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

YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Walk to Camp Randall • 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.

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

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.

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.

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).

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.

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!

Charming Milkhouse Cottage, minutes from Madison!
Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

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.

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table
• 1400 sq. ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in the driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005
Popular amenities for Madison family-friendly rentals
Family-friendly home rentals with a hot tub

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Unwind at Driftless Pines Cabin

NEW Hot Tub! Perfect Location, Downtown Baraboo

Big R's Retreat Secluded and located in Nature

Secluded w/Game Room & Hot Tub! Dells/Baraboo!

Secluded WI River Getaway w/ Hot Tub near Golfing

Octagon treehouse Hottub-pool-fireplace-firepit

Downtown Spring Green Oasis | Steps to Park & Golf
Family- and pet-friendly home rentals

The little Green Birdhouse-McFarland/Monona

House on water! Near UW, Capital & Alliant Center

Country cabin, birders paradise.

Historic Randall Schoolhouse

Private DeForest Flat| *Walk to Parks*

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

Cozy Magnolia Style 2-Bedroom Home with Loft

Quiet Waterfront 2BR w/Dock & Huge Patio
Family-friendly home rentals with a pool

Peaceful, Cozy Home w/ Club Amenities in Galena.

Family Fun! Hot Tub•Fire Pit•Game Room•3 Kings!

Dells Retreat | Family Friendly Sleeps 8 + Jacuzzi

Hot Tub | Fireplace | Screened Porch | Pool Access

Spring Green River Pines

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

HD Jameson House at River’s Edge

Living the High Life Pool House
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 SGD | $214 SGD | $223 SGD | $241 SGD | $301 SGD | $303 SGD | $333 SGD | $354 SGD | $313 SGD | $319 SGD | $271 SGD | $223 SGD |
| Avg. temp | -7°C | -5°C | 1°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 3°C | -4°C |
Quick stats about holiday rentals that are family-friendly in Madison

Total holiday rentals
Explore 320 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 18,580 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
320 of Madison holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Madison’s top spots include Henry Vilas Zoo, Wisconsin State Capitol and Olbrich Botanical Gardens
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- Family-friendly rentals Dane County
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- Family-friendly rentals United States
- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- House on the Rock
- Cascade Mountain
- Wollersheim Winery & Distillery
- Henry Vilas Zoo
- Kohl Center
- Governor Dodge State Park
- Overture Center For The Arts
- Chazen Museum of Art
- Camp Randall Stadium
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- American Players Theatre
- Madison Childrens Museum
- Alliant Energy Center





