Apartment holiday rentals in Madison

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.

4.99 out of 5 average rating, 181 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.

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A well-equipped kitchen features modern appliances and ample counter space, providing a functional cooking area. A cozy living room includes a comfortable seating arrangement and bookshelves, while a softly lit bedroom showcases a spacious bed with neatly arranged linens, all situated in a vibrant neighborhood.

4.97 out of 5 average rating, 139 reviews

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.

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Apartment in Fort Atkinson

An antique-style treasure map illustrates the Southeast coastline of Florida, featuring intricate details such as a ship image and a compass rose. The map's aged parchment texture and faded ink enhance its vintage charm, with marked locations and routes guiding potential treasure seekers.

4.98 out of 5 average rating, 183 reviews

“Goonies Never Say Die” You found theTreasure!

Enjoy the entire garden level of our home. 2 Well appointed Queen Bedroom Suites. Generously stocked kitchenette allows for snack prep. Home Gym, Living room w/Smart TV, Free Arcade 1999 Golden Tee, Partially fenced yard & 7 person Jacuzzi. Spa quality amenities in the private bathroom. During your visit none of the lower living area is shared with us or other guests. *We live on site and it’s possible you may have noise, like music, laughing or dog greetings during your stay.

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A spacious living area features a modern design with two teal sofas and a round coffee table positioned on a geometric rug. Large windows allow natural light to fill the room, and a television is mounted on a wooden media console against the wall.

4.98 out of 5 average rating, 177 reviews

Mendota Lake View Flat

Mendota Lake View Flat is located in the heart of James Madison Park neighborhood of Downtown Madison - just a few blocks to State Street and the Wisconsin State Capitol square. Enjoy panoramic park views of the park with plenty of space to live and work. You will love the original 1920's charm with a mix of mid century and modern flavor throughout the flat. City of Madison Permit # ZTRHP2-2021-00010 7-night minimum for June 1 - Nov 28 30-night minimum for Dec - May

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4.92 out of 5 average rating, 106 reviews

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.

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4.97 out of 5 average rating, 125 reviews

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.

Apartment in Oregon

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!

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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.

4.96 out of 5 average rating, 217 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.

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4.93 out of 5 average rating, 220 reviews

A wooden deck offers a view of the tranquil Sugar River, surrounded by lush greenery. Trees line the riverbank, and a bridge crosses over the water in the background. Natural sunlight enhances the serene atmosphere of the outdoor space.

Apartment in Albany

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!

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4.96 out of 5 average rating, 139 reviews

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.

Apartment in Verona

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.

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Apartment in Mineral Point

A spacious living room is presented with decorative ceiling tiles and large windows offering views of Main Street. A dark sofa and an elegant chaise lounge complement the warm lighting from nearby lamps. Decorative curtains frame the windows, enhancing the room's character.

4.93 out of 5 average rating, 105 reviews

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

LocationFamilyHospitality

4.9 out of 5 average rating, 164 reviews

Apartment in Sun Prairie

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.

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The entrance features a white door with a modern handle, framed by large windows that allow natural light. A sign indicating 'Loft Retreat 402 Second Street' is displayed prominently beside the door. A small potted plant adds a touch of greenery to the outside area.

4.98 out of 5 average rating, 282 reviews

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.

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Popular amenities for Madison apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.96 out of 5 average rating, 263 reviews

Apartment in Verona

Spacious Basement Apartment near Epic and Madison

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A two-story chalet-style building is surrounded by lush greenery. Flower boxes adorn the windows on the upper level, while a sign is visible in the front yard, welcoming guests. The exterior features a combination of dark wood and white siding, set against a clear blue sky.

4.9 out of 5 average rating, 172 reviews

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

ValueFamilyParks

4.97 out of 5 average rating, 225 reviews

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.

Apartment in Janesville

Cozy Apartment Close to Downtown Janesville

LocationValueBreakfast

4.98 out of 5 average rating, 135 reviews

Apartment in Dodgeville

Private, and everything you need to feel at home.

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4.9 out of 5 average rating, 123 reviews

A spacious seating area is highlighted by a large sectional sofa adorned with decorative pillows. A glass coffee table sits in the center, with a television positioned nearby. Natural light enters through large windows, complemented by greenery visible outside.

Apartment in Deforest

Private DeForest Flat| *Walk to Parks*

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4.96 out of 5 average rating, 312 reviews

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.

Apartment in Wonewoc

Winding River Air BnB

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5.0 out of 5 average rating, 455 reviews

The Hideout In Downtown New Glarus

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Apartment in Spring Green

A seating area is furnished with two modern, rounded armchairs in warm tones. A bed with an abstract headboard is visible in the background, complemented by artistic wall decorations. A large mirror reflects the space, highlighting the wooden ceiling and textured walls.

4.92 out of 5 average rating, 288 reviews

TB2 Apartment

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Private apartment rentals

4.94 out of 5 average rating, 34 reviews

The Wilson M | Spacious Studio

LocationFamilyNearby

4.99 out of 5 average rating, 77 reviews

The kitchen features wooden cabinetry and a light-colored countertop. Essential appliances, including a microwave and refrigerator, are present. A gas stove and coffee maker are visible on the counter. Bright lighting is provided by overhead fixtures, and a waste bin is located to the side.

Apartment in Middleton

Middleton springs

LocationFamilyLayout

Apartment in Cross Plains

The open living area features a light-colored sectional sofa and a coffee table at its center. A dining table with wooden chairs is visible on one side, while a kitchen with modern appliances and green accents can be seen in the background. Natural light illuminates the space through large windows.

4.99 out of 5 average rating, 68 reviews

Historic Luxury Apartment

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5.0 out of 5 average rating, 36 reviews

A cozy living area is presented with a dark leather sofa and an armchair. A wooden coffee table sits in the center, surrounded by a textured area rug. Decorative lamps provide soft illumination, while light walls create a warm atmosphere.

Apartment in Stoughton

Bees on Main: sweeter than ever

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5.0 out of 5 average rating, 17 reviews

Apartment in Middleton

Pet Friendly Fully Furnished 1 bedroom Oasis

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A cozy studio space is showcased, featuring a queen-sized bed adorned with red and white bedding. The kitchenette is visible in the background, along with a small dining area and desk beneath bright windows. Warm lighting enhances the overall inviting atmosphere.

4.98 out of 5 average rating, 54 reviews

Cozy Garden Apartment Near it All!

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4.64 out of 5 average rating, 44 reviews

A cozy room features a custom queen bed with light-colored bedding, complemented by an accent wall of wooden slats. A small desk is positioned beside the bed, and natural light fills the space through two large windows, with a comfortable armchair nearby.

Apartment in Waunakee

The Mill Hotel: 201 -Single Queen (detached bath)

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4.93 out of 5 average rating, 43 reviews

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.

Apartment in Middleton

Private yet close to everything! NEW

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Apartment rentals with a hot tub

The living room features a comfortable black leather seating arrangement, facing a large wall-mounted TV. A decorative lamp and a round coffee table with a light-colored finish enhance the space. An electric fireplace is positioned below the TV, providing warmth and ambiance.

4.9 out of 5 average rating, 113 reviews

Home Sweet Getaway for Girl's Trips & Families

LocationFamilyBarbecue

5.0 out of 5 average rating, 8 reviews

Dells Vista | Spa Retreat Steps to Hot Tub

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5.0 out of 5 average rating, 5 reviews

Cozy Haven-A 2 story Condo by Lake Delton

LocationFamilyHospitality

A spacious living area features a plush gray sofa, accompanied by a glass coffee table and a side table. Soft lighting is provided by wall sconces. A dining table for four is visible near a large window, with a jacuzzi located nearby, creating an inviting setting.

4.84 out of 5 average rating, 93 reviews

Spacious Condo at Chula Vista! Pet Friendly!

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A spacious living area features a large sectional sofa and a round coffee table. A modern indoor jacuzzi is positioned nearby, with a charming wooden accent wall illuminated by 'River Roost' signage. Natural light filters in through sliding glass doors that lead to an outdoor space.

4.97 out of 5 average rating, 36 reviews

Riverfront Getaway | Mins to Waterparks/Downtown

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A spacious living area is furnished with a large sectional sofa and a wooden coffee table. A kitchenette is visible in the background, equipped with wooden cabinetry and modern appliances. Soft lighting from table lamps emphasizes the warm palette of the room.

4.82 out of 5 average rating, 74 reviews

Condo in Wisconsin Dells, WI

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4.88 out of 5 average rating, 16 reviews

King Hotel Rooms @ Spring Brook Resort

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A welcoming living space is highlighted by a cozy sofa, an armchair, and a wooden coffee table. Soft lighting from two bedside lamps enhances the atmosphere. A large window offers views of the surrounding area, while a jacuzzi is positioned nearby for relaxation.