
Holiday rentals in Greenwood
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Quick stats about holiday rentals in Greenwood

Total holiday rentals
Explore 10 holiday rentals in Greenwood

Nightly prices starting at
Greenwood holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 570 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
10 of Greenwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Greenwood rentals
Top-rated holiday rentals in Greenwood
Guests agree: these stays are highly rated for location, cleanliness and more.

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. 👍

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.

Crappie Country Cabins
Several charging stations for your boats, circle drive, fish cleaning station, large covered back porch with outdoor kitchen, fish cooker, & charcoal grill, plus outdoor fire pit with seating for 4. Conveniently located minutes away from Piney Woods landing and Dogwoods Country Club, under a mile from Hugh White State Park, and minutes from town. There are 2 master suites, one being a bit smaller than the other but still includes a private bath. Brad new furniture throughout the entire home.

Sleek & Cozy Greenwood Studio Cottage
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.

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.

Ms Maggie's Place
Miss Maggie's Place is a true country farmhouse that has been remodeled with a modern amenities. The house was built originally as a double shotgun farmhouse. It was originally located on Grenada Lake, for engineers that built the lake. Relax with the whole family at this peaceful place to stay. House is located on 3 acres, in the city limits. Close to shopping areas highways and interstate 55. Large front porch and back porch. Enjoy watching the deer & remodeled large bathroom.

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

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

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.

The Quiet Haus
Welcome to The Quiet Haus, a spacious 4-bedroom, 2-bathroom retreat in a quiet, family-friendly neighborhood. Perfect for families, friends, business travelers, and coworkers, the home offers comfort, space, and convenience just minutes from town. Whether you’re visiting for business, a weekend getaway, special occasion, or extended stay, The Quiet Haus provides a peaceful and welcoming place to rest, recharge, and enjoy your time away from home.

The Magistrate
Bring the whole family or friends to this spacious place. 4000 sq feet of hang out space for everyone with den, formal living and dining room, eat in kitchen, library, and great back yard with alfresco dining and a fire pit. It is close to everything! 10 miles/15 min to MVSU. 3/4 mile to the Alluvian Hotel. 1/2 mile to the hospital, youth center, and Whittington park.

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 holiday rentals
Other great holiday rentals in Greenwood

Family home

Stone Canyon Resort and Spa

The Comm-Unity House 1

Miss Aubrey's

Modern Couple's Retreat in Greenwood!

Quiet Country Home Minutes from Grenada Lake

Home in The Woods

Magnificent Southern Style House
Frequently Asked Questions
What are the best places to stay in Greenwood?
Greenwood has a range of accommodations, including vacation rentals in its historic downtown and quiet residential neighborhoods. Staying near downtown places you close to locally owned shops, restaurants, and cultural sites, while areas around the Yazoo River feature scenic views and easy access to walking paths.
What are the best things to do in Greenwood with kids?
Families can explore local parks, stroll the grounds of the Museum of the Mississippi Delta, or visit playgrounds and community centers. Seasonal events and hands-on exhibits make learning about regional history engaging for younger guests.
What are some of the best things to do in Greenwood?
Greenwood has sites such as the Museum of the Mississippi Delta, a downtown filled with music history, and murals highlighting the city’s cultural roots. Walking along the Yazoo River and sampling Southern cuisine are also frequently suggested.
How is the weather in Greenwood?
Greenwood has mild winters, with temperatures usually between 35–54°F (2–12°C), and warm, humid summers, reaching 89–92°F (32–33°C). Rainfall is spread throughout the year, with spring and early summer tending to be wetter than late summer and autumn.
When is the best time to visit Greenwood?
Late spring and early autumn are often recommended for comfortable weather—days are generally warm, and humidity is moderate compared to the peak of summer. These seasons also bring community events and outdoor festivals.
What are the best places to visit in Greenwood?
Frequently suggested sites include the Museum of the Mississippi Delta, which features history and art exhibits, and the city’s downtown, known for its historic architecture and blues heritage. The Yazoo River area also provides scenic walks.
What are some hiking trails in Greenwood?
Greenwood has walking paths in local parks, and tree-lined routes along the Yazoo River are often enjoyed for casual hikes. These spaces invite relaxed strolls surrounded by greenery and river views.
What are some family activities we can do in Greenwood?
Families can enjoy hands-on exhibits at the Museum of the Mississippi Delta, explore community parks, or attend seasonal events at local venues. Outdoor spaces often host festivals, live music, and activities for all ages.
What are some of the best day trip ideas from Greenwood?
Explore nearby communities known for blues music heritage, tour regional farms, or visit wildlife refuges that feature birdwatching and nature trails. Neighboring areas also have local markets and museums celebrating Delta culture.
Are there any pet friendly accommodations available in Greenwood?
Many stays in Greenwood welcome pets, especially around residential neighborhoods and near green spaces. Parks along the Yazoo River give you and your pet room to explore the outdoors together.
What are some local tips for visiting Greenwood?
Exploring Greenwood’s downtown on foot reveals murals, local shops, and live music spaces connected to blues history. Locals suggest trying neighborhood restaurants for traditional Southern dishes, and carrying lightweight clothing in summer due to the warmth and humidity.
What is Greenwood known for?
Greenwood is recognized for its Delta blues history, locally rooted food traditions, and stories linked to civil rights movements. The city also serves as a base for exploring Mississippi Delta culture and river landscapes.
What are the best hidden gems to explore in Greenwood?
Explore neighborhood murals created by local artists, small galleries, and independent bookstores that share the city’s creative spirit. Some travelers enjoy touring lesser-known blues landmarks or sampling regional specialties at family-run cafes.
What are the best foods to try in Greenwood?
Greenwood has Southern classics such as catfish, barbecue, and hot tamales, along with traditional cornbread and pecan pie. Local cafés often serve Delta-style greens and other comfort foods reflecting the region’s culinary roots.
What should I bring for a trip to Greenwood?
Pack lightweight, breathable clothing for warm months, plus a hat and sunscreen, as summer temperatures reach 89–92°F (32–33°C). In winter or spring, layers and a rain jacket are helpful since temperatures are cooler and rainfall is common.
What is the nightlife in Greenwood like?
Greenwood has an inviting mix of live music venues, casual bars, and jazz or blues performances, especially around its downtown. Many spaces celebrate the city’s musical legacy with performances by local artists and musicians.
What are the most popular events or festivals in Greenwood?
Greenwood hosts blues music festivals, seasonal celebrations of Delta cuisine, and community events tied to agricultural traditions. Annual parades and arts festivals in late spring and fall are frequently highlighted by locals.
Are there family friendly vacation rentals in Greenwood?
Family-friendly vacation rentals are available in Greenwood, including larger homes with kitchens and yards in quiet neighborhoods. Many provide easy access to parks, museums, and local attractions suited for all ages.
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