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 cozy living area features a gray sectional sofa with a red accent pillow and a round coffee table. In the background, an open kitchen and dining space are visible, with wooden bar stools and light fixtures illuminating the area.
Home in Monticello
5 out of 5 average rating, 40 reviews

Relax on the Prairie

Welcome to your home away from home, unique Monticello. We are located in a quiet neighborhood, close to shopping, restaurants and many area attractions including Allerton Park, University of Illinois, plays, concerts and performances at the Virginia Theatre and Krannert Center. Or, you can simply relax in this peaceful retreat with the beauty of the countryside in the back yard while having a morning coffee on the screened-in porch. Your hosts live close by and are ready to welcome you!

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.

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, 137 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
4.91 out of 5 average rating, 160 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
A modern black exterior building is featured, accented by large windows and a clearly displayed number. The entrance is accessible via a concrete pathway with a metal railing, and greenery is visible along the foundation, enhancing the contemporary design.
Guest house in Mahomet
5 out of 5 average rating, 24 reviews

The Black Box

Escape at this peaceful and centrally-located space. Very modern, new construction, all new furnishings and equipment. Shared building with landlord (has studio on site) sound proofed for privacy. Keycode access, security camera at entry, utilities included. Quite street, great space if you are outdoorsy. 10 minute walking access to restaurants and coffee shops. Trails and kayak drop-in near by. Botanical gardens and forest preserve trails to get in touch with nature.

Top guest favourite
A spacious living area is equipped with comfortable seating, including a light brown sectional sofa and a white loveseat. Natural light enters through a large window, complementing the neutral walls. A ceiling fan and decorative tables enhance the welcoming atmosphere.
Home in Monticello
4.97 out of 5 average rating, 61 reviews

Spacious 4BR/3BA home

Bring the whole family to this lovely home with lots of room for fun. This 4 bedroom/3 bathroom home offers enough sleeping space for 10+ guests, five smart TVs, lots of games, adorable play areas for the kids, pool table, ping pong table and ample seating for gatherings. The large backyard is perfect for games and cookouts with a park grill. Located only 6 miles from Allerton Park and 23 miles to the heart of Champaign-Urbana, this home is the perfect place for a getaway.

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.

Top guest favourite
A modern living area features a sleek television unit with an open shelf, displaying various magazines and decorative items. A black metal staircase is visible, adorned with framed posters on the wall, leading to the upper level. Warm wood flooring enhances the inviting space.
Home in Champaign
5 out of 5 average rating, 150 reviews

Gallery Getaway

Welcome to Gallery Getaway, your perfect escape in a newly renovated, serene townhome! This charming two-bedroom home offers a unique blend of comfort and creativity, making it an ideal retreat for art lovers and those seeking tranquility. Whether you’re here for a short stay or an extended visit, Gallery Getaway offers a unique and enriching experience. Book your stay today and discover the perfect blend of comfort, convenience, and creativity!

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.

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