Holiday houses 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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Guest favourite
Cabin in Heyworth
4.97 out of 5 average rating, 231 reviews

Sauna & Hot Tub A-Frame | 2-Acre Wooded Retreat

Hidden Grove: Private 2-acre wooded retreat near Bloomington, IL featuring a new outdoor sauna, hot tub under the stars, fire pit for s'mores, hammock, and Corn-hole. Steam away the stress, soak beneath a canopy of trees, and let the quiet woods slow your pace. Just a few minutes from hiking trails, outdoor adventures, and local restaurants, yet miles away from your stress. A serene luxury escape perfect for couples, families, or friends craving a true nature reset. Rejuvenate, relax, reconnect.

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, 818 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
The cottage features a large sunroom with multiple windows, allowing natural light to fill the space. A spacious deck extends outward, surrounded by well-maintained greenery and shrubs. The exterior showcases a yellow façade, complemented by a green roof, and a neatly landscaped area is visible in the foreground.
Cottage in Weldon
4.92 out of 5 average rating, 102 reviews

Clinton Lake Vacation Rentals Charlie’s Lakeside

Cozy lakeside cottage with AMAZING views of beautiful Clinton Lake!! Set on the front deck and listen to the sounds of nature while watching all the activity on the lake. Serene and private setting. This quite peaceful country property will allow you to forget all your worries of everyday life!! New custom kitchen with quartz counter tops that will seat up to 12 that’s located at the front of the cottage that boast great views. This charming cottage is one that you will book again and again!!

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
4.93 out of 5 average rating, 245 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
The loft features a spacious open layout with wood ceilings and natural light streaming through two windows. A queen-size bed is visible, adorned with neutral bedding. A comfortable leather sofa and accent chairs create a cozy living area, complemented by a coffee table and decorative wall art.
Guest suite in Champaign
4.99 out of 5 average rating, 103 reviews

Luxury loft perfect for romantic getaway

Kick back and relax in this calm, stylish space. This loft has everything that you need for a relaxing stay. Bedroom area, living area, kitchen, dining, bathroom and laundry facilities all in one space on the second level of a private home. Your own private keypad entrance and a dedicated spot in the driveway make coming and going stress free. You will feel surrounded by nature with wood ceilings, a forest mural, and beautiful decor. We designed it to feel like a Scandinavian summer home.

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, 878 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, 162 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 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.
Guesthouse in Urbana
4.95 out of 5 average rating, 328 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 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
5.0 out of 5 average rating, 88 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
Home in Decatur
4.82 out of 5 average rating, 148 reviews

Lakefront Haven in Decatur

Escape to the peaceful shores of Lake Decatur at this beautifully updated lakefront retreat. Enjoy fishing, boating, or relaxing from your private dock, then unwind around the stunning fireplace or take in sunset views from the spacious deck. The open-concept layout offers inviting gathering spaces and plenty of room for families and friends to connect, relax, and enjoy the perfect lake getaway just minutes from local dining, parks, and attractions.

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.
Apartment in Arthur
4.98 out of 5 average rating, 315 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.

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, 329 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