Holiday rentals in Drew

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Top-rated holiday rentals in Drew

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Top guest favourite
A rustic cabin is nestled among lush greenery, featuring a spacious wooden porch with railings. An American flag is displayed prominently, and natural landscaping surrounds the entrance, enhancing the cabin's connection to the outdoors.
Cabin in Greenwood
4.98 out of 5 average rating, 123 reviews

McIntyre East

Great cabin to just relax. Excellent hunting and fishing close by. McIntyre Scatters just minutes away with 10,000 acres of public land to hunt. Just a few miles from Money, Ms. We have grills outside on deck for cooking out. The cabin is on McIntyre lake with a private boat landing. We have kayaks for guests to use if they wish. Fire pit on the edge of the lake for relaxing by the fire. There is a charge for firewood or you can bring your own. No pets inside unless approved. Come see us. 👍

Top guest favourite
Guest house in Drew
5 out of 5 average rating, 22 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.

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.
Guest house in Cleveland
4.93 out of 5 average rating, 72 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
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
4.78 out of 5 average rating, 37 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 brick exterior home is set on a grassy lot, showcasing a wide driveway leading towards the entrance. Large windows allow natural light to illuminate the front rooms, while trees provide shade in the surrounding area.
Home in Tutwiler
5 out of 5 average rating, 9 reviews

Dollie’s Cove, A Veteran owned Hospitality Service

Relax with friends and family at this peaceful place to stay. 15 minutes from Clarksdale, MS. Open-concept living, dining room, kitchen. Four bedrooms with sitting chairs & luggage rack. Two bathrooms with towels, shampoo, conditioner, body wash, & hairdryer. Central Air & heat, Wi-Fi, Outside Cameras, Smart Lock, alarm, Refrigerator, Stove, Countertop Ice Maker, Waffle Maker, Rice Cooker, Toaster, Blender, Microwave, Flex Brew Trio Coffee Maker, washer (wifi compatible), dryer & television.

Top guest favourite
Cabin in Greenwood
4.91 out of 5 average rating, 22 reviews

Sportsmans Paradise

Nestled 20 miles from Greenwood & Grenada minutes from Malmaison Wildlife Management Area & McIntyre Scatters. A hunters paradise. This delightful cabin offers a cozy retreat for guests. With 1 bedroom featuring 3 twin beds that can be made into a King upon request. A well appointed kitchen, and an outdoor fire pit. Guests can unwind in comfort. The cabin boasts amenities like AC, Fast WiFi, ample parking, and heating/ac for a pleasant stay. Experience the magic of The Delta at our cabin.

Superhost
Home in Cleveland
4.67 out of 5 average rating, 6 reviews

Delta Vibes & Modern Comfort in Cleveland, Ms.

Have fun with the whole family and Experience the best of Cleveland, MS in this stylish modern home located just minutes from Delta State University, the Grammy Museum, and downtown’s vibrant music, dining, and festival scene. Perfect for game days, concert weekends, or relaxing Delta getaways. Enjoy comfortable living spaces, a fully equipped kitchen, and a peaceful neighborhood setting while staying close to everything that makes Cleveland one of Mississippi’s most exciting small towns.

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, 357 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, 218 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
An outdoor deck is furnished with comfortable seating, including a sectional sofa adorned with decorative pillows. A large umbrella provides shade over a circular dining table with swivel chairs. Lush greenery is visible in the background, enhancing the outdoor setting.
Guest suite in Clarksdale
4.87 out of 5 average rating, 145 reviews

The Sunflower Penthouse on the River in Clarksdale

Beautiful relaxing views highlight this upstairs luxury 700 sq ft apartment in a gated community , only one mile from Clarksdale MS. This 2 bedroom guest suite features a private, separate entrance , beautiful antiques , large 2 tiered deck with gas fire pit overlooking the banks of the Sunflower River. A cargo lift for luggage & stairs for guests, small kitchenette with sink, hot plate ,microwave mini fridge and toaster oven & large outside gas grill .

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, 274 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!

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
4.84 out of 5 average rating, 145 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 Drew holiday rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Sunflower County
  5. Drew