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78+ Bridgeport Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Bridgeport

Discover more than 78 holiday rentals in Bridgeport. Casai holiday homes have everything you need to find a place to stay near Bridgeport, WI.

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

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Frequently Asked Questions About Bridgeport Holiday Rentals

There are a lot of options in Bridgeport. If you plan on staying in the Bridgeport 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 Bridgeport:

There are many holiday rentals available in Bridgeport; however, here are a few of the most popular holiday homes listed in Bridgeport on our website:
At Casai.ca most of our places to stay are perfect for families. Check out the complete list of holiday homes in Bridgeport to find one that works for you.
Yes, there are 78 self-catering family homes and holiday rentals in Bridgeport.
There are more than 78 luxury holiday homes in or near Bridgeport, according to 2025 data from Casai.ca. Consider these homes for your next holiday:
Yes, there are 78 pet friendly rentals that are available in Bridgeport.