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Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

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

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 NZ$579
includes taxes & fees
22 Sept - 23 Sept
Charming family retreat

Homey Greenwood Getaway w/ Patio & Backyard

3.0 star property
Homey Greenwood Getaway w/ Patio & Backyard

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!

3.0 star property
Modern Greenwood Studio < 1 Mi to Downtown!

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 North Greenwood Cottage < 1 Mi to Dtwn!

3.0 star property
Updated North Greenwood Cottage < 1 Mi to Dtwn!

The most unique getaway experience in North Mississippi!

10.0 out of 10, Exceptional, (3)
"Had a very nice time. Nice place to just get away and enjoy some peace"
The price is NZ$511
includes taxes & fees
21 Sept - 22 Sept
The most unique getaway experience in North Mississippi!

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

8.4 out of 10, Very good, (5)
"Impeccable!"
Bream Shack-2 bedroom cabin with spacious parking

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 NZ$528
includes taxes & fees
21 Sept - 22 Sept
Charming ranch style log cabin with AC in scenic Winona

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 NZ$577
includes taxes & fees
21 Sept - 22 Sept
The Crappie-2 bedroom cabin with spacious parking

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 NZ$624
includes taxes & fees
23 Sept - 24 Sept
The Get-A-Way at Grenada lake

Dogwoods-2 bedroom cabin with spacious parking

9.6 out of 10, Exceptional, (14)
"Quick overnight stay for fishing trip everything was great, The only complaint was it seemed there something on the sheets in queen bed."
The price is NZ$453
includes taxes & fees
23 Sept - 24 Sept
Dogwoods-2 bedroom cabin with spacious parking

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 NZ$315
includes taxes & fees
21 Sept - 22 Sept
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

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

10.0 out of 10, Exceptional, (11)
"Nice quiet and clean location to share with family and friends"
The price is NZ$576
includes taxes & fees
6 Oct - 7 Oct
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

10.0 out of 10, Exceptional, (7)
"Our stay was shorter than what we expected, but everything was just perfect"
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district

9.8 out of 10, Exceptional, (7)
"Beautifully decorated, spacious, quiet getaway from the bustling metropolis I call home. Owner was friendly and responsive! "
The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district

The Charming Southerner

9.6 out of 10, Exceptional, (12)
"Everything was great "
The Charming Southerner
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

Find out more about Greenwood

Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as NZ$315 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals in Greenwood close to The Mississippi Gift Company, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Greenwood has a good selection of restaurants. Make sure you have time to check out the cafés and shopping during your trip.

What are some of the best holiday rentals that Greenwood has to offer?

Charming family retreat : This highly rated holiday home rental in Greenwood offers a garden, a BBQ 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 that 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 holiday rentals are there in Greenwood?

Choose from 3 Expedia holiday rentals in Greenwood for a memorable holiday.

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 holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.