Vacation rentals in Greenwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Greenwood

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

%{current} / %{total}1 / 1
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
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, 139 reviews

“Pink on the Creek”Guest House

Longer stay discounts . ONLY ONE PET ALLOWED. (Pet fee). No cleaning fee! VERY SAFE AREA 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. people love it. Very Affordable for a whole house in this area. A selection of pillows.

Top guest favourite
Guesthouse in Drew
5 out of 5 average rating, 12 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
The exterior of the home is highlighted at night, showcasing brick walls and contrasting orange shutters. Soft lighting illuminates the front yard's lush greenery and paver pathway. A decorative front door leads into the residence, with outdoor seating visible on a small patio.
Home in Greenwood
4.79 out of 5 average rating, 42 reviews

Comfy-Cozy 3Br2Ba home in established neighborhood

Imagine an entire home to yourself!!!! This home is located just walking distance from all fast food restaurants and only a 7-minute drive to Viking Cooking School, Gardenias, and boutiques all located downtown. The backyard is equipped with a firepit and ample seating (either on the patio or the deck) with plenty of room for the little ones to enjoy the backyard. It's literally an oasis! The lawn is sprayed monthly for mosquitoes & the property is Covid cleaned before and after each stay.

Top guest favourite
Cabin in Greenwood
4.94 out of 5 average rating, 18 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.

Top guest favourite
The kitchen features white cabinetry and a modern stainless steel refrigerator. A hexagonal tile backsplash complements the granite countertops. Natural light filters through a window above the sink, illuminating the space. Appliances include a microwave and a coffee maker, situated on the countertop.
Home in Greenwood
5 out of 5 average rating, 16 reviews

The Quiet Haus

Welcome to Your Peaceful Home Away from Home! Relax and unwind in this spacious 4-bedroom, 2-bathroom retreat located in a quiet, family-friendly neighborhood. Whether you’re traveling with family, friends, or coworkers, this home offers the perfect blend of comfort, space, and convenience; and is only minutes from town. Whether you’re here for business, a weekend getaway, or an extended stay, this peaceful home offers a welcoming space to rest, recharge, and enjoy your trip.

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, 355 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
A single-story cabin is presented with a neutral-colored exterior and a bright red roof. A welcoming porch features two chairs and a porch railing. An American flag gently flutters beside the front door, framed by a grassy area and trees in the background.
Cabin in Grenada
4.94 out of 5 average rating, 124 reviews

The Crappie-2 bedroom cabin with spacious parking

Crappie Cabin Cozy 2BR cabin in Hugh White State Park—your ideal basecamp for Grenada Lake adventures. Sleeps 4 (Queen + 2 Twins). Full kitchen, washer/dryer, and full-size shower. Relax outside with a new firepit, gazebo, and grill. Only 5 minutes to legendary crappie fishing at Grenada Lake and Dogwoods Golf Course, plus 7 minutes to town. Boat-friendly parking included. Tags: crappie fishing, Grenada Lake, cabin getaway, boat/trailer, firepit, gazebo, golf nearby

Top guest favourite
The cabin's exterior features a spacious front porch with two wooden Adirondack chairs and a small table. The wood-paneled ceiling offers a rustic touch, with large windows providing natural light. The tranquil setting includes surrounding wooded areas, enhancing the peaceful atmosphere.
Cabin in Duck Hill
5 out of 5 average rating, 71 reviews

Cabin on lake.

Relax with family & friends on a 40 acre lake stocked with bass and brim. Watch the sun set from the spacious front porch. We are 4 miles from the interstate and 14 miles to Grenada Lake. Fishing is catch and release. Boats, kayak and canoes can be rented for an extra charge. Across the lake from the cabin is a boathouse and boat launch. There is an older dock structure in the lake that is not to be used. Our house is also on the lake across from the cabin.

Guest favourite
A comfortable seating area is furnished with a green sofa and an armchair, complemented by decorative pillows. A small globe and plants adorn the shelves, while warm orange curtains frame a wall. Art pieces convey welcoming messages, contributing to a cozy atmosphere.
Tiny homes in Holcomb
4.86 out of 5 average rating, 7 reviews

The Rest Stop

Get away from it all when you stay under the stars in our Rustic Retreat. Our place is perfect if you need a comfortable , safe and quiet place to sleep for the night without paying a ridiculously high price. Its only a few minutes from Grenada Lake , the crappie capital. We have a small farm with free range chickens on 24 acres. We also have goats . They are kept in a pen . You are welcome to take a nice walk around the property .

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, 144 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 cozy bedroom features a queen-sized bed with neutral-toned bedding and decorative pillows. Beside the bed, a lamp provides soft illumination. Natural light filters through a set of slatted shutters, and hardwood flooring adds warmth to the space.
Apartment in Greenwood
4.99 out of 5 average rating, 162 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.

Popular amenities for Greenwood vacation rentals

Quick stats about vacation rentals in Greenwood

  • Total vacation rentals

    Explore 10 vacation rentals in Greenwood

  • Nightly prices starting at

    Greenwood vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 550 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

    10 of Greenwood vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenwood rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Leflore County
  5. Greenwood