Compare Winona Cottage Rentals

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Featured Winona Cottages

The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake

Grenada MS
$343 nightly
The price is $367 total per night
$367 total
Dec 28 - Dec 29
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Homey Greenwood Getaway w/ Patio & Backyard

Homey Greenwood Getaway w/ Patio & Backyard

3 out of 5
Greenwood MS
At this cottage, guests have access to free WiFi in public areas and a computer station. You can take advantage of free parking if you drive.
Kitchen
Parking included
Updated North Greenwood Cottage < 1 Mi to Dtwn!

Updated North Greenwood Cottage < 1 Mi to Dtwn!

3 out of 5
Greenwood MS
This cottage features free WiFi in public areas and barbecue grills. If you plan to drive, free parking is available.
Kitchen
Parking included
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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.

Hotel Options in Winona

    Holiday Inn Express and Suites Winona North by IHG

    Holiday Inn Express and Suites Winona North by IHG

    413 SE Frontage Road Winona MS
    $111 nightly
    The price is $121 total per night from Jan 16 to Jan 17
    $121 total
    Jan 16 - Jan 17, 2026
    Total with taxes and fees
    8.2/10 Very Good! (675 reviews)
    Americas Best Value Inn Winona

    Americas Best Value Inn Winona

    301 SE Frontage Road Winona MS
    $99 nightly
    The price is $108 total per night from Dec 28 to Dec 29
    $108 total
    Dec 28 - Dec 29
    Total with taxes and fees
    8/10 Very Good! (458 reviews)
    Relax Inn & Suites

    Relax Inn & Suites

    328 US-82 Winona MS
    $70 nightly
    The price is $76 total per night from Dec 28 to Dec 29
    $76 total
    Dec 28 - Dec 29
    Total with taxes and fees
    5.8/10 (52 reviews)

Cottages

Book a cottage in Winona
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winona. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Winona better.

Cottage apartments in Winona range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Winona
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Winona and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Winona cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Winona. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Winona Cottages essential information

Accommodation
3 Cottages
Lowest Price
$76
Highest Price
$367
Popular accommodation
The Get-A-Way at Grenada lake, Homey Greenwood Getaway w/ Patio & Backyard, Updated North Greenwood Cottage < 1 Mi to Dtwn!