Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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Top guest favorite

The front exterior of a bungalow is displayed, featuring a light blue facade, white trim, and a welcoming front porch. An American flag is prominently displayed, with a well-maintained lawn and walkway leading to the entrance. Large windows allow natural light to fill the entryway.

Home in Fairfield

5 out of 5 average rating, 38 reviews

The Beverly - a two bedroom retro bungalow

Welcome to our charming 1970’s style bungalow, The Beverly, a time capsule of retro allure perfect for your getaway! Nestled in a quiet neighborhood, this cozy two bedroom home boasts vintage wallpaper and furnishings, and plush carpets that transport you to the stylish era of the ‘70s. Enjoy the fully equipped kitchen or just kick back in the comfy living room. With its eclectic decor and nostalgic ambiance, our bungalow offers a unique stay for those seeking a blast from the past. Book now!

Top guest favorite

An open interior features a cozy seating area with a dark leather chair and a spacious bed dressed in soft linens. Natural light enters through two windows, while wooden beams and a sloped ceiling add warmth to the space. A kitchenette is visible in the background.

Tiny home in Whittington

4.93 out of 5 average rating, 165 reviews

Tiny Cottage of Whittington

This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

Top guest favorite

A rustic cabin is highlighted with wooden siding and a welcoming front porch. Comfortable seating is arranged on the porch, and the warm glow of exterior lighting enhances the evening atmosphere. Views of the nearby pond and surrounding trees are visible from the porch.

Tiny home in Ewing

5 out of 5 average rating, 174 reviews

LilyPad-pondside cabin, kayaks, trail, country

Great for a couple, an outdoorsman, or travelers! This cabin is located on our 20 acre property, less than 10 minutes from Rend Lake, I57 access, and public hunting land and within 1 hour of the Shawnee National Forest. Includes use of kayaks, fishing poles for the catch & release pond, and a walking trail. Bow target use available upon request. Gas grill, firepit and firewood. PLEASE NOTE: its a 12x20 studio cabin with 1 full bed and 1 twin sized foam couch sleeper. We don't allow pets.

Top guest favorite

A charming carriage house features textured red siding and a spacious driveway. Lush flower gardens with colorful blooms line the front, complemented by well-maintained landscaping. A single-car garage is visible, showcasing a clean and inviting exterior that blends harmoniously with the surroundings.

Home in New Harmony

5 out of 5 average rating, 157 reviews

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.

Top guest favorite

The front of the cottage features a welcoming dark blue exterior with a bright red door, flanked by well-maintained gardens. Potted plants and colorful flowers enhance the entrance, providing a charming first impression. A small walkway leads to the door, completing the inviting atmosphere.

Cottage in New Harmony

4.99 out of 5 average rating, 394 reviews

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 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

4.96 out of 5 average rating, 138 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.

Top guest favorite

The exterior of the home features a covered porch with two blue chairs, inviting relaxation. The entrance is marked by a green door and a window, while yellow parking lines indicate available space in front. Surrounding trees provide a natural backdrop.

Bungalow in Fairfield

4.97 out of 5 average rating, 106 reviews

Davis House

Very nice, recently remodeled Home in Fairfield. One bedroom with one and a half bath. The master bed is a king and amazingly comfortable. The Master bath is straight out of a magazine, tile shower, double vanity, and plush towels. The living room couch is a queen pull out. It's as comfortable as a hide a bed couch can be. Completely stocked down to coffee on us! Great location- midway down Main Street. Perfect central location.

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, 220 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

A spacious interior features high ceilings with intricate detailing and large arched windows allowing natural light. Two red beds are positioned opposite a stylish couch. A game table is present, adding an element of leisure. Black curtains frame the windows for privacy.

Castle in Fairfield

4.93 out of 5 average rating, 213 reviews

The Vault- 1800's National Bank 6 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

The exterior of Brick Street Inn is shown, featuring a modern cottage design. A blue front door is framed by large windows, allowing natural light to brighten the space. A stone pathway leads to the entrance, bordered by well-maintained landscaping.

Home in Albion

5 out of 5 average rating, 74 reviews

Brick Street Inn

Welcome to Brick Street Inn, a cozy home located in the center of Albion, Illinois. Brick Street Inn features 2 bedrooms, 2 bathrooms, a full kitchen stocked with all you could need, a fireplace, a covered back porch with seating, outdoor TV, a fire-pit, and MUCH more! Brick Street Inn can sleep 6-7 guests. We are located close to Albion's coffee house, and restaurants and shopping on the Main Street.

Guest favorite

A spacious single-story home is set against a clear blue sky, featuring a large front yard with lush green grass. A brick chimney adds character to the exterior, which is complemented by a paved driveway leading to a two-car garage.

Home in McLeansboro

4.95 out of 5 average rating, 186 reviews

The Sunshine Guest House☆ Pool table/pond/yard fun

The Sunshine Guest House is a bright and welcoming home with an easy to find location right outside of Mcleansboro, (6 miles from Big Red Barn& 9 miles from I64) Wi-fi is available throughout our spacious 4 bedroom and 2 baths. Our house can accommodate up to 9 people. It also includes a large deck for outside entertaining with a charcoal grill, yard games, kids toys and stocked pond.

Superhost

The white single-story house features a welcoming front porch with two entrances. Greenery surrounds the property, including well-maintained hedges and trees that provide shade. A spacious yard is visible, leading toward a quiet road bordered by manicured grass.

Home in Opdyke

4.85 out of 5 average rating, 117 reviews

Country Farmette

A quiet country setting, dark enough to see the stars, but not far from town with everything you need! Come make yourself at home! Need a flexible check in or check out time, ask…we’ll accommodate that if it fits the calendar! We offer late checkout of 6PM on Sundays for an additional $40 if you make arrangements with us to do so.