1288+ Private Villas and Holiday Rentals in Bridgeport |
  1. USA
  2. Illinois
  3. Chicago
  4. Bridgeport

Bridgeport Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Bridgeport

Discover more than 1288 vacation rentals available in Bridgeport. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Bridgeport.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bridgeport, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Bridgeport. On average, places to stay near Bridgeport offer 811.89 ft², with nightly prices averaging GB £285.

With Casai, finding and comparing holiday rentals in Bridgeport is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Bridgeport

Type Count
Holiday Apartments 934
Vacation Homes 122
Villas 2
Cottages 1

Use these Quick Filters to Find a Holiday Rental in Bridgeport

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bridgeport.

Weather in Bridgeport, IL

View the weather forecast for Bridgeport before booking your Bridgeport Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Bridgeport, IL


Palmisano Park 1,984 Properties
Theatre on the Lake 1,291 Properties
Stephen A. Douglas Tomb and Memorial 1,095 Properties
Zhou B Art Center 1,070 Properties
Bridgeport Art Center 1,055 Properties
Bubbly Creek 1,044 Properties

Frequently Asked Questions About Bridgeport?

What are the top holiday rentals in Bridgeport?

With numerous options available in Bridgeport, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bridgeport:

How many holiday rentals have private pools in Bridgeport?

Discover a selection of holiday rentals with private pools near Bridgeport with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Bridgeport are best for families?

If you're searching for a family-friendly holiday home in Bridgeport, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bridgeport:

How many Casai.uk holiday rentals are available in Bridgeport?

As of 2025, Casai boasts over 1288 properties listed in the Bridgeport area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bridgeport.

Nearby Neighborhood (3) 
Neighborhood Property Count
Lower West Side Vacation Rentals in Chicago, Illinois 45
Armour Square Vacation Rentals in Chicago, Illinois 1338
McKinley Park Vacation Rentals in Chicago, Illinois 739

People Also Ask

There are 1288 Bridgeport, IL Holiday Rentals

Recently Booked Holiday Rentals in Bridgeport