Holiday rentals in Calhoun

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Top-rated holiday rentals in Calhoun

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

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Top guest favourite
A studio-style layout features a spacious bed dressed in colorful stripes, accompanied by a cozy armchair and a small table. Natural light fills the room through large windows, and decorative elements include a painting above the bed and a sunburst mirror on the wall.
Loft in Newton
4.98 out of 5 average rating, 103 reviews

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.

Top guest favourite
A welcoming living area features a comfortable sofa and armchair, paired with a decorative area rug. A flat-screen TV is mounted near a stone fireplace, surrounded by natural light from the windows. Indoor plants add a touch of greenery to the space.
Cottage in Effingham
4.94 out of 5 average rating, 554 reviews

Centrally located, Peaceful Cabin by the Beach

The cabin sits in the trees along beautiful Lake Sara. The newly remodeled cabin offers a quiet place to relax and unwind. You can bring your kayaks, paddle boards or trailer your family boat along for some fun tubing and skiing on the lake. The dock allows for the boat to be left in the water till the end of your stay. The Marina, Pinky’s (waterfront restaurant), Rusty Reel (bar below Pinky’s ), Cardinal Golf Course, Lake Sara Campground and Lake Sara Beach are all a short walk from the cabin!

Top guest favourite
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.
Flat in Teutopolis
4.95 out of 5 average rating, 616 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

Top guest favourite
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, 160 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 favourite
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, 413 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 favourite
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
4.92 out of 5 average rating, 12 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.

Guest favourite
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, 85 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 favourite
The front exterior of the vibrant yellow cottage is framed by a white picket fence. A welcoming red door is centered beneath the front porch, which is supported by white columns. Lush green grass lays in the yard, with two hanging planters on either side of the door.
Cottage in New Harmony
4.99 out of 5 average rating, 103 reviews

Honeycomb Hideaway

Welcome to Honeycomb Hideaway, a vibrant yellow cottage nestled in the heart of historic New Harmony, Indiana. Our cozy one-bedroom retreat offers a peaceful and exciting escape, just steps away from Murphy Park, fantastic restaurants, and captivating tourist activities. Immerse yourself in New Harmony's rich heritage, exploring charming streets, unique shops, and art galleries. Indulge in local cuisine or embark on outdoor adventures in parks and walking trails.

Guest favourite
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, 233 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 favourite
Castle in Fairfield
4.94 out of 5 average rating, 221 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.

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, 140 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
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, 103 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.

Popular amenities for Calhoun holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Richland County
  5. Calhoun