Middleton, Wisconsin Vacation Rentals

Explore 12 rental homes and villas in Middleton, Wisconsin for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $117 per night with homes containing as many as 5 bedrooms and 4 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Middleton

Where to stay in Middleton

Show all homes

Booking a vacation rental in Middleton, Wisconsin?

Here are some things to know to support your visit:

Middleton Overview
Nestled in the heart of Wisconsin, Middleton is affectionately known as "The Good Neighbor City," a moniker that captures its warm community vibe and the array of attractions that make it a hidden gem. This quaint city, in close proximity to Madison, offers an idyllic blend of natural beauty, engaging attractions, and the comfort of a private home away from home. Imagine waking up in your own private rental, a cozy haven where you can savor your morning coffee in peace or take a refreshing dip in your own swimming pool—a common feature in many of Middleton's home rentals. These homes, many of which are pet-friendly, provide a more intimate and personalized experience, allowing you to live like a local and create memories in a space that's entirely yours. Middleton's crown jewel is the Pheasant Branch Conservancy, a sprawling natural oasis with over 500 acres of protected land. Here, trails wind through diverse ecosystems, offering serene spots for bird watching, hiking, or simply soaking in the tranquility of nature. The city's commitment to green spaces extends to its parks and the picturesque Lake Mendota shoreline, where the gentle lapping of water against the shore provides a soothing backdrop for picnics and leisurely strolls. The city's downtown area is a vibrant hub of activity, where the charm of small-town America meets a cosmopolitan flair. Stroll through the bustling streets and discover an eclectic mix of shops, boutiques, and eateries. Middleton's culinary landscape is a testament to Wisconsin's rich agricultural roots, with local cheeses, craft beers, and a variety of international flavors waiting to tantalize your taste buds. For a touch of whimsy, the National Mustard Museum is a must-visit, offering a playful exploration of this beloved condiment with a collection that spans the globe. History buffs will appreciate the Middleton Historical Museum, where the city's heritage comes to life through fascinating exhibits. While Middleton itself is a sanctuary of calm, it also serves as a convenient gateway to the greater Madison area. This proximity allows for easy exploration of the University of Wisconsin-Madison campus, the grandeur of the State Capitol, and Madison's dynamic cultural offerings. Throughout the year, Middleton's calendar is dotted with events that showcase its community spirit, from the exuberant Good Neighbor Festival to the family-friendly Downtown Trick or Treat. These celebrations are a testament to the city's hospitable nature and provide visitors with authentic local experiences. Middleton, Wisconsin, is a destination that seamlessly combines the allure of a peaceful retreat with the vibrancy of cultural attractions and community festivities. It's a place where the privacy and comfort of a home rental enhance the experience, allowing visitors to immerse themselves in the best of what small-town America has to offer, all within reach of the energetic pulse of city life.
Cultural Attractions in Middleton
Middleton, Wisconsin, may not be the first place that comes to mind when thinking of a cultural hotspot, but this charming city offers a surprising array of activities for those who revel in the arts, history, and local customs. Begin your cultural exploration at the Middleton Historical Museum, where you can delve into the city's past and learn about its development from a bustling railroad community to the vibrant city it is today. The museum's collection includes artifacts, photographs, and stories that paint a vivid picture of Middleton's heritage. Art enthusiasts will find solace in the Middleton Art & Framing gallery, which showcases works by local and regional artists. The gallery hosts various exhibitions throughout the year, providing a platform for contemporary art and offering visitors a glimpse into the area's creative pulse. For live music, the Capital Brewery is a local favorite, hosting outdoor concerts in its Bier Garten during the warmer months. The brewery's events calendar is filled with performances ranging from rock and blues to folk and jazz, allowing visitors to enjoy the local music scene alongside a pint of craft beer. Middleton is also home to the Mustard Museum, an unexpectedly delightful and quirky destination. Here, you can explore the history of mustard, enjoy tastings, and even participate in the National Mustard Day celebrations, a unique local custom that brings the community together in a festive and flavorful way. The city's commitment to the arts is further exemplified by the Middleton Community Orchestra, which provides high-quality classical music performances. The orchestra's concerts feature a mix of well-known masterpieces and contemporary works, often spotlighting local soloists and composers. For a more hands-on cultural experience, the Vinery Stained Glass Studio offers classes and workshops where visitors can learn the art of stained glass creation. It's a wonderful opportunity to engage with a traditional craft and create your own piece of art to take home. Middleton's proximity to Madison, the state capital, also means that cultural aficionados can easily venture out to enjoy the larger city's museums, theaters, and cultural events, then return to the tranquility of Middleton for a restful evening. While Middleton may be modest in size, it offers a warm and inviting cultural scene that celebrates the arts, history, and local traditions. It's a place where visitors can enjoy a slower pace of life while still engaging with enriching cultural activities.
Kids IconFamily friendly activities in Middleton
Middleton, Wisconsin, is a delightful destination for families traveling with children, offering a variety of attractions that are sure to entertain and educate young minds. A visit to the National Mustard Museum is a quirky and fun experience for all ages. Children will be amused by the colorful displays of over 6,000 mustards from around the world and can even participate in a mustard tasting. The museum's playful approach to learning about condiments and their history is both unique and memorable. For outdoor enthusiasts, the Pheasant Branch Conservancy is a natural oasis perfect for families to explore. With its scenic trails, children can enjoy bird watching, discover local flora and fauna, and during the right season, even spot a variety of migratory birds. The conservancy's bubbling springs and archaeological sites provide an excellent opportunity for kids to connect with nature and learn about the environment. Capital Brewery is a surprising addition to a family-friendly itinerary, as it hosts a variety of events throughout the year, including live music and food trucks. The outdoor Bier Garten is a welcoming space where parents can relax with a craft beer while children enjoy the laid-back atmosphere. Middleton's Greenway Station is a shopping and dining hub where families can enjoy a leisurely stroll, shop for souvenirs, and dine at kid-friendly restaurants. The open-air center often hosts family events and activities, making it a great spot to unwind and indulge in some retail therapy. For a splash of fun, the Middleton Public Pool is a summer favorite. With a zero-depth entry, water slides, and interactive water features, it's a safe and enjoyable place for kids to cool off and play. Lastly, the Keva Sports Center offers a range of activities for children, including sports classes, camps, and open play times. Whether your kids are interested in soccer, basketball, or just want to run around and have fun, Keva provides a safe and energetic environment for them to burn off energy. Middleton, with its charming blend of educational attractions, natural beauty, and family-oriented activities, is a hidden gem that promises a delightful and engaging experience for children and parents alike.
Nature IconOutdoor activities in Middleton
Middleton, Wisconsin, is a charming city that offers a variety of outdoor activities and natural wonders for those who love to immerse themselves in nature. The Pheasant Branch Conservancy is a local favorite, providing a sanctuary for wildlife and a retreat for nature enthusiasts. This 550-acre protected area features prairie and wetland habitats, as well as a bubbling spring and several Native American mounds. Visitors can enjoy bird watching, hiking, and biking on the trails that meander through the conservancy. For those who enjoy water activities, Lake Mendota is just a stone's throw away. As the largest of the four lakes in the Madison area, it offers ample opportunities for boating, fishing, kayaking, and stand-up paddleboarding. The lake's shoreline is also perfect for picnics and sunset views. Governor Nelson State Park, located on the north shore of Lake Mendota, is another natural gem. With over 8 miles of trails, it's a great spot for hiking and cross-country skiing in the winter. The park also has a sandy beach for swimming and a boat launch for easy access to the lake. Middleton's community parks, such as Firefighters Memorial Park and Lakeview Park, offer additional green spaces for outdoor recreation. These parks have facilities for sports, playgrounds for children, and scenic areas for relaxation. For a more unique outdoor experience, the Capital Springs Recreation Area provides a mix of natural and recreational resources. It includes a large dog park, extensive trails, and access to the Capital City State Trail, which is ideal for cycling enthusiasts looking to explore the area on two wheels. Lastly, for those willing to venture a little further, the Ice Age National Scenic Trail runs through the region. This thousand-mile footpath traces the edge of the last glacial advance in Wisconsin and offers a rugged, back-to-nature hiking experience. Middleton's proximity to these natural wonders and its own well-maintained parks make it an excellent destination for outdoor lovers. Whether you're looking for a peaceful hike, a day on the water, or a scenic bike ride, Middleton provides a beautiful backdrop for all your nature-filled adventures.
Weather IconWeather in Middleton
Middleton, Wisconsin, experiences a four-season continental climate, with cold winters and warm summers, and a range of weather conditions that can appeal to different types of travelers throughout the year. Winter, from December to February, is cold and snowy, with average high temperatures hovering around the freezing mark and lows often dropping well below. Snowfall is common, with Middleton receiving an average of 40 to 50 inches annually. This season is ideal for those who enjoy winter sports or the serene beauty of a Midwestern winter landscape. Spring, from March to May, brings a gradual warming trend with temperatures ranging from the upper 30s to the high 60s Fahrenheit. This season can be unpredictable, with a mix of rain, occasional snow, and increasing warmth as summer approaches. The melting snow and spring rains contribute to the lushness of the region's green spaces, making it a beautiful time for nature lovers to visit. Summer, from June to August, is the warmest and most popular time to visit Middleton. Average high temperatures are in the upper 70s to mid-80s Fahrenheit, with occasional peaks into the 90s. Humidity can be high, but this is also the season when the city's parks, lakes, and outdoor activities are most enjoyable. Thunderstorms are common, but they often provide a refreshing break from the heat. Autumn, from September to November, is a particularly pleasant time to visit. The heat of summer gives way to cooler temperatures, with averages ranging from the high 60s in September to the low 40s in November. This is the season of fall foliage, with the area's trees displaying vibrant colors that attract photographers and outdoor enthusiasts alike. Precipitation is lower than in spring, making it a great time for hiking and exploring the local countryside. The most pleasant weather conditions in Middleton are often found in late spring and early autumn, when temperatures are moderate, and the humidity is lower. These seasons offer the perfect balance for outdoor activities without the extremes of the summer heat or winter cold. Whether you're looking to enjoy the city's parks, explore nearby natural attractions, or simply soak in the Midwestern charm, Middleton's climate offers something for everyone at different times of the year.
Transportation in Middleton
Middleton, Wisconsin, a charming suburb of Madison, offers a variety of transportation options for visitors. While it may not have the extensive transit systems of a major metropolis, getting to and around Middleton is still convenient and straightforward. Travelers typically arrive in the region via the Dane County Regional Airport in Madison, which is about a 20-minute drive from Middleton. The airport serves several major airlines and provides connections to larger hubs. From the airport, visitors can take a taxi, a rideshare service like Uber or Lyft, or arrange for a shuttle service to reach Middleton. For those who prefer to drive, Middleton is easily accessible by car. It is located near major highways, including the Beltline (US-12/14) and I-39/I-90, making it a convenient stop for road trippers. Car rentals are available at the airport and throughout the Madison area for those who need a vehicle during their stay. Middleton itself does not have a public transportation system, but it is part of the larger Madison Metro Transit system, which provides bus services connecting Middleton to various parts of Madison. This can be a convenient option for those looking to explore the state capital without the need for a car. Within Middleton, visitors will find that the downtown area, often referred to as Middleton's "Good Neighbor City," is quite walkable. The community prides itself on being pedestrian-friendly, with shops, restaurants, and parks such as the Pheasant Branch Conservancy within easy walking distance of each other. For destinations that are further apart, biking is also a popular option, as Middleton boasts numerous bike trails and paths. For excursions beyond Middleton, such as visiting the University of Wisconsin-Madison campus or the State Capitol, a car or the regional bus service would be the most efficient modes of transportation. Additionally, Middleton is a great starting point for exploring the scenic countryside of Dane County, where a car will be necessary to visit the various wineries, cheese factories, and other rural attractions. In conclusion, while Middleton may not have the extensive transit options of a large city, it offers a range of convenient ways to arrive and get around, from airport shuttles to regional bus services. The city's compact and friendly downtown area is particularly walkable, making it an enjoyable destination for those who appreciate a slower pace and small-town charm.