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
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.
18–25 Sep
$186 SGD per night
4.95 out of 5 average rating, 293 reviews
Guest favourite
Guest suite in Madison
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.
12–19 Apr
$98 SGD per night
4.97 out of 5 average rating, 290 reviews
Guest favourite
Apartment in Madison
Sunny Downtown Condo
Enjoy Madison’s vibrant culture right outside your door! With a walk score of 93, this sunny one bedroom with high-end finishes is close to restaurants, supermarkets, coffee shops, parks, bike boulevard, and lakes. The second-floor condo has a private entrance, open floor plan, and floor-to-ceiling windows, as well as a parking spot in a climate-controlled garage one block away. Whether you enjoy quiet walks by the lakes or the unique energy of city life, this condo is a perfect fit for both!
24 Jun – 1 Jul
$272 SGD per night
4.98 out of 5 average rating, 105 reviews

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
West Towne Mall48 locals recommend
East Towne Mall21 locals recommend
Kohl Center19 locals recommend

Other great holiday rentals in Madison

Guest favourite
Home in Madison
Private apartment -2 Beds, Kitchen Office, Sunroom
4–11 Jun
$161 SGD per night
4.88 out of 5 average rating, 206 reviews
Guest favourite
Guest suite in Madison
2 Kings, 0-Hassle Checkout, Laundry, Walkable
25 Jan – 1 Feb
$224 SGD per night
4.97 out of 5 average rating, 107 reviews
Guest favourite
Home in Madison
Close to UW! 4 Bdrms, Walk to restaurants
24–31 Aug
$476 SGD per night
4.98 out of 5 average rating, 105 reviews
Guest favourite
Home in Madison
Tranquil Bay Creek Home: Ideal location
27 Aug – 3 Sep
$188 SGD per night
4.91 out of 5 average rating, 129 reviews
Guest favourite
Flat in Madison
Private entry flat near Atwood neighborhood
15–22 Apr
$161 SGD per night
4.96 out of 5 average rating, 100 reviews
Guest favourite
Home in Madison
Grooviest | Quiet | Close | NEW Upscale | Records!
3–10 Nov
$168 SGD per night
4.94 out of 5 average rating, 140 reviews
Guest favourite
Guest suite in Sun Prairie
Entire Countryside Garden Suite, Peaceful Retreat
1–8 Oct
$114 SGD per night
4.88 out of 5 average rating, 240 reviews
Guest favourite
Cabin in Lone Rock
✧Driftless Chalet✧ Secluded cabin on 5 acres
7–14 Jan
$164 SGD per night
4.98 out of 5 average rating, 105 reviews
Guest favourite
Guest house in Stoughton
Country cabin, birders paradise.
15–22 Aug
$107 SGD per night
4.94 out of 5 average rating, 325 reviews
Guest favourite
Flat in Madison
Charming 3 Bedroom near Capitol and Alliant Center
25 Jul – 1 Aug
$274 SGD per night
4.92 out of 5 average rating, 239 reviews
Guest favourite
Home in Madison
Doty ★ Walk to Everything -Hotel Quality- Downtown
22–29 Dec
$953 SGD per night
4.93 out of 5 average rating, 127 reviews
Guest favourite
Guest house in Mount Horeb
Cool, Scenic Country Art Studio
1–8 Sep
$136 SGD per night
4.96 out of 5 average rating, 535 reviews

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