Discover Your Perfect Monticello Vacation Homes

Best Vacation Homes in Monticello

10.0
Exceptional
(30 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $228/Night For 7 Nights US $1,598
10.0
Exceptional
(2 Reviews)
365.97 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pet Friendly
  • Air Conditioner
  • Internet
US $128/Night For 7 Nights US $896
9.8
Exceptional
(551 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Balcony/Terrace
  • Breakfast
  • Kitchen
US $146/Night For 7 Nights US $1,025
10.0
Exceptional
(26 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $358/Night For 7 Nights US $2,505
10.0
Exceptional
(1 Review)
2454.17 ft² 10 Guests 5 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Parking
  • Internet
US $347/Night For 7 Nights US $2,427
10.0
Exceptional
(23 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $564/Night For 7 Nights US $3,951
10.0
Exceptional
(19 Reviews)
950 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $187/Night For 7 Nights US $1,308
10.0
Exceptional
(17 Reviews)
1200 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $160/Night For 7 Nights US $1,119

Monticello Luxury Rentals

10.0
Exceptional
(7 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $8,038/Night For 7 Nights US $56,263
9.8
Exceptional
(8 Reviews)
1700 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,498/Night For 7 Nights US $10,487
10.0
Exceptional
(14 Reviews)
1870 ft² 7 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $1,255/Night For 7 Nights US $8,785
9.8
Exceptional
(7 Reviews)
1928 ft² 9 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $668/Night For 7 Nights US $4,678
9.8
Exceptional
(29 Reviews)
3300 ft² 10 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $607/Night For 7 Nights US $4,251
10.0
Exceptional
(16 Reviews)
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
US $565/Night For 7 Nights US $3,952
10.0
Exceptional
(4 Reviews)
2100 ft² 14 Guests 1 Bedroom 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $553/Night For 7 Nights US $3,874
9.0
Exceptional
(2 Reviews)
1950 ft² 11 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Kitchen
  • Parking
  • Air Conditioner
US $526/Night For 7 Nights US $3,681

Monticello Pet Friendly Vacation Rentals

10.0
Exceptional
(8 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $139/Night For 7 Nights US $973
9.8
Exceptional
(8 Reviews)
462.85 ft² 2 Guests 1 Bedroom 1 Bathroom
Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $233/Night For 7 Nights US $1,629
10.0
Exceptional
(7 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $258/Night For 7 Nights US $1,805
9.5
Exceptional
(4 Reviews)
1097.92 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $243/Night For 7 Nights US $1,701
10.0
Exceptional
(6 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $286/Night For 7 Nights US $2,005
10.0
Exceptional
(5 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $179/Night For 7 Nights US $1,250
10.0
Exceptional
(5 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $168/Night For 7 Nights US $1,175
10.0
Exceptional
(5 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $143/Night For 7 Nights US $999

Monticello Large Vacation Homes

10.0
Exceptional
(47 Reviews)
3400 ft² 12 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $446/Night For 7 Nights US $3,124
8.8
Fabulous
(55 Reviews)
288.47 ft² 16 Guests 5 Bedrooms 5 Bathrooms
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $175/Night For 7 Nights US $1,223
10.0
Exceptional
(45 Reviews)
2800 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $413/Night For 7 Nights US $2,893
10.0
Exceptional
(35 Reviews)
2600 ft² 10 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $235/Night For 7 Nights US $1,647
10.0
Exceptional
(11 Reviews)
2459 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $236/Night For 7 Nights US $1,655
10.0
Exceptional
(1 Review)
11 Guests 4 Bedrooms 2 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $311/Night For 7 Nights US $2,175
9.8
Exceptional
(56 Reviews)
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $433/Night For 7 Nights US $3,032
9.8
Exceptional
(36 Reviews)
11 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $290/Night For 7 Nights US $2,033

Why Choose Rent By Owner for your Monticello Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Monticello

When should you plan your Vacation Rentals stay?

Timing your visit to this charming destination can enhance your experience, as each season in the region offers unique opportunities for relaxation and exploration that suit your preferred travel style.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather perfect for outdoor activities and exploring the region's natural beauty. This is the busiest time to visit, so booking your vacation rentals early is recommended.

Average Temperature Daytime: 85°F - Nighttime: 65°F
autumn
Fall (September to November)

Autumn brings mild temperatures and stunning fall foliage, making it an ideal time for scenic drives and outdoor adventures. Expect increased demand for vacation rentals as travelers aim to experience the area's vibrant autumn scenery.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

The winter season offers colder temperatures and fewer visitors, providing a quieter experience. It's a good time for those seeking affordable vacation rentals and a peaceful retreat in this destination.

Average Temperature Daytime: 40°F - Nighttime: 25°F
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Spring (March to May)

Spring sees gradually rising temperatures and blooming landscapes, though this shoulder season tends to be less crowded. It’s a suitable period for flexible travelers to find excellent vacation rental deals here.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Monticello

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks for relaxing and dining al fresco.
  • Take advantage of private or shared grills to prepare delicious meals in the fresh air.
  • Make use of spacious yards or gardens perfect for outdoor activities or family gatherings.
  • Utilize access to nearby parks or walking trails to explore the natural beauty of the region.
  • Experience outdoor pools or hot tubs, providing a refreshing retreat during your stay.
  • Benefit from covered porches or verandas that offer shade and comfort on warm days.
  • Leverage outdoor recreational equipment like bikes, kayaks, or picnic setups available at many properties here.
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Family Activities

  • Monticello Railway Museum: Explore historic trains and enjoy hands-on activities that entertain the whole family while immersing yourselves in local transportation history.
  • South Side Park: Enjoy a relaxing day outdoors with playgrounds, sports fields, and picnic areas perfect for family gatherings in a scenic setting.
  • Savanna Street Park: Experience outdoor fun at this well-maintained park featuring walking trails, a splash pad, and open spaces ideal for family picnics and games.
  • Piatt County Fairgrounds: Attend seasonal fairs and community events here, offering engaging entertainment and local attractions for children and adults alike.
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Adult Activities

  • Visit Lake Monticello: Spend your day relaxing by the peaceful waters, enjoying fishing, boating, or simply soaking in the scenic views that make this destination a favorite among visitors seeking outdoor activities.
  • Explore Piatt County Historical Museum: Dive into local history and discover fascinating exhibits that provide insight into the area's past, perfect for those interested in cultural experiences.
  • Enjoy local dining options: Savor a variety of culinary delights at nearby restaurants offering regional favorites, making it easy to indulge in the region's flavors during your stay.
  • Attend community events: Check out seasonal festivals, markets, and live performances that showcase the vibrant local culture and provide entertainment for adults visiting this charming area.

Other Places to Stay in Monticello, IL

Monticello Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check the area’s event calendar to align your stay with local festivities, enhancing your experience in this charming destination.
  • Plan Your Outdoor Activities: Take advantage of nearby parks and recreational spots to enjoy outdoor pursuits that highlight the region’s natural beauty.
  • Choose Convenient Accommodation Locations: Select a vacation rental situated near key attractions and amenities to maximize your comfort and convenience during your visit.
  • Engage with the Community: Interact with locals and visit community centers or markets to gain authentic insights into the area's culture and hospitality.

Transportation Options

  • Monticello Amtrak Station: This station offers convenient rail connections, making it easy for you to travel to and from the area comfortably.
  • Local Bus Services: The region is served by reliable bus options that provide affordable transportation within Monticello and nearby destinations.
  • Car Rentals: Several car rental agencies operate nearby, giving you the flexibility to explore the area at your own pace during your stay.
  • Taxis and Rideshare Services: On-demand taxis and rideshare options are readily available here, offering quick and convenient transport around this destination.

Local Customs Options

  • Local Food Traditions: You’ll notice that sharing hearty, family-style meals is a cherished custom here, reflecting the region’s warm hospitality and community spirit.
  • Community Events: Participating in seasonal festivals and parades showcases the area's vibrant local culture and brings residents and visitors together in celebration.
  • Respect for Outdoor Spaces: Maintaining the cleanliness of parks and public areas demonstrates the community’s pride in preserving the region’s natural beauty.
  • Historical Respect: Appreciating and honoring the local history through preserved landmarks and storytelling is a common practice among residents and visitors alike.

Monticello Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Monticello?

There are 9 vacation rentals with private pools near Monticello. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Monticello are best for families?

If you are looking for a family-friendly vacation home in Monticello, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Monticello:

4. How many Rentbyowner vacation rentals are available in Monticello?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 239 in the Monticello area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Monticello. 

5. What is the cancellation policy for vacation rentals in Monticello, Illinois?

Cancellation policies vary by property, so it's important to review the specific listing details or contact the owner directly for information on cancellations and any associated fees.

6. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or security deposits may apply. These details are typically provided in the property listing or can be confirmed by reaching out to the host.

7. How do I ensure my booking at a Monticello vacation rental is secure?

Secure bookings are facilitated through verified listings. Review the host's reviews and confirm booking through the platform’s secure payment system to ensure your reservation is protected.

8. Can I find pet-friendly vacation rentals in this destination?

Yes, many properties welcome pets, but it’s essential to check each listing’s pet policy and any additional pet-related fees or restrictions before completing your reservation.

9. What amenities are typically included with vacation rentals in the region?

Amenities vary between properties but often include essentials like Wi-Fi, kitchen facilities, and parking. For specific amenities, refer to the individual listing details or contact the owner directly.

Monticello Top Rated Vacation Rentals

9.4
Exceptional
(1007 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
US $130/Night For 7 Nights US $909
9.2
Exceptional
(645 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
US $132/Night For 7 Nights US $927
9.1
Exceptional
(573 Reviews)
323.74 ft² 13 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Pet Friendly
US $141/Night For 7 Nights US $989
9.0
Exceptional
(976 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
US $122/Night For 7 Nights US $854
9.0
Exceptional
(175 Reviews)
301.39 ft² 1 Bathroom
Free Cancellation Hotel
  • Pool
  • Balcony/Terrace
  • Pet Friendly
US $238/Night For 7 Nights US $1,668
8.9
Fabulous
(139 Reviews)
355.21 ft² 4 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Pool
  • Pet Friendly
US $162/Night For 7 Nights US $1,134
8.8
Fabulous
(1004 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
US $112/Night For 7 Nights US $786
8.8
Fabulous
(917 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $114/Night For 7 Nights US $800