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Vacation rentals in Greenwood

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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 $85 CAD per night before taxes and fees

  • Verified guest reviews

    Over 600 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

Top-rated vacation rentals in Greenwood

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

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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

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. 👍

ValueLocationComfort

4.98 out of 5 average rating, 123 reviews
Superhost
A cozy living area is highlighted by a plush sofa with patterned throw pillows. A wooden table with dining chairs is positioned in the background. Soft light is provided by a hanging fixture, while natural light filters through the patterned curtains and windows.
Home in Itta Bena

Chic Cottage

Looking for a home away from home. Then this house is for you. Enjoy the comfort of this traditonal modern home overflowing with lots of style & personality. This home sits on a corner lot featuring three bedrooms and one bath filled with a transitional style. After a long days work, relax on the front porch with your favorite beverage. Dinner on the patio is also a plus, while grilling or maybe just lounging around the fire pit. We invite you to choose our house as your "Home Away From Home."

FamilyLocationComfort

4.69 out of 5 average rating, 26 reviews
Superhost
Loft in Greenwood

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.

FamilyValueCondition

4.89 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Greenwood

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.

ValueLocationQuiet

4.94 out of 5 average rating, 35 reviews
Superhost
The exterior of the remodeled farmhouse is shown at night, featuring a spacious front porch with two red chairs. Softly illuminated by lights, the door and windows provide a warm and inviting entryway. A pathway leads up to the porch, surrounded by grassy areas.
Cottage in Grenada

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.

LocationFamilyHospitality

4.83 out of 5 average rating, 129 reviews
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

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

ValueLocationBreakfast

4.94 out of 5 average rating, 365 reviews
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

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.

LocationFamilyAccess

5.0 out of 5 average rating, 85 reviews
Guest favourite
Dome in Grenada

KingDome! Geodesic Dome with a King sized bed!

Looking for a romantic getaway, a quiet place to recharge, or a memorable escape with loved ones, the KingDome offers the perfect balance of adventure and relaxation. Sip your morning coffee while listening to birdsong, spend the day exploring the area, and end the evening soaking in the hot tub or enjoying the warmth of the fire. Experience the magic of glamping without sacrificing the comforts of home. We can’t wait to welcome you to your own unique retreat!

LocationDecorHospitality

5.0 out of 5 average rating, 6 reviews
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

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.

FamilyLocationKitchen

5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Greenwood

Miss Aubrey's

Take it easy at this unique and tranquil getaway just 3 miles from Greenwood located right on the Blues Trail. A genuine preserved example of the small houses or shacks that once dotted the rural DELTA landscape. A step back in time, but with the modern amenities of hot and cold running water, showers, full kitchens, heating, air-conditioning, satellite television and Wi-Fi, if and when you want them…..

LocationGrillAmenities

5.0 out of 5 average rating, 6 reviews
Guest favourite
A modern brick house is shown with a symmetrical façade featuring a central entrance framed by a portico. Green shutters complement the windows. A well-manicured lawn with a concrete walkway leads to the entrance, and trees provide a natural backdrop.
Home in Greenwood

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.

LocationCleanlinessKitchen

5.0 out of 5 average rating, 13 reviews
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

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.

LocationFamilyAccess

4.99 out of 5 average rating, 167 reviews

Popular amenities for Greenwood vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Greenwood

Top guest favourite
Cabin in Coffeeville

The Fox Den

LocationParkingComfort

5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Grenada

Quiet Country Home Minutes from Grenada Lake

ValueFamilyHospitality

5.0 out of 5 average rating, 18 reviews
Top guest favourite
Guesthouse in Drew

Cozy Country Pool House Retreat

LocationFamilyAccuracy

5.0 out of 5 average rating, 32 reviews
Top guest favourite
The exterior of the spacious cabin showcases a rustic wooden facade and a large covered porch. Rocking chairs are visible on the porch, inviting relaxation. A gravel driveway leads to the entrance, surrounded by lush greenery and trees, contributing to a tranquil country setting.
Home in Grenada

Crappie Country Cabins

FamilyLocationSleep quality

5.0 out of 5 average rating, 58 reviews
Guest favourite
Apartment in Grenada

Persimmon Grove Apartment B.

ValueLocationQuiet

4.88 out of 5 average rating, 25 reviews
Superhost
A spacious bedroom features a large red bedspread contrasted against gray walls. Natural light enters through two windows dressed in blue curtains. A small area rug adds texture to the hardwood floor, and a chandelier provides overhead illumination.
Home in Grenada

Magnolia State Winter Escape – Beautiful Home

FamilyLocationSleep quality

4.76 out of 5 average rating, 21 reviews
Top guest favourite
A red barn-style building is set against a muted sky, featuring a white metal roof and large windows. Two covered porches are visible, with several dark wooden rocking chairs positioned invitingly. A gravel pathway leads to the entrance, framed by a wooden fence.
Barn in Grenada

The Red Barn

ValueLocationComfort

5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Doddsville

Dollie’s Cove #2

LocationParkingCleanliness

5.0 out of 5 average rating, 9 reviews

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.