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, 284 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.

KitchenIndoor spacesCheckout

4.95 out of 5 average rating, 438 reviews

A cozy outdoor space is featured with a wooden pergola providing shade, surrounded by blue siding. Seating includes two cushioned chairs and a swing chair, all arranged around a fire table set on a patterned rug, enhancing the inviting atmosphere.

Guest suite in Madison

Cottage Suite + Jacuzzi Bathtub & Sauna

This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash

FamilyIndoor spacesCheck-in

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.

FamilyIndoor spacesQuiet

4.96 out of 5 average rating, 265 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.

FamilyKitchenQuiet

4.97 out of 5 average rating, 662 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.

KitchenFamilyLocation

4.91 out of 5 average rating, 157 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!

KitchenIndoor spacesAccess

4.96 out of 5 average rating, 131 reviews

Apartment in Oregon

Main St 2 Bdrm - Walk to coffee & sushi!

* Be sure to check out our winter extended stay discounts for 3+ nights! * Welcome to historic downtown Oregon! Nestled in a picturesque setting, this elegant retreat combines modern comfort with historic charm. You'll be steps away from locally owned coffee and gift shops, a wine reserve & 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!

KitchenIndoor spacesHospitality

4.95 out of 5 average rating, 109 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 spacesAccuracy

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.

4.88 out of 5 average rating, 107 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.

KitchenFamilyTV

Superhost

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

4.8 out of 5 average rating, 263 reviews

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.

KitchenFamilyParking

4.99 out of 5 average rating, 229 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 spacesLaundry

Superhost

4.91 out of 5 average rating, 184 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.

KitchenFamilyQuiet

Popular amenities for Fitchburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 151 reviews

A serene view of the Yahara River, lined with lush green trees and cozy waterfront homes. Dock spaces are visible, providing access to boats. Soft evening light reflects on the water, enhancing the peaceful ambiance of the scene.

Home in Monona

Lake Monona Waterfront+HOT TUB+Game Room+EVCharger

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 337 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

FamilyIndoor spacesBreakfast

4.95 out of 5 average rating, 133 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

FamilyIndoor spacesHiking

4.98 out of 5 average rating, 119 reviews

An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.

Cabin in Baraboo

FamilyKitchenDecor

4.99 out of 5 average rating, 118 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

FamilyKitchenRiver

Superhost

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

4.81 out of 5 average rating, 332 reviews

Private guest suite on beautiful Lake Mendota

KitchenIndoor spacesSleep quality

4.97 out of 5 average rating, 155 reviews

A sunroom features a vintage fireplace at the center, surrounded by a circular brick hearth. Soft seating is arranged nearby, and a large wooden table with white chairs is positioned to one side. String lights provide a warm glow, enhancing the inviting ambiance.

Home in Baraboo

Secluded Patio! Game Room! Fire Pit! Hot Tub!

KitchenIndoor spacesQuiet

4.87 out of 5 average rating, 323 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

FamilyIndoor spacesHospitality

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 276 reviews

Lakeview Loft - Downtown Madison

KitchenFamilyTV

5.0 out of 5 average rating, 109 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

KitchenFamilyBackyard

4.99 out of 5 average rating, 173 reviews

Farm stay in Monroe

The Dairy at the Wegmueller Farm

KitchenFamilyGetting around

4.97 out of 5 average rating, 112 reviews

Cottage gem: Spotless, secluded & bring the dog!

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 163 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!

Indoor spacesKitchenAir conditioning

4.9 out of 5 average rating, 168 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

FamilyIndoor spacesPets

4.94 out of 5 average rating, 102 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

Indoor spacesFamilyWalkability

4.97 out of 5 average rating, 101 reviews

An outdoor firepit area is surrounded by four adirondack chairs on a grassy lawn, shaded by leafy trees. Lush greenery and shrubs frame the scene, with a scenic view of the river visible in the background under a clear blue sky.

Home in Stoughton

Riverview Retreat

Indoor spacesFamilyWalkability

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 116 reviews

Home in Rockton

HD Jameson House at River’s Edge

FamilyKitchenBreakfast

4.97 out of 5 average rating, 110 reviews

Home in Janesville

*Family Retreat* *Indoor Pool* *Arcade*

FamilyIndoor spacesNearby

4.94 out of 5 average rating, 282 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

FamilyKitchenRiver

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.

4.92 out of 5 average rating, 192 reviews

Spring Green River Pines

KitchenIndoor spacesBiking

4.93 out of 5 average rating, 103 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

Indoor spacesFamilyWalkability

An outdoor seating area is arranged around a central fire pit on a spacious deck. Comfortable chairs with decorative pillows face the fire, surrounded by a plaid rug. Lush green hills are visible in the background, enhancing the tranquil outdoor setting.

4.98 out of 5 average rating, 101 reviews

Golden Meadows Escape: A Luxurious Country Retreat

Indoor spacesFamilyView

An outdoor pool area is surrounded by a well-manicured landscape and shaded by large blue umbrellas. Loungewear chairs are arranged along the pool deck. Families and children can be seen enjoying the water and using the waterslide in the background.

4.89 out of 5 average rating, 117 reviews

Tranquil Home Away From Home

Indoor spacesFamilyPool

An outdoor deck features comfortable seating arrangements, including wicker chairs and a coffee table. Large windows in the background allow natural light to fill the adjacent indoor area while showcasing the surrounding greenery.