Holiday rentals in Greenwood

Find and book unique accommodation on Airbnb

Top-rated holiday 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, 114 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 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, 12 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, 348 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

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, 64 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.

Top guest favourite
The exterior of the remodeled house features a classic design with a red roof and a prominent chimney. A spacious driveway leads to the front porch, where two chairs are positioned. The surrounding area includes well-maintained landscaping and a privacy fence in the background.
Cottage in Kosciusko
4.98 out of 5 average rating, 124 reviews

The Betterton Place - 3 Bed 2 Bath Cozy Cottage

Located in the heart of Kosciusko, MS on E Jefferson St, this 50’s era house has been completely remodeled with newly tiled kitchen floors and bathrooms, granite, exposed tongue and groove ceiling, new furniture and appliances throughout! King bed in master suite. King and Queen in the guest bedrooms. If you’re coming to Kosciusko, stay in the comfort of a clean, SMOKE-FREE, home that is centrally located to everything! Have a better stay… at The Betterton Place!

Superhost
Home in Greenwood
4.83 out of 5 average rating, 6 reviews

Charming Family Retreat

Delightful blend for comfort and family entertainment! Each large room has it's own individual heating and cooling for personal comfort. Large kitchen and backyard for the cooking enthusiasts. Comfort space for reading or watching family movies on our Large screen TV. Minutes away from Mississippi Valley State University. Near park and walking path. This working class neighborhood is friendly and peaceful. Book your stay today.

Top guest favourite
A red barn-style structure is shown with a newly constructed wooden deck and stairs leading to an upper level. Lush green grass surrounds the base, and shaded areas are created by trees in the background under a clear blue sky.
Farm stay in Indianola
4.96 out of 5 average rating, 99 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.

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.
Flat in Greenwood
4.99 out of 5 average rating, 153 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.

Top guest favourite
A quaint cabin is situated within a lush green landscape, framed by trees. A covered porch features seating, providing a relaxed outdoor space. Gravel pathways lead to the entrance. The structure showcases a modern design with a metal roof and a soft color palette.
Tiny home in Leland
5 out of 5 average rating, 34 reviews

The Bunkhouse

The Bunkhouse 2 bed,1 bath,full kitchen, washer, and dryer sits deep in the MS delta crop land and out in the country away from the busy towns. With a nice front porch, BBQ grill, and fire pit you can slow down and relax. This house has WiFi but no TV. A great place to stay when coming through or if you're working in the area.

Top guest favourite
A charming, single-story house features a light grey exterior with classic white trim and wooden shutters. A landscaped front yard includes a variety of greenery, while a concrete pathway leads to the welcoming front steps and door, surrounded by tall trees in a bright blue sky.
Home in Cleveland
4.8 out of 5 average rating, 99 reviews

Bubby's Bungalow

Warm and Cozy Three Bedroom House in Quiet Neighborhood. Extremely close to our adorable downtown area, shopping, the Grammy Museum, & Delta State University. Fully furnished with original artwork and fun, retro furniture. A perfect spot to spend your time away!

Guest favourite
An outdoor area features a black charcoal grill and a compact grill station. The surroundings are shaded by tall trees, with a gravel path visible in the background. Fallen leaves are scattered on the ground, enhancing the natural outdoor setting.
Home in Greenwood
5 out of 5 average rating, 13 reviews

Solitude. No neighbors in sight!

Come experience solitude from all of life’s distractions. No neighbors in sight, 9 miles to Greenwood, 10 miles to Matthews Break, great location for outdoor adventures! Outdoor fire pit, grill on site, plenty of parking and room for trailers!

Top guest favourite
A bright kitchen area features white cabinetry with marble countertops and modern appliances. A large window allows natural light to illuminate the space, complemented by houseplants on the counter. Open shelving displays kitchenware, and an inviting living area is visible in the background.
Home in Cleveland
4.93 out of 5 average rating, 29 reviews

Hospitable Hangout

Keep it simple at this peaceful and centrally-located place. This house is located within walking distance to Downtown Cleveland and Delta State University.

Popular amenities for Greenwood holiday rentals

Quick stats about holiday rentals in Greenwood

  • Total holiday rentals

    Explore 20 holiday rentals in Greenwood

  • Nightly prices starting at

    Greenwood holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Greenwood holiday 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