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Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Greenwood

Greenwood Studio Cottage < 1 Mi to Downtown!
Apartment (0 Bedroom) | Interior

Greenwood Studio Cottage < 1 Mi to Downtown!

3.5 star property
6.8 out of 10, (3)
"Every thing was great except the bed mattress was very uncomfortable, and the door to the bathroom was sticking when you open and closed it. Overall iitwas an excellent stay,"
Greenwood Studio Cottage < 1 Mi to Downtown!
Charming family retreat
Outdoor dining

Charming family retreat

10.0 out of 10, Exceptional, (1)
"If u really wanted stay in the heart of greenwood it’s the perfect place to stay every thing about this house is perfect "
The price is ￥23,545
￥50,947 total
includes taxes & fees
Oct 2 - Oct 3
Charming family retreat
Homey Greenwood Getaway w/ Patio & Backyard
House (2 Bedrooms) | Interior

Homey Greenwood Getaway w/ Patio & Backyard

3.0 star property
Homey Greenwood Getaway w/ Patio & Backyard
Warm & Inviting home 5 minutes walking distance from restaurants.
Terrace/patio

Warm & Inviting home 5 minutes walking distance from restaurants.

9.2 out of 10, Wonderful, (5)
"Perfect for our family - 3 adults. Communication was tops, best we’ve ever had with VRBO."
Warm & Inviting home 5 minutes walking distance from restaurants.
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
Apartment (2 Bedrooms) | Interior

Updated Greenwood Cottage Apt < 1 Mi to Dtwn!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We can't say enough positive about the property and especially the manager/owner. The property is an updated apartment for sure. Clean, well equipped, and spacious. She texted us twice in our four night stay to make sure everything was going well. We highly recommend this property!!! Thank you!!"
Updated Greenwood Cottage Apt < 1 Mi to Dtwn!
Modern Greenwood Studio < 1 Mi to Downtown!
Apartment (0 Bedroom) | Interior

Modern Greenwood Studio < 1 Mi to Downtown!

3.0 star property
Modern Greenwood Studio < 1 Mi to Downtown!
Updated North Greenwood Cottage < 1 Mi to Dtwn!
Cottage (3 Bedrooms) | Interior

Updated North Greenwood Cottage < 1 Mi to Dtwn!

3.0 star property
Updated North Greenwood Cottage < 1 Mi to Dtwn!
< 1 Mi to Dtwn: Updated Studio in North Greenwood!
Exterior

< 1 Mi to Dtwn: Updated Studio in North Greenwood!

2.0 star property
< 1 Mi to Dtwn: Updated Studio in North Greenwood!
The most unique getaway experience in North Mississippi!
Exterior

The most unique getaway experience in North Mississippi!

10.0 out of 10, Exceptional, (4)
"The cabin was awesome, nicely laid out, large shower, and nice furnishings. The cabin is tranquil, and the view from the back porch, high up in the trees, is surreal. I have a daughter at Ole Miss, and I will be staying here throughout her college years if available"
The price is ￥26,161
￥44,802 total
includes taxes & fees
Sep 30 - Oct 1
The most unique getaway experience in North Mississippi!
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown
Exterior

Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown

2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very nice stay, it’s the nicest house in the area! A lot of parking! "
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown
Bream Shack-2 bedroom cabin with spacious parking
Interior

Bream Shack-2 bedroom cabin with spacious parking

8.4 out of 10, Very Good, (5)
"Impeccable!"
The price is ￥20,929
￥48,653 total
includes taxes & fees
Sep 30 - Oct 1
Bream Shack-2 bedroom cabin with spacious parking
The Crappie-2 bedroom cabin with spacious parking
Exterior

The Crappie-2 bedroom cabin with spacious parking

10.0 out of 10, Exceptional, (5)
"This was the perfect private family-friendly spot, especially traveling from Texas to visit family when you're not familiar with the area. The host was responsive and considerate, ensuring our stay was comfortable from start to finish."
The price is ￥22,424
￥50,413 total
includes taxes & fees
Sep 30 - Oct 1
The Crappie-2 bedroom cabin with spacious parking
Charming ranch style log cabin with AC in scenic Winona
Private kitchen

Charming ranch style log cabin with AC in scenic Winona

10.0 out of 10, Exceptional, (1)
"First time staying in a cabin and was absolutely impressed! It was such a peaceful stay especially coming from being in the daily city life! David was awesome at communicating. Will be reserving again for sure!"
The price is ￥37,223
￥46,439 total
includes taxes & fees
Sep 30 - Oct 1
Charming ranch style log cabin with AC in scenic Winona
Dogwoods-2 bedroom cabin with spacious parking
Fridge, microwave, oven, stovetop

Dogwoods-2 bedroom cabin with spacious parking

9.6 out of 10, Exceptional, (14)
"Great weekend getaway spot"
The price is ￥22,424
￥40,164 total
includes taxes & fees
Sep 30 - Oct 1
Dogwoods-2 bedroom cabin with spacious parking
Bourgeois Residence in a Country Setting
Fridge, microwave, oven, stovetop

Bourgeois Residence in a Country Setting

9.8 out of 10, Exceptional, (26)
"As advertised. Great for a fishing getaway! "
Bourgeois Residence in a Country Setting
The Get-A-Way at Grenada lake
Fridge, microwave, oven, stovetop

The Get-A-Way at Grenada lake

9.8 out of 10, Exceptional, (12)
"Great place to stay for a fishing getaway ,close to the lake and not far from town . Owner was very responsive to my text , love that you can back your boats up under the shelter will definitely stay here again if we come down again!"
The price is ￥29,898
￥54,544 total
includes taxes & fees
Sep 30 - Oct 1
The Get-A-Way at Grenada lake
Secluded one bedroom cabin with large deck overlooking a wooded gully.
Interior

Secluded one bedroom cabin with large deck overlooking a wooded gully.

The price is ￥31,393
￥62,197 total
includes taxes & fees
Sep 30 - Oct 1
Secluded one bedroom cabin with large deck overlooking a wooded gully.
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Property grounds

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

10.0 out of 10, Exceptional, (1)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
The price is ￥22,424
￥27,701 total
includes taxes & fees
Sep 30 - Oct 1
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Located 3 miles to Grenada Lake
Fridge, microwave, oven, stovetop

Located 3 miles to Grenada Lake

10.0 out of 10, Exceptional, (1)
"Very Peaceful and relaxing "
Located 3 miles to Grenada Lake
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Dining

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

10.0 out of 10, Exceptional, (11)
"Nice quiet and clean location to share with family and friends"
The price is ￥26,759
￥49,746 total
includes taxes & fees
Oct 6 - Oct 7
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
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
"Will stay there again and great staff great place to relax great place overall "
Ronald 1-night trip
Posted 9 days ago
SureStay Plus Hotel by Best Western Greenwood

Find out more about Greenwood

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

  • View our selection of featured holiday rentals in Greenwood
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  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

Look no further and take a look at our great range of rental properties in Greenwood!

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. Another good choice for your trip to Greenwood is Warm & Inviting home 5 minutes walking distance from restaurants..

How many vacation rentals are there in Greenwood?

Choose from 3 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. Greenwood Library 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.