Vacation rentals in Bridgeport

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.

The Shoe Inn, a modern apt in downtown Teutopolis

Welcome to The Shoe Inn! You'll be at the center of town within walking distance to all the places you need to be: banquet halls, five bars, restaurants, Wessel's grocery store, ice cream shop, church, hardware store, and community parks. Smart lock, contactless entry is available for a convenient & safe stay. Enjoy the full size washer & dryer (no detergent provided) , fireplace, kitchenette (no stove), free parking, Samsung 50" smart TV w/ 100's of cable channels, Alexa device, & free WiFi

The Angel Carriage House in New Harmony

Cozy and elegant, located in the heart of historic New Harmony, this 1920's carriage house was reimagined, expanded, and tastefully furnished as a stand-alone guest house in 2016. It includes a fully equipped kitchen, roomy bedroom plus queen-sized sofa bed in the living room, two full baths, hi-speed WIFI, three HD TVs, a private back porch with one of the best views in New Harmony, and heated & A/Ced garage. Relax and recharge, just one or two blocks from the town's key attractions.

The Candy Kitchen

Take a step back in time as you enter this authentic 1930's Soda Fountain located in downtown Greenup Village of the Porches situated on the Historic National Road. The Loomis Family immigrated from Greece and operated the Soda Fountain and Confectionary until the 1960's. It has since been transformed into a spacious and comfortable living area with the original Soda Fountain still intact, beautiful tin ceiling, and also includes a large kitchen, a separate shower room & powder room.

The Main Street Retreat-NO CLEANING FEES

Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

New Harmony Cottage

Open concept cottage w lots of space for one or two located in the Historic District of New Harmony. Free street parking, a sitting area and comfortable queen bed. Washer/Dryer and a small kitchenette (no stove or cooktop.) WiFi and and a Smart TV for your convenience. Bring your Netflix or Hulu passwords. Be our guest in your own space. Easy no contact checkin & checkout. Coffee/Tea bar or Black Lodge Coffee! *FYI check hours for shops & restaurants that you plan on visiting.

Guest House with acreage to explore.

Relax with the whole family at this peaceful place to stay. The wooded property provides maintained walking trails for plenty of wildlife viewing pleasure and exercise. The property also features a swimming pond. Location is 8 miles from Lincoln State Park and Lincoln Amphitheater. 10 miles from Interlake State Off Road Recreation Area. 13 miles from Holiday World. 30 miles from Evansville casinos. This is a four season resort/stay, with long summers and mild winters.

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.

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.

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.

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.

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!