Vacation rentals in Bridgeport

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Top-rated vacation rentals in Bridgeport

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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, 105 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.

Top guest favorite
Home in Olney
4.98 out of 5 average rating, 93 reviews

Lakeside Lodge w/Private Beach

Nestled on the shores of Borah Lake, our 2-story lodge is the perfect escape for families and anglers. Enjoy a myriad of water adventures: swim, fish, or dock your boat right at your doorstep, or regular viewing of White Squirrels and other wildlife💗 As the sun sets, retreat into our cozy haven or gather around a crackling campfire. Embrace the essence of lake-life in a place where each moment is not just spent, but cherished. Ready for an unforgettable stay? Book your dream retreat today! 😍

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
4.85 out of 5 average rating, 13 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.

Guest favorite
The home’s entrance is illuminated by soft outdoor lights, highlighting a covered porch with two comfortable chairs. Steps lead up to the front door, surrounded by light snow on the ground, creating a serene evening ambiance.
Home in Robinson
4.95 out of 5 average rating, 108 reviews

The Relax Inn. Freshly remodeled 3 bed 2 bath home

This stylish freshly remodeled house is perfect for the weekend getaway or a long-term stay. The home offers plenty of room for the whole family as well as pets. There is a nicely shaded back yard with a swing set, playhouse and gas grill. The house provides all the necessary amenities and a few extras for a comfortable stay. The house is located close to the Robinson Refinery and offers plenty of parking. This property is designed for comfort for traveling workers and their families.

Top guest favorite
A fireplace with a decorative screen is centered against a white brick wall, complemented by a large wall clock above. Two small windows on either side allow natural light to fill the space. A cozy seating area and television are positioned nearby.
Home in Washington
4.91 out of 5 average rating, 104 reviews

Cozy, 2 bdrm home. Weekly and monthly rates avail.

Our sparkling clean home is located in a great neighborhood in the heart of Washington, IN. Our small town boasts of 1) Multiple dining options, 2) Coffee shops, 3) Shopping and entertainment. Or if you are wanting something a little quieter and at home you will find a host of 4) Outdoor games, 5) Bikes, and more in the storage building out back. So whether you are here on vacation or business our goal is to make you comfortable and at home while you are in our area.

Guest favorite
An open dining area features a wooden table surrounded by black chairs. A lighted ceiling fan adds to the space, while a clock is mounted on the wall. The kitchen is visible, equipped with a white refrigerator and cabinetry, and a large window allows natural light to filter in.
Home in Olney
4.93 out of 5 average rating, 14 reviews

The Adams Street Suite

This quiet, cozy home is tucked into a peaceful neighborhood—perfect for relaxing after a long day of travel, work, or adventure. The Adam’s Street Suite offers a comfortable feel with thoughtful touches throughout, including a coffee bar to jumpstart your mornings. Whether you’re visiting for a night or a longer stay, you’ll find everything you need to feel at ease. Clean, stylish, and designed for comfort—this is the perfect spot to rest, recharge, and enjoy your stay.

Guest favorite
A dining area is visible with a table surrounded by light-colored chairs, each adorned with beige sashes. A small entertainment unit holds a television. Beyond, a cozy seating area features a dark green couch with decorative pillows, complemented by natural light from a window.
Home in Olney
4.98 out of 5 average rating, 40 reviews

SilverVine

• Newly renovated, charming house with 3 bedrooms. (Full bed has outdoor access and laundry accessed through here.) • Perfect if you are in town visiting for reunions, tournaments, white squirrel watching, and short-term professional stays • Features patio space, fire pit for grilling, and coffee bar with Keurig (iced or hot coffee) and French press • Steps from Musgrove Park, offering: • Pickleball courts • Seasonal community pool • Walking paths

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
4.8 out of 5 average rating, 46 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
4.83 out of 5 average rating, 237 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
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, 142 reviews

Lake Cabin in the Woods

🌲Escape to peace and nature at Lake Cabin in the Woods! Unwind in your private hot tub, enjoy the shared pool, and soak up year-round tranquility surrounded by trees and wildlife. Located between I-70 and I-64, about 60 miles from Effingham, IL and Evansville, IN, our cozy cabin offers the perfect blend of seclusion and convenience—ideal for relaxing, recharging, and reconnecting with nature.

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, 134 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
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
4.97 out of 5 average rating, 142 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!

Popular amenities for Bridgeport vacation rentals

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