Vacation rentals in Calhoun

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Top-rated vacation rentals in Calhoun

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Top guest favorite

Home in Olney

4.98 out of 5 average rating, 86 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! 😍

Top guest favorite

A cozy sleeping area features a spacious bed with multiple pillows in neutral tones. Wall sconces provide gentle lighting on either side. A decorative sign with the word 'welcome' is displayed above the headboard, adding a personal touch to the inviting space.

Apartment in Teutopolis

4.95 out of 5 average rating, 602 reviews

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

Superhost

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

4.9 out of 5 average rating, 10 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.

Top guest favorite

An open interior showcases a spiral staircase leading to a loft area. A wooden table with seating for four is located in the foreground, complemented by a small kitchen featuring appliances and exposed brick. Natural light enters through the windows, enhancing the warm tones of the space.

Home in Teutopolis

4.96 out of 5 average rating, 231 reviews

Wooden Shoe Factory, Historic, w/ Bar & Breakfast

Historic 1880 Wooden Shoe Factory by Wooden Shoe Maker Gerhard Deymann. A great getaway Tiny House from the past with a Bar & Books. Please take some & leave some :-) Fully furnished. Tons of charm. It has a loft, luggage lift, exposed brick/beams, fireplace, bikes, antiques, front sitting area, swing, grill, back patio, yard, private parking, appliances, vaulted ceilings. 6 minutes to I57, I70, Effingham, & dozens of restaurants. 1 block to 7 Teutopolis Bars, & diners.

Guest favorite

The exterior of a charming tiny home is depicted, featuring a light-colored facade with a welcoming front porch. Two chairs are positioned on the porch, and twinkling string lights above enhance the outdoor space. Surrounding trees provide a natural backdrop.

Tiny home in Olney

4.96 out of 5 average rating, 81 reviews

The Burkhaus

Welcome to The Burkhaus, your perfect getaway in our charming small town. This renovated tiny home offers a unique, intimate retreat. Nestled in our friendly community, you'll find a cozy loft bed with bamboo sheets and a memory foam mattress, ensuring a restful night's sleep. Relax on the porch, ideal for morning coffee or unwinding under twinkling patio lights. The Burkhaus isn't just a place to stay—it's a place to feel at home and experience genuine small-town charm.

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, 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 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, 100 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 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, 107 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

4.83 out of 5 average rating, 224 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

4.94 out of 5 average rating, 218 reviews

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.

Superhost

The sleeping area contains two spacious beds with soft bedding, positioned near large windows dressed in light, patterned curtains. A ceiling fan is visible above, and a cozy atmosphere is created by warm, earthy tones on the walls.

Apartment in Olney

4.58 out of 5 average rating, 12 reviews

Emerald Bungalow Apartment

This 1 bedroom Bungalow apartment is set on 16 acres available for bow hunting within the heart of Olney. Coming for nature? Look out your window to see one of our famous white squirrels or check out one of the three lakes in town. Thirsty or hungry? Head across the street to Ginger Ale's or down the road to HV's Food & Spirits. Light sleepers beware, this property is in earshot of a highway.

Top guest favorite

An open living space displays a rustic design with exposed wooden walls and a metal ceiling. A comfortable recliner is positioned near a modern kitchen featuring stainless steel appliances. A vintage-style coffee table and accent pieces enhance the lively atmosphere of the room.

Home in Olney

4.97 out of 5 average rating, 100 reviews

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.