
Family-friendly holiday rentals in Lake Monona
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lake Monona
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

#302 Private Apartment in Historic McFarland House
*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1856 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

Entire Lower Level, Countryside Garden Suite
Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Cottage Suite + Jacuzzi Tub & Sauna
This Suite is perfect for 1-4 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

Cool, Roomy, Scenic Country Art Studio
Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Private & Clean Apartment Near Downtown & Airport
Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

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).

The little Green Birdhouse-McFarland/Monona
Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. Open concept kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

Private apartment -2 Beds, Kitchen Office, Sunroom
COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

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!

Quiet sunlit studio near vibrant downtown
This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Downtown Condo, 5 blocks from Capital, Btn 2 Lakes
Entire first floor of a two story condo. Each floor has it's own private locked entrance. What you see in the pictures is all your space, NO SHARED SPACE. Great Downtown location. Grocery/Liquor store next door. 1 block from Sylvee (holds events/concerts), restaurants, Breeze Field (Holds events/concerts). 5 Blocks from the Capital/State Street/Overture Center/Orpheum Theatre/Majestic Theatre/Kohl Center/Monona Terrace Roof Top/Live on King St/Monona Terrace Convention Center.

MCM Ranch by Lake & DT Madison
Immerse yourself in the best of mid-century living in this true-to-era retro ranch. Located across the street from picturesque Lake Monona, this is the perfect spot to come home to after exploring the Madison area. Enjoy coffee and board games in the expansive nature-themed living room; rest in any of the three comfy bedrooms; lounge on the front porch or backyard or whip up a meal in the 1950s kitchen. This is more than just an Airbnb; this is an experience you won't forget!
Popular amenities for Lake Monona family-friendly rentals
Family-friendly home rentals with a hot tub

The Orchard House

Beautiful Victorian in Historic District

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

NEW Hot Tub! Perfect Location, Downtown Baraboo

Relaxing Cottage near Devils Lake Baraboo WI Dells

“Goonies Never Say Die” You found theTreasure!

Quietwater-Peaceful, On Water, Nature, Sandbars!

Yahara River paradise!
Family- and pet-friendly home rentals

Nothing Else Like It!

Prairie-Chic Downtown Lakeside

Country cabin, birders paradise.

The Bobber Simple Cabin -Quaint 1BR/1BA-perfect HQ

Historic Randall Schoolhouse

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table

The Napping Farm

Sugar River Hideaway
Family-friendly home rentals with a pool

Private yet close to everything!

Country Living/Downtown Access

Boat Dock & Backyard: 'Rock River Retreat'

Modern Cabin with pool, hot tub and outdoor sauna

Luxurious BBQ and Pool House

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Spacious Delightful 2 Bedroom Home

Sunset retreat oasis Pool hot tub river fishngame
Destinations to explore
- Chicago Holiday rentals
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- Family-friendly rentals United States
- Devil's Lake State Park
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Erin Hills Golf Course
- Wisconsin State Capitol
- Mt. Olympus Parks, Outdoor Theme Park
- Lake Kegonsa State Park
- Mirror Lake State Park
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- Tyrol Basin
- Cabin 857-1- Christmas Mountain Village
- Kalahari Indoor Water Park
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- Henry Vilas Zoo
- Wild Rock Golf Club
- Cascade Mountain
- Wollersheim Winery & Distillery
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- Wild West water park
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