Middleton holiday rentals

We found 173 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
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.

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, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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)
  • Reddan Soccer Park (6.7 mi / 10.8 km)
  • Tyrol Basin Ski & Snowboard Area (14.6 mi / 23.5 km)
  • Wollersheim Winery (16.7 mi / 26.9 km)
  • Lake Monona Shoreline Run (5.4 mi / 8.7 km)
  • University Ridge Golf Course (5.5 mi / 8.8 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)
  • Olbrich Botanical Gardens (8.5 mi / 13.8 km)
  • Wisconsin River (16.1 mi / 26 km)
  • Cave of The Mounds National Natural Landmark (16.6 mi / 26.7 km)
  • Glacial Lake Wisconsin (24.3 mi / 39.1 km)
  • University of Wisconsin-Madison Arboretum (5.4 mi / 8.6 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 most popular type of holiday home accommodation in Middleton?

Based on our data, condos are considered the most popular holiday home type in Middleton. But as you might expect, everyone's idea of the perfect trip can vary. Vrbo has holiday homes with every size, shape and budget in mind, so you're bound to find the perfect fit for you.

How much does it cost to rent a holiday home in Middleton?

A number of things determine how much you'll pay for a holiday home in Middleton, including the length of stay, type of property and season. But, all of our holiday homes have something in common — amazing value. Just enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Middleton?

When you travel and the style and size of the property will help determine the cost of your beachside stay. Click on your Middleton travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to select the amenities and features you want in your holiday home.

Are there pet-friendly holiday homes in Middleton?

Yes, there are. You can choose from 13 holiday homes that cater to pets in Middleton. Several of our pet-friendly holiday homes have a backyard for your furry friend to play around in, complimentary treats, special dog beds and proximity to parks and green space. Apply the "Pets allowed" filter to find a holiday home on Vrbo that's pawfect.

Can I rent a house with a pool in Middleton?

Pack your swimsuit and inflatable unicorn, because there are 10 houses with a private pool in Middleton. Settle in at one of these superb holiday homes and every day can be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!

What are popular home amenities in Middleton?

When it comes to home amenities that guests are looking for in Middleton, a fireplace, a garden and a swimming pool rank highest. With Vrbo holiday homes, you'll have options to fit your style and taste, whether you're planning to get away with your partner, family members or even pets.

Are there large group holiday homes in Middleton?

Take your pick of four Vrbo holiday homes in Middleton that can host a group of five or more guests. You'll get all the privacy and space you need to spend time with your favourite people — and no one else.

Are there holiday homes in Middleton that welcome kids?

Middleton has 13 family-friendly holiday homes to pick from. And discovering a stay that welcomes children is super easy with our "Properties good for families" filter. As well as having the entire place to yourselves, you'll get conveniences and perks like living rooms, kitchens and private pools.

What are the top attractions for families in Middleton?

Keeping the kiddos entertained during your holiday in Middleton is a breeze with these awesome family-friendly attractions:

  • Henry Vilas Zoo
  • Madison Childrens Museum
  • Wisconsin Historical Museum

Are there one-bedroom holiday homes in Middleton?

Yes, you can choose from six one-bedroom homes in Middleton. Whether you're looking for a comfy cottage or a cabin, Vrbo's one-bedroom homes are perfect if you don't need lots of room. One of the best things about having your own digs? You'll never have to share your adventure with strangers.

Can I find two-bedroom holiday homes in Middleton?

Take your pick of four two-bedroom homes in Middleton. Give the kids the second room or fill it with a couple of your best friends. There's enough space for whoever's lucky enough to be coming along for the ride.

Are there holiday homes with WiFi in Middleton?

Whether you want to keep up with the headlines, reply to emails or surf your social networks, there are three holiday homes with WiFi in Middleton. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

More Holiday Rentals ideas