An aerial view of a lake surrounded by autumn-colored trees and a few houses.

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Greenwood vacation rentals

A living room with a sofa, a desk with a computer, a lamp, and a rug.

1. Charming family retreat

Charming family retreat
Greenwood
9.2 out of 10, Wonderful, (5 reviews)
"Neat little town. Enjoy our stay"
United States
Robert W.
$280 nightly
The price is $300
Nov 16 - Nov 17
Total with taxes and fees
Charming family retreat
A covered porch with a cushioned bench and decorative pillows, a wooden railing, and a clear view of the surrounding landscape.

2. Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
Greenwood
10.0 out of 10, Exceptional, (5 reviews)
"Great little cabin for a getaway. Quiet and secluded."
United States
Mark H.
$124 nightly
The price is $132
Nov 10 - Nov 11
Total with taxes and fees
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
A dining area with a long wooden table, multiple chairs, a white door, and a small plant on the wall.

3. The Charming Southerner

The Charming Southerner
Itta Bena
9.6 out of 10, Exceptional, (12 reviews)
"Nice & clean property. Easy to access and the owner communicated well and everything went perfect. Everytime i come down to the delta ill always book this home!!"
United States
Daniel I.
$290 nightly
The price is $310
Nov 5 - Nov 6
Total with taxes and fees
The Charming Southerner
A dining area with a black table and chairs, patterned floor tiles, a potted plant, and a painting on the wall.

4. The Bleu- Furnished Home Near MVSU for Work Crews/Extended Stays

The Bleu- Furnished Home Near MVSU for Work Crews/Extended Stays
Itta Bena
8.8 out of 10, Excellent, (3 reviews)
"Very clean in a nice place to stay not that far from greenwood easy to get to"
United States
Jamaal C.
$414 nightly
The price is $443
Nov 5 - Nov 6
Total with taxes and fees
The Bleu- Furnished Home Near MVSU for Work Crews/Extended Stays
A brick wall with a window and a shelf.

5. 2 Queen Bed | Ruleville MS

2 Queen Bed | Ruleville MS
Ruleville MS
10.0 out of 10, Exceptional, (151 reviews)
"Very handy location, only a short drive from local attractions like BB King Museum which we couldn't resist visiting during our downtime nearby!"
United States
Anonymous traveler
$54 nightly
The price is $57
Nov 5 - Nov 6
Total with taxes and fees
2 Queen Bed | Ruleville MS
A brick wall with a window and a shelf.

6. King Bed | Ruleville MS

King Bed | Ruleville MS
Ruleville MS
10.0 out of 10, Exceptional, (124 reviews)
"A solid spot to recharge after traveling!"
United States
Anonymous traveler
$48 nightly
The price is $50
Nov 5 - Nov 6
Total with taxes and fees
King Bed | Ruleville MS
A living room with a sectional sofa, armchairs, a coffee table, and a dining area with a table and chairs.

7. Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada
9.6 out of 10, Exceptional, (16 reviews)
"The property was easy to find, very clean, and the beds were very comfortable. Great place to stay and cozy."
United States
Joahua
$251 nightly
The price is $269
Nov 6 - Nov 7
Total with taxes and fees
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
A wooden cabin with a balcony, surrounded by trees.

8. Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Winona
10.0 out of 10, Exceptional, (1 review)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
United States
Trey H.
$163 nightly
The price is $178
Nov 5 - Nov 6
Total with taxes and fees
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
A dining area with round wooden tables and chairs, a television, and potted plants.

9. Grenada MS | King Bed

Grenada MS | King Bed
Grenada MS
10.0 out of 10, Exceptional, (57 reviews)
"Stopped here for one night and it comfortably met all expectations."
United States
Anonymous traveler
$65 nightly
The price is $71
Dec 1 - Dec 2
Total with taxes and fees
Grenada MS | King Bed
A dining area with round wooden tables and chairs, a television, and potted plants.

10. Grenada MS | King Bed Smoking

Grenada MS | King Bed Smoking
Grenada MS
10.0 out of 10, Exceptional, (48 reviews)
"Rooms had ample space for two guests, creating a very inviting atmosphere."
United States
Anonymous traveler
$65 nightly
The price is $71
Dec 1 - Dec 2
Total with taxes and fees
Grenada MS | King Bed Smoking
A spacious living room with a large flat-screen TV, comfortable seating, and a Christmas tree.

11. King Bed Accessible|Grenada MS

King Bed Accessible|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (67 reviews)
"Saw several families staying here,lots of space seemed great for everyone involved."
United States
Anonymous traveler
$65 nightly
The price is $71
Dec 1 - Dec 2
Total with taxes and fees
King Bed Accessible|Grenada MS
A wooden door with two glass panels, a wreath on each, and a sign reading "1418B".

12. Charming 3-bedroom barn in quaint Winona with AC

Charming 3-bedroom barn in quaint Winona with AC
Winona
8.0 out of 10, Very good, (2 reviews)
"I had a hard time find this place, there need to be sign on old mountain road tell u how to get there. I had to clean one of the bathroom the shower was not clean. There are French door when u enter this place. There need to be some blind to the door."
United States
sherrida r.
$380 nightly
The price is $414
Nov 5 - Nov 6
Total with taxes and fees
Charming 3-bedroom barn in quaint Winona with AC
A living room with two black leather sofas, a patterned rug, and a dark wooden cabinet.

13. Magnolia State Winter Escape – Beautiful 3BR Family Home

Magnolia State Winter Escape – Beautiful 3BR Family Home
Grenada
9.0 out of 10, Wonderful, (11 reviews)
"The location was great and the size and space were fantastic. I will book this house again."
United States
JACQUELINE T.
$311 nightly
The price is $332
Nov 5 - Nov 6
Total with taxes and fees
Magnolia State Winter Escape – Beautiful 3BR Family Home
A wooden deck with a view of a lake, a grill, and a grill cover.

14. The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (21 reviews)
"Great property to stay at if you are staying or fishing in the Grenada area. "
United States
Jay R.
$323 nightly
The price is $346
Nov 9 - Nov 10
Total with taxes and fees
The Get-A-Way at Grenada lake
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15. The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and view great host clean places loved it so much "
United States
Austin R.
$287 nightly
The price is $301
Nov 5 - Nov 6
Total with taxes and fees
The most unique getaway experience in North Mississippi!
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16. The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (7 reviews)
"Cabin was nice clean and was so easy to check"
United States
Kathy B.
$324 nightly
The price is $336
Nov 5 - Nov 6
Total with taxes and fees
The Crappie-2 bedroom cabin with spacious parking
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17. Dogwoods-2 bedroom cabin with spacious parking

Dogwoods-2 bedroom cabin with spacious parking
Grenada
9.6 out of 10, Exceptional, (21 reviews)
"Clean and excellent A/C even during very hot weather. Beds were comfortable. Good choice."
United States
Carol W.
$260 nightly
The price is $272
Nov 30 - Dec 1
Total with taxes and fees
Dogwoods-2 bedroom cabin with spacious parking
A dining area with round wooden tables and chairs, a television, and potted plants.

18. Grenada MS |2 Queen Bed

Grenada MS |2 Queen Bed
Grenada MS
10.0 out of 10, Exceptional, (66 reviews)
"Quiet location made it easy to relax after busy days exploring Jackson."
United States
Anonymous traveler
$72 nightly
The price is $78
Dec 1 - Dec 2
Total with taxes and fees
Grenada MS |2 Queen Bed
A dining area with round wooden tables and chairs, a television, and potted plants.

19. 2 Queen Bed|Smk|Grenada MS

2 Queen Bed|Smk|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (52 reviews)
"Cozy beds and welcoming staff made our visit enjoyable. Free WiFi was an extra perk too."
United States
Anonymous traveler
$72 nightly
The price is $78
Dec 1 - Dec 2
Total with taxes and fees
2 Queen Bed|Smk|Grenada MS
A cozy cabin interior with a wooden ceiling, a ceiling fan, a kitchen area with a refrigerator and stove, a dining area with a table and chairs, and a living room with a couch.

20. Charming ranch style log cabin with AC in scenic Winona

Charming ranch style log cabin with AC in scenic Winona
Winona
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean, comfortable cabin with everything you need. "
United States
Lee T.
$271 nightly
The price is $295
Nov 5 - Nov 6
Total with taxes and fees
Charming ranch style log cabin with AC in scenic Winona
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Greenwood Hotel Reviews

Holiday Inn Express & Suites - Greenwood by IHG

Holiday Inn Express & Suites - Greenwood by IHG

10/10 Excellent
"Great establishment with excellent customer service."
Shakita 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites - Greenwood by IHG

Find out more about Greenwood

Everything you need to know about Greenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Greenwood?

Yes, we offer vacation rentals in Greenwood close to The Mississippi Gift Company, or you can go with a more remote option if you want a relaxing stay. Our travelers say Greenwood has a good selection of restaurants. Make sure you have time to check out the cafes and shopping during your trip.

What's the top vacation rental that Greenwood has to offer?

Charming family retreat : This highly rated vacation home rental in Greenwood offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Some other top choices in Greenwood are Homey Greenwood Getaway w/ Patio & Backyard and Family-Friendly Retreat w/ Fireplaces in Greenwood.

How many vacation rentals are there in Greenwood?

Choose from 6 Expedia vacation rentals in Greenwood for a memorable vacation.

What can I see and do in Greenwood?

Fort Pemberton Memorial Park and Veterans Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Museum of the Mississippi Delta is one of the cultural attractions. The Mississippi Gift Company and Florewood State Park are other places to visit while you're in town.

What are vacation rentals like in Greenwood?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Greenwood. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.