Holiday rentals in Bridgeport

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Top-rated holiday rentals in Bridgeport

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

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Top guest favourite
Home in Olney
4.98 out of 5 average rating, 98 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 wildlifešŸ’— 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! šŸ˜

Top guest favourite
A vibrant mini beach house is situated beside a calm body of water, surrounded by lush trees. Multiple kayaks in green and blue are lined up at the shore, while a shaded seating area with a red umbrella provides a spot for relaxation.
Tiny home in Jasonville
4.99 out of 5 average rating, 147 reviews

Beach Style Lakeside Mini Cottage Idle Zone

Beds/NO LINENS Showers/ NO TOWELS Kitchen/sink mini fridge no stove outside grill, fire pit, and cast iron provided. Dishware, silverware, and cooking utensils provided. Things you will need to bring: Linens, pillows, towels, dish rags and personal hygiene items. We will provide enough trash bags, toilet paper, dish soap to get you started after that its renters responsibility. We have state certified kilm dried firewood for sale $6 bundle. Coffee Pot take both grounds and k-cups. 4 lawn chairs.

Guest favourite
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
4.94 out of 5 average rating, 120 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.

Guest favourite
A single-story home is shown, featuring a light blue exterior and a symmetrical layout. A metal roof reflects sunlight, while a green lawn is framed by shrubs and trees. A paved driveway leads to a garage on one side, creating a welcoming entrance.
Home in Sullivan
4.9 out of 5 average rating, 30 reviews

3 Bedroom Bungalow

Your family will be close to everything when you stay at this centrally-located place in Sullivan, Indiana. You will have everything you need in a home away from home. Fully furnished with all your kitchen needs. You'll have Wi-Fi with 2 smart TVs and a dvd TV. Fenced in back yard with gas grill included. Pet friendly with extra deposit. This home is only minutes from Sullivan Lake, the city park and pool, bowling alley, grocery store, Walmart, and many restaurants.

Top guest favourite
The living area features wooden walls and ceiling, complemented by a braided rug on the floor. Comfortable seating includes two recliners and a cozy sofa. A dining area with bar stools is visible, along with a ladder leading to the sleeping loft above.
Cabin in Fairfield
4.96 out of 5 average rating, 102 reviews

Forested Retreat

This is a nice spacious cabin in the woods right on the water. It has a covered front porch across the entire length of the cabin. There is one bedroom, a sleeping loft, living room, kitchen, dining area, and a bathroom with shower. The interior is all finished in beautiful native hardwood lumber. It is surrounded by large oak trees and has a pond right in front. It is set back approximately 300 ft from a public road which provides excellent privacy.

Top guest favourite
A living room area features a flat-screen TV positioned on a light-colored console. A comfortable armchair is situated nearby, complemented by a small side table. The room is illuminated with soft lighting, and a wooden door provides access to the exterior.
Bungalow in Linton
4.9 out of 5 average rating, 190 reviews

Lake Harvey Vacation Rentals - 2-Bedroom Bungalow

Relax in our 2-bedroom Bungalow on 15-acre Lake Harvey just south of Linton, Indiana on the edge of Goose Pond Fish & Wildlife area, and just minutes from Greene Sullivan State Forest. Perfect for your hunting/fishing trip, or to bring your family for a peaceful vacation. Our Bungalow features 2 bedrooms, one with 2 queen beds, and one with a double bed, living room, dining room, fully equipped kitchen, 2 full bathrooms, and an attached carport.

Top guest favourite
A modern bathroom is presented with dual vanities featuring granite countertops. Two circular mirrors are mounted above the sinks, reflecting the space. Dark towels hang neatly beside the toilet, while a walk-in shower with a glass enclosure is visible on the left.
Home in Mount Carmel
4.98 out of 5 average rating, 56 reviews

Cunningham Cottage

The Cunningham Cottage is a 2 bedroom, 1 bathroom, home nestled in the heart of Mt. Carmel, IL. This newly-updated cottage features a spacious walk-in shower and double vanity, two queen-size beds, a covered garage, screened in patio and so much classic charm. Enjoy the convenience of a washer and dryer, local coffee shops, boutiques, restaurants and other small businesses within walking distance.

Top guest favourite
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, 148 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 favourite
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, 135 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 favourite
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, 143 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!

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
4.86 out of 5 average rating, 200 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.

Guest favourite
A charming cottage with a metal roof is surrounded by lush greenery. A stone firepit is positioned in the front yard, accompanied by a wooden bench and a grill. A porch with steps leads to the inviting entrance, enhancing the cottage's rustic appeal.
Cottage in Lyons
4.89 out of 5 average rating, 109 reviews

The Goose Pond Cottage

Located in a private secluded and wooded area, it offers a peaceful and exceptional place to stay. It has a Queen sized bed downstairs and stairs to a loft with 2 twin XL beds. It also has a full kitchen and an outdoor firepit with grill.

Popular amenities for Bridgeport holiday rentals

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  2. United States
  3. Illinois
  4. Lawrence County
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