
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

Stay With Horses Equestrian Escape Near Madison
Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

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! Good dogs in your reservation must be leashed outside, kenneled when you’re away.

Gorgeous Eastside Home+Yard+Bikes+5 Star Hosts
This completely renovated, 100-year old home is in the Town of Blooming Grove, an enclave surrounded by Madison's near eastside. It has new heating & air conditioning and is sparkling clean with original hardwood floors, stairs & hardwood trim detail. There are 2 bedrooms (with ample closet & storage space), a living room, dining room, kitchen & bathroom. Please note the staircase is steep and may be difficult for some guests. Please inquire about e-bike availability for use during your stay.

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

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).

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.

Peaceful, artistic home in the heart of downtown
This inviting, historic home is situated in the most walkable, friendly neighborhood in the city. Just around the corner is a local co-op, loads of quality restaurants, cafes, coffee shops, a park, and easily accessible public transportation. The Capitol and State Street are only about a mile away, making this an ideal location for people in town for business or pleasure. Bright, peaceful, cozy, and outfitted with every convenience in mind, this property will make any guest feel at home.

1br Atwood neighborhood flat (upper, shared entry)
Delightful upper flat in a restored 1911 home. Located in the vibrant Atwood Ave neighborhood, we are just minutes from bike trail, Goodman Community Center, Olbrich Gardens, Lake Monona, and all that Atwood/Willy St. offers - outstanding food, bars, cafes, galleries, street festivals and more! Stay with us and experience what life on the fashionable eastside is all about. We are about 3-4mi from capitol/campus and Alliant. ZTRHP1-2021-00057 LICHMD-2018-00037 Tourist Room Permit 160

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!

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

Exquisite Modern A-frame all WithInnReach

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

Lake House Summer Getaway
Family- and pet-friendly home rentals

The little Green Birdhouse-McFarland/Monona

House on water! Near UW, Capital & Alliant Center

Country cabin, birders paradise.

Coffee with a View

Historic Randall Schoolhouse

It's called the Annex-right next door to us!

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

Cozy Magnolia Style 2-Bedroom Home with Loft
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!

Hot Tub | Fireplace | Screened Porch | Pool Access

Spring Green River Pines

Lake Views | Hot Tub | Nature Retreat | Movie Room

HD Jameson House at River’s Edge

Living the High Life Pool House

The Wanderlust at the Sunset Cove
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $279 NZD | $286 NZD | $298 NZD | $322 NZD | $402 NZD | $405 NZD | $444 NZD | $473 NZD | $419 NZD | $426 NZD | $363 NZD | $298 NZD |
| 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 $34 NZD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
320 of Madison holiday rentals include Wi-Fi 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
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Minnesota River Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Wisconsin Dells Holiday rentals
- Fitness-friendly rentals Madison
- Rentals with a patio Madison
- Villa rentals Madison
- Cabin rentals Madison
- Private suite rentals Madison
- Beachfront rentals Madison
- Rentals with beach access Madison
- Rentals with an EV charger Madison
- Rentals with a fire pit Madison
- Rentals with lake access Madison
- Condo rentals Madison
- Rentals with a hot tub Madison
- Pet-friendly rentals Madison
- Serviced apartment rentals Madison
- House rentals Madison
- Ski-in/ski-out rentals Madison
- Hotel rooms Madison
- Rentals with a washing machine and dryer Madison
- Rentals with pools Madison
- Lakehouse rentals Madison
- Rentals with breakfast Madison
- Apartment rentals Madison
- Rentals with outdoor seating Madison
- Rentals with a kayak Madison
- Waterfront rentals Madison
- Rentals with a fireplace Madison
- Cottage rentals Madison
- Family-friendly rentals Dane County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Devil's Lake State Park
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- House on the Rock
- Wollersheim Winery & Distillery
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Glacier Canyon Lodge
- Kohl Center
- Camp Randall Stadium
- Overture Center For The Arts
- American Players Theatre
- Chazen Museum of Art
- Dane County Farmers' Market
- Alliant Energy Center
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Ho-Chunk Gaming Wisconsin Dells
- Cave Of The Mounds Lowest Point
- Parfrey's Glen State Natural Area
- Devil's Head Resort





