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
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.
8–15 Apr
$96 SGD per night
4.97 out of 5 average rating, 285 reviews
Guest favourite
Guest suite in Madison
Peaceful 2 BR/1 BA w/ patio, firepit & pool table
• 1400 sq.ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric fireplace • Pool and Air hockey table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in driveway for one vehicle • Ample street parking • 16-min drive to 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
24–31 Jan
$155 SGD per night
4.99 out of 5 average rating, 138 reviews
Guest favourite
Home in Madison
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.
18–25 May
$141 SGD per night
4.88 out of 5 average rating, 205 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
Loft in McFarland
Private Loft in Historic McFarland House
31 Jan – 7 Feb
$145 SGD per night
4.97 out of 5 average rating, 104 reviews
Guest favourite
Home in Madison
Beautiful 3 Bedroom Apartment, Kitchen, Fireplace
22–29 Jul
$193 SGD per night
4.99 out of 5 average rating, 288 reviews
Guest favourite
Guest suite in Stoughton
Guest suite w/ Private Entrance & Outdoor Fire pit
24 Feb – 3 Mar
$110 SGD per night
4.91 out of 5 average rating, 162 reviews
Guest favourite
Guest suite in Madison
DT+Bikes+Pvt Suite+Jacuzzi+Parking+Near Campus
22–29 Mar
$165 SGD per night
4.98 out of 5 average rating, 545 reviews
Guest favourite
Guest suite in Madison
2 Kings, 0-Hassle Checkout, Laundry, Walkable
6–13 Jan
$225 SGD per night
4.97 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Madison
Sunny Downtown Condo
17–24 Jun
$286 SGD per night
4.98 out of 5 average rating, 102 reviews
Guest favourite
Cottage in Dane
The Napping Farm
2–9 May
$140 SGD per night
4.88 out of 5 average rating, 677 reviews
Guest favourite
Home in Madison
Cottage Suite + Whirlpool Tub.
1–8 Nov
$187 SGD per night
4.94 out of 5 average rating, 288 reviews
Guest favourite
Home in Madison
Tranquil Bay Creek Home: Ideal location
2–9 Apr
$189 SGD per night
4.91 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Madison
Lakefront downtown private 3 BR. Hot tub. Sauna.
22–29 Aug
$863 SGD per night
4.97 out of 5 average rating, 467 reviews
Guest favourite
Tiny home in Darlington
Arbor Crest Cottage- Peaceful farm stay getaway.
6–13 Aug
$119 SGD per night
4.98 out of 5 average rating, 570 reviews
Guest favourite
Guest suite in Madison
Downtown Condo, 5 blocks from Capital, Btn 2 Lakes
26 Jun – 3 Jul
$159 SGD per night
4.95 out of 5 average rating, 203 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