Bridgeport Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Bridgeport

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!
New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!
10.0 out of 10, Exceptional, (52)
"This was a great house to stay with a family!"
United States
Anonymous traveller
The price is AU$258
includes taxes & fees
16 Nov - 17 Nov
New listing! Private 3 bedroom 2 bath home with BEAUTIFUL sunroom!
2 Bedroom Apartment in the Heart of Robinson
10.0 out of 10, Exceptional, (3)
"The location was fantastic. The bed was very comfortable. We were very comfortable, no problems."
United States
Dennis B.
2 Bedroom Apartment in the Heart of Robinson
Cozy Lakeside Lodge w/Private Dock and Kids' Kayaks
9.8 out of 10, Exceptional, (8)
"Fun location with plenty of indoor & outdoor space"
United States
Kris M.
Cozy Lakeside Lodge w/Private Dock and Kids' Kayaks
Illinois Vacation Rental Home: Pets Welcome
3.0 star property
10.0 out of 10, Exceptional, (1)
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, (9)
"It’s very very cute and clean!! I loved the spiral stair case. Perfect stay for a weekend trip from Georgia to see my friends in Lawranceville"
United States
Lori L.
The price is AU$385
includes taxes & fees
3 Nov - 4 Nov
Charming 2-bedroom apartment with WiFi, AC in Pleasant Lawrenceville
Comfortable 2BR on the Square
10.0 out of 10, Exceptional, (3)
"Great location in the heart of Robinson"
United States
Brent G.
Comfortable 2BR on the Square
Park Place-Quaint home nestled between parks and lakes
9.6 out of 10, Exceptional, (7)
"We stayed for 4 nights and it was great."
United States
Declan B.
Park Place-Quaint home nestled between parks and lakes
Charming 2-bedroom bungalow with WiFi and AC in serene Mount Carmel
2.0 star property
10.0 out of 10, Exceptional, (4)
"Wonderful stay…the house is very nice, great kitchen and comfy beds. Great location, clean and well equipped. Mark is a wonderful host…helpful, accommodating, knowledgeable. Highly recommend. "
United States
Rebecca F.
Charming 2-bedroom bungalow with WiFi and AC in serene Mount Carmel
Cozy Loft Hideaway in Robinson
10.0 out of 10, Exceptional, (3)
"Cute little place very cozy laundry just across the hall would definitely book again"
United States
Stacy C.
Cozy Loft Hideaway in Robinson
1 Bedroom Apartment Near Marathon and Hershey
2.0 star property
5.0 out of 10, (2)
"AC wasn't big enough for space. Crazy layout. NO PARKING!"
United States
Thomas
1 Bedroom Apartment Near Marathon and Hershey
Quaint 1BR with Kitchenette
The price is AU$299
includes taxes & fees
3 Nov - 4 Nov
Quaint 1BR with Kitchenette
Hike, Boat & Fish: Dog-friendly Robinson Home
3.0 star property
Hike, Boat & Fish: Dog-friendly Robinson Home
Chateau Monroe - Rustic feel with modern convenience
10.0 out of 10, Exceptional, (35)
"This property was just what we were looking for for our annual hunting trip. Will definitely stay here again!!!"
United States
Bryan S.
Chateau Monroe - Rustic feel with modern convenience
Queen Room with Free Laundry
Queen Room with Free Laundry
Peaceful Meadows. Rural, peaceful, sleeps 9
2.0 star property
10.0 out of 10, Exceptional, (4)
"we stayed for 3 nights, it was great time very peaceful"
United States
Meir G.
Peaceful Meadows. Rural, peaceful, sleeps 9
The Chestnut Nest - Robinson
9.2 out of 10, Wonderful, (23)
"Lorraine was a great host. House was spacious and clean. Will definitely book again"
United States
Jazmin C.
The Chestnut Nest - Robinson
Updated Robinson Vacation Rental w/ Fireplace!
3.0 star property
Updated Robinson Vacation Rental w/ Fireplace!
Charming 2-bedroom bungalow plus full size bed, and outdoor space.
10.0 out of 10, Exceptional, (1)
"Very clean house that was just right for me and my family. Supplied basically everything we needed for our four night stay. Center of town so very close to everything. Thank you, Joni and Jason!"
United States
Tyler B.
The price is AU$386
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom bungalow plus full size bed, and outdoor space.
Shady Shelter - Quiet Comfort, Family Friendly - close to everything!
9.8 out of 10, Exceptional, (10)
"The house is located in a nice neighborhood close to all the things I needed to do in Olney. I did have a bit of trouble with the TV on the first night but was pleasantly surprised by a brand new on the next day. Very responsive hosts!"
United States
Donna B.
Shady Shelter - Quiet Comfort, Family Friendly - close to everything!
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

Find out more about Bridgeport

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$258 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?

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 Harrison Mansion.

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.