Discover Your Perfect Monticello Vacation Homes

Best Vacation Homes in Monticello

House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,907/Night 7 Nights - R27,345
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 785.77 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
R2,885/Night 7 Nights - R20,193
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Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(560 Reviews)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
More amenities
R1,973/Night 7 Nights - R13,816
Cabin
Map-icon
like-icon10.0
Exceptional
(26 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,036/Night 7 Nights - R42,258
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 365.97 ft²
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
R2,159/Night 7 Nights - R15,115
House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R8,207/Night 7 Nights - R57,440
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 1 Bath 5 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,855/Night 7 Nights - R26,991
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
1 Bedroom 1 Bath 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,491/Night 7 Nights - R17,443

Monticello Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R135,588/Night 7 Nights - R949,117
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 7 Guests 1870 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R11,248/Night 7 Nights - R78,729
House
Map-icon
like-icon10.0
Exceptional
(49 Reviews)
6 Bedrooms 3 Baths 12 Guests 3400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R9,911/Night 7 Nights - R69,383
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
R9,525/Night 7 Nights - R66,667
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 3 Baths 14 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R9,335/Night 7 Nights - R65,352
House
Map-icon
like-icon6.2
Good
(11 Reviews)
5 Bedrooms 3 Baths 15 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R8,932/Night 7 Nights - R62,518
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 11 Guests 1950 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
R8,872/Night 7 Nights - R62,096
House
Map-icon
like-icon9.6
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 9 Guests 1928 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R8,849/Night 7 Nights - R61,944

Monticello Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,297/Night 7 Nights - R16,076
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Apartment
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests 462.85 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R3,925/Night 7 Nights - R27,480
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,038/Night 7 Nights - R28,256
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Apartment
Map-icon
like-icon9.5
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests 1097.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R4,099/Night 7 Nights - R28,695
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R3,011/Night 7 Nights - R21,087
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,411/Night 7 Nights - R16,886
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,408/Night 7 Nights - R16,852
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,700/Night 7 Nights - R18,894

Monticello Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(48 Reviews)
5 Bedrooms 3 Baths 14 Guests 2809 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R8,333/Night 7 Nights - R58,334
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 10 Guests 2454.17 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
R5,848/Night 7 Nights - R40,942
House
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
1 Bedroom 2 Baths 10 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,817/Night 7 Nights - R26,721
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Bed & Breakfast
Map-icon
like-icon8.8
Fabulous
(56 Reviews)
5 Bedrooms 5 Baths 12 Guests 288.47 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,947/Night 7 Nights - R20,631
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R5,082/Night 7 Nights - R35,577
House
Map-icon
like-icon9.8
Exceptional
(56 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R7,147/Night 7 Nights - R50,034
House
Map-icon
like-icon9.8
Exceptional
(36 Reviews)
5 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,899/Night 7 Nights - R34,295
House
Map-icon
like-icon9.8
Exceptional
(32 Reviews)
1 Bedroom 3 Baths 10 Guests 3300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R7,509/Night 7 Nights - R52,565

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.

Frequently Asked Questions About Monticello?

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 244 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

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Hotel
Map-icon
like-icon9.4
Exceptional
(1017 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R2,573/Night 7 Nights - R18,016
Hotel
Map-icon
like-icon9.2
Exceptional
(645 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,235/Night 7 Nights - R15,638
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Hotel
Map-icon
like-icon9.1
Exceptional
(573 Reviews)
13 Baths 323.74 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R2,384/Night 7 Nights - R16,684
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Hotel
Map-icon
like-icon9.0
Exceptional
(976 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R2,058/Night 7 Nights - R14,406
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Hotel
Map-icon
like-icon9.0
Exceptional
(175 Reviews)
1 Bath 301.39 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,021/Night 7 Nights - R28,138
Hotel
Map-icon
like-icon8.8
Fabulous
(1011 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R1,912/Night 7 Nights - R13,377
Hotel
Map-icon
like-icon8.8
Fabulous
(1004 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R1,737/Night 7 Nights - R12,163
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Hotel
Map-icon
like-icon8.8
Fabulous
(917 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R1,929/Night 7 Nights - R13,495