Discover Your Perfect Downtown Madison Vacation Homes

Downtown Madison Luxury Rentals

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Downtown Madison Pet Friendly Vacation Rentals

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10.0 (3 Reviews)
Hotel
The Saddlery Madison
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Downtown Madison Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Downtown Madison Vacation Rentals

Where are the best neighborhoods to stay in Downtown Madison?

When exploring the vibrant city of Madison, Wisconsin, choosing the right neighborhood to stay in can greatly enhance your experience. The downtown area offers an excellent blend of accessibility and charm, making it an ideal location for those seeking convenience and a lively atmosphere. Staying within this central district provides easy access to local dining, shopping, and cultural experiences, allowing you to truly immerse yourself in the city's dynamic energy. Whether you're visiting for leisure or business, securing a vacation rental in downtown Madison ensures a comfortable and seamless stay in the heart of Wisconsin's capital.

Greenbush

Located just north of downtown, Greenbush offers a charming neighborhood setting with easy access to the city's vibrant attractions and scenic parks, making it an ideal choice for those seeking a peaceful yet convenient stay in Madison.

View 161+ Rentals in Greenbush

Tenney-Lapham

This lively area features historic architecture and tree-lined streets, providing a perfect backdrop for exploring the city's cultural scene while enjoying the comfort of nearby vacation rentals in Madison.

View 161+ Rentals in Tenney-Lapham

Marquette

Situated close to downtown, Marquette is renowned for its residential charm and proximity to key local amenities, offering a comfortable base for experiencing all that the region's lively atmosphere has to offer.

View 172+ Rentals in Marquette

Best Times to Visit Downtown Madison

When should you plan your Vacation Rentals stay?

Discover the optimal time to visit this destination by considering seasonal weather patterns and local events, ensuring your stay in Downtown Madison, Wisconsin, aligns perfectly with your vacation plans during your search for ideal vacation rentals here.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather and lively events in this vibrant destination, making it ideal for exploring local attractions.

Average Temperature Daytime: around 80°F - Nighttime: around 60°F
autumn
Fall (September to November)

In the fall, the region transforms with colorful foliage, attracting visitors who want to experience the scenic beauty and outdoor activities.

Average Temperature Daytime: around 70°F - Nighttime: around 45°F

Off-Season Highlights

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Winter (December to February)

The winter months offer a quieter atmosphere perfect for those seeking a peaceful retreat while enjoying the cozy ambiance of the area.

Average Temperature Daytime: around 30°F - Nighttime: around 15°F
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Spring (March to May)

In early spring, fewer visitors come here, providing an opportunity to experience the city’s charm amidst mild temperatures and blooming landscapes.

Average Temperature Daytime: around 50°F - Nighttime: around 30°F

Weekly Weather Forecast for Downtown Madison

How to Book Your Downtown Madison Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Downtown Madison

More Top-Rated Vacation Rentals in Downtown Madison Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or balcony to relax and take in the local scenery.
  • Take advantage of lush landscaped gardens or courtyards available on the property.
  • Make use of community grilling areas for outdoor cooking with friends or family.
  • Benefit from access to nearby parks or green spaces perfect for outdoor activities.
  • Utilize outdoor seating arrangements designed for enjoying the climate here.
  • Explore walking or biking paths that run close to the rental, ideal for outdoor excursions.
  • Take advantage of rooftop decks or terraces offering panoramic views of the city skyline.

Top Attractions Around Downtown Madison

What attractions are nearby?

Within walking distance in this vibrant area, you can enjoy a variety of cultural, recreational, and dining activities that showcase the best of Madison’s lively downtown scene.

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Family Activities

  • Madison Children's Museum: Engage your family in interactive exhibits and hands-on activities that make learning fun for all ages.
  • Olbrich Botanical Gardens: Explore stunning outdoor gardens and conservatories, offering a peaceful retreat and beautiful scenery just moments from the city center.
  • Wisconsin State Capitol Tour: Discover the region's history and architecture on guided tours of this iconic government building located downtown.
  • Lake Monona Waterfront: Enjoy family-friendly activities such as picnicking, walking paths, and water views along the scenic lakefront nearby.
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Adult Activities

  • Explore the Wisconsin State Capitol: Take a guided tour of this iconic building to learn about the state's history and architecture in the heart of downtown.
  • Visit the Madison Museum of Contemporary Art: Enjoy innovative exhibitions and engaging art displays that showcase the region's vibrant creative scene.
  • Stroll through the Olbrich Botanical Gardens: Wander the stunning outdoor spaces and tropical conservatory, perfect for relaxing amid natural beauty.
  • Experience local flavors at the farmers' market: Savor fresh produce, artisanal goods, and regional specialties at the lively downtown market area.

Other Places to Stay in Downtown Madison, WI

Madison
Madison Vacation Rentals
State Street Shopping
State Street Shopping Vacation Rentals
Monona Terrace Community and Convention Center
Monona Terrace Community and Convention Center Vacation Rentals
Capitol Square
Capitol Square Vacation Rentals
Wisconsin Historical Museum
Wisconsin Historical Museum Vacation Rentals
Wisconsin State Capitol
Wisconsin State Capitol Vacation Rentals
Wisconsin Veterans Museum
Wisconsin Veterans Museum Vacation Rentals
Madison Public Library
Madison Public Library Vacation Rentals
Madison Children's Museum
Madison Children's Museum Vacation Rentals
Orpheum Theater
Orpheum Theater Vacation Rentals
Overture Center for the Arts
Overture Center for the Arts Vacation Rentals
Madison Area Technical College Downtown Campus
Madison Area Technical College Downtown Campus Vacation Rentals
More Places to Stay Near Downtown Madison

Downtown Madison Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Cafés: Discover the area’s vibrant culinary scene by visiting local eateries and cafés to enjoy authentic regional flavors during your stay.
  • Enjoy Scenic Walks and Bike Rides: Take advantage of the region’s picturesque parks and pathways to experience the natural beauty surrounding your vacation rental in Downtown Madison.
  • Visit Cultural and Historic Sites: Immerse yourself in the local history and culture by exploring nearby museums, galleries, and historical landmarks.
  • Plan Your Activities Ahead: Utilize the destination’s event calendars and activity guides to maximize your time here and ensure you don’t miss any popular attractions or festivals.

Transportation Options

  • Downtown Madison Transit System: This comprehensive bus network offers convenient and affordable transportation throughout the area, making it easy to navigate your stay.
  • Bicycle Rentals: Given the region's bike-friendly streets, renting a bicycle provides a flexible and eco-friendly way to explore the vibrant downtown corner.
  • Taxi and Rideshare Services: Reliable options like taxis and rideshare apps are readily available for quick, door-to-door travel within this destination.
  • Walking: With its compact layout and scenic pathways, walking is an excellent way to experience the local atmosphere here at your own pace.

Local Customs Options

  • Brat Fry Tradition: Participating in local brat fry events showcases the region's beloved outdoor gatherings and community spirit.
  • University of Wisconsin-Madison Traditions: Embracing campus traditions like the 'Jump Around' cheer offers insight into the area's vibrant college culture.
  • Farmers’ Market Etiquette: Visiting the downtown farmers' market allows you to experience the region’s rich agricultural heritage firsthand.
  • Lakefront Celebrations: Engaging in seasonal lakefront festivals highlights the area's close connection to its scenic waterfront.

Frequently Asked Questions About Downtown Madison?

1. What are the top vacation rentals in Downtown Madison?

There are a lot of options in Downtown Madison. If you plan on staying in the Downtown Madison area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Downtown Madison:

2. How many vacation rentals have private pools in Downtown Madison?

There are 35 vacation rentals with private pools near Downtown Madison. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Downtown Madison are best for families?

If you are looking for a family-friendly vacation home in Downtown Madison, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Downtown Madison:

4. How many Rentbyowner vacation rentals are available in Downtown Madison?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 273 in the Downtown Madison area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Downtown Madison. 

5. What is the cancellation policy for booking vacation rentals in Downtown Madison?

The cancellation policy varies depending on the property listing. To ensure you understand the specific terms, please review the cancellation details provided on the listing or contact the property owner directly before completing your booking.

6. Are there any minimum stay requirements for vacation rentals in the area?

Minimum stay requirements can differ between properties in this destination. You should check the specific listing details or reach out to the host to confirm any minimum night stays for your preferred travel dates.

7. How do I find out about amenities available at vacation rentals here?

Amenities are listed on each property’s page. For comprehensive information or to clarify any questions, it's best to contact the property owner directly through the booking platform.

8. Is there a security deposit for booking vacation rentals in this region?

Many listings require a security deposit, which is detailed in the property description. Review the listing carefully and contact the owner if you need further clarification about the deposit amount and refund process.

9. What is the process for checking in and checking out of vacation rentals in this destination?

Check-in and check-out procedures are typically outlined in the listing details. To ensure a smooth experience, communicate with the property owner in advance if you have any special requests or need additional instructions.