Family-friendly vacation rentals in Fitchburg

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.

Indoor spacesKitchenTV

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.

KitchenFamilyView

4.9 out of 5 average rating, 136 reviews

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.

Home in Monona

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!

Indoor spacesKitchenCheck-in

4.96 out of 5 average rating, 665 reviews

The outdoor area of the home is visible, featuring a spiral staircase leading to a deck with a covered area. A hot tub is positioned on the patio below, surrounded by lush greenery and string lights hanging above, providing a relaxed and inviting ambiance.

Guest suite in Madison

Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna

Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.

Indoor spacesFamilyWifi

4.96 out of 5 average rating, 268 reviews

Apartment in Verona

Spacious Basement Apartment near Epic and Madison

We first used AirBnB when we traveled to Paris and Barcelona in 2015. We were happy with our stay but thought there was room for improvements. When we purchased our home in Verona we saw the potential for using part of it for AirBnB. From our experiences, we designed and decorated our space with a simple focus – what would we want in a nightly rental. The result was a spacious, clutter-free, and cheerful place where guests could feel comfortable while away from their own homes.

Indoor spacesKitchenNearby

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!

Indoor spacesFamilyNearby

4.95 out of 5 average rating, 110 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!

KitchenIndoor spacesAir conditioning

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, 108 reviews

Madison's Premier 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.

KitchenFamilyValue

4.8 out of 5 average rating, 264 reviews

The living room features a large smart TV mounted above a cozy electric fireplace. Two modern sofas and a coffee table are arranged on polished wood floors. A pair of patterned armchairs provides additional seating, complementing the stylish decor.

Townhouse in Fitchburg

Clean, quiet & family-friendly Townhouse-14 people

Bright and spacious 3-bedroom, 2-bath duplex perfect for families, groups, or guests with pets. Relax in a large fenced backyard, enjoy the back deck, smart TV, and fully equipped kitchen. Sleeps up to 14 with extra air mattresses and a pack & play. Driveway fits 2 cars, with street parking nearby. Just 10–15 minutes to downtown Madison, Epic, and local attractions. Private, meticulously cleaned, and stocked for a comfortable stay.

FamilyIndoor spacesLaundry

4.99 out of 5 average rating, 175 reviews

Farm stay in Monroe

The Dairy at the Wegmueller Farm

Welcome! You are about to experience life on an active 4th-generation farm nestled in the rolling hills of Green County. Meet the cows, feed the pigs, befriend a horse, or just enjoy the relaxing and peaceful serenity of rural Wisconsin farm life. Located less than five miles from Monroe, this home away from home is close enough to all that Monroe & the surrounding community has to offer, but still has room to stretch your legs.

KitchenFamilyLocation

4.99 out of 5 average rating, 233 reviews

An outdoor patio features a seating area with a couch and chairs, surrounded by greenery. A small table is seen beside a larger dining table, providing a space for gathering. Sunlight casts gentle shadows over the wooden deck, enhancing the inviting ambiance.

Home in Oregon

Contemporary home near Madison

Located in a quiet neighborhood only twenty minutes away from Madison, this contemporary home is the perfect place for large groups. The home has three spacious bedrooms with a large kitchen and two outdoor patios for entertaining. It is a great place to relax and enjoy the Wisconsin weather inside and out! If you require additional sleeping accommodations, an air mattress can be made available.

KitchenIndoor spacesWalkability

4.91 out of 5 average rating, 186 reviews

3 Bedroom Near Alliant Center & Downtown

It would be our pleasure to host you during your next adventure to the Madison-area. With this home you will have access to the entire upstairs floor of the house containing 3 bedrooms/1.5 bathroom. Located in the heart of everything Madison with quick access to downtown, UW, Alliant Energy Center (Cross-fit Games), Monona Terrace (Ironman), Epic and Dane County Regional Airport.

FamilyIndoor spacesAccess

Popular amenities for Fitchburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 340 reviews

A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.

Farm stay in Argyle

Rustic Barn Loft at Oak Springs Farm

FamilyKitchenAccess

4.96 out of 5 average rating, 135 reviews

The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.

Cabin in Portage

Secluded WI River Getaway w/ Hot Tub near Golfing

FamilyKitchenCheck-in

4.99 out of 5 average rating, 121 reviews

A spacious hot tub features multiple massaging jets, creating bubbling water that invites relaxation. The tub is positioned on a wooden deck, offering a serene spot to unwind while enjoying the surrounding views.

Home in Milton

FirePit/Grill/Arcade Your Fall Escape Starts Here

Indoor spacesKitchenGetting around

4.81 out of 5 average rating, 334 reviews

A view from the breakfast nook captures a sunset over Lake Mendota. The serene water reflects hues of orange and gold, while a grassy area and few remnants of snow are visible. A coffee maker and glass kettle rest on the windowsill, enhancing the cozy setting.

Guest suite in Waunakee

Private guest suite on beautiful Lake Mendota

Indoor spacesFamilyComfort

4.98 out of 5 average rating, 142 reviews

Cabin in Elizabeth

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Indoor spacesKitchenCheck-in

4.87 out of 5 average rating, 326 reviews

A charming log cabin is nestled among vibrant flowers and greenery. The structure features a large front porch with wooden railings and steps leading to the entrance. Tall trees surround the cabin, offering a natural and serene setting.

Home in Argyle

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

FamilyKitchenAmenities

4.97 out of 5 average rating, 632 reviews

A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.

Cabin in Hill Point

Big R's Retreat Secluded and located in Nature

Indoor spacesKitchenTV

4.96 out of 5 average rating, 180 reviews

A cozy living area features a stone fireplace with a wooden mantel, complemented by a flat-screen television above. Soft curtains frame the windows, and warm light emanates from the fireplace, creating a relaxed ambiance. A patterned rug and comfortable seating enhance the space.

Home in Whitewater

The Modern Cozy Spacious Corner

KitchenFamilyBathroom

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 169 reviews

The exterior of the bungalow showcases a charming yellow facade, complemented by a welcoming front porch. Lush green grass and well-kept shrubs frame the entrance, while tall trees provide shade in the background. The overall setting reflects a peaceful neighborhood vibe.

Home in McFarland

Cozy Magnolia Style 2-Bedroom Home with Loft

KitchenFamilyGetting around

4.94 out of 5 average rating, 105 reviews

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.

Home in Monona

Centrally located 4 Bedroom beautiful home

KitchenIndoor spacesBeach

4.98 out of 5 average rating, 280 reviews

Lakeview Loft - Downtown Madison

Indoor spacesKitchenAccess

5.0 out of 5 average rating, 111 reviews

The living area features two comfortable couches facing a central wooden table. Natural light filters through two windows adorned with wooden blinds. A small side table stands against the wall, and a decorative chair adds a pop of color to the space.

Home in Verona

Paoli Place

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 114 reviews

Cottage gem: Spotless, secluded & bring the dog!

Indoor spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 169 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!

KitchenFamilyBiking

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

FamilyKitchenGrill

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

FamilyKitchenOutdoor spaces

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 117 reviews

Home in Rockton

HD Jameson House at River’s Edge

KitchenFamilyCleanliness

4.97 out of 5 average rating, 111 reviews

Home in Janesville

*Family Retreat* *Indoor Pool* *Arcade*

Indoor spacesKitchenPets

Guest suite in Spring Green

A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.

Spring Green River Pines

FamilyKitchenWalkability

4.92 out of 5 average rating, 194 reviews

4.93 out of 5 average rating, 104 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

FamilyIndoor spacesAmenities

4.93 out of 5 average rating, 284 reviews

Home in Galena

Peaceful, Cozy Home w/ Club Amenities in Galena.

KitchenIndoor spacesCleanliness

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

KitchenIndoor spacesOutdoor spaces

4.91 out of 5 average rating, 23 reviews

A functional kitchen is presented with wooden cabinets and a light countertop. Appliances include a refrigerator and microwave. A view into a dining area is visible through an opening, featuring a round table and chairs in a carpeted space.

Apartment in Madison

1BR Professionally Serviced Private Apartment

KitchenIndoor spacesNearby