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Holiday rentals in Madison

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Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A branch adorned with delicate white flowers is positioned in a vase on a table, creating a soft focal point. In the background, a spacious bed is partially visible, with natural light entering from a window, enhancing the bright interior.
Loft in McFarland
4.97 out of 5 average rating, 214 reviews

#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.

Top guest favourite
A bedroom features a spacious bed adorned with a light blue coverlet. Framed artwork decorates the walls, and a bedside lamp provides soft lighting. A small desk and chair are positioned beside the bed, enhancing the room's functionality.
Guest suite in Monona Bay
4.98 out of 5 average rating, 631 reviews

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).

Top guest favourite
A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.
Guest suite in Sun Prairie
4.89 out of 5 average rating, 391 reviews

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.

Top guest favourite
A cozy outdoor space is featured with a wooden pergola providing shade, surrounded by blue siding. Seating includes two cushioned chairs and a swing chair, all arranged around a fire table set on a patterned rug, enhancing the inviting atmosphere.
Guest suite in Madison
4.95 out of 5 average rating, 406 reviews

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

Top guest favourite
The bedroom features a queen bed with a patterned blanket, complemented by two bedside lamps. Natural light enters through a window adorned with plants. A simple piece of wall art adds a touch of decor, while a wooden chair is positioned nearby.
Guest suite in Eken Park
4.97 out of 5 average rating, 393 reviews

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.

Guest favourite
A spacious living area features a mounted flatscreen TV above a mid-century modern stereo console. Two armchairs are positioned around a round coffee table, creating an inviting space. Natural light filters through large windows dressed with light curtains, enhancing the room's atmosphere.
Home in Madison
4.88 out of 5 average rating, 379 reviews

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

Top guest favourite
A spacious loft is characterized by vaulted ceilings and exposed wooden beams. Natural light floods in through multiple skylights, highlighting a comfortable seating area with a gray sofa, a neutral accent chair, and a vibrant yellow pouf. A small desk and chair are positioned against one wall, while a smart TV sits across from the seating area.
Home in Marquette
4.97 out of 5 average rating, 227 reviews

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).

Guest favourite
A serene outdoor patio area is shown, featuring a cobblestone surface surrounded by well-maintained gardens and tall, manicured hedges. A central fountain adds visual interest, while a dining table and chairs invite relaxation. Potted plants and seasonal flowers enhance the garden's charm.
Home in Madison
4.88 out of 5 average rating, 291 reviews

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.

Top guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton
4.98 out of 5 average rating, 229 reviews

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.

Top guest favourite
The image depicts a charming three-building arrangement situated on a cul-de-sac. The structures feature varying architectural styles with a mix of siding colors. Lush greenery is visible in the surrounding landscape, and an American flag is displayed on one of the buildings under a blue sky with scattered clouds.
Guest suite in Deerfield
4.96 out of 5 average rating, 157 reviews

Studio on the Prairie Fen

Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Top guest favourite
A comfortable living area features two armchairs and a plush sofa, arranged around a coffee table. A modern gas fireplace is positioned against one wall, while large windows allow natural light to fill the space. The kitchen area is visible in the background.
Guest suite in Cherokee Park
4.99 out of 5 average rating, 384 reviews

Weekend Special! 3 Bedroom, Fireplace, Kitchen.

Private 3-bedroom lower level 1600sq ft apartment. Follow the path to the back of the main house, here you'll find a beautiful space with large windows and plenty of natural light. Enjoy the warm gas fireplace, large flat screen TV. Make meals in the generous farmhouse kitchen. Sorry no full-size oven. Relax on the paved patio overlooking the wetlands and listen to many birds. Steps away from TPC Wisconsin. Just a 5 min drive to the airport and close to downtown.

Superhost
The room features two queen beds with gray bedding, positioned opposite one another. A small shelf is attached to the wall next to a mirror, and a reading light is mounted beside each bed. Air ducts and a door are visible in the background.
Loft in Marquette
4.68 out of 5 average rating, 959 reviews

#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.).

Popular amenities for Madison holiday rentals

When is the best time to visit Madison?

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Avg. price£76£77£81£87£98£107£106£105£104£90£85£79
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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 £7 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

Destinations to explore

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  3. Wisconsin
  4. Dane County
  5. Madison