Photo by Martin Tucker

Vacation Rentals in Montgomery County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top cities in Montgomery County

A brick building with the inscription "WINONA" and an arched window.
Vacation Rentals

Winona

Winona

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Montgomery County Hotel Reviews

A Holiday Inn Express hotel with a covered entrance, a brick facade, and a clear sky.
Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
Winona

10/10 Excellent

Great breakfast and staff, pool was nice. Cleaned our room daily and gave fresh towels. Even had fridge for us to store ledt overs.
United States
LAURA
Reviewed May 23, 2023
Holiday Inn Express and Suites Winona North by IHG

Find out more about Montgomery County

Vacation Apartments in Montgomery County

Search for Vacation rentals in Montgomery County on Expedia.! You can easily find your home rentals, villas, Vacation apartments in Montgomery County using one of the methods below:

  • View our selection of featured Vacation rentals in Montgomery County
  • Use the map to find apartments and other Vacation homes in the Montgomery County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Montgomery County while they last

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