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.

Are there vacation rentals with a dedicated workspace in Cleveland?

Yes! Work meets play with ease at over 10 vacation rentals in Cleveland featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Cleveland

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Top-rated vacation rentals in Cleveland

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Top guest favorite

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

4.97 out of 5 average rating, 115 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 favorite

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

4.9 out of 5 average rating, 50 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!

Top guest favorite

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

5 out of 5 average rating, 15 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!

Superhost

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

4.91 out of 5 average rating, 206 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 favorite

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

4.96 out of 5 average rating, 256 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 favorite

A cozy living area features a maroon armchair and a yellow sofa adorned with colorful cushions. A ceiling fan is visible above, while a television is mounted on the wall opposite a dark wooden media console. Potted plants and decorative items add a touch of greenery.

Home in Greenville

4.93 out of 5 average rating, 135 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 favorite

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

4.83 out of 5 average rating, 134 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 favorite

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

4.89 out of 5 average rating, 135 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.

Top guest favorite

A quaint cabin is situated within a lush green landscape, framed by trees. A covered porch features seating, providing a relaxed outdoor space. Gravel pathways lead to the entrance. The structure showcases a modern design with a metal roof and a soft color palette.

Tiny home in Leland

5 out of 5 average rating, 28 reviews

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. A great place to stay when coming through or if you're working in the area.

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Popular amenities for Cleveland vacation rentals

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Free parking on premises

Air conditioning

Other great vacation rentals in Cleveland

Superhost

The exterior of a newly renovated cottage is featured, showcasing a modern gray façade with a large front porch. Flower boxes add color beneath the windows, while a spacious lawn surrounds the home. Clear skies and gentle landscaping create an inviting outdoor atmosphere.

Home in Itta Bena

4.91 out of 5 average rating, 57 reviews

The Classy Southerner.

Guest favorite

A welcoming entryway features a round wooden table situated on a decorative circular rug. Light streams in through a nearby window, illuminating the space. A set of stairs leads to an upper level, while a green plant adds a touch of nature to the corner.

Guesthouse in Lake Village

4.89 out of 5 average rating, 9 reviews

The Charity Escape

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

4.7 out of 5 average rating, 27 reviews

The Delta Cottage

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

4.7 out of 5 average rating, 80 reviews

Downtown Cleveland Condo 4A

Guest favorite

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, 344 reviews

Peacock in the Delta/ Mississippi Delta Cottage

A charming brick home is featured, surrounded by a chain-link fence. A well-maintained lawn extends in front of the house, with greenery visible nearby. The entrance is framed by a decorative gate, offering a welcoming approach to the residence.

Home in Itta Bena

4.83 out of 5 average rating, 18 reviews

Home in The Woods

Guest favorite

Four framed botanical prints are displayed on a light-colored wall. The images depict various green plants, each housed in simple wooden frames, contributing a refreshing touch to the space.

Apartment in Lake Village

4.75 out of 5 average rating, 16 reviews

Helen Herron - Unit C2

Guest favorite

A two-story lake cottage is shown, featuring a wood and stone exterior. The structure is elevated on stilts, and large windows reflect the surrounding greenery. A grassy area extends in front, with a circular driveway visible and steps leading to a second-floor porch.

Cottage in Greenville

4.95 out of 5 average rating, 86 reviews

Beautiful four bedroom lake cottage!

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Quick stats about vacation rentals in Cleveland

Total rentals
20 properties
Nightly prices starting at
R1,056 ZAR before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

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 $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.
Are there vacation rentals with a dedicated workspace in Cleveland?
Yes! Work meets play with ease at over 10 vacation rentals in Cleveland featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Cleveland

Top-rated vacation rentals in Cleveland

Vacation rentals for every style

Popular amenities for Cleveland vacation rentals

Other great vacation rentals in Cleveland

Quick stats about vacation rentals in Cleveland

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Rentals with dedicated workspaces

Wifi availability

Frequently Asked Questions

Destinations to explore