Holiday Rentals in Madison

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Madison holiday rentals
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Best family friendly Madison holiday rentals

Among the 433 accommodations in Madison, here are the 4 best family friendly rentals

Crane Haven - Madison
10 5 reviews
Madison
08/01 – 09/14
HK$810/nightTotal: HK$35640 (44 )

Crane Haven

1 1
apartment , Madison
This Madison tri-plex townhouse, situated approximately 6.4 kilometres from the city centre, offers convenient access to local hospitals and bus routes.
Sleeping six guests across three bedrooms and two bathrooms, this self-catering property features a fridge, dishwasher, private parking (one carport and one off-street space), and internet access; long-term lets (30 days to six months) are available.
Clean, Quiet & Family-friendly Townhouse-14 People - Madison
9.6 251 reviews
Madison
07/22 – 07/25
HK$3631/nightTotal: HK$10893 (3 )

Clean, Quiet & Family-friendly Townhouse-14 People

1 3
house , Fitchburg
This three-bedroom duplex townhouse is conveniently located on the border of Madison and Fitchburg, just a short drive from both the city centre and Epic. It boasts excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers seeking a comfortable and well-maintained property.
The spacious property can accommodate up to 14 guests, offering plenty of room for families and groups. Guests will enjoy modern amenities such as a large smart TV, an electric fireplace, and a well-equipped kitchen, as well as a private garden and parking.
Minutes To Uw Campus/hospital! - Madison
10 4 reviews
Madison
08/12 – 01/26
HK$984/nightTotal: HK$164328 (167 )

Minutes To Uw Campus/hospital!

1 2
apartment , Madison
This cosy two-bedroom duplex in Madison, Wisconsin, is conveniently located one block from a bus stop offering easy access to the University of Wisconsin campus, downtown Madison, Camp Randall Stadium, and Lakes Mendota and Monona.
The self-catering apartment sleeps four guests and includes a fridge, air conditioning, parking, and excellent user reviews; its tranquil setting makes it ideal for extended stays of 30+ days.
The Dylin Hotel | Superior Two Bedroom - Madison
10 2 reviews
Madison
12/01 – 12/24
HK$1846/nightTotal: HK$42458 (23 )

The Dylin Hotel | Superior Two Bedroom

1 1
apartment , Madison
This two-bedroom flat is located in Madison's East Washington district, a short walk from Lake Mendota and Capitol Square, offering easy access to downtown and the University of Wisconsin-Madison campus.
The 140 square metre apartment accommodates up to four guests and features two bedrooms with double beds, a full kitchen, in-unit laundry, a basement lounge with a wet bar, and onsite underground parking with EV charging.

Best Madison holiday rentals with parking

The Wilson Unit F | Quiet Handcrafted Retreat - Madison
10 83 reviews
Madison
07/23 – 07/25
HK$1740/nightTotal: HK$3480 (2 )

The Wilson Unit F | Quiet Handcrafted Retreat

1 2
apartment , Madison
This recently renovated studio flat in downtown Madison is situated in a historic Georgian Revival building (1929), within walking distance of James Beard award-winning restaurants.
The self-catering studio offers a spacious layout, accommodating two guests, with a full kitchen (fridge, freezer, microwave), a separate dining area, and access to a shared roof deck providing views of Madison's breweries; off-street parking is available for a monthly fee (free in January and February).
Updated 3 Bed + Office Ranch Home Close To Downtown Madison - Madison
10 21 reviews
Madison
08/28 – 08/31
HK$6843/nightTotal: HK$20529 (3 )

Updated 3 Bed + Office Ranch Home Close To Downtown Madison

4 3
apartment , Monona
This apartment in Monona is conveniently located just a short distance from downtown Madison, offering easy access to the city's attractions and amenities. It is also close to Lake Monona, providing access to the lake's walking paths, parks, and water activities. The apartment has received excellent user ratings, making it a popular choice for travellers.
This spacious four-bedroom home, spanning 149 square metres, can comfortably accommodate up to eight guests. Enjoy a modern and spacious living experience with a fully remodeled kitchen and bathroom, as well as a spacious screened porch, a basement with a bedroom/office and recreation room, and amenities including a gas grill, off-street parking, laundry facilities, high-speed internet, and cable TV.
The Wilson Unit C | Value Studio With Full Kitchen - Madison
9.9 54 reviews
Madison
07/23 – 07/25
HK$1575/nightTotal: HK$3150 (2 )

The Wilson Unit C | Value Studio With Full Kitchen

1 2
apartment , Madison
This Madison city centre studio flat is conveniently located near the Wilson Street car park, offering easy access to numerous restaurants and breweries.
The recently renovated 1929 Georgian Revival building houses this pet-friendly (one dog) apartment featuring a separate dining area, full kitchen, and access to a shared roof deck overlooking downtown Madison; it sleeps two guests and includes parking at a discounted rate for longer stays.
The Wilson J | Renovated Spacious Studio - Madison
9.8 24 reviews
Madison
07/23 – 07/25
HK$1740/nightTotal: HK$3480 (2 )

The Wilson J | Renovated Spacious Studio

1 2
apartment , Madison
This Madison studio flat is located in a recently renovated Georgian Revival building in the downtown area, close to an oyster bar and within easy walking distance of numerous restaurants and breweries.
The self-catering apartment offers a spacious layout with a separate dining area and full kitchen, accommodating two guests and featuring access to a shared roof deck overlooking local eateries, including James Beard award-winning restaurants.

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.

Destinations nearby

Best Madison holiday rentals with a balcony

Family-friendly Lake Waubesa Home Boat And Swim! - Madison
Madison
09/18 – 09/25
HK$3783/nightTotal: HK$26481 (7 )

Family-friendly Lake Waubesa Home Boat And Swim!

3 2
house , McFarland
This family-friendly holiday home is situated in McFarland, just 14 kilometres from the University of Wisconsin-Madison and 13 kilometres from the Wisconsin State Capitol Building. The property is located in a peaceful area, perfect for a relaxing getaway.
The house has three bedrooms and three bathrooms, spanning 167 square metres and accommodating up to eight guests. It offers a range of amenities including free Wi-Fi, a fully equipped kitchen, a private bar, a sauna, a spa, and a garden.
Conveniently Located Just Off University Avenue On Madison's West Side - Madison
9.9 338 reviews
Madison
12/01 – 12/24
HK$4837/nightTotal: HK$111251 (23 )

Conveniently Located Just Off University Avenue On Madison's West Side

5 1
apartment , Madison
This spacious home is located in Spring Harbor, just a short distance from Lake Mendota and the University of Wisconsin-Madison. The property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers visiting Madison.
The property offers 5 bedrooms and spans 223 square metres, comfortably accommodating up to 12 guests. Enjoy the convenience of a fully equipped kitchen, a relaxing jacuzzi, a private garden, and a terrace for outdoor dining, along with a range of other amenities for a comfortable and enjoyable stay.
Game Room - King Suite - Theatre Room - Fireplace - Madison
10 12 reviews
Madison
08/16 – 08/20
HK$5987/nightTotal: HK$23948 (4 )

Game Room - King Suite - Theatre Room - Fireplace

3 4
apartment , Sun Prairie
This Sun Prairie flat is conveniently located within 200 metres of local parks and amenities, a 2-minute drive from shops and eateries, and a 35-kilometre drive from Madison's Alliant Energy Center.
This spacious 279 square metre dwelling accommodates up to 12 guests with three bedrooms and three bathrooms, featuring a games room with ping pong, air hockey, and foosball, a theatre room with an 86-inch smart TV, and a walk-out deck with a gas grill.
37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Madison
Madison
06/30 – 08/08
HK$1243/nightTotal: HK$48477 (39 )

37 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Madison
Apartment rental listing for up to 2 people. You will be in Madison.
Facilities and services include a terrace, a fridge and air conditioning. This apartment is ideal for families.

Best Madison holiday rentals with air conditioning

Liberty Valley Studios In Madison, Wi! - Madison
10 1 review
Madison
08/12 – 01/26
HK$424/nightTotal: HK$70808 (167 )

Liberty Valley Studios In Madison, Wi!

1 2
studio , Madison
This Madison apartment is conveniently located within 2km of Vitense Golfland and the University Research Park, and within 3km of the John Powless Tennis Centre and Elver Park.
This 60 square metre self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, on-site laundry facilities, and a TV.
The Wilson A | Bright 1br W/ Downtown Views - Madison
9.9 45 reviews
Madison
12/01 – 12/24
HK$922/nightTotal: HK$21206 (23 )

The Wilson A | Bright 1br W/ Downtown Views

1 1
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.
30 Day Minimum - Entire House - Washer And Dryer A - Madison
9.6 11 reviews
Madison
08/30 – 12/19
HK$1098/nightTotal: HK$121878 (111 )

30 Day Minimum - Entire House - Washer And Dryer A

2 2
house , Madison
This two-bedroom home is situated on the West Side of Madison, just a short distance from the hospital, Hilldale shopping centre, and the Westside Business Park, offering a peaceful retreat in a convenient location. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 71 square metres and comfortably accommodates up to four guests. It features a well-equipped kitchen with a gas stove and dishwasher, a 65-inch Roku Smart TV, central air conditioning, a washer and dryer, and extra storage space.
Newly Renovated Studio Apartment | Best City Views - Madison
Madison
07/11 – 07/12
HK$1997/nightfor 1 night

Newly Renovated Studio Apartment | Best City Views

1 2
apartment , Madison
This modern studio apartment is located in downtown Madison, offering Capitol views and easy access to local attractions within 1 kilometre.
This studio boasts a fully equipped kitchen, in-unit laundry, and access to amenities including a swimming pool, gym, and rooftop lounge, perfect for up to two guests.
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