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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Guest favorite

Cottage in Effingham

4.94 out of 5 average rating, 517 reviews

Centrally located, Peaceful Cabin by the Beach

JayRating, 5 stars1 week ago

Kristen always informs us timely about what we need to know. We travel with two dogs and her place plus the area where it is are dog friendly and convenient for us. The house is always spotless. We love staying there and plan to do so again.

Guest favorite

Place to stay in Jasonville

5 out of 5 average rating, 13 reviews

Three Canvas Lake Side Cottages at Parakeet Cove

JonRating, 5 stars8 months ago

We have a family of seven and there was plenty of room for all of us to camp out here. The time flew by fast as they have a lake on property with plenty to do (kayaking, swimming, fishing). The hosts were very friendly and helpful all the way through the entire stay. They had all the amenities for a comfortable visit. We definitely recommend this place and will be back again. What stood out the most to me is that you can see the galaxies at night very clearly from the property and it was very quiet and private. The tents were very clean, comfortable, and our children enjoyed camping out. The tents come with air conditioning, many plug ins, along with lighting and a small fridge. The beds were very comfortable. There is a double restroom and shower on site that is private to your own camp, which is connected to city water. There is a bait shop and stores within 3 miles from the camp site. There is also a state park not far away (Shakamak). We highly recommend this property

Guest favorite

Farm stay in Evansville

4.89 out of 5 average rating, 28 reviews

The Moonlight Hollow - Moonlight Haven

TaylorRating, 5 stars2 weeks ago

The camper was so cozy & fun! My two friends and I had just enough space. We would highly recommend the farm experience! We loved getting to meet the piglets and baby goats! Definitely an air b&b to remember. They were great hosts and gave us such a thorough tour of the property and their farm! Such friendly people!

Guest favorite

Bungalow in Fairfield

4.97 out of 5 average rating, 103 reviews

Davis House

JenniferRating, 5 stars2 weeks ago

Fantastic accommodation for us with our partially disabled 89yo mother to visit family in Fairfield. The commercial location accommodated our large van and portable wheelchair ramp. Location was also peaceful all weekend. The house worked for her walker inside. The kitchen was wonderfully equipped and clean. Thank you Jen for access to your cute house.

Guest favorite

Home in Terre Haute

4.98 out of 5 average rating, 60 reviews

Lakefront Paradise *Indoor Pool* *Arcade*

ThuhuongRating, 5 stars1 month ago

This place was great! My family and I loved how clean the whole house and pool were. The kids loved the pool! Nice heated pool! Felicia was so fast at replying back, made it so easy to communicate. We would definitely come back here in the summer to enjoy the lake and outdoor activities!

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What guests are saying

Crow's Country Chateau

4.8 out of 5 average rating, 41 reviews4 months ago

We had a wonderful time! Beautiful setting. The house is very spacious and comfortable. The host also had the home beautifully decorated for the holidays. While you are in a country setting that is a peaceful getaway, you are about a 10 min drive to lots of shopping and restaurants. Highly recommend.

Home in Terre Haute

What guests are saying

Haven on the Lake-Swim/Fishing Dock-8 Beds-2 Baths

4.98 out of 5 average rating, 83 reviews4 weeks ago

My family rented the house for a couple of days for a quick family reunion. The house was great, had plenty of space for all of us. It had everything you could need and was well equipped. We are hoping to make this an annual event and this is our house of choice.

Home in Effingham

What guests are saying

Nothin’ Fancy

4.98 out of 5 average rating, 52 reviews1 week ago

What a great discovery! Cute little place with everything you need for a comfortable stay! It’s close to our kids and grandkids and so much better than a hotel! Clean, cozy, comfortable bed, and a wonderful place to land for the weekend! John & Samantha were easy to communicate with and very helpful! We will stay again!

Home in Flora

What guests are saying

Amazing View Christmas Homestead

4.97 out of 5 average rating, 35 reviews8 months ago

My family stayed here for 4 nights and it was perfect. The game room/second living room was a perfect area for the older kids to hang out at. The place is very accommodating with everything you need. The location was perfect to go to holiday world and secluded with no worries about traffic with kids outside. Would definitely recommend staying here!

Home in Dale

What guests are saying

Amazing 4 bdrm house- sleeps 10

4.91 out of 5 average rating, 68 reviews6 days ago

Great 4 bedroom is exactly what it is. Clean and well appointed, everything you may need is provided. DJ was on call during our stay and was friendly and responsive. We notified him the microwave was out of order and he delivered a replacement within hours. This home has an open concept layout and was perfect for our family stay. We will definitely look to stay here again!

Home in Vincennes

What guests are saying

Eagles Nest (Eagle Adventures LLC)

5 out of 5 average rating, 20 reviews7 months ago

Absolutely LOVED our stay! 10/10 highly recommend to all. Do not pass this place up. It is peaceful and private, but not too far from town (less than 10 minutes) Karen and Ron have went above and beyond with the inside of the home. Everything is labeled and very easy to navigate. Karen met us to give us a quick tour upon check in and was super responsive through our stay. The pool is amazing and worth the price alone. There are games and stuffed animals for the kids and tons of water toys and floats. Next time all we will need to bring is our swimwear! There are bathroom toiletries, kitchen utensils, many coffee options, endless towels, etc. These hosts are top tier! We will be coming back for sure!

Home in Ferdinand

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Popular amenities for Bridgeport vacation rentals

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Other great vacation rentals in Bridgeport

Superhost

Home in Sullivan

4.91 out of 5 average rating, 11 reviews

Country rental

AshleyRating, 5 stars1 month ago

Was a very nice stay! Didn’t have any issues and was a well kept house

Guest favorite

Home in Evansville

4.88 out of 5 average rating, 25 reviews

City Cottage

IrisRating, 5 stars8 months ago

Cute little house. Very clean. Close to the car show. Will stay again. Thanks for letting us stay at your home.

Top guest favorite

Tiny home in Hawthorne Township

5 out of 5 average rating, 14 reviews

Welcome to The Farm

ChristopherRating, 5 stars4 months ago

I can't say enough about the property and the host. Amazing all around.

Superhost

Farm stay in Marshall

4.81 out of 5 average rating, 21 reviews

Private Rustic 6 bedroom Barndominium

KylinRating, 5 stars1 day ago

We so appreciated this space as a spot for family and wedding party to rest after the rehearsal and get ready for the big day. Short drive to Castle Finn Winery. It is a homey space, definitely feels like someone personal space but still felt very clean and the beds were comfortable and clean, very clean bathrooms. The host was very accommodating, responsive, and the area was quiet.

Superhost

Cabin in Xenia

4.79 out of 5 average rating, 34 reviews

Skillet fork lodge

MicheleRating, 5 stars4 weeks ago

Was just what we were looking for while visiting this small town. Very easy check in, Ronald was very responsive to messages. Beds were comfortable and had extra pillows and blankets if needed, place was very clean, easy to find and get in/out. Few restaurants close for such a small town. Will be staying again if in the area!!

Top guest favorite

Home in Fairfield

4.98 out of 5 average rating, 41 reviews

The Judge

ShannonRating, 5 stars1 month ago

Great place! Lots of room, comfortable, and spotless. I highly recommend!

Top guest favorite

Home in McLeansboro

5 out of 5 average rating, 42 reviews

Kick back & relax at this home away from home

ChrisRating, 5 stars4 months ago

Lacey was very easy to deal with and the house was very cozy and clean. I come up here a few times a year and I will be staying here again.

Guest favorite

Apartment in Shelburn

4.92 out of 5 average rating, 39 reviews

Gorgeous Apartment-Quiet Street.

VincentRating, 5 stars3 months ago

Stayed here only one night for a quick stop but would love to come back to the area for the nature and a longer stay. House was very nice and clean and the bed was comfortable.

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Vacation rentals in Bridgeport

Top-rated vacation rentals in Bridgeport

Crow's Country Chateau

Picturesque country cottage

SilverVine

Haven on the Lake-Swim/Fishing Dock-8 Beds-2 Baths

Nothin’ Fancy

Little Red Cabin

Amazing View Christmas Homestead

Little Green Getaway Palestine/Robinson area

Huge Home for Everyone!

Squire Cottage

Amazing 4 bdrm house- sleeps 10

Eagles Nest (Eagle Adventures LLC)

Vacation rentals for every style

Popular amenities for Bridgeport vacation rentals

Other great vacation rentals in Bridgeport

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