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.

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Top Guest favourite
The exterior showcases a single-story house with a brick facade and a blue metal roof. Lush greenery and flowering plants are arranged along the front, complementing the palm tree near the entrance. A driveway leads up to an overhang and parked vehicle, with a lawn stretching across the front.
Home in Leland
4.98 out of 5 average rating, 136 reviews

“Pink on the Creek”Guest House

Longer stay discounts . ONLY ONE PET ALLOWED. (Pet fee). No cleaning fee! VERY SAFE AREA 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. people love it. Very Affordable for a whole house in this area. A selection of pillows.

Guest favourite
A cozy bedroom features a spacious bed dressed in light pink linens. Two windows allow natural light, complemented by decorative wall art. A comfortable gray armchair and side table are positioned nearby, while warm lighting fixtures create a gentle ambiance in the room.
Guesthouse in Cleveland
4.92 out of 5 average rating, 66 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!

Superhost
The exterior of a newly renovated home is showcased, featuring a white façade with a sloped dark roof. A spacious driveway leads up to the entrance, flanked by well-maintained greenery and large trees. The surrounding outdoor space is open and inviting.
Home in Cleveland
4.76 out of 5 average rating, 34 reviews

The Delta Cottage

Newly renovated large home located in an upscale neighborhood in Cleveland, MS: 3 bedrooms (1 King, 1 Queen & 3 Twin beds), 2 bathrooms, living room, formal dining room, eat-in kitchen with bay window seating, laundry room, spacious foyer, all-season enclosed patio, extended driveway, 2-car garage, and large outdoor space. We are centrally located to Delta State University, the Grammy Museum, restaurants, Delta Pecan Company Orchard & steps away from the historic Mississippi Blues Trail.

Guest favourite
A living area is presented with a modern aesthetic, featuring a soft blue sofa and a small coffee table made of wood. An elegant chandelier hangs from the ceiling, while a TV is mounted on the wall, adding to the entertainment options.
Home in Mound Bayou
4.97 out of 5 average rating, 37 reviews

Cozy 4BR home with glass porch!

Welcome to this charming 4-bedroom home, perfect for families or groups seeking a relaxing getaway. With 1 full bathroom and 1 half bath, this spacious retreat offers comfort and convenience. The highlight is the beautiful glass-enclosed porch, ideal for enjoying meals, sipping drinks, or unwinding in a peaceful setting. Inside, you’ll find a cozy living area, a fully equipped kitchen, and stylish bedrooms designed for comfort. Book your stay today and create unforgettable memories!

Guest favourite
A charming cottage is set in a lush green landscape, featuring a wooden porch with seating. The exterior showcases light wood siding and large windows that allow natural light to fill the space. Surrounding trees create a serene atmosphere.
Farm stay in Shaw
4.94 out of 5 average rating, 355 reviews

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

Guest favourite
An exterior view of the restored shotgun shack is presented, featuring rustic wooden siding and a metal roof. Steps lead to the entrance, and a small porch is visible. The surrounding grassy area is open, complementing the rural ambiance.
Cabin in Benoit
4.92 out of 5 average rating, 216 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.

Top Guest favourite
A single-story guest house features a well-maintained, grassy lawn. The front facade includes multiple large windows and a landscaped area with shrubs and trees. A wide driveway leads up to the entrance, providing easy access to the home.
Guest suite in Cleveland
4.97 out of 5 average rating, 266 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!

Top Guest favourite
Home in Doddsville
5 out of 5 average rating, 5 reviews

Dollie’s Cove #2

This special place is close to everything, making it easy to plan your visit. Enjoy country living on one acre of land. Approximately 30 minutes drive to BB King Museum in Indianola, MS and 20 minutes from the Grammy Museum in Cleveland, MS. Sits between 2 Universities; Delta State in Cleveland, MS and Mississippi Valley State in Itta Bena, MS. A remote location where families and friends can make remarkable memories.

Top Guest favourite
A red barn-style structure is shown with a newly constructed wooden deck and stairs leading to an upper level. Lush green grass surrounds the base, and shaded areas are created by trees in the background under a clear blue sky.
Farm stay in Indianola
4.96 out of 5 average rating, 100 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.

Top Guest favourite
The spacious bedroom features a large bed with an ornate headboard and coordinating furnishings. A wooden dresser is positioned against a wall, while two comfortable leather chairs and an end table create a cozy seating area. Natural light enters through a nearby window.
Home in Cleveland
4.84 out of 5 average rating, 143 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
A historic home built in 1906 is set amidst a lush green lawn, framed by mature trees. A wide porch extends along the front, featuring decorative railings and an American flag. The clear blue sky creates a bright backdrop for the inviting exterior.
Home in Cleveland
4.9 out of 5 average rating, 147 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.

Superhost
A cozy living area features a brown leather sofa paired with two light-colored armchairs. A rectangular coffee table stands in the center, adorned with a decorative bowl and magazines. A large, patterned area rug adds warmth, while natural light enters through two windows with blinds.
Condo in Cleveland
4.67 out of 5 average rating, 94 reviews

Downtown Cleveland Condo 4A

This 4th floor condo is home to gorgeous views of downtown Cleveland, MS where any day of the week there can be festivals, family events, and even concerts. Walk right out your front door to tons of restaurants, ice cream shops, coffee shops, boutiques, several gyms, and plenty of night life.

Popular amenities for Cleveland holiday rentals

When is the best time to visit Cleveland?

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Avg. price$166 AUD$186 AUD$172 AUD$166 AUD$176 AUD$168 AUD$179 AUD$190 AUD$168 AUD$202 AUD$201 AUD$215 AUD
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Frequently Asked Questions

  • 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 $120 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 air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Cleveland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cleveland have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Cleveland. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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.

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 $115 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    20 of Cleveland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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