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Holiday Rentals in Madison

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

64 rentals in Madison.
ONE OF A KIND vacation rental with a view, holiday rental in Madison
ONE OF A KIND vacation rental with a view, holiday rental in Madison
ONE OF A KIND vacation rental with a view, holiday rental in Madison

ONE OF A KIND vacation rental with a view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Original cozy farmhouse homestead 2 blocks from the bike path and, holiday rental in Madison
Original cozy farmhouse homestead 2 blocks from the bike path and, holiday rental in Madison
Original cozy farmhouse homestead 2 blocks from the bike path and, holiday rental in Madison

Original cozy farmhouse homestead 2 blocks from the bike path and

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bonnie's Private City Cabin-Madison's Only Log Cabin Rental, holiday rental in Madison
Bonnie's Private City Cabin-Madison's Only Log Cabin Rental, holiday rental in Madison
Bonnie's Private City Cabin-Madison's Only Log Cabin Rental, holiday rental in Madison

Bonnie's Private City Cabin-Madison's Only Log Cabin Rental

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Conveniently Located On Madison's West Side(just Off University Ave.), holiday rental in Madison
Conveniently Located On Madison's West Side(just Off University Ave.), holiday rental in Madison
Conveniently Located On Madison's West Side(just Off University Ave.), holiday rental in Madison

Conveniently Located On Madison's West Side(just Off University Ave.)

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Vacation Home on Lake Waubesa - Close to Madison yet peaceful, holiday rental in Madison
Vacation Home on Lake Waubesa - Close to Madison yet peaceful, holiday rental in Madison
Vacation Home on Lake Waubesa - Close to Madison yet peaceful, holiday rental in Madison

Vacation Home on Lake Waubesa - Close to Madison yet peaceful

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Madison West Side. Luxurious Living 1 Block from Lake., holiday rental in Madison
Madison West Side. Luxurious Living 1 Block from Lake., holiday rental in Madison
Madison West Side. Luxurious Living 1 Block from Lake., holiday rental in Madison

Madison West Side. Luxurious Living 1 Block from Lake.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Amazing townhouse, amazing attractions, amazing city!, holiday rental in Madison
Amazing townhouse, amazing attractions, amazing city!, holiday rental in Madison
Amazing townhouse, amazing attractions, amazing city!, holiday rental in Madison

Amazing townhouse, amazing attractions, amazing city!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lakefront Living in Madison, holiday rental in Madison
Lakefront Living in Madison, holiday rental in Madison
Lakefront Living in Madison, holiday rental in Madison

Lakefront Living in Madison

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
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Cottage Suite Whirlpool Tub, holiday rental in Madison
Cottage Suite Whirlpool Tub, holiday rental in Madison
Cottage Suite Whirlpool Tub, holiday rental in Madison

Cottage Suite Whirlpool Tub

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Monona Cottage Near the Lake, holiday rental in Madison
Cozy Monona Cottage Near the Lake, holiday rental in Madison
Cozy Monona Cottage Near the Lake, holiday rental in Madison

Cozy Monona Cottage Near the Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison, holiday rental in Madison
Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison, holiday rental in Madison
Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison, holiday rental in Madison

Beautiful Lake Home - Huge Yard, Deck & Porch -Minutes to Downtown Madison

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Heart of the Isthmus:  nestled between Lakes Monona and Mendota, holiday rental in Madison
Heart of the Isthmus:  nestled between Lakes Monona and Mendota, holiday rental in Madison
Heart of the Isthmus:  nestled between Lakes Monona and Mendota, holiday rental in Madison

Heart of the Isthmus: nestled between Lakes Monona and Mendota

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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KITCHEN � KING SUITE � DECK & YARD � SPACIOUS �, holiday rental in Madison
KITCHEN � KING SUITE � DECK & YARD � SPACIOUS �, holiday rental in Madison
KITCHEN � KING SUITE � DECK & YARD � SPACIOUS �, holiday rental in Madison

KITCHEN � KING SUITE � DECK & YARD � SPACIOUS �

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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4 BR House Near Lake Monona and Downtown Madison, holiday rental in Madison
4 BR House Near Lake Monona and Downtown Madison, holiday rental in Madison
4 BR House Near Lake Monona and Downtown Madison, holiday rental in Madison

4 BR House Near Lake Monona and Downtown Madison

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Doty ★ Walk to Everything -Hotel Quality- Downtown, holiday rental in Madison
Doty ★ Walk to Everything -Hotel Quality- Downtown, holiday rental in Madison
Doty ★ Walk to Everything -Hotel Quality- Downtown, holiday rental in Madison

Doty ★ Walk to Everything -Hotel Quality- Downtown

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
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Free Breakfast. Pool & Hot Tub. Near UW-Madison!, holiday rental in Madison
Free Breakfast. Pool & Hot Tub. Near UW-Madison!, holiday rental in Madison
Free Breakfast. Pool & Hot Tub. Near UW-Madison!, holiday rental in Madison

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cheerful 3-bedroom cottage 2 blocks from the lake, holiday rental in Madison
Cheerful 3-bedroom cottage 2 blocks from the lake, holiday rental in Madison
Cheerful 3-bedroom cottage 2 blocks from the lake, holiday rental in Madison

Cheerful 3-bedroom cottage 2 blocks from the lake

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Location!  Location! Location!, holiday rental in Madison
Location!  Location! Location!, holiday rental in Madison
Location!  Location! Location!, holiday rental in Madison

Location! Location! Location!

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Free Breakfast. Pool & Hot Tub. Near UW-Madison!, holiday rental in Madison
Free Breakfast. Pool & Hot Tub. Near UW-Madison!, holiday rental in Madison
Free Breakfast. Pool & Hot Tub. Near UW-Madison!, holiday rental in Madison

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Side A-Convenient and comfortable home near waterfront-, holiday rental in Madison
Side A-Convenient and comfortable home near waterfront-, holiday rental in Madison
Side A-Convenient and comfortable home near waterfront-, holiday rental in Madison

Side A-Convenient and comfortable home near waterfront-

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Lake living in the city!, holiday rental in Madison
Lake living in the city!, holiday rental in Madison
Lake living in the city!, holiday rental in Madison

Lake living in the city!

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Three Bedroom Bungalow on Lake Monona -- Sleeps 8, holiday rental in Madison
Three Bedroom Bungalow on Lake Monona -- Sleeps 8, holiday rental in Madison
Three Bedroom Bungalow on Lake Monona -- Sleeps 8, holiday rental in Madison

Three Bedroom Bungalow on Lake Monona -- Sleeps 8

Holiday Rental House
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Jacuzzi 1BR loft w/ den/office-open concept, holiday rental in Madison
Jacuzzi 1BR loft w/ den/office-open concept, holiday rental in Madison
Jacuzzi 1BR loft w/ den/office-open concept, holiday rental in Madison

Jacuzzi 1BR loft w/ den/office-open concept

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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10Min to Capitol + Coffee + Board Games + Quiet, holiday rental in Madison
10Min to Capitol + Coffee + Board Games + Quiet, holiday rental in Madison
10Min to Capitol + Coffee + Board Games + Quiet, holiday rental in Madison

10Min to Capitol + Coffee + Board Games + Quiet

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Luxurious Mid-Century Modern close to Camp Randall Stadium, holiday rental in Madison
Luxurious Mid-Century Modern close to Camp Randall Stadium, holiday rental in Madison
Luxurious Mid-Century Modern close to Camp Randall Stadium, holiday rental in Madison

Luxurious Mid-Century Modern close to Camp Randall Stadium

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lakefront fashionable flat, holiday rental in Madison
Lakefront fashionable flat, holiday rental in Madison
Lakefront fashionable flat, holiday rental in Madison

Lakefront fashionable flat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Contemporary Home Close to Camp Randall Stadium, holiday rental in Madison
Contemporary Home Close to Camp Randall Stadium, holiday rental in Madison
Contemporary Home Close to Camp Randall Stadium, holiday rental in Madison

Contemporary Home Close to Camp Randall Stadium

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stylish & Updated Bungalow, holiday rental in Madison
Stylish & Updated Bungalow, holiday rental in Madison
Stylish & Updated Bungalow, holiday rental in Madison

Stylish & Updated Bungalow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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LAKEHOUSE 2BR DOWNTOWN!, holiday rental in Madison
LAKEHOUSE 2BR DOWNTOWN!, holiday rental in Madison
LAKEHOUSE 2BR DOWNTOWN!, holiday rental in Madison

LAKEHOUSE 2BR DOWNTOWN!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious & Secluded Madison Home Near Dtwn!, holiday rental in Madison
Spacious & Secluded Madison Home Near Dtwn!, holiday rental in Madison
Spacious & Secluded Madison Home Near Dtwn!, holiday rental in Madison

Spacious & Secluded Madison Home Near Dtwn!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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Downtown 1 block from Capitol. 2 bedroom., holiday rental in Madison
Downtown 1 block from Capitol. 2 bedroom., holiday rental in Madison
Downtown 1 block from Capitol. 2 bedroom., holiday rental in Madison

Downtown 1 block from Capitol. 2 bedroom.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Willy St Dishwasher*65" Roku TV*Office + Bedroom., holiday rental in Madison
Willy St Dishwasher*65" Roku TV*Office + Bedroom., holiday rental in Madison
Willy St Dishwasher*65" Roku TV*Office + Bedroom., holiday rental in Madison

Willy St Dishwasher*65" Roku TV*Office + Bedroom.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Lakefront Flat! Downtown!, holiday rental in Madison
Lakefront Flat! Downtown!, holiday rental in Madison
Lakefront Flat! Downtown!, holiday rental in Madison

Lakefront Flat! Downtown!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus, holiday rental in Madison
Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus, holiday rental in Madison
Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus, holiday rental in Madison

Great Location On Lake Waubesa, 10 Minutes from Downtown Madison and UW campus

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !, holiday rental in Madison
Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !, holiday rental in Madison
Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !, holiday rental in Madison

Badger Game? This is a perfect lair for gamegoers! Close to Camp Randall !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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A-Frame Palazzo One Block From The Beach-Four Beds and Four Bathrooms!, holiday rental in Madison
A-Frame Palazzo One Block From The Beach-Four Beds and Four Bathrooms!, holiday rental in Madison
A-Frame Palazzo One Block From The Beach-Four Beds and Four Bathrooms!, holiday rental in Madison

A-Frame Palazzo One Block From The Beach-Four Beds and Four Bathrooms!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Willy St Pets & Parking.Covered Balcony.Near Park, holiday rental in Madison
Willy St Pets & Parking.Covered Balcony.Near Park, holiday rental in Madison
Willy St Pets & Parking.Covered Balcony.Near Park, holiday rental in Madison

Willy St Pets & Parking.Covered Balcony.Near Park

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Atwood Ave. Free Parking. Central Air.  2nd floor., holiday rental in Madison
Atwood Ave. Free Parking. Central Air.  2nd floor., holiday rental in Madison
Atwood Ave. Free Parking. Central Air.  2nd floor., holiday rental in Madison

Atwood Ave. Free Parking. Central Air. 2nd floor.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Downtown 1 block from Capitol. Balcony. Near UW, holiday rental in Madison
Downtown 1 block from Capitol. Balcony. Near UW, holiday rental in Madison
Downtown 1 block from Capitol. Balcony. Near UW, holiday rental in Madison

Downtown 1 block from Capitol. Balcony. Near UW

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Pet friendly/free parking/private entry/secure!, holiday rental in Madison
Pet friendly/free parking/private entry/secure!, holiday rental in Madison
Pet friendly/free parking/private entry/secure!, holiday rental in Madison

Pet friendly/free parking/private entry/secure!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Renovated Cape Cod w/ King Bed ➕️ � trail proximity, holiday rental in Madison
Renovated Cape Cod w/ King Bed ➕️ � trail proximity, holiday rental in Madison
Renovated Cape Cod w/ King Bed ➕️ � trail proximity, holiday rental in Madison

Renovated Cape Cod w/ King Bed ➕️ � trail proximity

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Alluring 3 Bedroom � ➕️ Jacuzzi jet tub., holiday rental in Madison
Alluring 3 Bedroom � ➕️ Jacuzzi jet tub., holiday rental in Madison
Alluring 3 Bedroom � ➕️ Jacuzzi jet tub., holiday rental in Madison

Alluring 3 Bedroom � ➕️ Jacuzzi jet tub.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
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Cape Cod Loft + King Bed, holiday rental in Madison
Cape Cod Loft + King Bed, holiday rental in Madison
Cape Cod Loft + King Bed, holiday rental in Madison

Cape Cod Loft + King Bed

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Private & Modern Garden Level Apartment, Hot Tub,  Conservancy access out back!, holiday rental in Madison
Private & Modern Garden Level Apartment, Hot Tub,  Conservancy access out back!, holiday rental in Madison
Private & Modern Garden Level Apartment, Hot Tub,  Conservancy access out back!, holiday rental in Madison

Private & Modern Garden Level Apartment, Hot Tub, Conservancy access out back!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Million Dollar View on Lake Monona, holiday rental in Madison
Million Dollar View on Lake Monona, holiday rental in Madison
Million Dollar View on Lake Monona, holiday rental in Madison

Million Dollar View on Lake Monona

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Stylish Monona Home: 2 Blocks to Drink & Dine, holiday rental in Madison
Stylish Monona Home: 2 Blocks to Drink & Dine, holiday rental in Madison
Stylish Monona Home: 2 Blocks to Drink & Dine, holiday rental in Madison

Stylish Monona Home: 2 Blocks to Drink & Dine

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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FIRE PIT� PORCH�GAMES � GREAT LOCATION � SAFE❗️, holiday rental in Madison
FIRE PIT� PORCH�GAMES � GREAT LOCATION � SAFE❗️, holiday rental in Madison
FIRE PIT� PORCH�GAMES � GREAT LOCATION � SAFE❗️, holiday rental in Madison

FIRE PIT� PORCH�GAMES � GREAT LOCATION � SAFE❗️

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Walk to hospital&campus|Free parking|w/ desk&workspace!, holiday rental in Madison
Walk to hospital&campus|Free parking|w/ desk&workspace!, holiday rental in Madison
Walk to hospital&campus|Free parking|w/ desk&workspace!, holiday rental in Madison

Walk to hospital&campus|Free parking|w/ desk&workspace!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cute house close to hospital, UW, shops, bike trails and restaurants, holiday rental in Madison
Cute house close to hospital, UW, shops, bike trails and restaurants, holiday rental in Madison
Cute house close to hospital, UW, shops, bike trails and restaurants, holiday rental in Madison

Cute house close to hospital, UW, shops, bike trails and restaurants

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Liberty Valley Short Term Rental - 29, holiday rental in Madison
Liberty Valley Short Term Rental - 29, holiday rental in Madison
Liberty Valley Short Term Rental - 29, holiday rental in Madison

Liberty Valley Short Term Rental - 29

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Showing results 1-50 of 64
Frequently Asked Questions about Madison