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Apartment holiday rentals in Madison

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Madison

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
A handmade ceramic mug featuring the McFarland House logo is placed next to a small vase of lilacs. A muffin in a paper liner rests on a white plate, with the dark wood table providing a contrasting background.
Flat in McFarland
4.96 out of 5 average rating, 157 reviews

#302 Private Apartment in Historic McFarland House

*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1856 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

Top guest favourite
The exterior of a charming green home features a light brown shingled roof and a welcoming porch. A window adorned with a holiday-themed planter adds a festive touch. The surrounding landscape includes grass, trees, and power lines against a clear blue sky.
Flat in Madison
4.99 out of 5 average rating, 155 reviews

The Green Heron: Cozy nature- lover's retreat

Enjoy everything Madison has to offer, then return to our quiet neighborhood and the peaceful pond behind your cozy, comfortable, two-bedroom, lower-level apartment with a private entrance, retro kitchenette, full bath, WI-FI, Roku TV, and CAC. There's a bike/walking path just across the pond, you'll be close to Lake Monona, and the Capitol and UW-Madison are just four miles away. No matter the season, we encourage guests to step outside, take a deep breath, and enjoy the natural surroundings.

Top guest favourite
A modern living area features a comfortable seating arrangement, complemented by a stylish coffee table. A large wall-mounted television provides entertainment options. The open layout leads to a contemporary kitchen with dark cabinetry and stainless steel appliances, illuminated by natural light from nearby windows.
Flat in New Glarus
5 out of 5 average rating, 424 reviews

The Hideout In Downtown New Glarus

Modern 1 bedroom with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910. Located above a retail space in the heart of downtown New Glarus. You'll be steps away from restaurants, pubs, shops, park, a bike path, and festivals. This newly remodeled apartment has beautiful quartz countertop & island, and original wood floors. Newly installed large windows allow for ample natural light. Check out The Hideaway if you need a 2 bedroom rental.

Top guest favourite
A comfortable living area showcases a sectional sofa in a warm brown hue, accompanied by a decorative throw. Neutral wall art is displayed above, while a glass-top coffee table stands in front. A desk and chair are positioned nearby, with natural light filtering through a window.
Flat in Janesville
4.97 out of 5 average rating, 204 reviews

Cozy Apartment Close to Downtown Janesville

This welcoming 1 bedroom apartment is located close to downtown Janesville, the city of parks. It has been updated throughout and has all the amenities necessary for a very comfortable stay, including a gas grill in the wooded back yard. It even has off street parking. You can easily walk to the Janesville Performing Arts Center and continue downtown and enjoy the Saturday morning Farmer's Market, shopping, restaurants and bars. Access to the Bike Trail is only a few minutes away.

Top guest favourite
The image showcases a charming, two-story building with blue patterned brickwork. A welcoming storefront features a striped awning and decorative planters. Natural light brightens the entrance, and a tree partially frames the scene, contributing to a lively, urban atmosphere.
Flat in Monroe
5 out of 5 average rating, 266 reviews

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

Top guest favourite
A living room is depicted with hardwood floors and a warm atmosphere. A black leather sofa is paired with a wooden coffee table, while a textured area rug adds comfort. A decorative fireplace and wall art complement the space, which opens to a dining area in the background.
Flat in Madison
4.97 out of 5 average rating, 158 reviews

Private entry flat near Atwood neighborhood

No cleaning fee!! Enjoy your visit to Madison in this sunny one bedroom apartment with private entrance and off street parking. It's great location is within walking distance to the Schenk/Atwood neighborhood, with numerous restaurants, cafes and music venues. Within 2 miles of the state capitol, Monona Terrace, and 3 miles from the airport, Kohl Center and Camp Randall. Perfectly suited for couples, solo adventurers, or business travelers.

Top guest favourite
A living area is presented with a blue couch, flanked by two patterned chairs featuring red accents. A dark coffee table is centrally positioned, while soft lighting is provided by two floor lamps. A decorative wall piece adds interest to the light-colored wall.
Flat in Verona
4.97 out of 5 average rating, 105 reviews

Downtown Verona Hideaway

Your own beautiful 2 bedroom 1 bath (850 sqft) on quiet street in bustling downtown Verona. Washer/dryer in unit with off street parking spot and lots of street parking. Freshly painted with new flooring throughout. Walking distance to restaurants, bars, shopping, library, Farmer Market etc. There are 2 queen beds, one in each bdrm. The couch also pulls out and up to make a bed. Just a few miles away from Epic.

Top guest favourite
A cozy living room is featured with large windows allowing natural light to fill the space. Two comfortable chairs are positioned beside a small table, while a soft rug lies on the hardwood floor. A gray sofa and a floral artwork complete the welcoming environment.
Flat in New Glarus
4.96 out of 5 average rating, 186 reviews

Cozy Upper Flat in New Glarus

Welcome to my upper flat (private staircase to 2nd story) one block from Downtown New Glarus where you will find charming shops, tasty eats & activities! This unit can accommodate 4 people. There is a king sized bed & queen pull-out couch. Kitchen is fully stocked with a refrigerator, range/oven, toaster & coffee maker. Complete with cozy eat-in area! Living room has wall of windows & smart TV. W/D are included.

Top guest favourite
A cozy living room features a plush orange sofa paired with two gray armchairs. A wooden coffee table is positioned in front, displaying magazines. The room is illuminated by natural light through three windows, and a flat-screen TV is mounted above a decorative fireplace.
Flat in Oregon
4.96 out of 5 average rating, 102 reviews

Steps to coffee - 15 min to Madison!

Welcome to historic downtown Oregon! Step into the past while enjoying modern comfort in this beautiful space, which once housed our 1st library! Just steps away from locally owned coffee and gift shops, a wine reserve, and restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

Top guest favourite
A cozy living area showcases a grey sofa and a patterned armchair, complemented by a wooden coffee table. Soft lighting is provided by two table lamps, and the space features wooden floors with area rugs. An archway leads to the adjoining kitchen area.
Flat in Wonewoc
4.96 out of 5 average rating, 297 reviews

Winding River Air BnB

We offer a private upstairs furnished AirBnB overlooking Wonewoc's business district. One queen bedroom, queen sofa sleeper, open kitchen, dining, and living area with Smart TV and WIFI. Winding River is located mid point of the 400 State Bike Trail and 40 minutes from Wisconsin Dells. Wonewoc is a small rural farming community on picturesque Hwy 33 between Madison and LaCrosse.along the Baraboo River.

Guest favourite
A spacious living area features two bright orange couches positioned around a central black coffee table. Light wood flooring complements the neutral walls, and natural light fills the room through multiple windows. A plant is placed on the coffee table, adding a touch of greenery.
Flat in Madison
4.97 out of 5 average rating, 303 reviews

Prairie-Chic Downtown Lakeside

Spacious & historic lakeside flat in the heart of Downtown Madison. Just a few blocks to State Street, The Capitol, UW Madison and Willy Street. Stunning lake views of James Madison Park & Beach on Lake Mendota. Over 1700 sq ft of living space with panoramic sunset views & updated 1920's character. City of Madison Permit # ZTRHP1-2021-00009 Maximum Occupancy: 4 adults + 2 children

Guest favourite
The bedroom is furnished with two spacious beds covered in patterned bedding. Two windows dressed in dark curtains allow filtered light to enter the room. A bedside table with a lamp stands between the beds, enhancing the inviting atmosphere.
Flat in Madison
4.77 out of 5 average rating, 455 reviews

Comfy space ideal for experiencing Madison

You’re going to truly enjoy this spacious apartment ideal for a vacation or staycation. Located in the shadow of Camp Randall this apartment is walking distance to great restaurants, grocery and retail. Great walking and biking paths are just blocks away connecting you to the whole city of Madison. The Space is not suitable for large groups, events or parties.

Popular amenities for Madison apartment rentals

When is the best time to visit Madison?

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Avg. price$109 SGD$104 SGD$113 SGD$110 SGD$126 SGD$130 SGD$133 SGD$133 SGD$123 SGD$128 SGD$120 SGD$110 SGD
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Quick stats about flat rentals in Madison

  • Total holiday rentals

    Explore 180 holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    180 of Madison holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Madison rentals

  • 4.8 Average rating

    Madison stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Madison’s top spots include Henry Vilas Zoo, Wisconsin State Capitol and Olbrich Botanical Gardens

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