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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Guest favourite

Home in Cleveland

4.8 out of 5 average rating, 112 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 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.

15–22 Jul

$753 NZD per night

Guest favourite

Home in Leland

4.97 out of 5 average rating, 77 reviews

Pink on the Creek Guest House

No cleaning fee! Rate is in line with decent motels/hotels here & is up to 4 people including children! Extra charge per person per night after 4.Max is 5. Please read/agree to house rules and listing before you book. 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

13–20 Jul

$331 NZD per night

Guest favourite

Home in Tutwiler

4.86 out of 5 average rating, 42 reviews

Mississippi Delta Family Getaway

This is a mobile home that was purchased in 2016 as a brand new home and sits on private property. Home is fully furnished and is equipped with an alarm system, great central air and heat, washer/dryer, outdoors grill, complimentary coffee, AT&T wireless internet, Smart TVs, DirecTV cable, entertainment loudspeaker, movie channels, and sports package. Large yard for outdoor events and spacious enough indoors to accommodate your entire family. Only minutes away from historical Clarksdale, MS.

19–26 Feb

$312 NZD per night

Guest favourite

Guesthouse in Cleveland

5.0 out of 5 average rating, 19 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!

20–27 Jul

$206 NZD per night

Guest favourite

Home in Cleveland

4.93 out of 5 average rating, 30 reviews

Relaxing Home in Quiet Location

Our home is warm and inviting with an open floor plan living room, dining room and kitchen area with window views all around, fireplace and cozy decor. All bedrooms are nicely sized and have sunlight darkening drapes if you like to sleep in late. There are two full bathrooms both have a shower and bath, one bathroom is in the master bedroom. Double car garage and large fenced in backyard with a grill, fire pit, couch, chairs, and kids play-set available to you when you stay.

12–17 Jul

$729 NZD per night

Guest favourite

Farm stay in Shaw

4.94 out of 5 average rating, 309 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

26 Jul – 2 Aug

$227 NZD per night

Guest favourite

Home in Greenville

4.93 out of 5 average rating, 105 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

20–27 Feb

$267 NZD per night

Guest favourite

Guest suite in Cleveland

4.97 out of 5 average rating, 229 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!

10–17 Jan

$206 NZD per night

Guest favourite

Farm stay in Indianola

4.96 out of 5 average rating, 78 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.

20–27 Sep

$162 NZD per night

Guest favourite

Guesthouse in Cleveland

4.91 out of 5 average rating, 43 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!

8–15 May

$152 NZD per night

Guest favourite

Apartment in Greenwood

4.98 out of 5 average rating, 130 reviews

Spacious one bedroom Delta apartment

Mississippi Delta hospitality in a spacious and practical apartment. You will be located within about a 6 block walking distance of downtown Greenwood, the Yazoo River Trails, and many homes from The Help tour. The neighborhood is quaint and quiet. This apartment is 800 sq ft with a queen sized bed, full kitchen, full bath, and comfortable den with open living space.

3–10 Jan

$213 NZD per night

Superhost

Condo in Cleveland

4.73 out of 5 average rating, 40 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.

2–9 Dec

$252 NZD per night