Middleton holiday homes

We found 166 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:19 Dec - 26 Dec
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Why visit Middleton

  • Outdoor Adventures: Enjoy scenic parks and hiking trails perfect for exploring the natural beauty of Middleton.
  • Family-Friendly Attractions: Visit local attractions like the Middleton Good Neighbor Festival and historical museum for cultural experiences.
  • Community Vibe: Immerse yourself in the warm atmosphere of friendly locals and charming small-town life.
  • Local Eateries: Savor delicious meals at a variety of local restaurants offering a taste of the Midwest.
  • Proximity to Madison: Take advantage of Middleton's close location to the vibrant city of Madison for additional activities.

Top attractions near Middleton

Middleton, Wisconsin, is a fantastic spot for outdoor and family-friendly adventures. Explore modern attractions like the local university, civic buildings, and charming piazzas. Don't miss the Middleton Good Neighbor Festival and the historical museum for a taste of local culture. The Middleton Public Library and High School also add to the community vibe, making it a perfect destination for a memorable Kiwi-style holiday.

  • University of Wisconsin-Madison: A vibrant university with a modern campus atmosphere, just 6.4km from Middleton. Experience the lively student life and explore beautiful lakeside paths.
  • Wisconsin State Capitol: A stunning government building located 9.7km away, showcasing impressive architecture and a bustling business environment. Don't miss the guided tours for a deeper understanding of its history.
  • Capitol Square: This cultural piazza, also 9.7km from Middleton, features local shops, restaurants, and vibrant events, perfect for soaking up the city's lively atmosphere.

Things to do recommended for couples

For a romantic getaway in Middleton, explore the enchanting Drumlin Ridge Winery, just 14.5km away, where you can indulge in fine wines amid a charming atmosphere. Alternatively, visit Wollersheim Winery, 27.4km from town, for a delightful experience filled with romance and entertainment vibes.

Things to do recommended for families

During your family vacation in Middleton, Wisconsin, enjoy a thrilling visit to Camp Randall Stadium, only 8.0km away. Unwind at Reddan Soccer Park or Vilas Park, both 5 and 11.3km away, where the kids can play and everyone can relax in beautiful surroundings.

Things to do recommended for groups

Your group can enjoy shopping at West Towne Mall, just 4.8km from Middleton, or immerse yourselves in culture at the Overture Center for the Arts, 9.7km away. Don’t miss the lovely atmosphere at Memorial Union Terrace, located 8.0km away, perfect for a drink and relaxation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Middleton

If you're heading off with a group, family, or pets, or if you're planning an extended stay, it's important to prioritise your filters accordingly. Here are some handy booking tips for Vrbo to help you out.

  • Traveling to Middleton with a group: Think about how many bedrooms you’ll require, as well as features like a fully equipped kitchen or outdoor areas for socialising. Luckily, you can easily refine your search to include all of these options and more on Vrbo.
  • Traveling to Middleton with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Middleton: For many families, a holiday isn't truly a holiday without their furry companion by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Middleton: If you're searching for holiday rentals with discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Middleton

Middleton, Wisconsin, offers a delightful mix of outdoor adventures and family-friendly vibes, making it an ideal spot for a memorable holiday. Nestled near the vibrant city of Madison, you can explore charming small-town attractions and enjoy a warm atmosphere filled with friendly locals. Whether you're hiking in scenic parks or discovering local eateries, Middleton welcomes you with open arms for an unforgettable experience in the heart of the Midwest.

  • Madison: Madison, a vibrant metropolis located 9.7km from Middleton, is a must-visit for those seeking a blend of family-friendly activities and urban excitement. This city is renowned for its educational institutions, including a prominent modern college university, which adds a youthful energy to the environment. Sports enthusiasts will appreciate the local stadium and sports facilities, while shoppers can explore various shopping mall centres. With a bustling atmosphere and plenty of outdoor spaces, Madison offers a well-rounded travel experience that caters to families, outdoor lovers, and city explorers alike.
  • West Madison: Just 3.2km from Middleton, West Madison is a thriving area perfect for family outings and business trips. This neighbourhood boasts a range of shopping centres and educational facilities, making it convenient for both leisure and work-related visits. The presence of a stadium and sports facilities further enhances its appeal to sports fans. With easy access to amenities and a welcoming atmosphere, West Madison is an excellent spot for those looking to experience a mix of urban life and family activities without venturing far from Middleton.
  • Downtown Madison: Downtown Madison, located 9.7km from Middleton, is a cultural hub that invites travellers to immerse themselves in its rich offerings. Visitors will find a vibrant theatre scene, diverse shopping opportunities, and a strong emphasis on education through its local institutions. The area is also home to a modern college university and sports facilities, making it a lively place for families and culture enthusiasts alike. With its dynamic mix of attractions, Downtown Madison is an ideal destination for those looking to enjoy city life while soaking in the local culture.

Best time to go to Middleton

If you're planning a trip to Middleton, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.5°F (-7.5°C)No Rain (Dry)Mostly CloudyAverage
February20.7°F (-6.3°C)No Rain (Dry)Mostly CloudyAverage
March34.5°F (1.4°C)Light RainMostly CloudyAverage
April45.1°F (7.3°C)Light RainMostly CloudySlightly High
May57.7°F (14.3°C)Light RainMostly SunnySlightly High
June67.5°F (19.7°C)Light RainMostly SunnyAverage
July71.4°F (21.9°C)Light RainMostly SunnyAverage
August69.8°F (21.0°C)Light RainMostly SunnySlightly Low
September62.8°F (17.1°C)Light RainMostly SunnySlightly High
October49.8°F (9.9°C)Light RainMostly SunnySlightly Low
November36.9°F (2.7°C)Light RainMostly SunnySlightly Low
December26.4°F (-3.1°C)Light RainMostly CloudyAverage

Booking with Vrbo is a breeze

Are you keen to save on your upcoming adventure? Being flexible with your travel dates can make a real difference, as prices often fluctuate. You might also find considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our handy filters to sort by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your adventures, manage your bookings, and keep everything organised. You can easily create new trips or pick up where you left off. Your saved and booked properties are conveniently sorted into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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 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. Bookabach 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 Bookabach. 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 Bookabach 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 Bookabach, 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 Bookabach 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 Bookabach 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, Bookabach'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 Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Middleton?
Work out your travel dates and then use the filter tool to search for holiday homes with ac in Middleton on Bookabach. With 12 air-conditioned properties available, you can enjoy a comfortable and cool stay.
How old do you have to be to rent a holiday home in Middleton?
We recommend checking with the Middleton holiday home you're looking at on Bookabach as the minimum age varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Middleton for?
It all depends on the Middleton property. To view all available options offering extended stays, just enter your travel dates and guest number into Bookabach's search page. Enjoy having the whole place to yourself, along with comforts such as a fully-equipped kitchen, air conditioning and a backyard where the kids can run and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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