Vacation rentals in Cleveland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Apartment in Clarksdale
The Squeeze Box-"get your Blues on"
LOCATION-LOCATION-LOCATION The Squeeze Box is a spacious, airy 425 sq. ft. private vacation apartment, located in the heart of Historic Downtown Clarksdale, Mississippi. The newly constructed apartment is located on the ground floor of the former Clarksdale Telegraph Building (Circa 1897) @ the corner of Second & Delta in the Historic Blues District. Located across the street from the Hambone Art Gallery, and the “Rock & Blues Museum”, this is the best location in town. Gift shops around the corner. Restaurants including The Stone Pony, Yazoo Pass, Levon's Bar and Grill, and Grandma's House of Pancakes are literally all within 300 feet of our front door. CatHead Blues, Lambfish Gallery, and Hambone Gallery are all on our block. The Delta Blues Museum is a short walk, and Ground Zero Blues Club, New Roxy and Red’s Lounge are an easy 5-minute stroll. The Squeeze Box is the best location in Clarksdale for walkable access to restaurants, music venues, museums,bars, clubs,art galleries,shopping on Delta,convenience store,and the wine & spirits store. No need to drive once you check in.....park your car, and party to your heart's content. And The Squeeze Box is located on the ground floor, so there are no stairways to climb or drag your bags up. And we have a covered veranda out front with seating for six,so you can enjoy the fresh air, while enjoying a nice beverage. Although there is no smoking allowed in the apartment, the veranda is just outside your door. Available by the night,weekends, and weekly. Inquire about longer stays.
Nov. 20 – 27
$213 CAD per night
4.93 out of 5 average rating, 152 reviews
Guest favourite
Home in Cleveland
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 a 16 camera surveillance system (14 outside and 2 inside—1 in family room and 1 in sunroom). Cameras are not in bedrooms and bathrooms.
Dec. 28 – Jan. 4
$602 CAD per night
4.8 out of 5 average rating, 110 reviews
Guest favourite
Guesthouse in Cleveland
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!
Mar. 28 – Apr. 4
$149 CAD per night
5.0 out of 5 average rating, 17 reviews

Popular amenities for Cleveland vacation rentals

Stay near Cleveland's top sights

Hey Joe's Burgers + Beer8 locals recommend
GRAMMY Museum Mississippi9 locals recommend
Kroger9 locals recommend

Other great vacation rentals in Cleveland

Guest favourite
Loft in Clarksdale
Delta Sunset Lofts - Historic 1910 Synagogue Apt C
Sep. 6 – 13
$153 CAD per night
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Greenville
The Beehive
May 7 – 14
$201 CAD per night
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Leland
Pink on the Creek Guest House
May 13 – 20
$265 CAD per night
4.97 out of 5 average rating, 73 reviews
Guest favourite
Cottage in Greenville
Beautiful four bedroom lake cottage!
Feb. 15 – 22
$440 CAD per night
4.98 out of 5 average rating, 49 reviews
Guest favourite
Home in Clarksdale
Delta Dream Retreat (Entire Home)
Aug. 3 – 10
$305 CAD per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Tutwiler
Mississippi Delta Family Getaway
May 18 – 25
$249 CAD per night
4.88 out of 5 average rating, 41 reviews
Guest favourite
Home in Greenville
The Overlook at Bachelor Bend on Lake Ferguson
Nov. 22 – 29
$518 CAD per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Guesthouse in Clarksdale
Honey Hill Carriage House
Jun. 23 – 30
$79 CAD per night
4.91 out of 5 average rating, 46 reviews
Guest favourite
Home in Clarksdale
Rusty's Roost
Jul. 24 – 31
$233 CAD per night
4.83 out of 5 average rating, 24 reviews
Guest favourite
Cabin in Lake Village
Water's Edge Oasis
Feb. 9 – 16
$253 CAD per night
4.96 out of 5 average rating, 92 reviews
Guest favourite
Cabin in Chatham
Cabin on the Lake
Dec. 19 – 26
$181 CAD per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Villa in Clarksdale
The Governor's Mansion - A Step Back in Time.
May 14 – 21
$1,135 CAD per night
5.0 out of 5 average rating, 12 reviews

Quick stats about vacation rentals in Cleveland

Total rentals

20 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

20 properties include access to wifi

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

930 reviews

Nightly prices starting at

$95 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Mississippi
  4. Bolivar County
  5. Cleveland