Monticello holiday rentals

We found 16 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Monticello that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

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Find the perfect holiday rental for your Monticello getaway

Learn about the unique charm of Monticello with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Monticello

Do you want to find attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Monticello a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Swissland Miniature Golf (5 mi / 8.1 km)
  • Verona Ice Arena (17.4 mi / 28 km)
  • Reddan Soccer Park (18 mi / 29 km)
  • Sugar River Raceway (15 mi / 24.1 km)
  • Legend at Bergamont (15 mi / 24.2 km)
  • Allen Creek Gallery (15.3 mi / 24.7 km)

Exploring the natural features in Monticello

Whether you're looking for fun outdoor activities or just want to take in the scenery, Monticello is a great place to spend some time outside. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Yellowstone Lake State Park (18.6 mi / 30 km)
  • Olson Oak Woods State Natural Area (13.9 mi / 22.3 km)
  • Ryan Hotel Park (14.3 mi / 23 km)
  • Donald County Park (15.2 mi / 24.5 km)
  • Fireman's Beach (16.4 mi / 26.4 km)
  • Liberty Park (19.4 mi / 31.2 km)

How to get to and around Monticello

The nearest airport is in Dane County Regional Airport (MSN), located 29.8 mi (48 km) from the city centre.

Frequently asked questions

What is the best area to stay in Monticello when booking a holiday rental?
When considering a holiday rental in Monticello, Wisconsin, the area surrounding the charming downtown is an excellent choice. This neighbourhood offers a quaint, small-town atmosphere with a close-knit community feel, making it great for a relaxing getaway. You will find a selection of properties that cater to various tastes, from cosy cottages to family-friendly homes.One of the top attractions nearby is the scenic Monticello Park, which features beautiful green spaces and walking trails, ideal for enjoying the natural beauty of the area. Additionally, the nearby Cheese Country Trail is a popular destination for outdoor enthusiasts and cyclists, offering stunning views and a chance to explore the local landscape.
Where are the best Monticello ski resort rentals?
For ski resort rentals near Monticello, Wisconsin, the best options can be found in the surrounding areas, particularly in nearby towns like New Glarus and Monroe. These locations provide convenient access to ski resorts such as the nearby Nordic Mountain or further afield to larger ski areas in the region.In New Glarus, you can find charming chalets and rustic cabins that often come equipped with amenities like full kitchens, cozy living areas, and sometimes outdoor spaces for enjoying the winter scenery. Many properties are designed for families or groups, featuring multiple bedrooms and common areas for relaxation after a day on the slopes.Monroe offers similar options, with a range of holiday homes that may include amenities like hot tubs, fireplaces, and easy access to local dining and shops. These rentals provide an excellent base for exploring the winter sports available in the area, and the welcoming atmosphere of these small towns adds to the overall experience.For those looking to venture slightly further, the nearby Kettle Moraine State Forest offers additional recreational opportunities including snowshoeing and cross-country skiing, making the area appealing for winter sports enthusiasts.
What is the most popular type of holiday rental accomodation in Monticello?
In Monticello, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer spacious interiors, making them ideal for families or groups looking for a comfortable stay. Most holiday houses come equipped with full kitchens, allowing guests to prepare their own meals, as well as private outdoor spaces for relaxation.
Are there any family house rentals in Monticello?
In Monticello, Wisconsin, there are several family-friendly holiday rentals available, making it an appealing destination for groups. The area features homes that often include spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play. Many properties also provide convenient amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.Visitors can enjoy the charm of Monticello, which is surrounded by scenic landscapes and offers easy access to local parks and recreational activities. This quaint town provides a great base for exploring the nearby countryside, making it an ideal location for families looking to bond while enjoying the outdoors.
Are there pet-friendly house rentals in Monticello?
In Monticello, Wisconsin, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with furry companions. Many of these holiday homes come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.The area is known for its beautiful natural surroundings, with nearby parks and trails that provide excellent opportunities for outdoor activities with pets. Monticello's charm is complemented by its proximity to local shops and eateries, ensuring convenience for guests during their stay.
Are there any remote work holiday rentals in Monticello?
In Monticello, Wisconsin, there are several holiday rentals suitable for remote work. Many of these accommodations offer essential amenities such as free Wi-Fi and comfortable workspaces, making it easy for guests to stay productive during their stay. The properties often feature spacious living areas, including dedicated rooms for work that ensure a peaceful environment.Monticello itself is a charming small town with access to beautiful parks and outdoor activities, providing a nice balance between work and leisure. Guests can enjoy local attractions, including scenic walking trails and nearby lakes for relaxation after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Monticello?
In Monticello, popular rental amenities include balconies, which provide a lovely space to enjoy the outdoors, and kitchens that allow guests to prepare their own meals. Many properties also feature decks or patios, offering additional outdoor seating for relaxation and socialising. A fireplace is a common amenity as well, adding a cozy touch for those cooler evenings.
When is the best time to visit Monticello for a holiday rental?
The best time to visit Monticello for a holiday rental is during the peak season from July to September. This vibrant period attracts visitors eager to enjoy the warm summer weather and partake in various outdoor activities. With temperatures typically ranging from 15 to 30 degrees Celsius, it's great for exploring the scenic beauty of the surrounding countryside, taking leisurely walks, and indulging in local festivals.July, in particular, is the most popular month, bringing a lively option to the area. This is when you can immerse yourself in the local culture, with events and activities that cater to travellers. Whether you're cycling along picturesque trails or enjoying the local cuisine at outdoor eateries, July offers a delightful experience.If you're looking for a more budget-friendly time to visit, consider November. While this month might not have the same buzz as the summer, it offers a unique charm with fewer crowds and an opportunity to appreciate the tranquil beauty of Monticello as the landscape transitions into winter. The crisp air and serene surroundings can provide a refreshing escape.Ultimately, your choice will depend on whether you prefer the vibrant energy of the peak season or the peacefulness of the shoulder months.
What are the top attractions in Monticello?
Monticello, Wisconsin, is a small yet charming village that offers several attractions for visitors. One of the main highlights is the beautiful Monticello Park, which features picturesque walking trails and picnic areas, superb for enjoying the outdoors. The park also hosts various community events throughout the year, providing a lovely opportunity to experience local culture.Additionally, the village is known for its historic downtown area, where you can find quaint shops and eateries that showcase local flavours. Nearby, the scenic Sugar River State Trail is popular for hiking, biking, and enjoying nature, making it a great spot for outdoor enthusiasts. For those interested in history, the nearby Wisconsin Historical Society offers insights into the region's past, adding an educational element to your visit.
Are all fees included in the Monticello holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Monticello holiday homes with parking?
Stayz offers a wide selection of holiday homes in Monticello with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Monticello holiday homes?
You can find great discounts on holiday homes in Monticello on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Monticello holiday home booking on Stayz?
To find Monticello holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Monticello?
A long-stay holiday home in Monticello is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Monticello holiday home?
Book your Monticello holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Monticello?
Prices for holiday homes in Monticello vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Monticello to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.