Bridgeport Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Bridgeport

New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!

10.0 out of 10, Exceptional, (49)
"Our family enjoyed this home away from home. The beds were very comfy. The sunroom was excellent we would stay here again!!!"
The price is AU$243
includes taxes & fees
30 July - 31 July
New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!

Chateau Monroe - Rustic feel with modern convenience

10.0 out of 10, Exceptional, (29)
"Great overall place, beats a hotel room any day."
Chateau Monroe - Rustic feel with modern convenience

Peaceful Robinson Home w/ Yard, Near Golf Courses!

3.0 star property
10.0 out of 10, Exceptional, (1)
Peaceful Robinson Home w/ Yard, Near Golf Courses!

The Chestnut Nest - Robinson

9.6 out of 10, Exceptional, (21)
"We had a lovely five night stay. The property was clean, well-located and had everything we could have possibly needed!"
The Chestnut Nest - Robinson

2 Bedroom Apartment in the Heart of Robinson

10.0 out of 10, Exceptional, (2)
"It was a perfect location, we got up and went to all the shops in the square, we will definitely be back "
The price is AU$327
includes taxes & fees
27 July - 28 July
2 Bedroom Apartment in the Heart of Robinson

Comfortable 2BR on the Square

10.0 out of 10, Exceptional, (2)
"I stayed in the two bedroom property with my sister this week. It was in a great location right on the square and convenient for dining and walking. It was clean and had comfortable air conditioning. The beds were great, shower was hot and the kitchen had all that we needed. Thanks for a great stay!"
The price is AU$351
includes taxes & fees
17 Aug - 18 Aug
Comfortable 2BR on the Square

Cozy Lakeside Lodge w/Private Dock and Kids' Kayaks

10.0 out of 10, Exceptional, (2)
"Fun location with plenty of indoor & outdoor space"
Cozy Lakeside Lodge w/Private Dock and Kids' Kayaks

Illinois Vacation Rental Home: Pets Welcome

3.0 star property
Illinois Vacation Rental Home: Pets Welcome

Charming 2-bedroom apartment with WiFi, AC in Pleasant Lawrenceville

2.0 star property
9.8 out of 10, Exceptional, (6)
"Great stay."
The price is AU$376
includes taxes & fees
28 July - 29 July
Charming 2-bedroom apartment with WiFi, AC in Pleasant Lawrenceville

Morgan Manor - Your Home Away from Home!

9.0 out of 10, Wonderful, (8)
"My family and I stayed in this great space when traveling for a visit with my sister in law who lives in nearby Sumner. The location was great, plenty of space for all of our needs and easy to get answers to questions. Definitely recommend!"
Morgan Manor - Your Home Away from Home!

Queen Room with Free Laundry

The price is AU$238
includes taxes & fees
28 July - 29 July
Queen Room with Free Laundry

Private Queen-Sized Studio Room

The price is AU$203
includes taxes & fees
29 July - 30 July
Private Queen-Sized Studio Room

1 Bedroom Apartment Near Marathon and Hershey

2.0 star property
5.0 out of 10, (2)
"For the price paid, it was well worth it and comfortable. Door lock was a bit sticky, but the owner mentioned was going to replace it after my stay. Definitely would stay here again should my work schedule me odd hours. "
The price is AU$326
includes taxes & fees
31 July - 1 Aug
1 Bedroom Apartment Near Marathon and Hershey

Charming 1-bedroom apartment in historic Palestine in peaceful neighborhood

Charming 1-bedroom apartment in historic Palestine in peaceful neighborhood

Cozy Loft Hideaway in Robinson

10.0 out of 10, Exceptional, (3)
"Very pleasant stay. The loft was very clean and cozy as advertised."
The price is AU$300
includes taxes & fees
1 Aug - 2 Aug
Cozy Loft Hideaway in Robinson

Illinois Vacation Rental Home: Pets Welcome

Illinois Vacation Rental Home: Pets Welcome

Charming 2-bedroom bungalow with WiFi and AC in serene Mount Carmel

2.0 star property
10.0 out of 10, Exceptional, (3)
"Extremely clean everything was very nice. Highly recommend the property."
Charming 2-bedroom bungalow with WiFi and AC in serene Mount Carmel

The GreyStone House

9.8 out of 10, Exceptional, (11)
"House was great - exactly as described. Would certainly rent again."
The GreyStone House

Charming 2-bedroom bungalow plus Murphy bed, office and outdoor space.

The price is AU$419
includes taxes & fees
1 Aug - 2 Aug
Charming 2-bedroom bungalow plus Murphy bed, office and outdoor space.

Park Place-Quaint home nestled between parks and lakes

10.0 out of 10, Exceptional, (6)
"My family enjoy the accommodations and the availability of amenities. Will definitely recommend and/or stay here again"
Park Place-Quaint home nestled between parks and lakes
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Bridgeport Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Bridgeport?

Yes, there are holiday rentals close to the most popular sights in Bridgeport, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bridgeport has to offer?

New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!: This holiday home rental outside of Bridgeport offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Bridgeport?

While exploring the area, visit family-friendly sights like Alvin Musgrove Park, or get outside and enjoy nature at Rogers Clark National Historical Park. In the wider area, you’ll find Red Hills State Park and Indiana Military Museum.

What are holiday rentals like in Bridgeport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bridgeport. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.