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Chesterfield Holiday Homes

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    AU$189 Average
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    Don't let other travellers get your favourite Chesterfield area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 14 Rentals in Chesterfield
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    The following rentals are within 30 kilometres of Chesterfield.
    Adorable cottage outside state park1 / 17
    (3)Very good
    Town and Country
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Affton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    >>Hidden Gem~AMAZING LOCATION~Spacious, Cozy, Privacy~Kids/Pets Welcome<<1 / 15
    (2)Very good
    Saint Peters
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    The Benton House1 / 13
    (1)Excellent
    Saint Charles
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    This is a home in Old Town St. Charles, MO. I am familiar with the area and so pleased about how a number of the sweet old homes are being restored and used. It is close by to...
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    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Private 1BR Defiance Cabin on 43 Acres!1 / 24
    (3)Excellent
    Defiance
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Mountain Views
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Booked cabin for a long weekend getaway. Exactly what we were looking for and the weather cooperated beautifully. Cabin was extremely clean, tidy and supplied. Wonderful owners!
    Reviewed 14 August 2017
    What a tranquil escape from our busy lives. The views were absolutely amazing on the large, wooded property tucked away in the Missouri countryside. We were only 30 minutes away...
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    About this property
    Your upcoming Missouri getaway to historic Defiance will be everything you want and more when you stay at this inviting 1-bedroom, 1-bathroom Defiance vacation rental cabin! With upscale amenities, panoramic views of the surrounding wine country and a quintessential rustic ambiance, this cozy cabin...
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    Defiance, Missouri 63341
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Saint Charles
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Saint Charles
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay* Get away from stress and worries when you stay at this vacation rental home! Built in the 1930s, the carriage house has 2 bedrooms, 1.5 bathrooms, and can sleep 8, but has a...
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    Location Information
    Saint Charles, Missouri 63301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Saint Charles
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Washer
    • 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Augusta
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This early 1850&#39;s Augusta home has been lovingly revitalized to help those who stay here capture the essence of Augusta. While we have highlighted the craftsmanship of the original builder, we have also incorporated our vision of a comfortable historic home in the very heart of Missouri wine...
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    Location Information
    Augusta, Missouri 63332
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Florissant
    5 Bedrooms, 3 Bathrooms, Sleeps 16 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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    Location Information
    Florissant, Saint Louis 63033
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Castle Point
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Castle Point, Missouri 63136
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Saint Charles
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    University City
    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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    Augusta
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Sauna
    • Central Heating
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ease into peace and tranquility while staying at this well-appointed vacation rental studio at the Halcyon Spa Bed &amp; Breakfast. Perfect for 2, this Augusta property allows access to the on-site sauna &amp; rejuvenating spa treatments. Continue your leisurely getaway in town when you shop at boutique...
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    Location Information
    Augusta, Missouri 63332
    Condo/Apartment - 1 Bathroom, Sleeps 2
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