Holiday rentals in Greenwood

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Top-rated holiday rentals in Greenwood

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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
4.98 out of 5 average rating, 123 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
Guest house in Drew
5 out of 5 average rating, 13 reviews

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.

Guest favourite
The exterior of the home is highlighted at night, showcasing brick walls and contrasting orange shutters. Soft lighting illuminates the front yard's lush greenery and paver pathway. A decorative front door leads into the residence, with outdoor seating visible on a small patio.
Home in Greenwood
4.79 out of 5 average rating, 42 reviews

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 Viking Cooking School, Gardenias, and boutiques all 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 mosquitoes & the property is Covid cleaned before and after each stay.

Top guest favourite
Cabin in Greenwood
4.94 out of 5 average rating, 18 reviews

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.

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, 16 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 single-story cabin is presented with a neutral-colored exterior and a bright red roof. A welcoming porch features two chairs and a porch railing. An American flag gently flutters beside the front door, framed by a grassy area and trees in the background.
Cabin in Grenada
4.94 out of 5 average rating, 124 reviews

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

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, 72 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 cabin, constructed of logs, is gently illuminated by outdoor lighting against a dark wooded backdrop. Moonlight filters through the trees, and the surrounding area is calm and serene, enhancing the peaceful setting of this rustic retreat.
Cabin in Grenada
4.94 out of 5 average rating, 96 reviews

Piney Woods Cabin

Cabin in the woods with all the comforts of home. One mile from the Piney Woods Boat Ramp on Grenada Lake. One mile from The Dogwoods Golf Course. Minutes away from the Downtown Square area and the Lee Tartt Nature Preserve. You can fish in the pond next to the cabin. Circle driveway makes it easy to move your boat trailer. Exterior electric hookups. Satellite DishTV. 1-3/4 Miles from Highway 8. A few minutes from I-55 and the Super Walmart Center.

Guest favourite
Tiny home in Holcomb
4.88 out of 5 average rating, 8 reviews

The Rest Stop

Get away from it all when you stay under the stars in our Rustic Retreat. Our place is perfect if you need a comfortable , safe and quiet place to sleep for the night without paying a ridiculously high price. Its only a few minutes from Grenada Lake , the crappie capital. We have a small farm with free range chickens on 24 acres. We also have goats . They are kept in a pen . You are welcome to take a nice walk around the property .

Top guest favourite
The spacious bedroom features a large bed with an ornate headboard and coordinating furnishings. A wooden dresser is positioned against a wall, while two comfortable leather chairs and an end table create a cozy seating area. Natural light enters through a nearby window.
Home in Cleveland
4.84 out of 5 average rating, 144 reviews

Comfortable Spacious Home Sleeps Up To 16 w/pool

This is a spacious, 2-story home with 7 bedrooms, 4 baths, family room, large kitchen, large dining room, and in-ground pool. The property is 5 to 10 minutes from DSU, Grammy Museum, and restaurants. EVENTS ARE NOT ALLOWED! Guests cannot have class reunions, family reunions, weddings, receptions, large gatherings before or after funerals, etc.). Property has perimeter cameras.

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, 163 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 favourite
Home in Grenada
4.85 out of 5 average rating, 26 reviews

Little Sister's Place

Peaceful 3-bedroom, 2-bath brick home near I-55 and downtown Grenada. Includes a full kitchen, formal dining room, two living areas, high-speed Wi-Fi, and free parking. Relax on the back deck or fire up the BBQ grill in the spacious yard. Ideal for families, professionals, and travelers seeking comfort and convenience in a quiet, tree-lined neighborhood.

Popular amenities for Greenwood holiday rentals

Frequently Asked Questions

  • 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.

  • 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.

  • 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.

  • 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 a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen 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.

  • 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.

  • 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 air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

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