Discover Your Perfect Madison Vacation Homes

Best Vacation Homes in Madison

10.0
Exceptional
(122 Reviews)
3200 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
AU $407/Night For 7 Nights AU $2,848
10.0
Exceptional
(1 Review)
3003.13 ft² 14 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
AU $290/Night For 7 Nights AU $2,031
9.4
Exceptional
(273 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $226/Night For 7 Nights AU $1,582
10.0
Exceptional
(69 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $245/Night For 7 Nights AU $1,713
8.7
Fabulous
(49 Reviews)
34 Guests 32 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Pet Friendly
  • Parking
  • Air Conditioner
AU $146/Night For 7 Nights AU $1,025
10.0
Exceptional
(30 Reviews)
1900 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $70/Night For 7 Nights AU $488
10.0
Exceptional
(23 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $540/Night For 7 Nights AU $3,781
10.0
Exceptional
(23 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $183/Night For 7 Nights AU $1,284

Madison Luxury Rentals

New
4101.05 ft² 20 Guests 1 Bedroom 1 Bathroom
House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
AU $1,561/Night For 7 Nights AU $10,930
New
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • View
AU $665/Night For 7 Nights AU $4,658
9.6
Exceptional
(53 Reviews)
4100 ft² 20 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $618/Night For 7 Nights AU $4,325
9.6
Exceptional
(4 Reviews)
2796 ft² 15 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $609/Night For 7 Nights AU $4,265
10.0
Exceptional
(2 Reviews)
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $599/Night For 7 Nights AU $4,197
9.8
Exceptional
(34 Reviews)
2100 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Spa
  • Fireplace/Heating
  • Ocean View
AU $587/Night For 7 Nights AU $4,112
9.8
Exceptional
(23 Reviews)
10 Guests 4 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $578/Night For 7 Nights AU $4,049
9.8
Exceptional
(62 Reviews)
2800 ft² 11 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $556/Night For 7 Nights AU $3,888

Madison Pet Friendly Vacation Rentals

10.0
Exceptional
(16 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Air Conditioner
AU $325/Night For 7 Nights AU $2,275
New
947.22 ft² 7 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
AU $267/Night For 7 Nights AU $1,867
New
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $377/Night For 7 Nights AU $2,636
10.0
Exceptional
(11 Reviews)
1500 ft² 7 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $261/Night For 7 Nights AU $1,827
New
2400.35 ft² 12 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
AU $264/Night For 7 Nights AU $1,848
9.6
Exceptional
(145 Reviews)
550 ft² 5 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
AU $154/Night For 7 Nights AU $1,079
9.6
Exceptional
(25 Reviews)
500 ft² 5 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
AU $129/Night For 7 Nights AU $901
9.6
Exceptional
(17 Reviews)
2400 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $294/Night For 7 Nights AU $2,056

Madison Large Vacation Homes

10.0
Exceptional
(22 Reviews)
10 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $257/Night For 7 Nights AU $1,802
9.2
Exceptional
(14 Reviews)
3000 ft² 14 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $408/Night For 7 Nights AU $2,856
10.0
Exceptional
(2 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Pet Friendly Other
  • Fireplace/Heating
  • Air Conditioner
  • Internet
AU $522/Night For 7 Nights AU $3,651
9.4
Exceptional
(22 Reviews)
4100 ft² 20 Guests 7 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
AU $637/Night For 7 Nights AU $4,462
10.0
Exceptional
(24 Reviews)
2704 ft² 13 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $586/Night For 7 Nights AU $4,103
10.0
Exceptional
(17 Reviews)
10 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $370/Night For 7 Nights AU $2,587
10.0
Exceptional
(7 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $504/Night For 7 Nights AU $3,524
10.0
Exceptional
(3 Reviews)
2600 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
AU $551/Night For 7 Nights AU $3,859

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.

Best Times to Visit Madison

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience and ensure you enjoy all that this destination has to offer, making it an ideal choice for securing your perfect vacation rental in Madison, Minnesota.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this destination experiences its peak season, attracting visitors looking to enjoy outdoor activities and scenic views.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 60°F (16°C)
autumn
Fall (September to November)

The vibrant fall foliage draws travelers seeking picturesque landscapes and a tranquil escape in early autumn.

Average Temperature Daytime: approximately 70°F (21°C) - Nighttime: about 45°F (7°C)

Off-Season Highlights

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Winter (December to February)

With colder weather and fewer visitors, the winter months offer a quiet retreat for those interested in seasonal solitude and cozy accommodations.

Average Temperature Daytime: around 30°F (-1°C) - Nighttime: close to 15°F (-9°C)
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Spring (March to May)

As nature awakens, the early spring period provides a peaceful time to visit before the area's peak visitor influx begins.

Average Temperature Daytime: approximately 50°F (10°C) - Nighttime: around 30°F (-1°C)

Weekly Weather Forecast for Madison

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.

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 dining with a private patio or picnic area, perfect for relaxing after exploring the region.
  • Take advantage of spacious yards or gardens to unwind and soak in the natural beauty surrounding your rental.
  • Make use of outdoor grills for family barbecues and casual gatherings amidst scenic views.
  • Benefit from access to nearby lakeside or waterfront areas for fishing, swimming, or boating adventures.
  • Relax on a furnished balcony or deck that offers picturesque views of the local landscape.
  • Utilize outdoor fire pits or fireplaces to stay warm and enjoy evening leisure activities under the stars.
  • Explore well-maintained walking trails or nature paths directly accessible from your rental property.
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Family Activities

  • Madison Lake State Park: Spend a day exploring the scenic trails, fishing, and picnicking at this local favorite, perfect for outdoor family fun.
  • Minnesota Maritime Museum: Discover the region’s maritime history through engaging exhibits that appeal to both children and adults alike.
  • The Madison Area Community Center: Enjoy various recreational activities, including swimming, sports, and special events designed for families staying in nearby vacation rentals.
  • Local Nature Trails: Embark on easy hiking or biking adventures along the well-maintained paths that showcase the area's natural beauty, ideal for outdoor-loving families.
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Adult Activities

  • Explore Lake Madison State Park: Enjoy scenic hiking, birdwatching, and relaxing lakeside activities within this beautiful state park here.
  • Visit the Madison Art Center: Immerse yourself in local culture by exploring art exhibits and participating in creative workshops in this vibrant community hub.
  • Savor local flavors at area restaurants: Indulge in regional cuisine at highly-rated eateries that showcase the region’s culinary delights.
  • Engage in outdoor recreation on the lakes: Try kayaking, fishing, or swimming in the pristine waters that make this destination a favorite for water enthusiasts.

Madison Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take the opportunity to enjoy regional cuisine at nearby eateries, immersing yourself in the authentic flavors of this destination.
  • Visit Scenic Spots Near Your Stay: Make the most of your time by visiting picturesque areas around your vacation rental, perfect for relaxing or capturing memorable photos.
  • Plan Outdoor Activities: Engage in outdoor pursuits such as walking, biking, or boating to fully experience the natural beauty that surrounds here.
  • Check Out Seasonal Events: Stay updated on local events and festivals happening during your visit to enhance your experience and connect with the community.

Transportation Options

  • Madison Municipal Airport: This regional airport offers convenient flights for travelers arriving from various locations, making it an accessible entry point to the area.
  • Public Transit Services: Local bus routes and transit options provide affordable and reliable transportation within the region, connecting you to key points of interest.
  • Taxi and Rideshare Services: Taxis and popular rideshare apps like Uber and Lyft operate here, offering flexible travel options throughout the destination.
  • Car Rental Agencies: Multiple car rental providers are available nearby, giving you the freedom to explore the surroundings at your own pace from your vacation rental.

Local Customs Options

  • Respect for Lakes and Waterways: Locals here prioritize preserving the pristine condition of lakes, and you’ll notice a strong culture of conservation and quiet enjoyment during your stay.
  • Community Events and Gatherings: Participating in local festivals and gatherings is common, offering you an authentic experience of how residents celebrate their regional traditions.
  • Hunting and Fishing Traditions: These outdoor activities are deeply rooted in the area's lifestyle, and engaging in them respectfully can enrich your connection with the local community.
  • Casual Attire and Friendly Greetings: Visitors are often encouraged to adopt a laid-back dress code and greet neighbors with warmth, reflecting the region’s welcoming spirit.

Frequently Asked Questions About Madison?

2. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 83 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. 

4. What is the cancellation policy for vacation rentals in Madison, Minnesota?

Cancellation policies vary between listings. You should review the specific property's cancellation terms on its listing page or contact the owner directly to ensure you understand the conditions and any applicable fees before booking.

5. Are there any additional fees I should be aware of when booking a property here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the listing details. It's important to read the full description or reach out to the property owner for clarification before confirming your reservation.

6. How do I verify the safety and quality of the vacation rentals in this area?

All properties listed are verified by the platform to meet certain standards. However, for peace of mind, carefully review guest reviews, ratings, and the property's description online. Contacting the owner directly can also help address any specific safety concerns.

7. What amenities are commonly available in vacation rentals near this region?

Properties in this destination often include amenities like Wi-Fi, fully equipped kitchens, outdoor spaces, and parking. Confirm specific amenities with the host during the inquiry process to match your needs.

8. How far in advance should I book my stay in this location to secure my preferred property?

Availability varies throughout the year, but it is recommended to book several months in advance, especially during peak seasons or holiday periods. Early booking helps ensure you get the ideal property for your travel dates.

Madison Top Rated Vacation Rentals

9.8
Exceptional
(12 Reviews)
1850 ft² 8 Guests 4 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $413/Night For 7 Nights AU $2,894
9.6
Exceptional
(90 Reviews)
7 Guests 3 Bedrooms 1 Bathroom
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $222/Night For 7 Nights AU $1,555
9.4
Exceptional
(222 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
AU $146/Night For 7 Nights AU $1,020
9.0
Exceptional
(46 Reviews)
301.39 ft² 8 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
AU $160/Night For 7 Nights AU $1,123
8.0
Excellent
(39 Reviews)
376.74 ft² 5 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Hot Tub
  • Pool
AU $236/Night For 7 Nights AU $1,650
6.5
Good
(8 Reviews)
309.08 ft² 7 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
AU $112/Night For 7 Nights AU $781