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Search results; Over 1,000 homes in Chesterfield

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Top guest favourite
Place to stay in Chesterfield
One bedroom with private bath
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.89 out of 5 average rating, 70 reviews
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Hotel room in Chesterfield
Homelike Suite with Full Kitchen! Pets Allowed!
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Home in Saint Charles
Little House By Main St -5 4K TV's- 1-75 Inch -1GB
3 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
4.99 out of 5 average rating, 251 reviews
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Guest favourite
Guest house in St. Louis
Guesthouse in Town and Country near St. Louis.
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 11 reviews
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Guest favourite
Home in Ballwin
Peaceful retreat next to castlewood state park
4 bedrooms, 7 beds, 2 bathrooms
19–24 Sept
4.92 out of 5 average rating, 132 reviews
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Superhost
Home in Saint Charles
Main Street Hideaway
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.82 out of 5 average rating, 183 reviews
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Top guest favourite
Home in St. Peters
Executive 3BR /EV Charger | Garage / game area
3 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Saint Charles
Cottage on Historic Main St- NO Airbnb Service Fee
2 bedrooms, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 132 reviews
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Guest favourite
Home in St. Louis
Modern, Cozy House In the Center of St. Louis Co.
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.84 out of 5 average rating, 148 reviews
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Guest favourite
Home in Ballwin
Your Quiet Home in the St. Louis Suburbs Awaits
5 bedrooms, 7 beds, 2 bathrooms
16–21 Sept
4.93 out of 5 average rating, 42 reviews
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Top guest favourite
Guest suite in Dardenne Prairie
Treehouse Spa Suite
1 bedroom, 1 double bed, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 343 reviews
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Guest favourite
Home in O'Fallon
Fairway Haven at The Falls – Golf, Shops, Dining
4 bedrooms, 5 beds, 4 bathrooms
16–21 Sept
4.97 out of 5 average rating, 66 reviews
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Guest favourite
Guest house in O'Fallon
Treehouse Penthouse in the Trees
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 378 reviews
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Top guest favourite
Home in Saint Charles
*NEW HotTub* The Jewel on 5th-2br2b-near Main
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 448 reviews
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Guest favourite
Home in Maryland Heights
Hop on Inn
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Saint Charles
Cozy Home 15 min to Main St or the Amphitheater
3 bedrooms, 3 beds, 3 bathrooms
2–7 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Guest suite in Saint Charles
Private Basement - Two King Beds and Hot Tub
1 bedroom, 2 king beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 41 reviews
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Home in O'Fallon
Blair's House in O'Fallon - Long Stays Welcome
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Oct
New place to stay