
Holiday houses in Madison
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Quick stats about holiday rentals in Madison

Total holiday rentals
Explore 730 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 44,990 verified reviews to help you choose

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

Pet-friendly accommodation
Find 270 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wi-Fi availability
710 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
Top-rated holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming Campus Area Home • 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.

Private Pool - Hot Tub - Sauna - Game Room - Pets
🔹Private fenced in backyard w/ heated pool, hot tub, sauna, deck & fire pit 🔸Outdoor living w' lounge seating, pool toys, & outdoor dining 🔹Large families & groups - 2 King, 6 Queen 🔸Game room w/ pool table, ping pong & arcade games 🔹3 min to Sun Prairie restaurants & shopping 🔸Basement gym w/ free weights & equipment 🔹Pickleball court in the garage 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

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

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).

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!

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.

Comfortable Madison Area Retreat In The Trees
Tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edible cooking supplies are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table
• 1400 sq. ft. lower level suite • Private backyard with patio • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • On-site parking in the driveway for one vehicle • Ample street parking • 16-min drive to the 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

Nothing Else Like It!
There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

Doty ★ Walk to Everything -Hotel Quality- Downtown
Welcome to our modern second story space in downtown Madison. 3 bedrooms with a beautiful kitchen and beer in the fridge. No need to Uber, you're just a few blocks from all the venues around the Capitol square, State St, and Kohl Center. Easy to get to the UW-Campus, Sylvee, Alliant Energy Center, and all the bars/restaurants in Madison. Business friendly, and free access to co-working space a couple blocks away.

Prime Time - 3 Bedroom with Fireplace! Sleeps 12
Newly remodeled....3 levels, 3 bedrooms and an entire lower level with 2 queen beds and 75in TV. Access within a block to just about anything....restaurants, movie theater, gym, parks, pond, etc.... Large backyard, Fireplace for those cools nights.... 6 miles from downtown Madison. An Uber away! 30 min from Cascade Mountain for skiing, tubing hiking!! Devils Head Mountain/Lake is a short drive

Contemporary home near Madison
Located in a quiet neighborhood only twenty minutes away from Madison, this contemporary home is the perfect place for large groups. The home has three spacious bedrooms with a large kitchen and two outdoor patios for entertaining. It is a great place to relax and enjoy the Wisconsin weather inside and out! If you require additional sleeping accommodations, an air mattress can be made available.
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison

Historic guesthouse near UW

Private Resort Cabin | Pool • Hot Tub • Sauna

Wonderful 3 bed home close to downtown & the lake

Historic Downtown House Overlooking Park and Lake

Modern family home in cozy nbrhd near downtown

Hot tub with a wooded view

Sunny, spacious home, conveniently located.

Lakefront getaway w/sunset view-4BRRelax-Lake Life
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $183 NZD | $192 NZD | $210 NZD | $215 NZD | $244 NZD | $240 NZD | $240 NZD | $239 NZD | $235 NZD | $227 NZD | $229 NZD | $200 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.
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- Devil's Lake State Park
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Glacier Canyon Lodge
- Wollersheim Winery & Distillery
- University of Wisconsin
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Cave Of The Mounds Lowest Point
- Ho-Chunk Gaming Wisconsin Dells
- Parfrey's Glen State Natural Area
- Blue Mound State Park





