
Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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#301 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 1857 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.

The Green Heron: Cozy nature- lover's retreat
Enjoy everything Madison has to offer, then return to our quiet neighborhood and the peaceful pond behind your cozy, comfortable, two-bedroom, lower-level apartment with a private entrance, retro kitchenette, full bath, WI-FI, Roku TV, and CAC. There's a bike/walking path just across the pond, you'll be close to Lake Monona, and the Capitol and UW-Madison are just four miles away. No matter the season, we encourage guests to step outside, take a deep breath, and enjoy the natural surroundings.

Cottage Suite + Jacuzzi & 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).

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.

Downtown Condo, 5 blocks from Capital, Btn 2 Lakes
Entire first floor of a two story condo. Each floor has it's own private locked entrance. What you see in the pictures is all your space, NO SHARED SPACE. Great Downtown location. Grocery/Liquor store next door. 1 block from Sylvee (holds events/concerts), restaurants, Breeze Field (Holds events/concerts). 5 Blocks from the Capital/State Street/Overture Center/Orpheum Theatre/Majestic Theatre/Kohl Center/Monona Terrace Roof Top/Live on King St/Monona Terrace Convention Center.

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!

Fresh & Bright Apartment Getaway in New Glarus
We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison

1 sunny Yellow BR and lounge in Artist’s home!

Mornings with Meg in Madison ZTRHP1-2020-00006

HA Whitney Inn, Columbus, Wisconsin

Private Upstairs Guest Suite - East Madison

Guest Suite w/ Private Entrance

private, sunny lower level

Private Ensuite with Queen Size Bed

Studio with fireplace in private home
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £79 | £83 | £90 | £100 | £110 | £109 | £108 | £106 | £93 | £87 | £81 |
| 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
How is the weather in Madison?
Madison experiences a diverse range of weather. Summers can reach 80°F (27°C) and are usually humid, while winters can drop to 20°F (-6°C) and are often snowy. Make sure to explore winter activities such as ice-skating, snowshoeing, and cross-country skiing in this season.
What are some of the best things to do in Madison?
Madison invites you to explore its unique local culture, from spending a day at the Dane County Farmers' Market to biking around the city on the extensive Capital City Trail. Also, consider renting a kayak or paddleboard to experience the city's beautiful lakes.
What is the best time of year to visit Madison?
Madison is generally busiest during the summer, from June to August, with sunny weather and plenty of outdoor events. The Taste of Madison in September, and the Wisconsin Film Festival in April, are some local events that often coincide with visitor peaks.
What are the best places to stay in Madison?
Capitol-Downtown area, the vibrant neighborhood of Willy Street, and the calm, residential Monroe Street are frequently suggested places to stay in Madison. These neighborhoods are all loved for their easy access to local amenities, unique local shops, and diverse dining options.
What are the best places to visit in Madison?
Visitors often enjoy exploring the Madison Museum of Contemporary Art, the Wisconsin State Capitol, and the Olbrich Botanical Gardens. Don't miss a chance to walk around the University of Wisconsin-Madison's campus, especially the Chazen Art Museum and Allen Centennial Gardens.
What are some hiking trails in Madison?
Madison has a range of trails to explore. The Ice Age National Scenic Trail is well-loved for its long-distance hiking, while Owen Conservation Park has shorter trails through prairie and woodland. Additionally, Pheasant Branch Conservancy offers trails with lake views.
What are some family activities to do in Madison?
Madison is home to many family-friendly attractions. The Henry Vilas Zoo, a free, community-supported zoo, is a favorite among families, as is the Madison Children's Museum. Additionally, the UW Geology Museum offers a fun and educational experience with its range of natural history exhibits.
What are some of the best day trip ideas in Madison?
For day trips from Madison, consider visiting the charming town of Spring Green, home to the House on the Rock and the American Players Theatre. Another option is Platteville, where you can explore the Mining and Rollo Jamison Museums. The natural beauty of Devil's Lake State Park is also within easy reach.
Are there vacation rentals with a dedicated workspace in Madison?
Yes! Work meets play with ease at over 390 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Madison?
Four-legged friends are welcome in Madison. Choose from more than 250 vacation rentals for guests traveling with pets.
Are there Madison vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Madison, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in bed and breakfast rentals in Madison?
Experience the best of Madison with our bed and breakfast rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Madison?
Madison has more than 320 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Madison have self check-in?
Absolutely! We offer over 100 house rentals with self check-in in Madison. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Madison have a gym?
Absolutely! We offer over 10 serviced apartment rentals with a gym in Madison. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Madison have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.
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 £8 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
680 of Madison holiday rentals include wifi 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
- 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
- Kalahari Indoor Water Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Henry Vilas Zoo
- Wild Rock Golf Club
- Alligator Alley
- Lost World Water Park
- Tom Foolerys Adventure Park
- Cascade Mountain
- Wollersheim Winery & Distillery
- Wild West water park
- University Ridge Golf Course
- Klondike Kavern Water Park
- Pirate's Cove Adventure Golf
- Extreme World
- Baraboo Bluff Winery




