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.

Guest favourite

Home in Madison

4.95 out of 5 average rating, 145 reviews

Grooviest | Quiet | Close | NEW Upscale | Records!

• ALL NEW RENOVATION, BRAND NEW LINENS, TOWELS, ETC • Two floor private home • Private backyard with patio & fire pits • Two TVs, one in living room, one in dining room • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 70 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 1000 classic albums at our downtown Music Studio • Electric fireplace with multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked • Vintage Bar Cart ;)

11–18 Dec

£123 per night
Guest favourite

Home in Madison

4.95 out of 5 average rating, 294 reviews

Cottage Suite + Whirlpool Tub.

Welcome! This Suite is perfect for traveling professionals looking for long term accommodations. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & a welcoming rear pergola + table & chairs -Awesome WIFI -2 Smart TV 's -Full Kitchen -Washer & Dryer -Dishwasher -Off-Street parking -Quiet neighborhood -Reverse osmosis -Smart lock's -Whirlpool tub/shower + soaps *Convenient location to most everything Madison.

4–11 Mar

£145 per night
Guest favourite

Guest suite in Madison

4.97 out of 5 average rating, 291 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.

13–18 Apr

£90 per night

Popular amenities for Madison holiday rentals

Stay near Madison's top sights

Alliant Energy Center6 locals recommend
Henry Vilas Zoo101 locals recommend
Wisconsin State Capitol141 locals recommend
East Towne Mall21 locals recommend
Kohl Center19 locals recommend
West Towne Mall48 locals recommend

Other great holiday rentals in Madison

Guest favourite

Guest house in Stoughton

4.94 out of 5 average rating, 327 reviews

Country cabin, birders paradise.

21–28 Dec

£83 per night
Guest favourite

Cottage in Dane

4.88 out of 5 average rating, 681 reviews

The Napping Farm

14–19 Apr

£90 per night
Guest favourite

Home in Madison

4.99 out of 5 average rating, 295 reviews

Beautiful 3 Bedroom Apartment, Kitchen, Fireplace

18–25 Jul

£149 per night
Guest favourite

Home in Madison

4.91 out of 5 average rating, 130 reviews

Tranquil Bay Creek Home: Ideal location

21–28 Aug

£155 per night
Guest favourite

Flat in Verona

4.97 out of 5 average rating, 215 reviews

Spacious Basement Apartment near Epic and Madison

2–9 Aug

£142 per night
Guest favourite

Townhouse in Madison

4.93 out of 5 average rating, 255 reviews

Quiet Eastside Madison Home

19–26 Mar

£128 per night
Guest favourite

Guest suite in Madison

4.97 out of 5 average rating, 473 reviews

Lakefront downtown private 3 BR. Hot tub. Sauna.

2–9 May

£551 per night
Guest favourite

Yurt in Cambridge

4.97 out of 5 average rating, 542 reviews

YurtCation

6–13 May

£117 per night
Guest favourite

Guest house in Mount Horeb

4.96 out of 5 average rating, 538 reviews

Cool, Scenic Country Art Studio

30 Jul – 6 Aug

£102 per night
Superhost

Flat in Madison

4.78 out of 5 average rating, 395 reviews

Immaculate apartment steps from Camp Randall!

12–19 Apr

£154 per night
Guest favourite

Flat in Stoughton

4.96 out of 5 average rating, 113 reviews

Spacious Suite with Lake View

14–21 Feb

£116 per night
Guest favourite

Guest house in Mineral Point

4.94 out of 5 average rating, 174 reviews

Lumber Yard Cottage, a cozy retreat

15–22 Feb

£89 per night

Quick stats about holiday rentals in Madison

Total rentals

670 properties

Rentals with dedicated workspaces

350 properties have a dedicated workspace

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

230 properties allow pets

Family-friendly rentals

330 properties are a good fit for families

Total number of reviews

35K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Madison