Book Holiday Homes in Greenwood

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Greenwood

Spacious Grenada Brick Home: Perfect Fall Escape. Close to Downtown

Spacious Grenada Brick Home: Perfect Fall Escape. Close to Downtown

2 out of 5
Grenada
Located in Grenada, this vacation home is within a 5-minute drive of Bledsoe Park and University of Mississippi Medical Center - Grenada.
Spacious Grenada Brick Home: Perfect Fall Escape. Close to Downtown
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

Grenada
Located in Grenada, this vacation home is on a lake, within a 15-minute drive of Bledsoe Park and University of Mississippi Medical Center - Grenada.
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
Homey Greenwood Getaway w/ Patio & Backyard

Homey Greenwood Getaway w/ Patio & Backyard

Greenwood
When you stay at this vacation home in Greenwood, you'll be within a 10-minute drive of Back in the Day Museum and The Mississippi Gift Company.
Homey Greenwood Getaway w/ Patio & Backyard
Save an average of 15% on thousands of hotels when you're signed in
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
The price is AU$462 per night from 28 Dec to 29 Dec
AU$462
includes taxes & fees
28 Dec - 29 Dec
When you stay at this vacation home in Grenada, you'll be within a 10-minute drive of Grenada Country Club and Bledsoe Park.
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Bourgeois Residence in a Country Setting

Bourgeois Residence in a Country Setting

Grenada
Located in Grenada, this vacation home is in a rural location, within a 15-minute drive of Bledsoe Park and University of Mississippi Medical Center - ...
Bourgeois Residence in a Country Setting
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

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

Grenada
The price is AU$922 per night from 5 Jan to 6 Jan
AU$922
includes taxes & fees
5 Jan - 6 Jan 2025
This vacation home is 8.5 mi (13.6 km) from Grenada Lake and 10.6 mi (17 km) from Hugh White State Park.
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit
Warm & Inviting home 5 minutes walking distance from restaurants.

Warm & Inviting home 5 minutes walking distance from restaurants.

Greenwood
Located in Greenwood, this vacation home is within a 5-minute drive of Museum of the Mississippi Delta and The Mississippi Gift Company.
Warm & Inviting home 5 minutes walking distance from restaurants.
Catfish House-1 bedroom with spacious free parking

Catfish House-1 bedroom with spacious free parking

Grenada
The price is AU$452 per night from 24 Dec to 25 Dec
AU$452
includes taxes & fees
24 Dec - 25 Dec
When you stay at this vacation home in Grenada, you'll be near the beach and 6 minutes by car from Hugh White State Park.
Catfish House-1 bedroom with spacious free parking
The Charming Southerner

The Charming Southerner

Itta Bena
The price is AU$280 per night from 1 Jan to 2 Jan
AU$280
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Itta Bena, this vacation home is within a 5-minute drive of Mississippi Valley State University and Harrison HPER Complex.
The Charming Southerner
Don't see what you're looking for?
See all available properties in Greenwood
View all properties
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.

Greenwood Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greenwood vacation homes are the perfect way for you to wing it.

Holiday houses in Greenwood let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greenwood in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greenwood adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greenwood with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greenwood vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greenwood Holiday Homes essential information

Accommodation
14 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$922
Popular accommodation
Spacious Grenada Brick Home: Perfect Fall Escape. Close to Downtown, Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town. , Homey Greenwood Getaway w/ Patio & Backyard, Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake, Bourgeois Residence in a Country Setting, 5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit, Warm & Inviting home 5 minutes walking distance from restaurants., Catfish House-1 bedroom with spacious free parking, The Charming Southerner

Top trending hotels in Greenwood

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

2.5 out of 5
635 Highway 82 W, Greenwood, MS
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 9 Jan to 10 Jan
AU$194
includes taxes & fees
9 Jan - 10 Jan 2025
With a stay at SureStay Plus Hotel by Best Western Greenwood in Greenwood, you'll be within a 5-minute drive of Museum of the Mississippi Delta and Fort Pemberton ...
SureStay Plus Hotel by Best Western Greenwood
Holiday Inn Express & Suites - Greenwood, an IHG Hotel

Holiday Inn Express & Suites - Greenwood, an IHG Hotel

2.5 out of 5
401 Clements St, Greenwood, MS
Fully refundable
The price is AU$256 per night from 21 Jan to 22 Jan
AU$256
includes taxes & fees
21 Jan - 22 Jan 2025
With a stay at Holiday Inn Express & Suites - Greenwood, an IHG Hotel in Greenwood, you'll be within a 5-minute drive of Museum of the Mississippi Delta and ...
Holiday Inn Express & Suites - Greenwood, an IHG Hotel
Motel 6 Greenwood, MS

Motel 6 Greenwood, MS

401 Highway 82 W, Greenwood, MS
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 24 Dec to 25 Dec
AU$117
includes taxes & fees
24 Dec - 25 Dec
When you stay at Motel 6 Greenwood, MS in Greenwood, you'll be near the airport, within a 5-minute drive of Museum of the Mississippi Delta and The Mississippi ...
Motel 6 Greenwood, MS
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn Greenwood

Hampton Inn Greenwood

2.5 out of 5
1815 Highway 82 W, Greenwood, MS
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 1 Jan to 2 Jan
AU$256
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Greenwood, Hampton Inn Greenwood is in the historical district, within a 5-minute drive of Museum of the Mississippi Delta and Fort Pemberton Memorial ...
Hampton Inn Greenwood
Don't see what you're looking for?
See all available properties in Greenwood
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.