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Madison Vacation Rentals

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    Don't let other travelers get your favorite Madison area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Madison
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    The following rentals are within 20 miles of Madison.
    Hidden paradise your journey begin here for heart mind body and soul1 / 30
    (3)Very good
    Florissant, MO
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Saint Charles, MO
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Spacious lodging 25 mins. from the St. Louis Arch1 / 12
    (5)Excellent
    Alton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Saint Ann, MO
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One Breckenridge Place is one of our most popular properties with an amazing location just one block from Main Street and across the street from the base of Peak 9. This wonderful corner unit offers beautiful furnishings, flatscreen televisions, a spacious floor plan and much much more. The...
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    Location Information
    Saint Ann, Missouri 80424
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    PIASA STUDIO LOFT w/ River View Deck1 / 7
    (2)Excellent
    Alton
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 14, 2018
    My husband and I were very pleased to be met by Mike on our arrival. We toured the Clark Suite along with the Piasa Loft, both are beautifully decorated and equipped with...
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    About this property
    SLEEPS: 2 - 4 SLEEPING AREA PLUS SLEEPER SOFA IN LIVING SPACE BATHS: 1 full NON-SMOKING FACILITY The Piasa Loft is a cozy and efficient studio that is surprisingly roomy and comfortable. Located on the 2nd floor, its character is authentic historic, mixed with modern upscale living. The...
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    Alton, Illinois 62002
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Alton
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PERFECT FOR LARGE GATHERINGS OR BUSINESS MEETINGS HOST MEETINGS OR ENTERTAIN LARGE GROUPS Luxury and style abound in a uniquely beautiful yet comfortable place. Top floor living combining luxury and comfort for relaxing or entertaining, with a bird’s eye river view from private decks A...
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    Alton, Illinois 62002
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Shiloh
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom, 2 bathroom - Furnished House (Shiloh, IL), close to Scott AFB, 20 minutes from downtown St. Louis. This updated home has ample parking in the back on a gravel pad, a fenced in yard and an all season room. Short or long term O.K. All furniture, utilities and household goods included:...
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    Shiloh, Illinois 62269
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Florissant, MO
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Terrace
    • Patio
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the Guest Contact lives periodically in a completely separate wing of the property, and may be present during your stay* Retreat to 5.3 acres of paradise at this 5-bedroom, 3-bath vacation rental house in the Black Jack countryside. Classic architecture and an updated interior...
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    Florissant, Saint Louis 63033
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Saint Charles, MO
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New meets old at The Benton House - enjoy the charm of Historic Old Town, with a modern twist. :) Built in 1926, The Benton House is a modern, yet spunky, home, conveniently located steps from Historic Main Street shopping/restaurants/nightlife, and the St. Charles Convention Center! The Benton...
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    Location Information
    Saint Charles, Missouri 63301
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Saint Charles, MO
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New meets old at The Benton House - enjoy the charm of Historic Old Town, with a modern twist. :) Built in 1926, The Benton House is a modern, yet spunky, home, conveniently located steps from Historic Main Street shopping/restaurants/nightlife, and the St. Charles Convention Center! The Benton...
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    Location Information
    Saint Charles, Missouri 63301
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Adorable cottage outside state park1 / 17
    (3)Very good
    Town and Country, MO
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 26, 2017
    It advertised all the luxury of a hotel with all the privacy of your own home and it was. Plenty of towels and blankets were provided and a fully stocked kitchen too. We had...
    Reviewed April 28, 2017
    Nice place to relax and have some privacy. Walking distance to Castlewood State Park where the hiking is fantastic. Close to shopping,dining and all the other things needed in...
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    About this property
    Enjoy a unique stay in a beautiful cottage with all the modern amenities in a relaxing, peaceful setting. Located right outside a popular state park, but only 2 minutes from restaurants and shops. You get the luxuries of hotel, but with the privacy of your own home. A lot of privacy with private...
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    Location Information
    Town and Country, Saint Louis 63021
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Alton
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cracker Factory is set like a jewel above the 19th Century brick streets that line Alton’s historic downtown. Take a stroll and explore the unique restaurants, local craft breweries, museums, art galleries, antique shops, and entertainment venues, or enjoy a birds’ eye view of the nearby...
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    Location Information
    Alton, Illinois 62002
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Saint Charles, MO
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Yard
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lots of privacy in a safe, quiet neighborhood. Large home with lots of sunlight. Perfect for: Corporate housing clients, conference guests, wedding guests, In-town guests for Cardinals games and Blues games. Living area: Great natural lighting with many large windows, comfortable couch and chair,...
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    Location Information
    Saint Charles, Missouri 63303
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Affton, MO
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Jade Forest Jewel is a comfortable 4 bedroom home nestled in an upscale neighborhood just outside of the city limits. 2 bedrooms on the second floor, sharing a common full bathroom with a tub/shower. Additional hangout / seating area on the 2nd floor offers lots of extra space. The main floor...
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    Location Information
    Affton, Saint Louis 63123
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Castle Point, MO
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the homeowner lives in a private unit below, with a completely separate entrance, and may be present during your stay* Your vacation home-away-from-home awaits in this cozy ranch-style property in North County. This 3-bedroom, 1-bathroom vacation rental house accommodates up to...
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    Location Information
    Castle Point, Missouri 63136
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    University City, MO
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note another vacation rental unit is on the premises, and other travelers may be present during your stay** Experience a new side of St. Louis when you stay at this 3-bedroom, 1-bath vacation rental apartment that sleeps 6! This historic duplex-style home boasts that old-school charm you...
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    Location Information
    University City, Saint Louis 63112
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Madison Flight and Weather Info
    Airports nearby (1)
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    STL
    Lambert-St. Louis Intl Airport
    12.4 miles from Madison
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