Middleton holiday lettings

We found 171 holiday rentals — enter your dates for availability

Discover a selection of 8 flats and other holiday rentals in Middleton that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, such as air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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The glacial setting of Middleton is ready to explore

The glaciers and surrounding scenery provide a peaceful ambience to your holiday home in Middleton. Renowned for its shopping, restaurants and football games, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Middleton

Are you looking for things to do while you're in town? Venture out of your cosy holiday rental and experience everything that Middleton has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Henry Vilas Zoo (5.4 mi / 8.7 km)
  • Lake Monona Shoreline Run (5.4 mi / 8.7 km)
  • University Ridge Golf Course (5.5 mi / 8.8 km)
  • Reddan Soccer Park (6.7 mi / 10.8 km)
  • Verona Ice Arena (7.3 mi / 11.8 km)
  • Sun Prairie Ice Arena (15.9 mi / 25.6 km)

Exploring the natural landscape of Middleton

Whether you're looking for adventure or just want to appreciate the scenery, Middleton is a great place to get outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Lake Mendota (4.3 mi / 6.9 km)
  • Willow Beach (4.5 mi / 7.2 km)
  • University of Wisconsin-Madison Arboretum (5.4 mi / 8.6 km)
  • Olbrich Botanical Gardens (8.5 mi / 13.8 km)
  • Lake Kegonsa (15.6 mi / 25.2 km)
  • Lake Kegonsa State Park (15.9 mi / 25.6 km)

Transport to and around Middleton

The nearest airport is in Dane County Regional Airport (MSN), located 8.4 mi (13.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Middleton when booking a holiday rental?
When considering a holiday rental in Middleton, Wisconsin, the downtown area is a fantastic option. This vibrant neighbourhood is known for its charming atmosphere and convenient access to a variety of amenities. You'll find a delightful selection of shops, cafes, and restaurants, making it a superb spot for those who enjoy a lively environment. One of the highlights of staying here is the proximity to the scenic Pheasant Branch Conservancy, which offers beautiful walking trails and opportunities for bird-watching.

Another excellent choice is the area near Lake Mendota. This picturesque locale provides stunning views and recreational activities, such as kayaking and fishing. Just a short distance away, you can visit the Middleton Farmers Market, which showcases local produce and artisanal goods, offering a taste of the community's culture.

In terms of holiday rentals, Middleton has a diverse array of properties available, ranging from cosy apartments to spacious homes, suiting various budgets and group sizes.
How much does it cost to rent a holiday home in Middleton?
Prices for holiday rentals in Middleton 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Middleton to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Middleton holiday house rentals?
You can find great discounts on house rentals in Middleton on Vrbo, 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.
Where are the best Middleton ski resort rentals?
For ski resort rentals near Middleton, Wisconsin, travellers should consider the nearby Blue Mound State Park area, which offers easy access to winter sports opportunities. Blue Mound State Park features a variety of trails suitable for cross-country skiing and snowshoeing, making it a great base for outdoor enthusiasts. In the vicinity, you can find charming cabins and lodges that often come equipped with amenities such as fireplaces, fully stocked kitchens, and outdoor fire pits, great for warming up after a day spent in the snow.

Additionally, the town of Middleton itself has a selection of rental properties, ranging from modern apartments to cosy homes, which can provide a comfortable stay. Many of these accommodations feature amenities like Wi-Fi, laundry facilities, and proximity to local dining options and shops, ensuring convenience for visitors. While not directly at a ski resort, the area's access to nearby winter sports makes it an appealing choice for those looking to enjoy the snowy season.

For those keen to explore further afield, the nearby city of Madison offers additional rental options and cultural attractions, including museums and parks, complementing the winter sports experience.
What is the most popular type of holiday rental accomodation in Middleton?
In Middleton, condos are the most popular holiday rental option, with around 24 available in various neighbourhoods. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and access to communal facilities like swimming pools or fitness centres. They are conveniently located near points of interest, including local parks and the vibrant downtown area.

Additionally, there are several holiday houses and apartments available, ideal for families or larger groups seeking more space. These properties usually come with multiple bedrooms, outdoor areas, and fully equipped kitchens, providing a comfortable and home-like atmosphere.
Are there any family house rentals in Middleton?
In Middleton, Wisconsin, there are several family-friendly house rentals available. This charming area, known for its picturesque parks and welcoming atmosphere, offers a variety of homes suitable for families. Many properties feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play. Some rentals may include amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for all.

Visitors will appreciate the close proximity to attractions like the Pheasant Branch Conservancy, which boasts lovely walking trails and picnic areas, great for family outings. Additionally, the nearby Capital Brewery is a popular spot for those looking to sample local brews while enjoying the vibrant community spirit.
Can I rent a holiday home with a pool or hot tub in Middleton?
In Middleton, Wisconsin, there are several holiday homes available for rent that feature pools and hot tubs, with around 10 options to choose from. This charming city offers a mix of residential neighbourhoods, making it a great place for families or groups seeking relaxation and enjoyment. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas, great for unwinding after a day of exploring the local attractions.

Travellers can expect amenities such as fully equipped kitchens for self-catering, comfortable living spaces, and often additional features like patios for outdoor dining or lounging. Middleton's proximity to Lake Mendota and the scenic parks in the area further enhances the appeal, providing opportunities for outdoor activities and leisure.
Can I find long-stay holiday rentals in Middleton?
A long-stay holiday rental in Middleton 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Middleton?
In Middleton, Wisconsin, there are several pet-friendly house rentals available for travellers looking to enjoy a comfortable stay with their furry companions. Many of these holiday homes come equipped with amenities such as spacious backyards, which are great for pets to roam and play, as well as fully equipped kitchens and cozy living areas for relaxation.

The neighbourhood offers easy access to parks, with several nearby that are great for walks and outdoor activities with pets. For instance, the picturesque Pheasant Branch Conservancy provides lovely trails and scenic views, while the adjacent Middleton Park features open spaces and picnic areas, ideal for enjoying a day out with your pet.
Are there any remote work holiday rentals in Middleton?
In Middleton, Wisconsin, there are numerous remote work-friendly holiday rentals available, with around 39 options to choose from. This vibrant suburb offers a great environment for working remotely, featuring properties equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable living areas to ensure productivity. Many of these rentals also provide additional conveniences like free Wi-Fi in public areas and in-room internet services, making it easy to stay connected.

Beyond the comforts of your rental, Middleton boasts a charming atmosphere with local parks, shops, and restaurants. The nearby Pheasant Branch Conservancy is great for outdoor breaks, offering scenic trails for walking or biking. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Middleton holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Middleton 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 on Vrbo 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.
What are popular rental amenities in Middleton?
In Middleton, popular holiday rental amenities include onsite parking, which offers convenience for guests with vehicles. Many rentals are also situated near fitness facilities, allowing travellers to maintain their exercise routines during their stay. Additionally, some properties provide office spaces, suiting those who may need to work while away. Guests can often enjoy complimentary breakfast options, adding to the ease of their mornings. For relaxation, numerous rentals feature indoor pools, providing a refreshing retreat regardless of the weather.
When is the best time to visit Middleton for a holiday rental?
The best time to visit Middleton for a holiday rental is during the vibrant month of September when the summer heat begins to ease, creating an inclusive setting for outdoor exploration. This time of year sees a delightful blend of comfortable temperatures, typically ranging from 10 to 23 degrees Celsius, making it ideal for enjoying the area's parks and lakes.

April through June marks the peak season in Middleton, attracting visitors eager to experience the blossoming landscapes and numerous local festivals. This period is superb for sightseeing, with plenty of opportunities to engage in outdoor activities such as hiking and biking along the scenic trails that wind through the region.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to appreciate Middleton's charm without the hustle and bustle of the peak season. The crisp autumn air and beautiful fall scenery create a picturesque backdrop for leisurely strolls or cosy evenings by the fire.

Whether you prefer the lively energy of the peak season or the tranquil beauty of the shoulder months, Middleton has something to offer every traveller.
How early should I book a Middleton holiday rental?
Book your Middleton holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Middleton?
In Middleton, visitors can enjoy a variety of attractions that showcase the area's charm. The popular Middleton Farmer's Market is a delightful experience, typically held on Saturdays, where local vendors offer fresh produce, crafts, and baked goods. The picturesque Lake Mendota provides opportunities for outdoor activities such as boating, fishing, and picnicking, with nearby parks like the popular Mendota County Park enhancing the experience.

For those interested in history and culture, the National Mustard Museum is a unique attraction that celebrates the condiment's history and offers tastings. Additionally, the Pheasant Branch Conservancy is a lovely natural area for hiking and birdwatching, featuring trails that wind through scenic landscapes.
Can I change or cancel my Middleton home rental booking on Vrbo?
To find Middleton holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Middleton holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCareℱ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCareℱ, 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.
What can I expect from Vrbo customer service and VrboCareℱ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCareℱ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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