Holiday rentals in Indianola

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Top-rated holiday rentals in Indianola

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, 153 reviews

“Pink on the Creek”Guest House

WE HAVE BREAKFAST & ICE CREAM FOR YOU THERE. NO CLEANING FEE ! Very flexible, cancellation VERY SAFE AREA IN 🎸THE HEART OF THE MISSISSIPPI DELTA BLUES🎸 Extra charge per person per night after 6 Max is 8. 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
Cottage in Leland
4.93 out of 5 average rating, 14 reviews

The Cottage at Cabin on the Bogue

Cabin on the Bogue sits on more than 10 acres of quiet countryside, reached by a gravel drive and walkway that sets an easy vibe from the moment you arrive. Perched atop a hill, the Cottage enjoys a peaceful overlook of Bogue Phalia, with a sense of space and privacy that’s hard to find. Inside, the home is fully furnished and thoughtfully arranged for comfort. There are two bedrooms with their own cozy sitting areas, an inviting living room, full bath with shower, and a well-equipped kitchen.

Top guest favourite
Guest house in Drew
5 out of 5 average rating, 28 reviews

Cozy Country Pool House Retreat

Our cozy pool house retreat is located in the Heart of the Mississippi Delta on a secluded 40 acre country setting surrounded by woods and a beautiful bayou full of cypress trees. It's located just off Drew-Merigold Road away from everyone, with no neighbors!! Yet close to everything - only 5 minutes to Drew, 10 minutes to Ruleville, 15 minutes to Cleveland, and 30 minutes to Clarksdale. We are only 10 minutes to McCarty's Pottery in Merigold, and 15 minutes to Peter's Pottery In Mound Bayou.

Superhost
Home in Shaw
4.75 out of 5 average rating, 12 reviews

The BAL-La'Zio lies Lux

This place provides Comfortability, very spacious, private rooms, sitting where everyone can come together for meetings, No Parties over 15 people and Only the ppl that on list are allowed at this home.. No Big events allowed.. No Pool Parties and No outdoor activities that include outside guests.. There is a Park for your children that are on the guest list only...Patio space, barbecuing area and experience fun time with guests and family for those on the list.. No outsiders are included..

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
4.68 out of 5 average rating, 41 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 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, 362 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, 220 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.

Guest favourite
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
4.93 out of 5 average rating, 111 reviews

Beautiful four bedroom lake cottage!

Enjoy the most beautiful sunsets in the delta from the porch of this peaceful lake cottage located on beautiful Lake Ferguson in Greenville, MS. Though just a few minutes from all the conveniences of the town, this serene cottage allows you to feel miles and miles away from the hustle and bustle. Please note: *No Parties or Events-Strictly Enforced! *Only people listed on the reservation should be at the property. *The max occupants at this house 8.

Top guest favourite
Home in Cleveland
5 out of 5 average rating, 17 reviews

3BR/2BA Bluesbird Cottage • Fire Pit • Near DSU

Wake up in the heart of the Mississippi Delta at Bluesbird Cottage—a warm, 3-bedroom hideaway minutes from downtown Cleveland and Delta State University. Sip your morning coffee on the back porch, spend the afternoon exploring blues history, then gather around the backyard fire pit under a blanket of Delta stars. This is your home base for family visits, campus events, and laid-back weekends that feel a world away from everyday routine.

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, 279 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 favourite
Home in Doddsville
5 out of 5 average rating, 7 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.

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
4.82 out of 5 average rating, 146 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.

Popular amenities for Indianola holiday rentals