
Family-friendly vacation 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.

DT+Bikes+Pvt Suite+Jacuzzi+Parking+Near Campus
Located in a unique pocket of DT, across from Brittingham Park, Monona Bay, Brittingham Boat Rental & a bike/walking path. You will love our welcoming neighborhood! We are a short walk from UW-Madison, Hospitals, State Street & the Capitol. We have a dog, Bella, who stay upstairs, but you could see her wandering outside. We have been inspected & are licensed with the city. ZTRHP1-2020-00027. Ask prior to arrival about the use of our high-quality mid-drive ebikes when you stay (for a small fee).

#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.

Cape Cod Loft + Massage Chair & King Bed
Welcome! This property is on Madison’s funky-up & coming East side. Quiet, conveniently located residential neighborhood - free street parking. This 2nd floor unit is a private guest-dedicated suite with it's own kitchenette, fridge/freezer, large taster-oven, side entrance & massage chair. GPS: Airport- 7 min. Wisconsin State Capitol- 12 min. Ulbrich Botanical Garden's- 5 min. Camp Randall Stadium- 16 min. Walkable to Starkweather Creek Trail. *Bike *Lyft *Uber *Nearby public bus stops

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.

Grooviest | Quiet | Close | Upscale MCM | Records!
• NEWLY RENOVATED SPACE. • Two floor upper unit in a private home • Private backyard with patio & fire pit • Flatscreen TV in living room with Chromcast and Antenna. • Luxury Mid Century Modern Stereo Console bluetooth • 12+ classic albums to listen to (jazz, rock, classical) More Avail Locally! • Access to thousands of albums at several nearby vintage vinyl stores • Electric fireplace w/ multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked, Keurig • Vintage Bar Cart

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).

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.

Private entry flat near Atwood neighborhood
No cleaning fee!! Enjoy your visit to Madison in this sunny one bedroom apartment with private entrance and off street parking. It's great location is within walking distance to the Schenk/Atwood neighborhood, with numerous restaurants, cafes and music venues. Within 2 miles of the state capitol, Monona Terrace, and 3 miles from the airport, Kohl Center and Camp Randall. Perfectly suited for couples, solo adventurers, or business travelers.

#1
Before booking this unit please be aware there is an apartment above this one with wood floors. If you are sensitive to sound/noise this may not be a good fit. Two queen beds, a private bathroom with a shower, and a workspace. This unit is located in the lower level of the building. Appliances: Fridge, Microwave, Coffee Pot (included: coffee grounds, coffee creamer, disposable coffee cups, sugar packets, assortment of tea bags.).

Steps to coffee - 15 min to Madison!
Welcome to historic downtown Oregon! Step into the past while enjoying modern comfort in this beautiful space, which once housed our 1st library! Just steps away from locally owned coffee and gift shops, a wine reserve, and 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!
Popular amenities for Madison family-friendly rentals
Family-friendly home rentals with a hot tub

Island View Hideaway-Peaceful, On Water, Sandbars!

*Winter Fun* *Hot tub-Fire-3 king beds-Game room*

Easton Lake Retreat – Cozy Cottage & Hot Tub

Beautiful Victorian in Historic District

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Big R's Retreat Secluded and located in Nature

Near Skiing! Hot Tub! Fireplace! 40' Lighted Tree!

Relaxing Cottage near Devils Lake Baraboo WI Dells
Family- and pet-friendly home rentals

Peaceful Guest Suite at The Retreat

Cannery Square Short Term Rentals -104 by Patriot

Country cabin, birders paradise.

Beautifully Restored Historic Victorian

Cozy Bungalow

Bed and Breakfast with Horse Hotel at VRR

Private DeForest Flat| *Walk to Parks*

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table
Family-friendly home rentals with a pool

Cozy Galena Townhome

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

Lace & Woods Farm "Hammer Hideaway"

Mel’s Marina, on the River, walk downtown.

Spring Green River Pines

Serene Lakefront condo with magnificent view, pool

LG Quaint Condo on Lakeshore Dr.

Relaxing Villa with Amazing Amenities!
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 CAD | $222 CAD | $245 CAD | $264 CAD | $330 CAD | $333 CAD | $365 CAD | $389 CAD | $344 CAD | $303 CAD | $314 CAD | $252 CAD |
| 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 vacation rentals that are family-friendly in Madison

Total vacation rentals
Explore 320 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 17,290 verified reviews to help you choose

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
320 of Madison vacation 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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- Devil's Lake State Park
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mt. Olympus Parks, Outdoor Theme Park
- Lake Kegonsa State Park
- Mirror Lake State Park
- Yellowstone Lake State Park
- Tyrol Basin
- Cabin 857-1- Christmas Mountain Village
- Kalahari Indoor Water Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Henry Vilas Zoo
- Wild Rock Golf Club
- Alligator Alley
- Lost World Water Park
- Wild West water park
- Tom Foolerys Adventure Park
- Wollersheim Winery & Distillery
- Cascade Mountain
- University Ridge Golf Course
- Klondike Kavern Water Park
- Pirate's Cove Adventure Golf
- Baraboo Bluff Winery




