Holiday Rentals in Madison, WI

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Madison, WI holiday rentals
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Best Holiday rentals and Airbnb offers in Madison, WI

Best family friendly Madison, WI holiday rentals

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

The Dylin Hotel | Three Bedroom - Madison, WI
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.
Capital City- 6 Miles From Madison With Fireplace - Madison, WI
10 53 reviews

Capital City- 6 Miles From Madison With Fireplace

apartment, Sun Prairie
This apartment is located in Sun Prairie, a quiet suburb just 6km from the state capital, Madison, and within easy reach of major amenities. It has received excellent user ratings and is perfect for families and groups.
The apartment has four bedrooms and three bathrooms, comfortably accommodating up to 12 guests. It offers a range of amenities, including a fully equipped kitchen, a terrace, a garden, and parking, as well as Wi-Fi and air conditioning.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Madison, WI
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Madison
This two-bedroom apartment is conveniently located just a short distance from the University of Wisconsin-Madison campus, putting you within easy reach of the Henry Vilas Zoo and the American Family Insurance World Headquarters. You'll be in a lively area with plenty to see and do.
The apartment offers comfortable accommodation for up to six guests. It comes with a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, a fitness centre, and free parking.
Doty  Walk To Everything -Hotel Quality- Downtown - Madison, WI
9.9 208 reviews

Doty Walk To Everything -Hotel Quality- Downtown

apartment, Madison
This modern apartment is situated in the heart of downtown Madison, just a short walk from the Capitol Square, State Street, and the Kohl Center. The accommodation has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features three bedrooms and a modern kitchen, comfortably accommodating up to nine guests. Guests can enjoy a fully equipped kitchen, free Wi-Fi, air conditioning, a garden, and a welcome beer in the fridge.

Best Madison, WI holiday rentals with parking

Game Room - King Suite - Theatre Room - Fireplace - Madison, WI
10 14 reviews

Game Room - King Suite - Theatre Room - Fireplace

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.
Cottage Gem: Spotless, Secluded & Bring The Dog! - Madison, WI
9.9 109 reviews

Cottage Gem: Spotless, Secluded & Bring The Dog!

cottage, Madison
This Madison garden apartment is situated on the city's west side, 0.64km from Lake Mendota and 0.16km from public transport, offering easy access to the University of Wisconsin campus, the State Capitol building, and State Street.
The self-contained unit sleeps two, features a queen-size bed, fireplace, private garden with bistro set, and free parking, alongside excellent guest reviews and no cleaning fee.
1br Atwood Neighborhood Flat (Upper, Shared Entry) - Madison, WI
9.9 110 reviews

1br Atwood Neighborhood Flat (Upper, Shared Entry)

apartment, Madison
This Madison apartment, situated in the Atwood/Willy Street neighbourhood, is approximately 5-6 kilometres from the Capitol building, the University of Wisconsin–Madison campus, and the Alliant Energy Center.
The self-contained flat, sleeping up to four guests, comprises a bedroom, bathroom with walk-in shower, lounge/kitchen area, and private balcony; amenities include a gas stove, microwave, and complimentary snacks, plus access to a shared backyard grill.
The Wilson Unit F | Handcrafted Downtown Retreat - Madison, WI
10 101 reviews

The Wilson Unit F | Handcrafted Downtown Retreat

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).

Frequently asked questions about holiday rentals in Madison, WI

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

    You definitely want to visit the Wisconsin State Capitol building, it's a beautiful example of architecture. The University of Wisconsin-Madison campus is also worth a stroll around, especially the Memorial Union Terrace on the shores of Lake Mendota.
  • What are the best Airbnb and vacation rentals in Madison, WI?

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

    The vibrant and historic downtown area is a great choice, close to shops, restaurants, and attractions. If you prefer a more relaxed atmosphere, the east side offers a more residential feel with plenty of parks and green spaces.
  • What are the most popular Airbnbs in Madison, WI?

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

    The Madison Children's Museum is a big hit with kids of all ages. The Henry Vilas Zoo is another popular choice, with a variety of animals and a large playground. If you're looking for something outdoorsy, the Olbrich Botanical Gardens offers beautiful walking trails and a children's garden.
  • What are the best vacation rentals with a pool in Madison, WI?

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

    It depends on your preferences, but the shoulder seasons, spring and autumn, offer pleasant weather and fewer crowds. If you're looking for a lively atmosphere, the summer months are popular for festivals and events.
  • What are the best rentals for families and kids in Madison, WI?

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

    Madison is known for its vibrant arts and music scene. The Madison Jazz Festival takes place in June, and the Wisconsin State Fair, a large agricultural fair, is held in August. The Dane County Farmers' Market is open every Saturday from April to November.
  • What are the best rentals or Airbnbs with a jacuzzi in Madison, WI?

    The best vacation rentals or Airbnb with a jacuzzi in Madison, WI are Cottage Suite Whirlpool Tub, Quiet Eastside Madison Home and Professionally Serviced Private 1br Apartment.

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

    The Capital City Trail is a great way to explore the city on foot or by bike. The University of Wisconsin-Madison Arboretum offers beautiful walking trails and gardens, and it's free to enter. The Madison Public Library has a variety of free events and programs throughout the year.
  • What are the best restaurants with local dishes in Madison, WI?

    For a taste of Wisconsin, try the Brat Stop, a local institution known for its brats and cheese curds. The Sconni on State Street offers a modern take on traditional Wisconsin fare. For a more upscale dining experience, the L'Etoile is a fine dining restaurant serving contemporary American cuisine.
  • What are the best walking or cycling routes in Madison, WI?

    The Capital City Trail is a 20-mile paved loop that goes around the city. The Lake Loop is a scenic route that circles Lake Mendota. For a more challenging ride, the Military Ridge State Trail is a 40-mile paved trail that follows an old railroad line.
  • Are there pet-friendly attractions in Madison, WI?

    Yes, many of Madison's parks are pet-friendly, including Olbrich Botanical Gardens and Tenney Park. The Henry Vilas Zoo offers a dog-friendly walking path. Many restaurants also have outdoor seating where pets are welcome.
  • What are the benefits of choosing a vacation rental in Madison, WI?

    Vacation rentals often offer more space and privacy than hotels, and many come with kitchen facilities, allowing you to prepare your own meals. They can also be a more budget-friendly option, especially for larger groups.
  • What are the top sports attractions and facilities in Madison, WI?

    The University of Wisconsin-Madison is known for its strong sports programs, including football, basketball, and hockey. The Camp Randall Stadium is home to the Badgers football team, and the Kohl Center is 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.

Popular destinations

Best Madison, WI holiday rentals with a balcony

Heated Pool - Hot Tub - Sauna - Game Room - Pets - Madison, WI
No reviews

Heated Pool - Hot Tub - Sauna - Game Room - Pets

apartment, Sun Prairie
This apartment in Sun Prairie is situated close to the Sun Prairie Historical Library and Museum and the Barrymore Theatre, with East Towne Mall and the Dane County Farmers' Market also within easy reach.
This spacious 297 square meter flat accommodates up to 16 guests and offers a private sauna, swimming pool, game room, and is ideal for those interested in fishing, horse riding, and cycling.
Madison Lakefront Oasis In The Heart Of Madison - Central, Minutes To Downtown! - Madison, WI
9.8 56 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.
Doty  Walk To Everything -Hotel Quality- Downtown - Madison, WI
9.8 45 reviews

Doty Walk To Everything -Hotel Quality- Downtown

apartment, Madison
This family-friendly house is conveniently located in Madison, just a 15-minute walk from Capitol Square and the University of Wisconsin-Madison. It is highly rated by guests and offers a comfortable and convenient stay.
The house has four bedrooms and one bathroom, with a floor area of 111 square metres, accommodating up to nine guests. It features a fully equipped kitchen, free Wi-Fi, a terrace, a garden, and a smoke-free environment.
Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger - Madison, WI
9.8 38 reviews

Lakemonona Waterfront + Privatedock + Fencedyard + Hottub + Gameroom + Evcharger

apartment, Monona
This four-bedroom, three-bathroom Madison waterfront property is situated near Winnequah Park, Esther Beach, and the Aldo Leopold Nature Centre, all within 3km.
Sleeping up to 16 guests, this holiday home boasts a jacuzzi, terrace, garden, family-friendly arcade, barbecue grills, and a fully equipped kitchen; enjoy nearby lake activities and explore the local parks.

Best Madison, WI holiday rentals with air conditioning

Condo ∙ 1 Bedroom ∙ 4 Guests - Madison, WI
No reviews

Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Fitchburg
This one-bedroom apartment in Fitchburg is conveniently located near the water park, Olbrich Botanical Gardens, and Super Target, making it a great base for exploring the area. It's ideal for families or groups of up to four people, with a king-sized bed, a sleeper sofa, and a fully equipped kitchen.
The apartment is air-conditioned and has free Wi-Fi and parking, as well as access to a swimming pool and fitness centre. You can also enjoy a complimentary breakfast buffet and evening receptions with food and drinks.
The Wilson - Madison, WI
9.5 13 reviews

The Wilson

studio, Madison
This studio apartment in Madison offers a prime location, situated just 6.9 kilometres from Dane County Regional Airport and within easy reach of the Wisconsin State Capitol Building and Monona Terrace Community and Convention Centre.
Guests can enjoy air-conditioned comfort, complimentary WiFi, an on-site restaurant, a concierge service, and a kitchenette equipped with a dishwasher and microwave, alongside a sun terrace providing city views.
Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown - Madison, WI
9.8 37 reviews

Citys Edge - 3 Bedroom Sleeps 12! 6 Miles Downtown

house, Sun Prairie
This Sun Prairie townhouse, a short distance from the city centre, offers convenient access to restaurants, a cinema, and a gym, all within a block's radius, and is only 9.6km from Madison city centre.
The three-bedroom, two-bathroom property sleeps up to 10 guests and features a kitchen, air conditioning, internet access, a gas grill on the deck, and is close to Lake Monona and Lake Mendota, Cascade Mountain, and Devils Head Resort.
Studio Queen With Views Of Lake Monona In The Heart Of Downtown Madison - Madison, WI
9.4 13 reviews

Studio Queen With Views Of Lake Monona In The Heart Of Downtown Madison

studio, Madison
This Madison city centre apartment is less than 0.3km from Capitol Square and 2km from the University of Wisconsin–Madison, offering convenient access to major attractions including Monona Terrace and the Dane County Farmers' Market.
The 36 square metre property features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, free Wi-Fi, a smart TV, on-site fitness centre, and spa access.
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