Bridgeport Holiday Rentals

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Our top choices for Bridgeport holiday rentals

1. ACE STAYS -Modern 1BR townhouse in Mount Carmel

ACE STAYS -Modern 1BR townhouse in Mount Carmel
Mount Carmel
10.0 out of 10, Exceptional, (1 review)
"Great space compared to a hotel room. Clean"
United States
Tracy L.
The price is HK$706
HK$1,263 total
includes taxes & fees
6 Dec - 7 Dec
ACE STAYS -Modern 1BR townhouse in Mount Carmel

2. Studio with Queen Bed

Studio with Queen Bed
Robinson
9.0 out of 10, Wonderful, (2 reviews)
"Good value. Great location"
United States
Martin
The price is HK$455
HK$946 total
includes taxes & fees
7 Dec - 8 Dec
Studio with Queen Bed

3. Relaxing Small-Town Retreat in Lawrenceville

Relaxing Small-Town Retreat in Lawrenceville
Lawrenceville
10.0 out of 10, Exceptional, (19 reviews)
"We come to Lawranceville Illinois several times a year from Georgia and we always stay there!! We love it! Very comfortable and cozy!!!"
United States
Lori L.
The price is HK$1,058
HK$1,853 total
includes taxes & fees
12 Nov - 13 Nov
Relaxing Small-Town Retreat in Lawrenceville

4. ACE STAYS: Modern 1 BR apartment in Vincennes

ACE STAYS: Modern 1 BR apartment in Vincennes
Vincennes
10.0 out of 10, Exceptional, (1 review)
"Everything was great ! Would recommend maybe some lights to illuminate some rooms when lights are off ? We had to have a nightstand light on to see anything because the whole place is pitch black when everything is off . But everything was accommodating :)"
United States
adam
The price is HK$706
HK$1,307 total
includes taxes & fees
25 Nov - 26 Nov
ACE STAYS: Modern 1 BR apartment in Vincennes

5. Tiny House

Tiny House
Olney
10.0 out of 10, Exceptional, (1 review)
"Quiet cozy clean little spot !"
United States
Janet
The price is HK$784
HK$1,097 total
includes taxes & fees
7 Dec - 8 Dec
Tiny House

6. Ace Stays : Vincennes 1BR

Ace Stays : Vincennes 1BR
Vincennes
The price is HK$980
HK$1,713 total
includes taxes & fees
8 Dec - 9 Dec
Ace Stays : Vincennes 1BR

7. Centrally Located 2-bedroom house in Robinson

Centrally Located 2-bedroom house in Robinson
Robinson
The price is HK$862
HK$1,787 total
includes taxes & fees
20 Nov - 21 Nov
Centrally Located 2-bedroom house in Robinson

8. Cozy Loft Hideaway in Robinson

Cozy Loft Hideaway in Robinson
Robinson
10.0 out of 10, Exceptional, (3 reviews)
"Very pleasant stay. The loft was very clean and cozy as advertised."
United States
Mitchell M.
The price is HK$854
HK$1,607 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Loft Hideaway in Robinson

9. 3 BR House Near Hershey/Marathon

3 BR House Near Hershey/Marathon
Robinson
The price is HK$792
HK$1,583 total
includes taxes & fees
7 Dec - 8 Dec
3 BR House Near Hershey/Marathon

10. Peaceful Meadows - Peaceful Meadows

Peaceful Meadows - Peaceful Meadows
Flat Rock
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. Host was very welcoming."
United States
Patricia M.
The price is HK$2,460
HK$4,186 total
includes taxes & fees
12 Nov - 13 Nov
Peaceful Meadows - Peaceful Meadows

11. The Robinson Roost

The Robinson Roost
Robinson
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful property and great host. Great communication, clean, organized, and all necessary amenities. We will definitely be back!"
United States
Cara T.
The price is HK$1,062
HK$2,233 total
includes taxes & fees
7 Dec - 8 Dec
The Robinson Roost

12. 3 Bed/1 Bath Close to Everything in Robinson

3 Bed/1 Bath Close to Everything in Robinson
Robinson
The price is HK$1,035
HK$1,890 total
includes taxes & fees
7 Dec - 8 Dec
3 Bed/1 Bath Close to Everything in Robinson

13. Illinois Vacation Rental Home: Pets Welcome

Illinois Vacation Rental Home: Pets Welcome
3.0 star property
Palestine
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,121
HK$2,712 total
includes taxes & fees
8 Dec - 9 Dec
Illinois Vacation Rental Home: Pets Welcome

14. Illinois Vacation Rental Home: Pets Welcome

Illinois Vacation Rental Home: Pets Welcome
Palestine
7.0 out of 10, Good, (2 reviews)
"Clean and comfortable. "
United States
Dori N.
The price is HK$855
HK$2,659 total
includes taxes & fees
8 Nov - 9 Nov
Illinois Vacation Rental Home: Pets Welcome

15. Updated Robinson Vacation Rental w/ Fireplace!

Updated Robinson Vacation Rental w/ Fireplace!
Robinson
8.6 out of 10, Excellent, (4 reviews)
"Nice place! We watched eclipse on the trip. Had a great time. :DEvolve team answered our questions promptly."
United States
Minfei
The price is HK$1,623
HK$3,329 total
includes taxes & fees
8 Nov - 9 Nov
Updated Robinson Vacation Rental w/ Fireplace!

16. Spacious 3BR on the Square

Spacious 3BR on the Square
Robinson
2.0 out of 10, (1 review)
The price is HK$996
HK$1,988 total
includes taxes & fees
8 Dec - 9 Dec
Spacious 3BR on the Square

17. Updated Robinson Vacation Rental w/ Fireplace!

Updated Robinson Vacation Rental w/ Fireplace!
3.0 star property
Robinson
The price is HK$2,031
HK$3,424 total
includes taxes & fees
8 Nov - 9 Nov
Updated Robinson Vacation Rental w/ Fireplace!
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.

Find holiday rentals that suit your style

Find out more about Bridgeport

Search for holiday rentals in Bridgeport on Expedia! You can easily find your home rentals, villas, holiday apartments in Bridgeport using one of the methods below:

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Look no further and take a look at our great range of rental properties in Bridgeport!

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?

The GreyStone House: This holiday home rental outside of Bridgeport is located in the city centre, and has a patio, a garden and a BBQ to put you at ease 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. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.