Middleton holiday lettings

We found 171 holiday rentals — enter your dates for availability

Discover a selection of 5 homes 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.

Holiday rentals with weekly discounts - Middleton

Showing deals for:26 Dec - 2 Jan

Image gallery for Luxurious Country Retreat

Exterior
10 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

Luxurious Country Retreat

Mount Horeb, WI

8% off
Price is £8,486
for 7 nights, 1 home
£1,212 per night
includes taxes & fees
Luxurious Country Retreat

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Middleton

Find out more about Middleton

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)
  • Tyrol Basin Ski & Snowboard Area (14.6 mi / 23.5 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)
  • University of Wisconsin-Madison Arboretum (5.4 mi / 8.6 km)
  • Olin Park (7.1 mi / 11.4 km)
  • Olbrich Botanical Gardens (8.5 mi / 13.8 km)
  • Lake Kegonsa (15.6 mi / 25.2 km)
  • Wisconsin River (16.1 mi / 26 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, a popular area to stay is near the picturesque Lake Mendota. This neighbourhood offers a serene lakeside experience, superb for those who appreciate outdoor activities and natural beauty. Visitors can easily access the popular Pheasant Branch Conservancy, which features scenic trails and a variety of wildlife, making it an ideal spot for hiking, birdwatching, or simply enjoying a peaceful day outdoors.

Another appealing option is the downtown area, which boasts a vibrant atmosphere with a selection of charming shops, restaurants, and cafes. Staying in this part of Middleton allows guests to immerse themselves in the local culture and enjoy the bustling community vibe. Not far from here, you can explore the renowned Middleton Farmers' Market, held seasonally, where you can sample fresh produce and local delicacies.
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.
What is the most popular type of holiday rental accomodation in Middleton?
In Middleton, condos are a popular choice among holiday rentals, with several available throughout the area. 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. Many are conveniently located near attractions such as the Pheasant Branch Conservancy and the Middleton Farmers' Market, making it easy for guests to explore the local charm.
Are there any family house rentals in Middleton?
In Middleton, Wisconsin, there are several family-friendly house rentals available, making it an excellent destination for families. The area boasts spacious homes equipped with full kitchens, allowing for convenient meal preparation, as well as comfortable living areas superb for relaxation after a day of exploring. Many properties also feature outdoor spaces, where children can play and families can enjoy barbecues together.
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 11 options to choose from. This charming town, known for its picturesque parks and proximity to Madison, offers a variety of neighbourhoods where these properties can be found. Travellers can expect many amenities in these rentals, including private pools, relaxing hot tubs, and outdoor spaces ideal for gatherings or family activities. Many properties also come equipped with modern kitchens, spacious living areas, and comfortable bedrooms, ensuring a pleasant stay for guests.
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, offering a range of amenities suited for travellers with furry companions. Many of these properties come equipped with spacious backyards, allowing ample room for pets to roam and play. Inside, guests can expect modern kitchens, comfortable living areas, and sometimes even laundry facilities for added convenience during their stay.
Are there any remote work holiday rentals in Middleton?
In Middleton, Wisconsin, there are several remote work holiday rentals available, with around 13 options for travellers seeking a conducive workspace. These properties typically feature essential amenities for remote work, including dedicated desk spaces, comfortable desk chairs, and high-speed Wi-Fi to ensure a productive environment. Some rentals may also offer additional conveniences such as a laptop workspace and access to a business centre available 24 hours, catering specifically to the needs of those working remotely. 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 rental amenities include free in-room Wi-Fi and access to both indoor and shared pools, making it a great choice for relaxation and connectivity. Many properties also offer complimentary breakfast, adding convenience for travellers looking to start their day off right.
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 and natural beauty. The Capitol Brewery, located in the heart of the city, is a popular spot where guests can take tours and enjoy local craft beers in a relaxed outdoor setting. The nearby Pheasant Branch Conservancy offers scenic trails for hiking and birdwatching, making it a great destination for nature enthusiasts.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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