Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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Top guest favorite
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. 👍

Guest favorite
The bedroom features a spacious bed adorned with a soft gray coverlet and an array of decorative pillows. Light-colored curtains frame a window, allowing natural light to illuminate the room. Two bedside lamps provide additional lighting, and a comfortable bench is positioned at the foot of the bed.
Apartment in Calhoun City
4.93 out of 5 average rating, 178 reviews

Comfortable and stylish one bedroom apartment.

We are excited to host you and a loved one (max. of 2 guests) at our 2nd floor (stairs), 1 bedroom/1 bath short-term rental full of character. In this apartment, you will have exclusive access to a spacious, private bedroom and a large, full bathroom and kitchen. If you're looking for a tastefully decorated space with a modern feel but with the ambiance of something historic, we're the perfect spot. Guests aren’t allowed to host “company”. Only reg. guests Read full listing before booking.

Top guest favorite
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 favorite
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, 349 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 favorite
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, 65 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 favorite
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, 126 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!

Top guest favorite
A rustic living space showcases wooden paneling and vaulted ceilings. Various mounted animal heads are displayed on the walls. The room contains a cozy seating area with a sofa and a dining table with chairs, all illuminated by natural light coming through the large windows.
Cabin in French Camp
4.95 out of 5 average rating, 164 reviews

Bob's Bear Lair

Take it easy at this unique and tranquil getaway. Less than a mile from Natchez Trace Parkway access, 300 yds through the woods. Bob's Bear Lair is a large rustic cabin overlooking a pond. Big porches and private setting. Enjoy a quiet getaway with Historic French Camp's local coffee shop and dining within a mile. Nestled among hardwoods this scenic spot is a hideaway from the bustle. Come experience it for yourself. Book your getaway today!

Top guest favorite
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, 259 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 favorite
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, 100 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 favorite
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, 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.

Guest favorite
The exterior of a lodge is highlighted, showcasing a modern green facade. A vibrant red door adds a pop of color. The surrounding lawn is spacious, leading to a sunset that casts warm light across a partially cloudy sky.
Cabin in Greenwood
5 out of 5 average rating, 17 reviews

The Delta Lodge

This spacious 8 bedroom, 6-bathroom lodge has tons to offer. The lodge is set up with 7 king bedrooms and one bunk room. We are set up to sleep 16 comfortably with plenty of living space. This 6,000 square foot lodge has 12 smart TVs, perfect for watching ball games with friends. While located on 6 acres with the Tallahatchie River sunset, kick back and enjoy the view!

Top guest favorite
Tiny home in Leland
5 out of 5 average rating, 35 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.

Popular amenities for Greenwood vacation rentals

Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Greenwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Greenwood?

    Greenwood has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Greenwood have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenwood have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenwood have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Greenwood?

    Experience the best of Greenwood with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Greenwood have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Greenwood?

    Yes! Work meets play with ease at over 10 vacation rentals in Greenwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Greenwood

  • Total vacation rentals

    Explore 20 vacation rentals in Greenwood

  • Nightly prices starting at

    Greenwood vacation rentals start at G$10,438 GYD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Greenwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenwood rentals

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  3. Mississippi
  4. Leflore County
  5. Greenwood