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Bridgeport Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Bridgeport vacation rentals

A wooden staircase with a metal railing leading to a garage door.

1. 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 AED 496
AED 868 total
includes taxes & fees
14 Nov - 15 Nov
Relaxing Small-Town Retreat in Lawrenceville
A circular fire pit with a metal stand in a grassy area surrounded by trees.

2. 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 AED 1,153
AED 1,872 total
includes taxes & fees
16 Nov - 17 Nov
Peaceful Meadows - Peaceful Meadows
A white door with a mailbox labeled "129" and a keypad lock.

3. 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 AED 213
AED 443 total
includes taxes & fees
14 Dec - 15 Dec
Studio with Queen Bed
A modern kitchen with a microwave, stove, and sink.

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 AED 331
AED 642 total
includes taxes & fees
25 Nov - 26 Nov
ACE STAYS: Modern 1 BR apartment in Vincennes
A view of a grassy area with a body of water, a brick building, and a clear sky.

5. Ace Stays : Vincennes 1BR

Ace Stays : Vincennes 1BR
Vincennes
The price is AED 459
AED 803 total
includes taxes & fees
18 Nov - 19 Nov
Ace Stays : Vincennes 1BR
A spacious living room with leather sofas, a dining table, and a ceiling fan.

6. 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 AED 525
AED 1,271 total
includes taxes & fees
23 Nov - 24 Nov
Illinois Vacation Rental Home: Pets Welcome
A room with a wooden staircase, a television on a cabinet, and a white door with glass panels.

7. Tiny House

Tiny House
Olney
10.0 out of 10, Exceptional, (1 review)
"Quiet cozy clean little spot !"
United States
Janet
The price is AED 367
AED 487 total
includes taxes & fees
16 Nov - 17 Nov
Tiny House
A spacious kitchen with modern appliances, a dining area with a glass-top table, and a ceiling fan.

8. 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
Updated Robinson Vacation Rental w/ Fireplace!
A house with a porch, a door, and a window.

9. 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 AED 331
AED 592 total
includes taxes & fees
6 Dec - 7 Dec
ACE STAYS -Modern 1BR townhouse in Mount Carmel
A living room with a sectional sofa, a ceiling fan, a TV, a lamp, and a door with blinds.

10. ACE STAYS: Modern 1 BR Townhouse in Mt Carmel

ACE STAYS: Modern 1 BR Townhouse in Mt Carmel
Mount Carmel
10.0 out of 10, Exceptional, (1 review)
The price is AED 331
AED 592 total
includes taxes & fees
6 Dec - 7 Dec
ACE STAYS: Modern 1 BR Townhouse in Mt Carmel
A black door with a grid pattern, a white door frame, and a small sign above the door reading "103 West Walnut".

11. 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 AED 400
AED 722 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Loft Hideaway in Robinson
A spacious living room with leather sofas, a dining table, and a ceiling fan.

12. 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 AED 400
AED 1,246 total
includes taxes & fees
23 Nov - 24 Nov
Illinois Vacation Rental Home: Pets Welcome
A white exterior wall with a door featuring a decorative glass panel. Two turquoise plastic chairs are positioned outside the door.

13. 3 BR House Near Hershey/Marathon

3 BR House Near Hershey/Marathon
Robinson
The price is AED 371
AED 742 total
includes taxes & fees
17 Nov - 18 Nov
3 BR House Near Hershey/Marathon
A street view at night with buildings, a car parked on the side, and a tree in the foreground.

14. 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 AED 498
AED 1,046 total
includes taxes & fees
24 Nov - 25 Nov
The Robinson Roost
A compact kitchen with a gas stove, a dining table with chairs, a sink, and a window providing a view of the outdoors.

15. 3 Bed/1 Bath Close to Everything in Robinson

3 Bed/1 Bath Close to Everything in Robinson
Robinson
The price is AED 485
AED 885 total
includes taxes & fees
14 Nov - 15 Nov
3 Bed/1 Bath Close to Everything in Robinson
A spacious kitchen with modern appliances, a dining area with a glass-top table, and a ceiling fan.

16. Updated Robinson Vacation Rental w/ Fireplace!

Updated Robinson Vacation Rental w/ Fireplace!
3.0 star property
Robinson
Updated Robinson Vacation Rental w/ Fireplace!
A laundry room with two washing machines, a bed in the background, and a ceiling fan.

17. Centrally Located 2-bedroom house in Robinson

Centrally Located 2-bedroom house in Robinson
Robinson
The price is AED 404
AED 802 total
includes taxes & fees
20 Nov - 21 Nov
Centrally Located 2-bedroom house in Robinson
A living room with a grey sofa, a black coffee table, a TV stand, and a patterned rug. There are two stools and a kitchen area visible in the background.

18. Spacious 3BR on the Square

Spacious 3BR on the Square
Robinson
2.0 out of 10, (1 review)
The price is AED 466
AED 893 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 3BR on the Square
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.
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Top Bridgeport Hotel Reviews

Gas Lite Motel

Gas Lite Motel

10/10 Excellent
"It was quiet, the rooms were decent over all for the price it wasnt bad"
Shiloh 1-night trip
Posted 8 days ago
Gas Lite Motel

Frequently asked questions

Can I find vacation rentals in Bridgeport?

Yes, there are vacation rentals close to top sights in Bridgeport, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Bridgeport?

The GreyStone House: Visitors like this Bridgeport vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 larger area, you’ll find Red Hills State Park and Harrison Mansion.

What are vacation rentals like in Bridgeport?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Bridgeport. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for families.