Vacation rentals in Bridgeport

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Top-rated vacation rentals in Bridgeport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A studio-style layout features a spacious bed dressed in colorful stripes, accompanied by a cozy armchair and a small table. Natural light fills the room through large windows, and decorative elements include a painting above the bed and a sunburst mirror on the wall.
Loft in Newton
4.98 out of 5 average rating, 103 reviews

Meraki Loft

A peaceful atmosphere in a quaint small town, Meraki Loft is a place for you to be still and hear your own voice. This loft is situated on the north side of the town square in Newton, IL in one of Jasper County's oldest buildings. Guests are invited to enjoy our relaxing atmosphere, go for walk on the nearby Eagle Trails, visit a neighboring gym, take a class at the Dance Hall Studio, receive a healing touch massage, or visit one of our many natural resources. Most of all, live in the moment.

Guest favorite
A spacious bedroom features a large bed with neutral linens and two pink pillows. A flat-screen television is mounted on the wall opposite the bed. Natural light filters through sheer curtains covering the window, while a full-length mirror stands beside the window.
Home in Lawrenceville
4.91 out of 5 average rating, 11 reviews

Home away from Home

Beautiful, classic rural location with both Cape cod and craftsman style features on 1 acre with amazing garden and trees including walnut,3 cherry trees, and blackberries. located only 7 miles from downtown Vincennes Indiana and 5 minutes from downtown Lawrenceville Walmart. Home has many features 2 bedrooms and a dedicated office space with ample closet space. 2 modern bathrooms, family room, large dinning room, a modern eat - in kitchen, Security cameras around the perimeter outside.

Top guest favorite
The cabin's exterior is gently nestled among lush greenery, showcasing wood siding and a welcoming red front door. A paved pathway leads through manicured landscaping, with trees providing shade in the vicinity. The serene lake is visible behind the cabin, enhancing the natural setting.
Cabin in West Salem
4.99 out of 5 average rating, 140 reviews

Lake Cabin in the Woods

🌲Looking for a relaxing getaway? Need a peaceful stopover on your Midwestern travels? Craving tranquility in a remote setting? Look no further—Lake Cabin in the Woods is your perfect retreat! Nestled about 60 miles from both Effingham, IL and Evansville, IN, our cabin offers the solitude you’re seeking without being too far from major highways. Located between Interstate 70 and Interstate 64, it’s a serene escape with easy access to wherever your journey leads.

Guest favorite
A welcoming entryway features two white plastic chairs positioned by a small, wooden shelf. A potted plant sits atop the shelf, while a doormat with the word 'Welcome' greets guests. The floor is adorned with a blue and white chevron pattern, enhancing the airy space.
Apartment in Vincennes
4.79 out of 5 average rating, 43 reviews

1 Bedroom Apartment Unit 1

Private one bedroom one bathroom with large kitchen! Close to everything. Located 1 block from the library. 0.5 miles from Vincennes University. 0.9 miles to Good Sam. A hotel room with a full kitchen AND it’s cheaper. Fully equipped kitchen provides coffee pot, filters, paper towels, etc for easy use. Willing to accommodate pets for an additional fee of $25 for cleaning and count them as a guest ($10 per day). *Backyard is currently unavailable.

Guest favorite
A modern bathroom features a wooden vanity with a smooth countertop and multiple faucets. A large mirror reflects the space, while beige and grey tiles complement the decor. The shower area showcases a tiled wall with decorative accents, providing a clean and functional atmosphere.
Guest suite in Fairfield
4.82 out of 5 average rating, 231 reviews

Day of Rest

This place is in a private, residential neighborhood but only a few blocks from businesses, shopping and restaurants. There are two small parks for children to play at, nearby. There is plenty of parking for multiple vehicles or a commercial truck/trailer. Bright outdoor LED lighting provides a safe atmosphere. This property is attached to a small venue. The venue has a full kitchen area that can be rented for an additional fee.

Top guest favorite
Castle in Fairfield
4.94 out of 5 average rating, 219 reviews

The Vault- 1800s National Bank 7 min off I-64

This historic bank, built in the 19th century has been vacant for many years, but we've restored it to its former glory. complete with the original walk in bank Vault . The Vault has a king and queen size bed, plus a rollaway bed with a memory foam mattress. We have another Airbnb, called The Citadel located upstairs. If you have a large family, you can book both places. Minors must be accompanied by an adult at both locations.

Top guest favorite
An open living space displays a rustic design with exposed wooden walls and a metal ceiling. A comfortable recliner is positioned near a modern kitchen featuring stainless steel appliances. A vintage-style coffee table and accent pieces enhance the lively atmosphere of the room.
Home in Olney
4.97 out of 5 average rating, 102 reviews

Chateau Monroe - Rustic feel / modern convenience

This 2 bedroom 1.5 bath home got a major facelift in 2020. It is located in a quiet neighborhood and has all the conveniences you could want. Hi-speed internet, washer & dryer, dishwasher, tankless water heater with endless hot water. 58" TV, even a record player. There are 2 bedrooms with a queen bed in each room. There is also a sectional that suits fine for a child or teen to crash on.

Top guest favorite
A serene view captures the cottage nestled beside a calm pond, surrounded by trees reflecting in the water. The clouds above display soft hues at sunset, enhancing the natural beauty of the secluded setting.
Cottage in North Muddy Township
4.96 out of 5 average rating, 132 reviews

Bev's Country Cottage

A small quiet cottage off the beaten path, located only minutes from Newton Lake Fish and Wildlife Area. This is a great place for hunters, fishermen or just someone that wants to get away from the city. It has exactly what you need to enjoy a long weekend full of the great outdoors. As hosts we want our guest to enjoy their stay so we are available to help with anything.

Top guest favorite
A single-story white house is depicted, featuring a central door framed by two windows on either side. A mailbox is located beside the door, and a grassy area extends to the right. Leafless trees stand in the background, complementing the residential setting.
Apartment in Robinson
4.97 out of 5 average rating, 39 reviews

Cozy retreat apartment

Kick back and relax in this calm, stylish, newly remodeled 1 bedroom/1 bath apartment. Located in the heart of Robinson, several blocks from the city park; you will love the peace and quiet of a relaxed neighborhood while enjoying easy access to the many restaurants and shops Robinson has to offer!

Top guest favorite
The guesthouse exterior is framed by lush greenery and colorful flower beds, featuring a rustic wooden facade. Large windows allow natural light into the interiors. A stone pathway leads to the entrance, enhancing the inviting atmosphere of the property surrounded by mature trees.
Cabin in Robinson
4.99 out of 5 average rating, 137 reviews

Rustic Guest House Cabin in a Secluded Setting

Let this guesthouse be your home away from home! Guests will enjoy the rustic feel of the private guesthouse located on 1 acre of land and surrounded by mature trees. Nearby in Robinson there are historic sites, hiking & lakes, golf, wineries and much more!

Superhost
A single-story house is depicted, featuring a welcoming front porch with a white railing and steps leading to a landscaped area. The exterior is clad in light gray siding, complemented by maroon shutters. A clear blue sky and surrounding trees enhance the inviting outdoor setting.
Home in Vincennes
4.87 out of 5 average rating, 179 reviews

Cozy Two Bedroom Home

Enjoy easy access to everything from this perfectly located home base. The newly renovated house is a one minute drive to Good Samaritan Hospital, three minutes from Vincennes University and across the street from the George Rogers Clark Monument and Park.

Top guest favorite
A wooden deck with a red railing provides access to a tan exterior of a cabin. Two windows are visible, framed in white, with a door situated centrally. The deck is surrounded by green grass and tall trees in the background.
Cabin in Bridgeport
5 out of 5 average rating, 19 reviews

Catfish Cabin

Relax with the whole family at this peaceful place to stay. Feed the fish, relax on the deck.

Popular amenities for Bridgeport vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Lawrence County
  5. Bridgeport