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Madison, WI Holiday Rentals
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64 rentals
in Madison.
ONE OF A KIND vacation rental with a view
103 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Original cozy farmhouse homestead 2 blocks from the bike path and
83 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Bonnie's Private City Cabin-Madison's Only Log Cabin Rental
67 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Conveniently Located On Madison's West Side(just Off University Ave.)
85 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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Vacation Home on Lake Waubesa - Close to Madison yet peaceful
60 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Madison West Side. Luxurious Living 1 Block from Lake.
47 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Amazing townhouse, amazing attractions, amazing city!
98 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Lakefront Living in Madison
16 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
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Cottage Suite Whirlpool Tub
10 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
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Cozy Monona Cottage Near the Lake
17 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
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Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison
13 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Heart of the Isthmus: nestled between Lakes Monona and Mendota
8 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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KITCHEN � KING SUITE � DECK & YARD � SPACIOUS �
8 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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4 BR House Near Lake Monona and Downtown Madison
9 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Doty ★ Walk to Everything -Hotel Quality- Downtown
3 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 9
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Free Breakfast. Pool & Hot Tub. Near UW-Madison!
7 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
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Cheerful 3-bedroom cottage 2 blocks from the lake
5 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
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Location! Location! Location!
2 reviews
Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 6
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Free Breakfast. Pool & Hot Tub. Near UW-Madison!
2 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
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Side A-Convenient and comfortable home near waterfront-
2 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
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Lake living in the city!
1 review
Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 9
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Three Bedroom Bungalow on Lake Monona -- Sleeps 8
1 review
Holiday Rental House
0 bedrooms
2 bathrooms
Sleeps 8
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Jacuzzi 1BR loft w/ den/office-open concept
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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10Min to Capitol + Coffee + Board Games + Quiet
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Luxurious Mid-Century Modern close to Camp Randall Stadium
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
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Lakefront fashionable flat
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Contemporary Home Close to Camp Randall Stadium
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
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Stylish & Updated Bungalow
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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LAKEHOUSE 2BR DOWNTOWN!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Spacious & Secluded Madison Home Near Dtwn!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 8
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Downtown 1 block from Capitol. 2 bedroom.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Willy St Dishwasher*65" Roku TV*Office + Bedroom.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Lakefront Flat! Downtown!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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A-Frame Palazzo One Block From The Beach-Four Beds and Four Bathrooms!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Willy St Pets & Parking.Covered Balcony.Near Park
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Atwood Ave. Free Parking. Central Air. 2nd floor.
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Downtown 1 block from Capitol. Balcony. Near UW
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Pet friendly/free parking/private entry/secure!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Renovated Cape Cod w/ King Bed ➕️ � trail proximity
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
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Alluring 3 Bedroom � ➕️ Jacuzzi jet tub.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 9
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Cape Cod Loft + King Bed
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Private & Modern Garden Level Apartment, Hot Tub, Conservancy access out back!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Million Dollar View on Lake Monona
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
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Stylish Monona Home: 2 Blocks to Drink & Dine
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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FIRE PIT� PORCH�GAMES � GREAT LOCATION � SAFE❗️
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
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Walk to hospital&campus|Free parking|w/ desk&workspace!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Cute house close to hospital, UW, shops, bike trails and restaurants
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Liberty Valley Short Term Rental - 29
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Showing results 1-50 of 64
Frequently Asked Questions about Madison
Do any holiday rentals in Madison have a pool?
Yes, here are some popular holiday rentals in Madison that have a pool:
Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !
Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus
Conveniently Located On Madison's West Side(just Off University Ave.)
See all holiday rentals with a pool in Madison on Tripadvisor
Do any holiday rentals in Madison have internet access?
Yes, here are some popular holiday rentals in Madison that have internet access:
Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !
Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus
Conveniently Located On Madison's West Side(just Off University Ave.)
See all holiday rentals in Madison on Tripadvisor
What are the best pet friendly rentals in Madison?
The best pet friendly rentals in Madison are:
Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus
Conveniently Located On Madison's West Side(just Off University Ave.)
Willy St Pets & Parking.Covered Balcony.Near Park
See all pet friendly holiday rentals in Madison on Tripadvisor
What are some great rentals in Madison that are kid friendly?
Some of the most popular kid friendly rentals in Madison are:
Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus
Conveniently Located On Madison's West Side(just Off University Ave.)
ONE OF A KIND vacation rental with a view
See all kid friendly holiday rentals in Madison on Tripadvisor