Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

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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, 730 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

Top guest favourite
A spacious living room is designed for relaxation, featuring comfortable seating with neutral tones and vibrant throw pillows. Large windows allow natural light to fill the space, while a ceiling fan provides airflow. A coffee table rests on a soft area rug, enhancing the cozy atmosphere.
Home in Mahomet
4.94 out of 5 average rating, 196 reviews

A family haven! Only 15 minutes from campus

Accommodating large and small groups, this airy home was recently renovated from top to bottom. An ideal location on a quiet street and less than 20 minutes from the U of I campus. Enjoy a 1 mile walk into cute downtown Mahomet with restaurants, ice cream, and brewery. A short drive to the entrance of Lake of the Woods Forest Preserve, botanical garden, and museum. With a large deck, 1/2 acre property, treehouse, fire pit, mature trees, park next door, and arcade room, you'll never get bored!

Top guest favourite
A living area features a comfortable brown sofa and a blue armchair, complemented by a light-colored coffee table. Natural light enters through sliding doors, revealing a glimpse of the outdoor surroundings. A map decorates the wall, adding a hint of history to the space.
Home in Rantoul
4.99 out of 5 average rating, 108 reviews

No Fees! - The Chanute - Your Home Base

Located in Rantoul, Illinois, this two bedroom, one bath gem has been lovingly transformed to celebrate the history of Chanute Air Force Base and honor the base's namesake, Octave Chanute. Situated in a quiet neighborhood, THE CHANUTE provides guests with easy access to local highlights such as the Rantoul Sports Complex, B52 BMX track, Gordyville USA, & Flyover Studios, while only requiring a short drive to visit the University of Illinois and other attractions throughout Central Illinois.

Top guest favourite
A modern living room is presented, featuring a large sectional sofa in dark gray and a sleek white coffee table. A 65" TV is mounted on the wall, with light wood flooring adding warmth to the space. Natural light floods the room through sheer curtains, creating an inviting atmosphere.
Home in Urbana
4.96 out of 5 average rating, 100 reviews

Chic Home + Chef’s Kitchen near UIUC, Carle, DT

Escape to a charming Urbana retreat—just a 5-min walk to UIUC, 2 mins to Carle Hospital, and 5 mins to Downtown. Tucked in a quiet neighborhood yet steps from cafés, restaurants, yoga studios, parks, grocery stores, and the bus stop. Perfect for work, wellness, or a cozy getaway. Designed for movie nights(massive 85" TV), cooking dates(designer kitchen), and restful sleep, this modern stay offers comfort, convenience, and a touch of magic—all within walking distance of everything you need.

Top guest favourite
The kitchen features light wood cabinetry and a variety of modern appliances, including a stove and double-door refrigerator. A wooden dining table with chairs is positioned beneath a stained glass window, with sunlight illuminating the space. The warm wooden flooring complements the rustic decor.
Home in Champaign
4.96 out of 5 average rating, 758 reviews

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

Top guest favourite
A bright and airy guest suite features large windows allowing natural light to fill the space. A coral-colored sofa is positioned next to a marble-topped table. A dining area with wooden chairs is seen in the background, complemented by decorative shelves.
Guest house in Urbana
4.96 out of 5 average rating, 281 reviews

West Urbana state street guest suite

Next to the heart of the UIUC campus and surrounded by mature trees, this spacious, serene guest suite offers a relaxing stay. It has a private entrance with a foyer, a studio style main room and a bathroom. Sleeps two comfortably with a queen bed and a sofa (not a pull-out) for lounging. No TV, washer, or dryer. No kitchenette, but a microwave, mini fridge, and coffee maker are provided. Snacks and coffee pods provided. Not accessible for limited mobility. No parties and no smoking.

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, 136 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!

Superhost
A spacious bedroom features a large bed with a light blue coverlet. Natural light enters through a window, while a flat-screen TV is mounted on the wall opposite the bed. A nightstand and a wooden dresser add to the room's functionality.
Flat in Mahomet
4.92 out of 5 average rating, 159 reviews

Mahomet downtown apartment - Modern and renovated!

Located downtown close to restaurants, shopping and services. Easy highway access and 15 minutes from Champaign and University of Illinois in a charming community. Sleeps 6! 3 Flat screen TV's (42, 48, 55) with 4K Roku devices for streaming using your personal streaming logins. Fiber Optic powered Wi-Fi Internet is perfect for work and play. Large kitchen is perfect for cooking and enjoyment. Note there are 21 stairs to enter the 2nd floor unit Pet friendly, quiet, and private.

Top guest favourite
An outdoor patio area features a square fire table surrounded by four wooden chairs. Lush green grass stretches out beyond the patio, with trees and open fields visible in the background, creating a serene setting for relaxation.
Home in Sullivan
5 out of 5 average rating, 241 reviews

Wildlife | Fire Table | 3 Acres @ Lake Shelbyville

A completely renovated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, and more. If you are looking for peaceful nights, this place is for you! Surrounded by trees and nature where many days you will catch deer roaming the yard. Plenty of yard space for games, a fire table to converse around, and chairs on the porch to sit back, relax, and take in the tranquil sounds that surround you here at Lakewood Cottage.

Superhost
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
4.8 out of 5 average rating, 119 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
The entrance features a white door framed by blue and white siding. A welcome sign is prominently displayed beside the door, complemented by a potted plant at the base of the steps. Sunlight brightens the area, highlighting the welcoming ambiance.
Flat in Arthur
4.98 out of 5 average rating, 274 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.

Superhost
The living area showcases a gray sofa adorned with patterned cushions. A wooden coffee table sits nearby on a geometric area rug, while a lamp and clock add functional details to the space. Natural light filters through the window covered with blinds.
Townhouse in Champaign
4.79 out of 5 average rating, 197 reviews

The Willis - Chambana Suites

A 1 bedroom, 1 bathroom, 1st floor suite with an open floor plan and kitchen featuring a butcher block countertop, solid wood table and bold warm vibes is located close to downtown Champaign and the U of I campus. This charming suite can host up to 4 guests and is in a quiet neighborhood and perfect for you or your family's visit to the Champaign/Urbana area. The Loft is an upper level apartment in a duplex.

Popular amenities for Monticello holiday rentals

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  2. United States
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  4. Piatt County
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