1. USA
  2. Wisconsin
  3. Sherwood
  4. Holiday Homes

587+ Sherwood Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Sherwood

Discover more than 587 holiday rentals in Sherwood. Casai holiday homes have everything you need to find a place to stay near Sherwood, WI.

Whether you are looking for luxury villas in Sherwood, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Sherwood with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Sherwood for families, large parties, or private owner accommodations for long or short trips. Sherwood Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Sherwood with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Sherwood Holiday Rentals

There are a lot of options in Sherwood. If you plan on staying in the Sherwood area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Sherwood:

There are many holiday rentals available in Sherwood; however, here are a few of the most popular holiday homes listed in Sherwood on our website:
At Casai.co.za most of our places to stay are perfect for families. Check out the complete list of holiday homes in Sherwood to find one that works for you.
Yes, there are 587 self-catering family homes and holiday rentals in Sherwood.
There are more than 587 luxury holiday homes in or near Sherwood, according to 2025 data from Casai.co.za. Consider these homes for your next holiday:
Yes, there are 587 pet friendly rentals that are available in Sherwood.