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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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, 124 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 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
4.91 out of 5 average rating, 56 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
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, 348 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, 215 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, 258 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!

Superhost
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
4.91 out of 5 average rating, 142 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

Superhost
Home in Mound Bayou
4.8 out of 5 average rating, 5 reviews

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.”

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
4.83 out of 5 average rating, 139 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.

Top guest favourite
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 homes in Leland
5 out of 5 average rating, 34 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. This house has WiFi but no TV. A great place to stay when coming through or if you're working in the area.

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
4.89 out of 5 average rating, 141 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.

Guest favourite
A cozy living area is furnished with two plush sofas adorned with decorative pillows. A television is mounted on the wall, and a stylish shelf holds decorative items. Soft lighting from a table lamp complements the neutral color palette of the room.
Apartment in Cleveland
4.78 out of 5 average rating, 77 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)

Top guest favourite
A charming, single-story house features a light grey exterior with classic white trim and wooden shutters. A landscaped front yard includes a variety of greenery, while a concrete pathway leads to the welcoming front steps and door, surrounded by tall trees in a bright blue sky.
Home in Cleveland
4.8 out of 5 average rating, 99 reviews

Bubby's Bungalow

Warm and Cozy Three Bedroom House in Quiet Neighborhood. Extremely close to our adorable downtown area, shopping, the Grammy Museum, & Delta State University. Fully furnished with original artwork and fun, retro furniture. A perfect spot to spend your time away!

Popular amenities for Cleveland vacation rentals

When is the best time to visit Cleveland?

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Avg. price$162 CAD$182 CAD$168 CAD$162 CAD$172 CAD$164 CAD$161 CAD$168 CAD$231 CAD$168 CAD$186 CAD$157 CAD
Avg. temp7 °C9 °C13 °C18 °C23 °C26 °C28 °C28 °C24 °C18 °C12 °C8 °C

Quick stats about vacation rentals in Cleveland

  • Total vacation rentals

    Explore 20 vacation rentals in Cleveland

  • Nightly prices starting at

    Cleveland vacation rentals start at $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Cleveland vacation rentals include wifi 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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