House holiday rentals in Madison

A comfortable living area features a black leather sofa adorned with red and yellow pillows. A wooden coffee table sits in front, and a colorful area rug adds warmth to the space. The background reveals a well-lit kitchen with modern fixtures.

4.98 out of 5 average rating, 285 reviews

Charming Campus Area Home • Entire Home Near UW

Steps to Camp Randall & an easy walk to UW–Madison! Spacious home for up to 10 guests with a comfortable layout, multiple bedrooms, full kitchen, and inviting gathering spaces. Enjoy the back patio—perfect for unwinding after a day on campus or exploring the city. Ideal for Badgers game weekends, family visits, and group stays. Please note: during football weekends, the host may use the garage and part of the driveway for tailgating; parking may be shared. Cleaning fee $150. No pets or smoking.

LocationValueGetting around

An A-frame interior showcases a spiral staircase leading to the loft, surrounded by natural wood and brick accents. A large television is mounted above a fireplace, complemented by decorative plants and a wall clock. Colorful patterns can be seen in the ceiling lights.

4.95 out of 5 average rating, 204 reviews

ONE OF A KIND vacation rental with a view

Arbor Hill House - Unique A-frame vacation rental perched atop a hill with great views overlooking the Beltline, UW Arboretum and the city of Madison. Excellent central location with easy access to all of Madison and surrounding areas. I'll be happy to do whatever I can to make your stay a pleasant one. Please keep things clean and be respectful. The home should not be used for parties or events. If you have any questions please feel free to ask. I look forward to sharing my home with you.

FamilyLocationHospitality

4.98 out of 5 average rating, 280 reviews

Lakeview Loft - Downtown Madison

Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

LocationValueNearby

An outdoor dining area is featured on the deck, consisting of a wooden table surrounded by black wicker chairs. A small potted plant adds a natural touch. The scenic view of the river, a bridge, and a private dock can be seen in the background.

4.9 out of 5 average rating, 136 reviews

Madison Lakefront Oasis in the Heart of Madison

Enjoy all that Madison has to offer from this beautiful lakefront property. BRING YOUR BOAT, our private dock on Yahara River has 3 slips with access to both Lake Monona & Lake Waubesa. Central location offers multiple restaurants, shops & public boat launch all within walking distance. Breath-taking sunsets over the lake. Quick 5-10 minute commute to downtown Madison, UW-Campus, Hospitals, Alliant Energy & Sylvee, State Street, hundreds of other Madison attractions east or west side!

LocationFamilyWi-Fi

4.91 out of 5 average rating, 158 reviews

This spacious bedroom contains a comfortable bed dressed in white linens, with a decorative throw and pillows. Natural light filters through the window, illuminating a wooden dresser and bedside tables. A textured area rug adds warmth to the room, creating a cozy atmosphere.

Home in Fitchburg

Comfortable Madison Area Retreat In The Trees

Tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edible cooking supplies are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!

ValueFamilyGetting around

The exterior of a charming two-story home is displayed, featuring white clapboard siding and grey shutters. A welcoming front door is flanked by small, well-tended shrubs and flower boxes, with a neat pathway leading to the entrance.

4.92 out of 5 average rating, 193 reviews

Cozy, Sunny Artist's House (UW/Near West)

Our historic, art-filled home is close to the UW hospital and campus, but is located in a quiet and pretty neighborhood. Madison is known for its open-mindedness, amazing farm-to-table restaurant scene, walk- and bike-ability, and lots of performing arts for the small size of the city. We're Superhosts in our tenth year and we'd love to comfortably accommodate you. Please take the time to read our entire listing if you'll be staying with us to learn details about the house.

LocationValueQuiet

4.95 out of 5 average rating, 111 reviews

A spacious living area features a modern design with comfortable leather sofas, a round coffee table, and a large television. The open layout leads to a dining area and a fully equipped kitchen, illuminated by natural light from the windows.

Home in Fitchburg

Luxurious & Spacious 4 BR Home w/o Cleaning Fees

Escape to our stunning Madison home! Luxuriate in the sleek contemporary design, spacious living areas with high-end finishes and tasteful furnishings. Unwind in the comfortable bedrooms with ample storage. Step outside to our backyard oasis for al fresco dining and relaxation. Our exceptional customer service and thoughtful touches guarantee an unforgettable stay. Close to Madison's best shopping, dining, and entertainment. Book now for an experience you won't forget!

FamilyValueQuiet

The exterior of the property is framed by lush greenery and blooming flowers. Soft lighting highlights the architectural features of the building, showcasing large windows that reflect the evening sky. A welcoming entrance leads toward a porch area nestled among the trees.

4.87 out of 5 average rating, 109 reviews

Madison's First EcoLodge

Welcome to Premier Ecolodge on Monroe Street! Award winning 3800 sq. ft. home, with 3 guest rooms with queen beds and whirlpool baths, and 2 large bedrooms with for 4 beds, for a total of 12 guests. Relax in the sauna and enjoy a full kitchen to share your favorite meals. The house is near great restaurants, biking, running trails, and the Arboretum. Lake Wingra trail is across the street. UW and State Street are a mile away. Previous superhosts under new management.

LocationFamilyCondition

An open floorplan connects the modern kitchen and dining area to the inviting living space. Natural light fills the room through multiple windows. A spacious dining table is positioned near the kitchen, while comfortable seating is arranged in the living area.

4.94 out of 5 average rating, 105 reviews

Centrally located 4 Bedroom beautiful home

Renovated 4 bedroom/2 bath home with spacious open floorplan. Home is close to downtown Madison and centrally located. Lake Monona access, & on Madison's #1 bike trail, Lake Monona Loop within walking distance. Large backyard with gas grill, small 3 season porch, off-street parking, laundry facilities, high speed internet & TV. The newly renovated kitchen is great for preparing meals. This is the ideal location to explore all that this amazing region has to offer.

LocationFamilyBarbecue

A spacious living area features a mounted flatscreen TV above a mid-century modern stereo console. Two armchairs are positioned around a round coffee table, creating an inviting space. Natural light filters through large windows dressed with light curtains, enhancing the room's atmosphere.

4.89 out of 5 average rating, 454 reviews

Grooviest | Quiet | Close | Upscale MCM | Records!

• NEWLY RENOVATED SPACE. • Two floor upper unit in a private home • Private backyard with upper patio & fire pit • Flatscreen TV in living room with Chromcast and Antenna. • Luxury Mid Century Modern Stereo Console bluetooth • 20+ classic albums to listen to (jazz, rock, classical) More Avail Locally! • Access to thousands of albums at several nearby vintage vinyl stores • Full Size Kitchen, Full Size Appliances, Fully stocked, Keurig • Vintage Bar Cart

ValueLocationBreakfast

4.97 out of 5 average rating, 170 reviews

The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.

Home in Sun Prairie

Nothing Else Like It!

There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

LocationValueWalkability

A cozy three-season sun porch features a gray sofa adorned with cushions and a small, dark ottoman. A wall-mounted electric fireplace provides warmth, while string lights and large windows allow for ample natural light. Various plants are positioned around the room, enhancing the inviting space.

4.99 out of 5 average rating, 137 reviews

*Plant Themed 3-Bedroom Home in Monona/Madison*

Welcome to the Jungle! Come stay at our freshly renovated home for a cozy stay in a charming hilltop neighborhood in Monona. Just a 10 minute drive from downtown Madison or a short walk away from a wide range of local dining options (like Pizza, Chinese, Sandwiches, Italian, coffee, breakfast, and more). A great place to stop after visiting one of Monona's many lakeside parks or taking the beautiful lake loop bike path.

FamilyLocationWalkability

Popular amenities for Madison house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 105 reviews

The lake house is situated on a sloping hillside, surrounded by trees. A stone pathway leads down to the water's edge, where a private dock can be seen. The calm lake reflects the blue sky and scattered clouds, creating a serene setting.

Home in Apple River

The Ho Hum East on Apple Canyon Lake

ValueLocationCheck-in

4.97 out of 5 average rating, 111 reviews

Home in Janesville

*Family Retreat* *Indoor Pool* *Arcade*

ValueLocationCleanliness

4.97 out of 5 average rating, 117 reviews

Home in Rockton

HD Jameson House at River’s Edge

FamilyValueAccuracy

4.96 out of 5 average rating, 169 reviews

A two-story house is set on a spacious lawn, framed by trees exhibiting autumn colors. The exterior features a welcoming porch with white railings. A paved driveway leads to a garage, and a privacy fence encloses the backyard, contributing to a tranquil environment.

Home in Spring Green

5BR Oasis

FamilyValueAccess

4.95 out of 5 average rating, 122 reviews

A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.

Home in Lake Geneva

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

FamilyValueIndoor spaces

Superhost

Home in Wisconsin Dells

Dells Retreat - Sleeps 8 + Jacuzzi

ValueLocationCondition

4.85 out of 5 average rating, 133 reviews

4.93 out of 5 average rating, 174 reviews

A decorative wall sign displays the word 'WELCOME' prominently. Beneath it, a white vase filled with yellow flowers adds a touch of color, set against a soft green wall, creating a friendly and inviting ambiance.

Home in Lake Geneva

Home away from Home

FamilyValueAmenities

Superhost

A warm and inviting living area features wood paneling and exposed beams. A spacious sofa, adorned with patterned throws, faces a large flat-screen TV. Natural light filters through sliding glass doors that lead to an outdoor space. A rustic stone fireplace adds a cozy touch.

Home in Wisconsin Dells

Spacious Pine Cabin on Lake Delton

LocationFamilyWalkability

4.87 out of 5 average rating, 239 reviews

Weekly house rentals

The collage displays various sleeping arrangements within the home. The first image shows a spacious bedroom with a soft blue bedspread and neatly placed towels. Adjacent, a cozy room features a pink bedspread. The basement showcases three twin beds with muted plaid bedding, providing ample sleeping options.

4.91 out of 5 average rating, 221 reviews

Kid+Pet Friendly Entire Home No Clean/Service Fees

FamilyValueCondition

A spacious living area features a vintage brick fireplace as the focal point, accompanied by a wall-mounted television. Comfortable seating is provided by a green couch and chairs, while a coffee table sits atop a plaid area rug. A dining table is visible through the large window.

4.97 out of 5 average rating, 144 reviews

MCM Ranch by Lake & DT Madison

LocationFamilyLayout

4.97 out of 5 average rating, 114 reviews

Cottage gem: Spotless, secluded & bring the dog!

LocationFamilyHeating

The photo captures a view of glowing light reflecting off the surface of Monona Bay during sunset. In the background, the illuminated Capitol building is visible, surrounded by city structures along the shoreline.

4.85 out of 5 average rating, 242 reviews

House on water! Near UW, Capital & Alliant Center

FamilyLocationDecor

A spacious living area is arranged with two red sofas flanking a central wooden coffee table. A patterned couch with black and white designs provides additional seating. Natural light enters through large windows, illuminating the warm wooden floors.

4.94 out of 5 average rating, 126 reviews

It's called the Annex-right next door to us!

FamilyValueAmenities

A serene outdoor patio area is shown, featuring a cobblestone surface surrounded by well-maintained gardens and tall, manicured hedges. A central fountain adds visual interest, while a dining table and chairs invite relaxation. Potted plants and seasonal flowers enhance the garden's charm.

4.88 out of 5 average rating, 321 reviews

Private apartment -2 Beds, Kitchen Office, Sunroom

ValueFamilyCleanliness

4.95 out of 5 average rating, 363 reviews

Gorgeous Eastside Home+Yard+Bikes+5 Star Hosts

ValueFamilyHeating

4.92 out of 5 average rating, 155 reviews

The image displays a serene waterfront view showcasing a private pier extending over calm waters. A stylish three-story house is framed by lush greenery, offering a welcoming outdoor space. The interior features a spacious living room with comfortable seating and a modern kitchen visible in an open layout.

Home in Edgerton

4 Season Fun: Private Fish Pier, Cozy Decks, Grill

FamilyValueWalkability

Private house rentals

4.99 out of 5 average rating, 121 reviews

Home in Milton

HotTub/FirePit/Arcade Your Fall Escape Starts Here

ValueFamilyParking

4.97 out of 5 average rating, 103 reviews

Home in Wisconsin Dells

16ppl | Sauna. Hot tub. Theater. Games on 5 acres

LocationFamilyCheck-in

4.95 out of 5 average rating, 212 reviews

A renovated farmhouse is set on a spacious green lawn, featuring a large wrap-around porch with wooden pillars. Surrounding trees provide a serene backdrop. The structure includes a sloped roof and multiple stairs leading to the porch, inviting relaxation in a countryside setting.

Home in Blanchardville

Sawmill Creek Farm-Close to New Glarus, 5 bedrooms

LocationValueNearby

Superhost

The exterior of a two-story wooden home is visible, featuring a green metal roof and large windows. A wide concrete driveway leads to the house, which has a double garage. Lush greenery surrounds the property, and a tree is positioned to the left.

Home in Edgerton

Rustic Lake Home Retreat

LocationValueDecor

4.84 out of 5 average rating, 225 reviews

4.84 out of 5 average rating, 190 reviews

A welcoming entryway features a large chalkboard inscribed with 'Welcome.' Decorative elements include a circular sign with floral accents and a quote, complemented by natural touches such as dried flowers and small candle holders.

Home in Windsor

3BR,1.5Ba half-duplex w/driveway near golf course

FamilyLocationIndoor spaces

4.94 out of 5 average rating, 131 reviews

An A-frame house with a sloped metal roof is set among trees, showcasing a spacious front balcony with wooden railing. Light is visible streaming from large windows, while a gravel pathway leads to the entrance and is bordered by small shrubs.

Home in Blanchardville

Coffee with a View

FamilyLocationCheckout

5.0 out of 5 average rating, 20 reviews

A serene outdoor seating area is highlighted by four wicker chairs arranged around a round table. Lush greenery surrounds the space, and views of the tranquil lake create a peaceful atmosphere. A subtle path leads toward the water's edge, with distant docks visible.

Home in Middleton

Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home

LocationFamilyQuiet