Apartment holiday rentals in Madison

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.

Value · Location · Quiet

Peaceful, artistic home in the heart of downtown

This inviting, historic home is situated in the most walkable, friendly neighborhood in the city. Just around the corner is a local co-op, loads of quality restaurants, cafes, coffee shops, a park, and easily accessible public transportation. The Capitol and State Street are only about a mile away, making this an ideal location for people in town for business or pleasure. Bright, peaceful, cozy, and outfitted with every convenience in mind, this property will make any guest feel at home.

Family · Location · Indoor spaces

Süden Chalet - Trail-side, 1 Bdrm in New Glarus

Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

Family · Location · Nearby

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.

Value · Family · Check-in

The Dylin Hotel | Studio

● Size: 372 SQFT ● Guests: 2 Guests ● Bed: 1 Queen Bed Experience a thoughtfully designed fully furnished Studio Apartment featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, smart TV and a cozy sleeping area. The Dylin is a modern aparthotel in Madison’s Cap East neighborhood, offering apartment-style comfort with hotel consistency. Perfect for travelers who want more room to relax and live like a local —ideal for short or extended stays.

Family · Value · Pets

Main St 1 Bdrm - Steps to the Wine Reserve!

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 amazing 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!

Family · Location · Sleep quality

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.

Value · Family · Comfort

Downtown Verona Hideaway

PRIVATE HIDEAWAY CLOSE TO VERONA'S DOWNTOWN , SPACIOUS LIVING, WASHER/ DRYER & NOON CHECKOUT. Walking distance to restaurants, bars, shopping, library, Farmer Market etc. on quiet street in bustling downtown Verona. Inviting and comfortable space for you to enjoy and relax during your vacation. This is fun duplex near a playground and walking/biking/ running trails.

Family · Value · Beach

Main Street Mineral Point Hideaway WIFI - 3 Beds

Step into history at this 1861-built Mineral Point apartment on Main Street. Immerse yourself in the charm of small-town life. Witness summer parades and events from your living room windows. When you're set to explore, just head downstairs – you'll find yourself in the heart of downtown life. Your historical retreat awaits! Book your stay today! License #DWAT-CDB6MR

Location · Value · Solo travel

2 Bed, 2 Bath Apartment at Cannery Square

Welcome to your home away from home in the heart of Downtown Sun Prairie! This spacious, beautifully furnished 2-bedroom, 2-bath apartment offers the perfect blend of comfort and convenience. Whether you're traveling for work, relocating, or simply looking for a place to settle in, you'll love the open-concept living space, modern finishes, and unbeatable location.

Family · Location · Long stay

The Loft Retreat

A newly remodeled one bedroom apartment with the bedroom overlooking the Village Park. Contains a spacious bathroom with a walk in shower and a kitchenette with a refrigerator, microwave, Keurig coffee maker and a toaster. You can set out on the deck and enjoy your morning coffee or relax watching the large TV with 20+ channels plus internet television.

Family · Value · Walkability

Immaculate apartment steps from Camp Randall!

Enjoy this spacious apartment ideal for a staycation or work-from-home alternative. 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.

Family · Value · Solo travel