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Holiday houses in Sullivan

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Top-rated holiday rentals in Sullivan

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

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Top Guest favourite
Home in Mattoon
4.95 out of 5 average rating, 258 reviews

Brickway Retreat

Newly Remodeled 2 Bed, 1.5 Bath home in quiet neighborhood. This modernized house features a large fully furnished kitchen that is open to the dining area. The large living room with 10 ft ceilings has a pull-out sofa. Big screen TVs equipped with Roku streaming service in the master bedroom and living room. Wi Fi throughout the house is included. Enjoy your mornings on the cozy front porch featuring cedar pillars and stamped concrete and enjoy your evenings on the back patio around the fire pit

Top Guest favourite
Home in Sullivan
4.99 out of 5 average rating, 130 reviews

Game Room | Hot Tub | Fire Pit @ Lake Shelbyville

Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

Guest favourite
A spacious waterfront deck is shown, featuring four chairs arranged around a central fire pit. Lush trees frame the view of the calm pond, with gentle ripples reflecting the blue sky. The wood decking complements the natural surroundings, inviting relaxation and enjoyment.
Cabin in Arcola
4.97 out of 5 average rating, 108 reviews

Elk Ridge

Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

Top Guest favourite
Home in Shelbyville
4.98 out of 5 average rating, 102 reviews

Charming Victorian Getaway by Lake Shelbyville

Nestled just 1.6 miles from Lake Shelbyville, this restored Vintage Victorian is the perfect retreat for families and friends. With three cozy bedrooms, a full kitchen, and a relaxing patio overlooking an old brick road, it is made for unwinding and making memories. Shelbyville’s history, parks, shops, and scenic trails offer endless exploring. Located 116 miles from St. Louis and 209 miles from Chicago, this charming home blends comfort, character, and small-town beauty for every guest.

Top Guest favourite
A renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.
Train in Oreana
4.99 out of 5 average rating, 147 reviews

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

Top Guest favourite
Cottage in Sullivan
4.95 out of 5 average rating, 217 reviews

Prairieview Cottage Retreat - Hot Tub Sunsets

REST, RELAX, RETREAT... Escape to tranquility at this picturesque, pet-friendly cottage, nestled in the serene countryside. Whether you're coming for a romantic retreat, family getaway, or a solo sanctuary, this charming haven offers a wonderful blend of comfort and serenity. Enjoy stunning sunsets from the hot tub, cozy up by the firepit on the patio, or simply unwind indoors in comfort. This retreat is ideally located in the heart of Illinois Amish country and near Lake Shelbyville.

Top Guest favourite
A serene outdoor seating area is presented, featuring colorful chairs surrounding a stone patio. The back of the Lake House is visible through large windows, framed by lush greenery and tall trees. A charcoal grill is positioned nearby, inviting outdoor gatherings.
Cottage in Effingham
4.97 out of 5 average rating, 298 reviews

Lakefront Cottage • Dock, Kayaks, Fire Pit & Beach

Welcome! Imagine waking up ten steps from the water, kayak paddles already calling your name. The Lake House on Lake Sara puts you right at the edge of the lake — with four kayaks, a crackling fire pit, and a sunlit enclosed porch to come home to. The Lake House is located just a short walk to the Beach, Pinky’s , The Rusty Reel Bar (below Pinky’s) and The Marina. The beach offers a beautiful playground, pavilions, exercise equipment, pickleball courts and a frisbee golf course!

Top Guest favourite
The living area features natural wood beams and a staircase leading to an upper level. A cozy sofa is paired with a navy ottoman and a textured throw. A large screen is mounted on the wall, overlooking a window with views of greenery outside.
Cabin in Ashmore
4.89 out of 5 average rating, 296 reviews

Sweet Dreams Cabin. Peaceful & Relaxing

Get some quality family time at this newly remodeled cabin near the beautiful Embarrass river. You are surrounded by beautiful woods and a small creek. Lush wildlife is all around you so you can be one with nature. The cabin has all the luxury's to allow for a long term stay as well. Beautiful Lake Charleston is not far away. The large circle drive offers plenty of parking for your boat and guest. The large deck on the rear gives a beautiful view to be enjoyed by all.

Guest favourite
A spacious living area features a unique circular fireplace as the focal point, surrounded by soft couches and accent chairs. Large windows provide abundant natural light and views of the lake. Wooden floors enhance the inviting atmosphere of this communal space.
Home in Decatur
4.82 out of 5 average rating, 142 reviews

Lakefront Haven in Decatur

This stunning lakefront property offers unparalleled views and a tranquil living experience. With a private dock and easy access to Lake Decatur, it's perfect for water enthusiasts who love fishing, boating or simply relaxing by the water. The backyard boasts a large deck and perfect for entertaining or spending quality time with family and friends. The interior has an open floor plan with lots of space to gather with an impressive fireplace.

Top Guest favourite
Apartment in Arthur
4.98 out of 5 average rating, 306 reviews

The Hideaway - Charming apartment in Arthur IL

Enjoy exploring Illinois' largest Amish settlement while relaxing in this one-bedroom apartment one block from downtown Arthur, a village of 2200. Country charm abounds in this gem which sleeps three (full bed plus fold-out love seat). There is a private entrance, access to laundry facilities, and private parking off the street. We are 9 miles west of I-57 on Route 133 (take exit 203 at Arcola) and 40 miles from Champaign.

Top Guest favourite
Cabin in Mattoon
4.95 out of 5 average rating, 184 reviews

Cottage on Lake Paradise

Welcome to Paradise Cottage nestled on Lake Paradise! Cozy and warm with wood finishes throughout. Includes three-tiered deck/patio, with the lowest level sitting over the water. Perfect for fishing (this lake hosts an annual fishing tournament), canoeing/kayaking, or just relaxing. Great for bird watching, with great blue herons, egrets, ducks, bald eagles, plovers, cormorants, woodpeckers and other species seen daily.

Top Guest favourite
A covered outdoor seating area is shown, featuring a picnic table and several chairs beneath a wooden ceiling. A grill stands nearby, and the space is surrounded by lush greenery and a well-maintained yard.
Cottage in Arthur
4.98 out of 5 average rating, 315 reviews

Sisters Cottage

A recently renovated Cottage, nestled in the heart of the small, quaint town of Arthur. Located next to the Arthur Park. Enjoy the clip clop of the horse & buggies going by as you relax and enjoy the back porch with table & seating. Plenty of back yard for playing games. A fire pit is located close to porch for roasting marshmallows at night. Arthur is a very innovative town with lots of shops to explore.

Popular amenities for Sullivan holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Moultrie County
  5. Sullivan