 5 average rating, 245 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!

Farm stay in Indianola

4.97 out of 5 average rating, 87 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.

Guesthouse 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!

Home in Mound Bayou

4.86 out of 5 average rating, 14 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.

Home in Cleveland

4.81 out of 5 average rating, 122 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.

Rental unit in Cleveland

4.81 out of 5 average rating, 54 reviews

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)

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Cleveland vacation rentals

Free parking on premises

Air conditioning

Stay near Cleveland's top sights

GRAMMY Museum Mississippi9 locals recommend

Kroger9 locals recommend

Hey Joe's Burgers + Beer8 locals recommend

Other great vacation rentals in Cleveland

Home in Itta Bena

4.59 out of 5 average rating, 17 reviews

Warm & cozy cottage, sleeps 6.

Home in Itta Bena

4.91 out of 5 average rating, 56 reviews

The Classy Southerner.

Home in Cleveland

New place to stay

Four-V Endeavors

Home in Greenville

4.69 out of 5 average rating, 13 reviews

Historic 100 year old home with updated Flair.

Home in Greenville

4.7 out of 5 average rating, 56 reviews

Spacious Hideaway | 5 bds, 3 ba

Private room in Cleveland

4.96 out of 5 average rating, 47 reviews

A private room in a charming house

Home in Greenville

4.95 out of 5 average rating, 60 reviews

Enjoy the Serene of “Blue Sky”

Home in Tutwiler

4.84 out of 5 average rating, 49 reviews

Mississippi Delta Family Getaway

Quick stats about vacation rentals in Cleveland

Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Frequently Asked Questions

Do house rentals in Cleveland have free parking?
Absolutely! We offer over 10 house rentals with free parking in Cleveland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cleveland have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Cleveland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Cleveland?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Cleveland?
Cleveland has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Cleveland?
Experience the best of Cleveland with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Cleveland have wifi?
Absolutely! We offer over 10 house rentals with wifi in Cleveland. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore