Holiday Rentals in Madison

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Madison holiday rentals
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Madison holiday rentals: compare the best deals

Best family friendly Madison holiday rentals

Among the 637 accommodations in Madison, here are the 4 best family friendly rentals

The Dylin Hotel | Premium Two Bedroom - Madison
10 6 reviews

The Dylin Hotel | Premium Two Bedroom

apartment, Madison
This aparthotel, The Dylin, is located in Madison's Cap East district, within the renovated historic Reynolds House, offering original craftsmanship and character.
This family-friendly apartment provides accommodation for up to four guests, featuring two bedrooms, one bathroom, a full kitchen, air conditioning, internet, a garden, a fitness centre, and underground garage parking with optional EV charging, all within a short walk of local attractions.
The Dylin Hotel | Three Bedroom - Madison
9.6 9 reviews

The Dylin Hotel | Three Bedroom

apartment, Madison
This Dylin aparthotel is situated in Madison's Cap East district, offering direct access to the Capitol Square and downtown attractions, with the Capitol Building approximately 700 metres away.
This 87-square-metre, three-bedroom flat accommodates up to six guests, featuring a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, and onsite parking, with pets welcome and a fitness centre available.
Entire 3 Bedroom With Fireplace - Sleeps 12 - Madison
9.9 166 reviews

Entire 3 Bedroom With Fireplace - Sleeps 12

apartment, Sun Prairie
This Sun Prairie home is situated just a short distance from both the American Center and Token Creek Park, offering a convenient location for exploring the area. It has received excellent ratings for location, cleanliness, and overall experience.
The property offers ample space with three bedrooms and a floor area of 204 square metres. Guests can enjoy a range of amenities including a terrace, garden, barbecue grills, a fully equipped kitchen, and free WiFi.
Peaceful, Artistic Home In The Heart Of Downtown - Madison
9.9 139 reviews

Peaceful, Artistic Home In The Heart Of Downtown

apartment, Madison
This apartment is located in a friendly, walkable neighbourhood just 1.6 kilometres from the Capitol and State Street, making it ideal for exploring Madison's attractions. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment offers a private downstairs space with both front and rear entrances, comfortably accommodating up to four guests. It comes equipped with a fully fitted kitchen, a laundry facility, and fast Wi-Fi, ensuring a comfortable and convenient stay.

Best Madison holiday rentals with parking

A-frame Arbor One Block From The Beach-four Beds And Four Bathrooms! - Madison
9.8 76 reviews

A-frame Arbor One Block From The Beach-four Beds And Four Bathrooms!

apartment, Madison
This house is located in Madison, within a 3km radius of Esther Beach, Alliant Energy Center, and Olin Park, making it a convenient base for exploring the city. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom property comfortably accommodates up to six guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, spa, and a fully equipped kitchen, as well as a terrace, garden, and parking.
Great  Location! Monroe St./zoo/uw Campus - Madison
9.9 39 reviews

Great Location! Monroe St./zoo/uw Campus

apartment, Madison
This three-bedroom apartment is conveniently situated in a central Madison neighbourhood, within easy walking distance of the Vilas Zoo, Monroe Street restaurants, the University of Wisconsin/Camp Randall, the State Capitol, and Downtown Madison. The apartment has received excellent reviews for its location, cleanliness, and overall user experience.
The apartment provides ample space for up to six guests, with two full bathrooms and laundry facilities. It offers a range of amenities including air conditioning, a garden, parking, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
Beautiful Lake Monona Home-minutes To Downtown Madison - Madison
10 24 reviews

Beautiful Lake Monona Home-minutes To Downtown Madison

apartment, Madison
This lakeside dwelling is situated on Lake Monona in Monona, Wisconsin, just a short 10-minute drive from downtown Madison, offering easy access to the city's attractions and a peaceful lakeside retreat. This apartment has consistently received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The spacious apartment, covering 372 square metres, comfortably accommodates up to 12 guests. With its modern interior design, multiple entertainment options, and a host of amenities including a swimming pool, jacuzzi, and fitness centre, this property provides everything you need for a relaxing and enjoyable stay.
Eken Park Gem! - Madison
No reviews

Eken Park Gem!

apartment, Madison
This Eken Park flat offers excellent walkability to local amenities and is conveniently situated on a bus line for easy city navigation, with dining, coffee shops, and parks all within easy reach.
This two-bedroom flat accommodates up to four guests and features a newly finished room with an egress window, a modern kitchen with new appliances, a three-season breezeway, a private fenced patio, on-site laundry, and an attached one-car garage.

Frequently asked questions about holiday rentals in Madison

  • What should a first-time visitor not miss in Madison, WI?

    You really shouldn't miss the State Capitol building. It's a beautiful example of architecture and is a must-see for any visitor to the city. You can also explore the University of Wisconsin-Madison campus, which is a vibrant hub of activity, and enjoy a stroll along the scenic Lake Mendota.
  • What are the best Airbnb and vacation rentals in Madison?

  • Which neighborhood in Madison, WI should you consider for a vacation rental?

    The Capitol Square neighbourhood is a great choice for a vacation rental, as it's close to all the action and within walking distance of many attractions. Alternatively, if you prefer a more relaxed atmosphere, you could consider the waterfront neighbourhood of Tenney-Lapham, which offers beautiful views of Lake Monona.
  • What are the most popular Airbnbs in Madison?

  • What are the top family-friendly attractions in Madison, WI?

    The Henry Vilas Zoo is a popular choice for families with its diverse range of animals. The Madison Children's Museum is another great option, offering interactive exhibits and activities for kids of all ages. If you're looking for outdoor fun, the Olbrich Botanical Gardens provides a peaceful escape with beautiful gardens and a children's play area.
  • What are the best vacation rentals with a pool in Madison?

  • When is the best time to book a vacation rental in Madison, WI?

    The best time to book a vacation rental in Madison is during the shoulder seasons, from April to May and September to October, when the weather is pleasant and the crowds are smaller. You can expect to find better deals on accommodation during these months.
  • What are the best rentals for families and kids in Madison?

  • What events or festivals should visitors check out in and around Madison, WI?

    Madison is known for its vibrant arts and culture scene. The annual Madison Arts Festival in June is a highlight, showcasing local artists and performers. For a taste of local produce, the Dane County Farmers' Market is a must-visit, running from April to November.
  • What are the best rentals or Airbnbs with a jacuzzi in Madison?

  • What are the best budget-friendly activities in Madison, WI?

    Take a walk or bike ride along the Capital City Trail, a 20 km paved path that winds through the city and along the lakes. You can also explore the free exhibits at the Wisconsin Historical Museum or enjoy a picnic lunch at one of the many parks along the lakeshore.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, try the Friday Fish Fry at the Old Fashioned, a local institution serving up classic Wisconsin dishes. Alternatively, you can head to the Great Dane Pub & Brewing Co. for their award-winning craft beers and locally sourced pub grub.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, many attractions in Madison are pet-friendly. You can take your furry friend for a walk in the Olbrich Botanical Gardens, which has designated dog-walking areas. The Henry Vilas Zoo also has a designated pet-friendly area where you can enjoy a picnic with your dog.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals offer more space and privacy than hotels, making them a good option for families or groups. They also often come with amenities like kitchens and laundry facilities, which can be more convenient than staying in a hotel.
  • What are the top sports attractions and facilities in Madison, WI?

    Madison is home to the University of Wisconsin Badgers, a major NCAA sports program. You can catch a game at Camp Randall Stadium, the Badgers' football stadium, or the Kohl Center, home to the Badgers' basketball and hockey teams. The city also has a number of other sports facilities, including the Alliant Energy Center, which hosts a variety of events, including concerts and sporting events.

Popular destinations

Best Madison holiday rentals with a balcony

Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All - Madison
9.8 14 reviews

Contemporary Home In Quiet Neighborhood With Pool & Great Back Yard Close To All

apartment, Middleton
This spacious holiday home is located in Middleton, just 3.2 kilometres from the National Mustard Museum and 3.4 kilometres from Lake Mendota, making it ideal for exploring the local area. It has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay.
The property has 5 bedrooms and 4 bathrooms, spanning 372 square metres, and can accommodate up to 11 guests. You'll have access to a range of amenities, including a private pool, a jacuzzi, a terrace, a garden, and a fully equipped kitchen.
Lakefront 4br Up North Outdoor Getaway - Best Sunset View On The Lake - Madison
9.9 110 reviews

Lakefront 4br Up North Outdoor Getaway - Best Sunset View On The Lake

apartment, McFarland
This lakefront property is situated in McFarland, Wisconsin, just a short stroll from Babcock Park and a pleasant bike ride from the town's extensive network of cycle paths. The apartment has received excellent ratings for cleanliness, location and user experience, making it a popular choice for travellers.
This spacious four-bedroom dwelling spans 167 square metres and comfortably accommodates up to eight guests. The apartment offers a range of amenities, including a fully equipped kitchen, a private terrace, a garden, parking, high-speed internet, and access to a pier during the summer months.
Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison
9.8 54 reviews

Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown!

apartment, Monona
This apartment is located in Monona, a neighbourhood in Madison, within 5-10 kilometres of downtown Madison, the University of Wisconsin campus, and the Alliant Energy Center. It has received excellent user ratings.
The three-bedroom apartment is 111 square metres and can accommodate up to eight guests. It features a fully equipped kitchen, a terrace/balcony, a garden, parking, and a private dock on the Yahara River, giving you access to both Lake Monona and Lake Waubesa.
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison
No reviews

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Madison
Vacation rental for 2 people. Your accommodation will be based in Madison.
Facilities and services: a fridge, a terrace and free parking.

Best Madison holiday rentals with air conditioning

The Wilson A | Bright 1br W/ Downtown Views - Madison
9.9 63 reviews

The Wilson A | Bright 1br W/ Downtown Views

apartment, Madison
This recently renovated one-bedroom flat in a 1929 Georgian Revival building is located in downtown Madison, Wisconsin, close to James Beard award-winning restaurants and the Wilson Street public parking ramp.
The 1-bedroom apartment, sleeping up to two guests, boasts a full kitchen, separate dining room, and shared roof deck offering views of Madison's breweries; a well-behaved dog is welcome.
Free Parking With In Unit Washer And Dryer, Ac - P - Madison
9.7 6 reviews

Free Parking With In Unit Washer And Dryer, Ac - P

apartment, Madison
This Madison apartment is situated in a quiet residential area, a 0.2-kilometre walk from Monona Bay and Brittingham Boats.
The self-catering property features a queen-sized bed, a fully equipped kitchen with dishwasher, in-unit laundry, a private fenced backyard, and a 65" Roku Smart TV, sleeping up to two guests.
The Wilson Unit D | Spacious Renovated Studio - Madison
10 63 reviews

The Wilson Unit D | Spacious Renovated Studio

apartment, Madison
This Madison studio flat, situated in a 1929 Georgian Revival building near an oyster bar and within walking distance of numerous restaurants in the downtown area, offers easy access to James Beard award-winning eateries.
The recently renovated, pet-friendly (one well-behaved dog allowed) studio features a separate dining room, full kitchen (fridge, microwave), air conditioning, a shared roof deck with city views, and parking (included for stays over one month, December-February), sleeping up to two guests.
Near Dt Madison - Half Block From Lake Monona & 1 Block From Lake Loop Bike Path - Madison
9.9 176 reviews

Near Dt Madison - Half Block From Lake Monona & 1 Block From Lake Loop Bike Path

apartment, Monona
This house is situated in Monona, a suburb of Madison, just 0.5 kilometres from Winnequah Park and within 5 kilometres of Olbrich Botanical Gardens and Aldo Leopold Nature Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The property offers 3 bedrooms, 1 bathroom, and a total floor area of 122 square metres, accommodating up to 6 guests. The house includes a garden, a terrace, parking, air conditioning, a fully equipped kitchen with a fridge, freezer, and microwave, and free Wi-Fi.
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