Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

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

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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
4.98 out of 5 average rating, 797 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, 232 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
Townhouse in Champaign
4.99 out of 5 average rating, 169 reviews

Updated Townhouse | Minutes to Downtown

Stay at one of Champaign’s top-rated Airbnbs, located in a quiet neighborhood near UIUC! This beautifully remodeled 2-bedroom home features a modern kitchen with stainless steel appliances & granite countertops. The living space offers a plush sectional and smart TV. Both bedrooms include king-size plush mattresses for restful sleep. A spa-like bathroom, 2-car garage, and peaceful backyard complete the stay. Ideal for visiting families, couples, traveling professionals, and extended stays!

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, 853 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 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, 151 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
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, 61 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,, 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!

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, 134 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.

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.
Flat in Clinton
4.91 out of 5 average rating, 115 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.

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
4.95 out of 5 average rating, 74 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
A cozy bedroom features a stylish upholstered bed dressed in dark teal linens. Natural light filters through wooden-blind windows, highlighting the warm walnut flooring and detailed woodwork. A bedside table and small chest of drawers provide bedside storage, enhancing functionality in the space.
Home in Monticello
5 out of 5 average rating, 84 reviews

The Crescent Cottage - Sleeps 8

Ever wanted to take a step back in time? This well-preserved home is perfect for a weekend getaway, business stay, staycation, or cozy home base for events at Allerton Park or the University of Illinois. Built in 1926, this lovingly restored home is stocked with original features like warm walnut floors throughout, enveloping woodwork and wavy glass. You will feel transported back in time with the original bath fixtures and full-service kitchen. Book your stay today!

Guest favourite
A bright sleeping area features a queen-sized bed adorned with a textured white quilt. Wall art includes abstract pieces, complemented by a stylish mirror. A small round table and chair are positioned nearby, with natural light filtering through the window adorned with blinds.
Guest suite in Champaign
4.9 out of 5 average rating, 726 reviews

Hope’s Place

Bright, cheerful, and relaxing studio apartment in the center of town. Quiet neighborhood full of charm. Short walk to bus stop and Clark Park. Perfect for your next weekend away or business trip! 2 miles from Memorial Stadium & State Farm Center This is a petite space, and the shower is sized accordingly. The queen sized mattress is soft and luxurious, but if you prefer a firm mattress, this may not be the bed for you.

Top guest favourite
The cottage exterior features a light-colored facade with wooden shutters framing the windows. A welcoming front door is complemented by a porch light. A small fountain is positioned on a stone pathway, with potted plants adding greenery to the front yard.
Cottage in Arthur
4.98 out of 5 average rating, 318 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 Monticello holiday rentals

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