Greenwood Vacation Rentals

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Greenwood vacation rentals

Terrace/patio

Cabin in Greenwood

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
10.0 out of 10, Exceptional, (3 reviews)
"Amazing cabin, in a great location with a great host"
United States
Conner M.
$155 nightly
The price is $166
Mar 3 - Mar 4
Total with taxes and fees
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
Living area

Vacation Home in Greenwood

Charming family retreat
10.0 out of 10, Exceptional, (1 review)
"If u really wanted stay in the heart of greenwood it’s the perfect place to stay every thing about this house is perfect "
United States
Jamaal C.
$315 nightly
The price is $337
Mar 13 - Mar 14
Total with taxes and fees
Charming family retreat
Living area

Cabin in Winona

Charming ranch style log cabin with AC in scenic Winona
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean, comfortable cabin with everything you need. "
United States
Lee T.
$283 nightly
The price is $308
Mar 3 - Mar 4
Total with taxes and fees
Charming ranch style log cabin with AC in scenic Winona
Smart TV, fireplace, DVD player, books

Vacation Home in Grenada

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
10.0 out of 10, Exceptional, (11 reviews)
"Nice quiet and clean location to share with family and friends"
United States
Janet T.
$318 nightly
The price is $340
Mar 9 - Mar 10
Total with taxes and fees
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Property grounds

Cottage in Grenada

The Get-A-Way at Grenada lake
9.8 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay at. The getaway Place was fully stocked and exceptionally clean, we expect to visit again in the fall and will definitely book this place again. ! Host is great, responded to questions almost immediately."
United States
David S.
$343 nightly
The price is $367
Mar 9 - Mar 10
Total with taxes and fees
The Get-A-Way at Grenada lake
Interior

Vacation Home in Grenada

Quiet Country Home Minutes from Grenada Lake
$428 nightly
The price is $458
Mar 22 - Mar 23
Total with taxes and fees
Quiet Country Home Minutes from Grenada Lake
Dining

Vacation Home in Itta Bena

The Bleu..
10.0 out of 10, Exceptional, (2 reviews)
"Very clean in a nice place to stay not that far from greenwood easy to get to"
United States
Jamaal C.
$354 nightly
The price is $379
Mar 3 - Mar 4
Total with taxes and fees
The Bleu..
Exterior

Cabin in Winona

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
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.
$171 nightly
The price is $186
Mar 3 - Mar 4
Total with taxes and fees
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Exterior detail

Vacation Home in Winona

Charming 3-bedroom barn in quaint Winona with AC
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.
$398 nightly
The price is $434
Mar 3 - Mar 4
Total with taxes and fees
Charming 3-bedroom barn in quaint Winona with AC
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

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

10/10 Excellent
"I mainly come to greenwood Mississippi for work purposes and I come pretty regularly but every time I come I choose to stay at this hotel. I like the cleanliness of it. The quietness and a pretty nice staff. I haven't had any issues with anyone. Everything in the room seems to work fairly well, although I would say they need to do something with the TVs. For some reason it has a poor picture quality but other than that I have nothing bad to say. Doesn't seem to be in an area where you have to worry about crime or anything of that nature. There's no loitering around of undesirables so overall the pretty nice place to stay. Like I say, every time I come to greenwood and I come quite often, I choose to stay at this hotel"
Toccaress 2-night trip
Posted 3 days ago
SureStay Plus Hotel by Best Western Greenwood

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 $166 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.

How many vacation rentals are there in Greenwood?

Choose from 5 Expedia vacation rentals in Greenwood for a memorable vacation.

What can I see and do in Greenwood?

Veterans Memorial Park and Broad Street Park are a couple of scenic spots to enjoy the outdoors, whereas Museum of the Mississippi Delta is one of the cultural attractions. Florewood State Park and The Mississippi Gift Company 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.