Winona Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Winona

Charming family retreat

Greenwood MS

$319 nightly

$341 total

Aug 7 - Aug 8

Total with taxes and fees

With a stay at this vacation home in Greenwood, you'll be within a 15-minute walk of Whittington Park and City Park.

Kitchen

Washer

Located 3 miles to Grenada Lake

Grenada MS

Located in Grenada, this vacation home is within a 5-minute drive of Lee Tartt Nature Preserve and Butler Hill Park.

Kitchen

Washer

Cabin in the woods overlooking Grenada lake.

Coffeeville MS

Located in Coffeeville, this vacation home is on the waterfront, a 3-minute drive from Grenada Lake and 10 minutes from South Graysport Public Use Area.

Kitchen

Washer

House Located Less Than 3 Miles of Grenada Lake

Coffeeville MS

$603 nightly

$608 total

Aug 7 - Aug 8

Total with taxes and fees

Located in Coffeeville, this vacation home is within a 15-minute drive of Grenada Lake and South Graysport Public Use Area.

Pet friendly

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

Grenada MS

$314 nightly

$336 total

Aug 17 - Aug 18

Total with taxes and fees

Located in Grenada, this vacation home is in a rural location, within a 10-minute drive of Grenada Country Club and Perry Creek Golf & Racquet Club.

Kitchen

Washer

Magnolia State Winter Escape – Beautiful 3BR Family Home

Grenada MS

$333 nightly

$356 total

Aug 7 - Aug 8

Total with taxes and fees

With a stay at this vacation home in Grenada, you'll be within a 10-minute walk of Elizabeth Jones Library and Bledsoe Park.

Kitchen

Washer

The Magistrate is close to everything. Great outdoor space.

Greenwood MS

With a stay at this vacation home in Greenwood, you'll be a 4-minute walk from City Park and 10 minutes by foot from Greenwood Library.

Washer

Dryer

Charming 3-bedroom barn in quaint Winona with AC

Winona MS

$400 nightly

$436 total

Aug 7 - Aug 8

Total with taxes and fees

When you stay at this vacation home in Winona, you'll be within a 10-minute drive of Middleton Cemetery and Montgomery County Performing Arts Center.

Kitchen

Washer

Catfish House-1 bedroom with spacious free parking

Grenada MS

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.

Washer

Dryer

Don't see what you're looking for?

See all available properties in Winona

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.