Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

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Top guest favorite
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, 766 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

Guest favorite
The exterior of the Elk Ridge cabin is showcased from across the pond, surrounded by lush greenery. A spacious deck is visible, offering seating options and access to the waterfront. Two water buffalo are seen grazing nearby, highlighting the natural wildlife setting.
Cabin in Arcola
4.97 out of 5 average rating, 102 reviews

Elk Ridge

Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

Guest favorite
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, 213 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 favorite
The exterior of a charming mid-century home is shown, surrounded by lush greenery and flowering plants. The house features a light-colored facade, blue window trim, and a welcoming front porch. A gravel driveway and a parked car are visible alongside the residence.
Home in Urbana
4.94 out of 5 average rating, 163 reviews

Dottie's Digs: Mid-Century Modern Cozy Home

Enjoy delightful Urbana in this cozy, sophisticated mid-century home. Dottie's Digs is nestled in the quiet, tree-line neighborhoods of historic east Urbana—also close to the University of Illinois, downtown Urbana, shopping, and Carle hospital. This spacious home is sure to cover all your needs: parking, full kitchen, 2 bedrooms & bathrooms, large office/den, screened in back patio, large private yard, TV/bluetooth speaker, & exquisite vintage-boho decor inspired by my grandmother, Dottie.

Top guest favorite
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.
Cottage in Sullivan
5 out of 5 average rating, 247 reviews

Freshly updated/3 acres/Wildlife/Boat parking

A freshly updated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, Amish country and more. If you are looking for peaceful nights, this place is for you! Surrounded by mature 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 #1.

Top guest favorite
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, 809 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 favorite
The exterior of a charming cottage features a white facade with yellow awnings above the windows. A small porch is adorned with blue chairs and a yellow bicycle, complemented by a neatly manicured lawn and vibrant lavender flowers along the front edge.
Home in Decatur
4.83 out of 5 average rating, 322 reviews

Beach Vibes in the City | Family & Pet-Friendly

Soak up summer vacation vibes all year long at our breezy beach-themed cottage! 🌴 Fully fenced backyard is perfect for kids & fur babies to safely play. 3 minutes to Millikin University & Fairview Park 8 minutes to Memorial Hospital 15 minutes to Caterpillar & ADM Gas, groceries, and Walgreens are just around the corner. Check out family-owned local faves - Diamond's Family Restaurant & Krekel's Kustard Kick off your shoes and relax—you’ve found your home away from the shore! 🐚

Top guest favorite
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, 142 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!

Guest favorite
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.
Apartment in Mahomet
4.92 out of 5 average rating, 174 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 favorite
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, 128 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 favorite
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
4.91 out of 5 average rating, 105 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.

Top guest favorite
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
4.99 out of 5 average rating, 181 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!

Popular amenities for Monticello vacation rentals

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  2. United States
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