Bridgeport Holiday Rentals

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Holiday Rentals in Bridgeport

Smart TV, fireplace, stereo
Chateau Monroe - Rustic feel with modern convenience
10.0 out of 10, Exceptional, (21)
"Unfortunately our reason for visiting the area was a family funeral, but we could not have been happier with our stay at Chateau Monroe. The hosts thought of literally everything, and when you’re traveling with small children (and dogs), having what you need after a long drive is priceless. Chateau Monroe was spotless, and so cozy and we loved the modern and industrial decor and touches. It’s obvious a lot of thought and love was put into this home. We’ve stayed at numerous VRBO properties in...
Chateau Monroe - Rustic feel with modern convenience
Fridge, microwave, oven, stovetop
Park Place-Quaint home nestled between parks and lakes
10.0 out of 10, Exceptional, (3)
"Cute remodel of an older home in the town of Olney, IL. Quiet neighborhood with friendly folks. The host was very responsive (like immediately!) to questions as well a minor issue of logging into the streaming TV services. Speaking of which, there are very nice, large flat-screen TVs in every bedroom (3) and living room, which was greatly appreciated during March Madness. The house has a few quirks, but very comfortable and cozy, with everything you need for a few nights or even a longer stay."
Park Place-Quaint home nestled between parks and lakes
2 bedrooms, WiFi, bed sheets
Adorable Little House on a Hill
Adorable Little House on a Hill
Save an average of 15% on thousands of hotels when you're signed in
Outdoor dining
Cozy Lakeside Lodge w/Private Dock and Kids' Kayaks
10.0 out of 10, Exceptional, (1)
"Fun location with plenty of indoor & outdoor space"
Cozy Lakeside Lodge w/Private Dock and Kids' Kayaks
Interior
New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!
10.0 out of 10, Exceptional, (25)
"The house was just perfect! Very Clean! Loved the patio. Spent hours enjoying the outdoors without bugs! Definitely will rent again when we are in the area again."
The price is AU$344
includes taxes & fees
23 May - 24 May
New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!
Private kitchen
Great for the traveling crew to Robinson for work. Comes with everything needed!
The price is AU$334
includes taxes & fees
23 May - 24 May
Great for the traveling crew to Robinson for work. Comes with everything needed!
Property grounds
Shady Shelter - Quiet Comfort, Family Friendly - close to everything!
10.0 out of 10, Exceptional, (4)
"We had a fantastic stay for the Great American Eclipse. The host was very responsive and very welcoming. He sent a PDF a few days early of events and attractions in the area during our stay. Would highly recommend!"
Shady Shelter - Quiet Comfort, Family Friendly - close to everything!
Exterior
The Chestnut Nest - Robinson
9.8 out of 10, Exceptional, (15)
"Great location. House is roomy with lots of activity areas. Sleeps 8 but hard to feed 8 (only 5 glasses, 7 mugs, fewer forks than spoons and knives). We had room to spread out and really enjoyed the eclipse while we were there."
The Chestnut Nest - Robinson
Interior
Cozy Loft Hideaway in Robinson
10.0 out of 10, Exceptional, (1)
"Cute little place very cozy laundry just across the hall would definitely book again"
The price is AU$235
includes taxes & fees
23 May - 24 May
Cozy Loft Hideaway in Robinson
Fridge, microwave, oven, stovetop
Pet-friendly home in Palestine with Fenced Yard! Weekly and monthly discounts!
10.0 out of 10, Exceptional, (1)
"I had a great stay at this home in Palestine, IL. My husband, cousins and I stayed here while in town for a memorial. The house was very clean, the kitchen was very well stocked, and there were plenty of beds, linens, and space to spread out. Communication with the host was great. We were even able to bring our dog along with us for the trip! I would highly recommend this place if you ever need a rental in the Robinson area."
Pet-friendly home in Palestine with Fenced Yard! Weekly and monthly discounts!
Private kitchen
The GreyStone House
9.8 out of 10, Exceptional, (7)
"We had a large party and needed to divide up between a few homes. This house gave us the luxury of being able to spread out and all have our own space. Central location to everything. Would rent again."
The GreyStone House
Fridge, microwave, oven, stovetop
1500 Sq.ft. of Quaint Comfort in the heart of Olney close to downtown!
9.0 out of 10, Wonderful, (8)
"Awesome"
1500 Sq.ft. of Quaint Comfort in the heart of Olney close to downtown!
Cookware/dishes/utensils
Updated Robinson Vacation Rental w/ Fireplace!
10.0 out of 10, Exceptional, (1)
Updated Robinson Vacation Rental w/ Fireplace!
Interior
Comfortable 2BR on the Square
Comfortable 2BR on the Square
Interior
Dog-friendly Illinois Home w/ Private Yard!
3.0 star property
Dog-friendly Illinois Home w/ Private Yard!
Fridge, microwave, oven, stovetop
Morgan Manor - Your Home Away from Home!
9.6 out of 10, Exceptional, (5)
"Was nice place, but there is room for improvement. Host was very nice"
Morgan Manor - Your Home Away from Home!
1 bedroom, WiFi
Updated Loft in the heart of downtown Olney!
10.0 out of 10, Exceptional, (2)
"Close to our event loved the coziness and accurate descriptions too. Everything we needed to relax and rest"
Updated Loft in the heart of downtown Olney!
Interior
2BR Apt Right on the Town Square
2BR Apt Right on the Town Square
View from property
Illinois Vacation Rental Home: Pets Welcome
Illinois Vacation Rental Home: Pets Welcome
Fridge, microwave, oven, stovetop
Peaceful & Simple 2 BR Home in Quiet Neighborhood
10.0 out of 10, Exceptional, (1)
"This is a good place if you’re out of town for work. I stayed for one week then added another month. Would do it again."
Peaceful & Simple 2 BR Home in Quiet Neighborhood
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See all available properties in Bridgeport
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.

Other types of properties in Bridgeport you may be interested in

Exterior
Hampton Inn Princeton
2.5 star property
9.2 out of 10, Wonderful, (387)
"Being able to bring our 2 dogs. The charge was fair I felt."
The price is AU$170
includes taxes & fees
28 May - 29 May
Hampton Inn Princeton
Lobby
Holiday Inn Express Princeton, an IHG Hotel
2.5 star property
8.0 out of 10, Very good, (264)
"This was affordable and very clean. "
The price is AU$154
includes taxes & fees
25 May - 26 May
Holiday Inn Express Princeton, an IHG Hotel
Exterior
Comfort Suites
2.5 star property
8.4 out of 10, Very good, (420)
"The good. Room looked as advertised in pictures within Hotels.com app. Room was clean. Front desk attendants were polite, and helpful. Parking was great. Texas Roadhouse was walkable. I will visit again. The bad. Cell phone reception on first floor was bad, and I don't trust public WiFi. Curtains would not meet which caused a one inch gap. This is a issue because I sleep during the day. I had to get some duct tape from my truck to overlap curtains and tape together. Also there is a Arby's...
The price is AU$130
includes taxes & fees
9 June - 10 June
Comfort Suites
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.

Everything you need to know about Bridgeport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bridgeport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bridgeport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bridgeport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bridgeport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bridgeport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bridgeport holiday rentals we have selected for you start as low as AU$235 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bridgeport rentals

At Expedia, we put the best Bridgeport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bridgeport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bridgeport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bridgeport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Shady Shelter - Quiet Comfort, Family Friendly - close to everything!: This holiday home rental outside of Bridgeport is located in the city centre, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Harrison Mansion and Vincennes University.

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.

Recent reviews of Bridgeport properties
Expedia verified reviews