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Chesterfield Vacation Rentals

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    Don't let other travelers get your favorite Chesterfield area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 13 Rentals in Chesterfield
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    The following rentals are within 25 miles of Chesterfield.
    Rental-Guest house-hotel1 / 7
    (3)Excellent
    Grafton, IL
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hidden paradise your journey begin here for heart mind body and soul1 / 30
    (3)Very good
    Florissant
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Private 1BR Defiance Cabin on 43 Acres!1 / 24
    (2)Excellent
    Defiance
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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
    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 - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    >>Hidden Gem~AMAZING LOCATION~Spacious, Cozy, Privacy~Kids/Pets Welcome<<1 / 23
    (1)Excellent
    Saint Peters
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Washer
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 16, 2018
    Had a great time in the house. Had all amenities you could think of, kitchenware, coffee maker, toaster, blender, dishwasher and washer and dryer is def a plus!!! Bedding was...
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    About this property
    Welcome to your home away from home. It is our pleasure to host you and provide you with an unforgettable, stress-free stay that exceeds all expectations. Need suggestions? We can help! Prefer complete privacy? Not a problem. We&#39;ll text you the entry code and respect your wishes. Your happiness is...
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    Location Information
    Saint Peters, Missouri 63376
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 16
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    Adorable cottage outside state park1 / 17
    (3)Very good
    Town and Country
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Suitability
    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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    Florissant
    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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    Location Information
    Florissant, Saint Louis 63033
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Affton
    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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    Saint Charles
    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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    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    Rental Home - 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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    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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    Location Information
    Castle Point, Missouri 63136
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Chesterfield Flight and Weather Info
    Airports nearby (1)
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    STL
    Lambert-St. Louis Intl Airport
    12 miles from Chesterfield
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