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Madison Luxury Rentals

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Madison Pet Friendly Vacation Rentals

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9.2 (101 Reviews)
Apartment
The Dylin by Mint House
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.0 (1 Review)
Apartment
Cannery Square Apartment 104
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your 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 Madison Vacation Rentals

Where are the best neighborhoods to stay in Madison?

When exploring Madison, Wisconsin, choosing the right neighborhood to stay in can significantly enhance your visit. Whether you prefer the lively atmosphere of downtown Madison or the charming appeal of its historic districts, each area offers unique experiences and convenient access to local attractions. Rest assured, there are a variety of comfortable vacation rentals available across these neighborhoods, allowing you to enjoy a seamless and memorable stay in this vibrant city. By selecting the ideal neighborhood, you'll find yourself immersed in Madison’s welcoming community while enjoying the comfort and reliability of trusted accommodations.

Regent

This neighborhood offers a peaceful residential atmosphere, making it an ideal choice for those seeking a quiet stay within the city. Its convenient location allows easy access to local amenities and scenic spots around Madison.

View 148+ Rentals in Regent

Shorewood Hills

Known for its charming landscape and close proximity to Lake Mendota, this area provides a serene environment perfect for outdoor enthusiasts. Staying here puts you near the region's natural beauty and recreational opportunities.

View 86+ Rentals in Shorewood Hills

North Lake Mendota

Nestled along the shores of one of the region's most prominent lakes, this neighborhood offers stunning waterfront views and easy access to water activities. It’s an excellent choice for visitors looking to enjoy outdoor pursuits in Madison.

View 274+ Rentals in North Lake Mendota

Waubesa Beach

Located near picturesque shoreline, this neighborhood provides a tranquil setting with direct access to Waubesa Beach. It’s perfect for travelers wanting a relaxing stay close to natural beaches and outdoor recreation.

View 35+ Rentals in Waubesa Beach

Greenbush

This vibrant community boasts a rich architectural heritage and lively local scene, making it ideal for explorers interested in experiencing Madison’s cultural side. Its central position enhances your ability to explore the area's attractions.

View 161+ Rentals in Greenbush

Tenney-Lapham

With its blend of historic charm and urban vitality, this neighborhood is perfect for those wanting to experience Madison’s dynamic city life. Its proximity to downtown makes it a practical base for exploring the region.

View 161+ Rentals in Tenney-Lapham

Bay Creek

Offering scenic views and peaceful surroundings, Bay Creek is ideal for visitors seeking a quiet retreat within reach of Madison’s main attractions. The neighborhood’s natural setting suits outdoor lovers and tranquility seekers alike.

View 178+ Rentals in Bay Creek

Marquette

Renowned for its historic character and proximity to the university area, this neighborhood appeals to those wanting a blend of educational and cultural experiences during their stay in Madison.

View 172+ Rentals in Marquette

Best Times to Visit Madison

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation in Madison ensures you experience this destination’s vibrant local culture and natural beauty at its best, making your stay in the region truly memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather and longer daylight hours, making outdoor activities and local events particularly enjoyable in this region.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Early Fall (September to October)

This time offers mild temperatures and spectacular foliage, perfect for exploring the area’s natural beauty and attending seasonal festivals.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

You might find fewer crowds during this season, with colder temperatures ideal for indoor activities or enjoying the winter scenery in the area.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Mid to Late Summer (July to August)

While still warm, this period tends to be less busy, offering a quieter experience while still benefiting from summer activities and local events.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Weekly Weather Forecast for Madison

How to Book Your 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 Madison

More Top-Rated Vacation Rentals in 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 outdoor seating areas such as patios or decks to unwind after exploring the region.
  • Take advantage of lush gardens or landscaped yards that enhance your outdoor experience.
  • Make use of private or shared grills for barbecues, perfect for gatherings in this scenic destination.
  • Relax by a fire pit during cool evenings, offering cozy ambiance in the area's inviting climate.
  • Access to nearby parks or walking trails for outdoor recreation and sightseeing excursions.
  • Utilize outdoor dining spaces for meals while soaking in the natural surroundings of this vibrant area.
  • Benefit from spacious yards or lawns ideal for outdoor activities or family fun at this holiday destination.

Top Attractions Around Madison

What attractions are nearby?

Here, you can explore a variety of outdoor activities and local attractions that showcase the vibrant culture and natural beauty of Madison, Wisconsin, making it an ideal destination for memorable experiences just steps from your vacation rental.

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Family Activities

  • Madison Children's Museum: Engage your family with hands-on exhibits and interactive play a short drive away, perfect for inspiring young minds in the local area.
  • Henry Vilas Zoo: Explore this free-admission zoo where you can see a variety of animals and enjoy a fun day outdoors with your loved ones here.
  • Olbrich Botanical Gardens: Wander through stunning gardens and conservatories that offer both educational and relaxing experiences amidst the region's natural beauty.
  • Lake Mendota: Spend quality time by the water with activities like kayaking, paddleboarding, or picnicking along the scenic shoreline nearby.
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Adult Activities

  • Attend the Madison Farmers' Market: Engage with local vendors to experience fresh produce, artisanal goods, and the vibrant community atmosphere here in the area.
  • Explore the Olbrich Botanical Gardens: Discover stunning plant displays and serene walking paths that showcase the region’s natural beauty, perfect for a relaxing day outdoors.
  • Discover local history at the Wisconsin State Capitol: Tour this iconic landmark to appreciate architecture, learn about regional governance, and enjoy panoramic views of the city skyline.
  • Enjoy outdoor recreation on Lake Monona: Take part in kayaking, paddleboarding, or waterfront strolling along the scenic shores nestled within the area's natural surroundings.

Other Places to Stay in Madison, WI

Dane County
Dane County Vacation Rentals
Downtown Madison
Downtown Madison Vacation Rentals
State Street Shopping
State Street Shopping Vacation Rentals
Middleton
Middleton Vacation Rentals
Sun Prairie
Sun Prairie Vacation Rentals
Monona
Monona Vacation Rentals
Lodi
Lodi Vacation Rentals
Beaver Dam
Beaver Dam Vacation Rentals
Stoughton
Stoughton Vacation Rentals
Verona
Verona Vacation Rentals
Cambridge
Cambridge Vacation Rentals
Lake Ripley
Lake Ripley Vacation Rentals
More Places to Stay Near Madison

Madison Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the time to enjoy the region’s renowned food scene by visiting local eateries and markets near your vacation rental in Madison, Wisconsin.
  • Visit Outdoor Spaces: Make use of the area's scenic parks and recreational areas to experience the natural beauty that makes this destination a perfect outdoor escape.
  • Plan Cultural Activities: Engage with the region’s vibrant arts and cultural events to deepen your connection with the community during your stay.
  • Utilize Local Transportation: Using public transit or bike rentals can help you effortlessly navigate around here and make the most of your time exploring the region’s attractions.

Transportation Options

  • Madison Metro Transit: This regional bus service offers convenient and affordable transportation options throughout the area, making it easy for you to explore local attractions.
  • Biking and Scooter Rentals: With numerous bike lanes and dedicated paths, renting bikes or scooters provides a flexible way to navigate here at your own pace.
  • Car Rentals: Access to various car rental agencies in the region ensures you can easily rent a vehicle for day trips or extended adventures around this destination.
  • Taxi and Rideshare Services: Reliable taxi and rideshare options are readily available, offering quick and direct transportation whenever you need it.

Local Customs Options

  • Local Dining Etiquette: When enjoying the region's renowned culinary scene, it's customary to be punctual and polite, reflecting the friendly nature of this destination's community.
  • Community Events: Participating in outdoor festivals and farmers' markets showcases the area's welcoming spirit and appreciation for local traditions.
  • Environmental Respect: The region values sustainability, encouraging visitors to practice recycling and conservation during their stay in these comfortable vacation rentals.
  • Casual Dress Code: Here, dressing casually and comfortably is often the norm, aligning with the laid-back atmosphere that defines this destination.

Frequently Asked Questions About Madison?

1. What are the top vacation rentals in Madison?

There are a lot of options in Madison. If you plan on staying in the 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 Madison:

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

There are 69 vacation rentals with private pools near Madison. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in 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 Madison:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 705 in the 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 Madison. 

5. What is the cancellation policy for vacation rentals in Madison, Wisconsin?

Cancellation policies vary depending on the host and specific listing. You should review the individual rental's cancellation terms on the listing page or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in each listing. Be sure to carefully read the description and payment details before confirming your reservation.

7. How do I find a vacation rental that suits my needs in Madison, Wisconsin?

You can filter search results based on your preferences, including property type, amenities, stay dates, and price range. For personalized assistance, reaching out to the property owner can also help identify the best option for your visit.

8. Is it possible to extend my stay at a vacation rental in this area?

Extension options depend on the availability of the property. To request an extension, contact the host directly through the booking platform to discuss your desired additional nights.

9. What should I know about checking in and checking out at vacation rentals here?

Check-in and check-out procedures vary by property. Details are usually provided in the listing or communicated by the host. Confirm these times and any special instructions prior to your arrival to ensure a smooth stay.