Middleton holiday homes

We found 205 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.

Holiday rentals with weekly discounts – Middleton

Showing deals for:18 Dec - 25 Dec

Property grounds
Living area
Outdoor dining
Exterior
Exceptional
(142 reviews)

Conveniently Located just off University Avenue on Madison's West Side

Madison

12% off
NZ$8,905
for 7 nights, 1 home
NZ$1,272 per night
includes taxes & fees
Conveniently Located just off University Avenue on Madison's West Side
Property grounds
Terrace/patio
Eat-in dinning to sunroom
Kitchen
Exceptional
(10 reviews)

Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic

Verona

8% off
NZ$11,178
for 7 nights, 1 home
NZ$1,597 per night
includes taxes & fees
Fully decked out 4 Bdrm, relaxing backyard retreat. Minutes from Epic
Bridge Road Park 2 blocks away
Living room side B
Kitchen side B
Queen & Twin side B
Excellent
(16 reviews)

Entire duplex next to waterfront

Madison

9% off
NZ$4,941
for 7 nights, 1 home
NZ$706 per night
includes taxes & fees
Entire duplex next to waterfront
Room
Private kitchen
Exterior
Terrace/patio
Exceptional
(26 reviews)

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

Middleton

8% off
NZ$6,849
for 7 nights, 1 home
NZ$978 per night
includes taxes & fees
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
Exterior
Interior
Room
Private kitchen
Exceptional
(32 reviews)

Beautifully remodeled 2 bed 104 Berkley Verona #6

Verona

16% off
NZ$2,124
for 7 nights, 1 home
NZ$303 per night
includes taxes & fees
Beautifully remodeled 2 bed 104 Berkley Verona #6
Dining
Private kitchen
Exterior detail
Interior
Exceptional
(47 reviews)

Paoli Den - Renovated Flat!

Verona

7% off
NZ$2,563
for 7 nights, 1 home
NZ$366 per night
includes taxes & fees
Paoli Den - Renovated Flat!
Private kitchen
Terrace/patio
Private kitchen
Living area
Wonderful
(29 reviews)

Stylish & Updated Bungalow

Madison

9% off
NZ$3,514
for 7 nights, 1 home
NZ$502 per night
includes taxes & fees
Stylish & Updated Bungalow
Cozy living room with television and open concept to kitchen.
Shared entry at the front.
Private kitchen
Front exterior
Exceptional
(41 reviews)

Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

Verona

7% off
NZ$2,487
for 7 nights, 1 apartment
NZ$355 per night
includes taxes & fees
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
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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)
  • 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)
  • Wollersheim Winery (16.7 mi / 26.9 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)
  • 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)
  • Gibraltar Rock State Natural Area (17.7 mi / 28.6 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.
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.
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 Bookabach.
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.
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.
Are all fees included in the Middleton holiday homes prices shown on Bookabach?
Bookabach 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 Middleton holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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 Middleton holiday homes?
You can find great discounts on holiday homes in Middleton on Bookabach, 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 Middleton holiday home booking on Bookabach?
To find Middleton holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Middleton?
A long-stay holiday home 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 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 Bookabach?
Bookabach'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 Middleton holiday home?
Book your Middleton 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Middleton?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Middleton to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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