Holiday houses in Le Roy

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Top-rated holiday rentals in Le Roy

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

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Top Guest favourite
The modern exterior of the home is highlighted by large windows that offer a view into the inviting interior. A well-maintained lawn surrounds the property, bordered by a wooden fence that adds to the privacy. The evening sky presents a soft gradient of colors at sunset.
Home in Bloomington
4.99 out of 5 average rating, 72 reviews

City Center Oasis in BloNo

Spacious, modern and stylish home located in the heart of town, making it a perfect choice for business travelers and families looking for a peaceful & relaxing stay. For business travelers, there is a dedicated work space with a comfortable desk & high-speed wifi, allowing for a productive stay. For families, there are multiple bedrooms & a cozy living area to gather, relax & unwind. The fully-equipped kitchen makes it easy to prepare meals, along with a dining area to enjoy meals together.

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Top Guest favourite
A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.
Loft in Monticello
4.99 out of 5 average rating, 814 reviews

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

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Guest favourite
A vibrant game room is filled with various arcade machines, including pinball and classic gaming cabinets. Colorful geometric wall designs and string lights add a playful atmosphere. Comfortable seating is available, enhancing the space for enjoying nostalgic games.
Home in Bloomington
4.94 out of 5 average rating, 214 reviews

Special - House of Games - Play, Relax, Unwind!

Ready to get your kicks on Route 66? Your group of up to 11 will have a blast playing more games than you’ve ever seen in a vacation home. House of Games lives up to its name with skee ball, ping pong, air hockey, pop-a-shot, foosball, classic game-console room – and more. Guests praise the variety and fun of 10 arcade games. Kiddos love it here, and families cherish spending time playing games together. Relax in the backyard with firepit, grill, hammock. All this – plus free soda + ice cream.

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Guest favourite
Cabin in El Paso
4.86 out of 5 average rating, 28 reviews

Oak Tree Legacy Lodge, a cozy log cabin retreat

Unwind at this charming log cabin on five acres in rural El Paso, IL—ideally located just 20 minutes from Bloomington-Normal. The cabin features 3 bedrooms, 3 bathrooms, a fully stocked kitchen, laundry, and a cozy finished basement with games, a twin pull-out sleeper, and a large sectional. Step outside to the huge wrap-around porch—perfect for relaxing! Peaceful, spacious, and unique, this retreat is ideal for families, nature lovers, or anyone wanting to unwind, spot wildlife, and recharge.

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Top Guest favourite
Home in Hudson
4.98 out of 5 average rating, 149 reviews

Timber Time in Hudson Hideaway

Looking for a break from the busyness of life, to relax and enjoy nature? Step back in time in this tranquil and rustic home. In a remote location and surrounded by timber, this property is perfect to unwind, enjoy a sunset, and view the stars in a wide-open sky. The large yard allows for all kinds of activities and the circle drive provides easy RV, trailer, and boat access. Located next to Evergreen Lake/Comlara Park, the hiking and biking trails, boat ramp, and beach are just minutes away.

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Guest favourite
Apartment in Bloomington
4.96 out of 5 average rating, 632 reviews

VibingVictorian Walk DT, The Castle& Local Dining

Welcome to our music themed private unit just blocks from Bloomington's Castle Theatre and several wonderful dining establishments. Our accommodations provide dining room for 6, ONE BEDROOM w/queen, a living room w/ Queen sofa bed + closing french doors to provide privacy. Full kitchen, bath&HEATED floors! Custom artwork created by host; We can't wait to welcome you to this fun space and hear your feedback. Also see our other listings “Campus Cottage”, “Black Beauty” and “Spotlight Studio”.

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Top Guest favourite
A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Apartment in Fairbury
5 out of 5 average rating, 436 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book a week long stay and receive 40% off ❤️

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Top Guest favourite
A spacious pool area is surrounded by vibrant flower beds and lush green landscaping. Comfortable lounge chairs are arranged around the pool, which is flanked by a shaded gazebo area with seating. The house is visible in the background, reflecting a tranquil outdoor setting.
Home in Farmer City
4.97 out of 5 average rating, 140 reviews

Platypus Hills, Lake, Heated Pool, Hot tub,Firepit

This cozy 2-bedroom country house sits on 8 acres, sleeps 4 and overlooks Clinton Lake with amazing views. We offer a hot tub, heated pool, kayaks, 10 miles of hiking, hunting, and horse trails. The boat ramp is located at the end of the driveway and across the street. We are located 30 minutes between Bloomington & Champaign. All guests must be 18+. An additional $50 per person per night over 2. Pool open May-Sept. PLEASE READ THE ENTIRE LISTING TO ENSURE IT MEETS YOUR NEEDS.

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Top Guest favourite
Cabin in Heyworth
4.97 out of 5 average rating, 227 reviews

Peaceful Wooded Cabin, Hot Tub, Fire Pit & Games

Welcome to Hidden Grove, a "Beyond the Path" vacation retreat where your experience comes first. This serene, luxury escape sits on 2 private wooded acres just 10 minutes south of Bloomington, IL—soak in the hot tub under the stars, sway in the hammock with a good book, toast s’mores by the fire, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment for a truly rejuvenating getaway. If you are looking to reset, this is the place!

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Guest favourite
The exterior of Grimsley’s Flower Store is showcased, featuring large windows displaying floral arrangements. A bright green sign hangs above the entrance, illuminating the space below. Soft lighting within creates a welcoming atmosphere as flowers are visible through the glass.
Apartment in Clinton
4.92 out of 5 average rating, 119 reviews

Spacious 3-bedroom above historic flower shop

Stay the night at this conveniently located apartment on Mr Lincoln Square in Clinton, IL above historic Grimsley’s Flower Store. Enjoy easy access to dining, shopping, and activities. Get ideal parking for Clinton’s famous Apple and Pork Festival. Outdoor fun is a short drive away at Clinton Lake or Weldon Springs Park. Friends and family can visit in the spacious living room. Multiple tvs, activities, and a dining area for six helps keep the whole family entertained.

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Top Guest favourite
A spacious farm home is set on a lush green lawn, surrounded by trees and fields. The property features a long driveway and well-maintained landscaping under a bright blue sky filled with fluffy clouds.
Home in Dewey
5 out of 5 average rating, 245 reviews

J&E Homestead--spacious home in the country!!

Our farm home, situated on 4 acres, is located just 25 minutes from the University of Illinois and Illini sports! I-57, I-74, and I-72 are all close by. The house has a fully furnished large kitchen with a coffee bar. Two living areas provide plenty of space to stretch out. You can finish off your busy day gathering on the patio preparing dinner on the gas or charcoal grills, watching the sun set over the summer grain fields, or roasting marshmallows around the firepit.

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Superhost
The side of a rustic building is shown, featuring weathered wooden siding and a small window. A door is visible on the left, while an uneven concrete path leads to gravel and dry foliage in the foreground.
Guesthouse in Lane
4.72 out of 5 average rating, 175 reviews

Lane Place

We are located in a small village called Lane, Where you can feel like you're out in the country with close neighbors. Here in Lane it's a very peaceful friendly and quiet place. We are about 5 miles from Clinton where there are many fun places to go and theres also many restaurants to enjoy a good meal at. we are also 5 miles from Clinton Lake which has a beach and a great restaurant. We do hope you'll enjoy your stay with us here at Lane Place.

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Popular amenities for Le Roy holiday rentals