
Holiday houses in Madison
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Top-rated holiday rentals in Madison
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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.

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.

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

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.

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.
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison

Cozy cabin room private entrance

Private room near downtown- The Madison room

Guest Suite w/ Private Entrance

1 bed suite and remote office by lake & airport

Private room for rent.

private, sunny lower level

Private Ensuite with Queen Size Bed

1 cozy Red BR and lounge in Artist’s Home!
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 NZD | $181 NZD | $190 NZD | $206 NZD | $230 NZD | $253 NZD | $249 NZD | $247 NZD | $244 NZD | $213 NZD | $200 NZD | $186 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 |
Frequently Asked Questions
What are the best places to stay in Madison?
Staying around downtown Madison, the Capitol Square, or the University of Wisconsin–Madison area helps visitors explore local dining, arts, and lakeside walks. Near East and Monroe Street neighborhoods are also frequently suggested for a blend of residential charm and vibrant amenities.
What are the best things to do in Madison with kids?
Families often explore the Henry Vilas Zoo, interactive learning at the Madison Children's Museum, and frolic in parks by Lake Monona. Picnic areas, playgrounds, and bike paths help keep young travelers engaged.
What are some of the best things to do in Madison?
Explore the State Capitol, walk or bike around Monona Terrace, and discover art at the Chazen Museum of Art. Lakeside parks, farmers markets, and the lively State Street area create a distinct local experience.
How is the weather in Madison?
Madison has cold winters, with January temperatures around 12–27°F (-11–-3°C), and warm, humid summers, reaching 62–82°F (17–28°C) in July. Spring and autumn bring milder conditions and changing foliage, so consider layering clothing for unpredictable shifts.
What are the best places to visit in Madison?
The State Capitol, Olbrich Botanical Gardens, and the University of Wisconsin–Madison Arboretum are frequently suggested for their scenery and activities. Many visitors also walk State Street for local shops, cafes, and markets.
What are some hiking trails in Madison?
Explore the trails at the UW–Madison Arboretum, picnic along paths at Picnic Point, or stroll through Turville Point Conservation Park. These areas have forested, lakeside, and prairie landscapes for all levels.
What are some family activities we can do in Madison?
Discover wildlife at Henry Vilas Zoo, take hands-on workshops at the Madison Children's Museum, or rent paddleboats at one of the local lakes. Many parks and gardens offer space for play and relaxation.
What are some of the best day trip ideas from Madison?
Explore state parks near the region, visit local farms and orchards, or discover historic small towns known for artisan shops. Outdoor enthusiasts often hike, bike, or kayak in natural reserves around the area.
Are there any pet friendly accommodations available in Madison?
Many accommodations in Madison welcome pets, especially within downtown and near-campus neighborhoods. You can find walks in lakeside parks, off-leash dog areas, and pet-friendly patios throughout the city.
What are some local tips for visiting Madison?
Local farmers markets, especially around the Capitol, highlight regional produce and cheeses. Consider bringing a bike, as Madison has extensive cycling paths, and keep a lightweight jacket handy due to shifting lakeside weather.
What is Madison known for?
Madison is known for its lakes, vibrant campus culture, and progressive local food scene. The city is a hub for environmental research and hosts a range of festivals throughout the year.
What are the best hidden gems to explore in Madison?
Allen Centennial Garden, the Lakeshore Nature Preserve, and the quirky National Mustard Museum are distinct sites many visitors discover off the usual path. Local bookstores, bakeries, and galleries can be found in residential neighborhoods.
What are the best foods to try in Madison?
Locally sourced cheese curds, bratwurst, and Friday fish fries are frequently suggested, reflecting Wisconsin food traditions. Try fresh farmers market produce, craft brews, and inventive dishes from neighborhood bistros.
What should I bring for a trip to Madison?
Pack layers for changing Midwestern weather, as temperatures can shift from cool mornings to warm afternoons. Comfortable walking shoes and a light rain jacket are useful for exploring parks, markets, and downtown neighborhoods.
What is the nightlife in Madison like?
Madison has a lively nightlife centered around State Street, the campus area, and Willy Street, with music venues, craft breweries, and late-night cafes. Local performances, open-mic nights, and gastropubs welcome a range of tastes.
What are the most popular events or festivals in Madison?
The Dane County Farmers’ Market around Capitol Square is a seasonal favorite, while events like Art Fair on the Square and summer concerts draw lively crowds. The city also celebrates local music and food festivals, especially in warmer months.
Are there family friendly vacation rentals in Madison?
Many vacation rentals in Madison are suitable for families, especially around the Capitol, university neighborhoods, and lakeshore areas. Parks, playgrounds, and casual dining nearby help make family visits comfortable.
When is the best time to visit Madison?
Late spring through early autumn is often recommended for Madison, with comfortable temperatures, outdoor festivals, and active lake life. Autumn showcases bright foliage and a lively college-town atmosphere.
Quick stats about holiday rentals in Madison

Total holiday rentals
Explore 690 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 42,010 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 240 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
680 of Madison holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Lake access and Gym across Madison rentals

4.8 Average rating
Madison stays are highly rated by guests—averaging 4.8 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
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