Holiday houses in Greenwood

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.

Greenwood Studio Cottage < 1 Mi to Downtown!

You and your significant other will love the prime location, modern feel, and Southern charm of this 1-bathroom studio! The vacation rental promises a worry-free getaway on your next trip to Greenwood and comes complete with a fully equipped kitchen, an updated interior, and an open concept to ensure you have enough room to stretch out and unwind. When you're ready to explore, be sure to dine at local favorites like The Crystal Grill or attend a game at Mississippi Valley State University.

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 the renowned Crystal Grill restaurant 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 mosquitos & the property is Covid cleaned before and after each stay.

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!

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!

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.

Crystal Creek Cabin

Cozy Cabin Retreat in a Peaceful Setting – Perfect for Two Escape to this charming one-bedroom cabin, nestled in a serene and peaceful environment, perfect for a couple’s getaway or a solo retreat. Whether you're seeking a tranquil space to relax or a comfortable base to explore the surrounding area, this cozy cabin has everything you need for a restful stay.

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.

Magnificent Southern Style House

Imagine enjoying a cocktail on this amazing patio! Quiet location, yet right in the heart of Greenwood just blocks from downtown.