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Chesterfield Vacation Rentals

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49 rentals in Chesterfield.
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Coco Channel, vacation rental in Chesterfield

Coco Channel

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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4 Bedroom Centrally Located West St Louis County, vacation rental in Chesterfield

4 Bedroom Centrally Located West St Louis County

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming house minutes away from downtown Kirkwood, vacation rental in Chesterfield

Charming house minutes away from downtown Kirkwood

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing 1860's Historic Home!, vacation rental in Chesterfield

Amazing 1860's Historic Home!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Gorgeous, Spacious, 4 Bedroom - Great Location!, vacation rental in Chesterfield

Gorgeous, Spacious, 4 Bedroom - Great Location!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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1920's Vintage Home in Historic Saint Charles - Fully Remodeled, vacation rental in Chesterfield

1920's Vintage Home in Historic Saint Charles - Fully Remodeled

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Clark Brick House w/ Pool - Historic St. Charles, vacation rental in Chesterfield

Clark Brick House w/ Pool - Historic St. Charles

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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West County Gem - Easy access to STL attractions!, vacation rental in Chesterfield

West County Gem - Easy access to STL attractions!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vintage French Beauty - Newly Renovated & Spacious, vacation rental in Chesterfield

Vintage French Beauty - Newly Renovated & Spacious

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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St. Charles 1860's Gem - Sleeps 8!, vacation rental in Chesterfield

St. Charles 1860's Gem - Sleeps 8!

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Residence on the Roundabout, vacation rental in Chesterfield

Residence on the Roundabout

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Huge Renovated Historic Schoolhouse w/Hidden Room!, vacation rental in Chesterfield

Huge Renovated Historic Schoolhouse w/Hidden Room!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Swim, Fish, Hike, Horseback, vacation rental in Chesterfield

Swim, Fish, Hike, Horseback

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Bungalow Walkout, vacation rental in Chesterfield

The Bungalow Walkout

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Special July pricing! ~Great location book now~ C, vacation rental in Chesterfield

Special July pricing! ~Great location book now~ C

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious suite in Country setting, vacation rental in Chesterfield

Spacious suite in Country setting

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Elegant, Spacious Home in Historic Dogtown STL, vacation rental in Chesterfield

Elegant, Spacious Home in Historic Dogtown STL

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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(53.1N) Walk To Forest Park In Comfort!, vacation rental in Chesterfield

(53.1N) Walk To Forest Park In Comfort!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Backyard BBQ Hidden Gem~Groups/Kids/Pets Welcome, vacation rental in Chesterfield

Backyard BBQ Hidden Gem~Groups/Kids/Pets Welcome

4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Special Mar pricing! ~Great location book now~ T, vacation rental in Chesterfield

Special Mar pricing! ~Great location book now~ T

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy, Romantic, Rooftop Living, vacation rental in Chesterfield

Cozy, Romantic, Rooftop Living

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Free Breakfast. Pool & Gym. Near Progress West Hospital!, vacation rental in Chesterfield

Free Breakfast. Pool & Gym. Near Progress West Hospital!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely condo fully remodeled just minutes from West Port Plaza, vacation rental in Chesterfield

Lovely condo fully remodeled just minutes from West Port Plaza

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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updated 1 bedroom condo in secure building, vacation rental in Chesterfield

updated 1 bedroom condo in secure building

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Group-Friendly Duplex – 5 Bedrooms, Great for 2 Families or Large Groups, vacation rental in Chesterfield

Group-Friendly Duplex – 5 Bedrooms, Great for 2 Families or Large Groups

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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All new cozy Guest Nest Luxe (Unit A), vacation rental in Chesterfield

All new cozy Guest Nest Luxe (Unit A)

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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All New Cozy Guest Nest home mins from the airport -Extended Stay  (Unit B), vacation rental in Chesterfield

All New Cozy Guest Nest home mins from the airport -Extended Stay (Unit B)

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Da Lux, vacation rental in Chesterfield

Da Lux

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The brick and Morgan: History Meets Modern Brick Home in St. Charles near Main, vacation rental in Chesterfield

The brick and Morgan: History Meets Modern Brick Home in St. Charles near Main

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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French Town St. Charles. Walk to Main St/MO River, vacation rental in Chesterfield

French Town St. Charles. Walk to Main St/MO River

3 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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CLEAN St. Charles Central Oasis*Pets/kids/Groups/2 CAR Garage, vacation rental in Chesterfield

CLEAN St. Charles Central Oasis*Pets/kids/Groups/2 CAR Garage

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Lindenwood campus-Fenced BckYrd-Near Main St, vacation rental in Chesterfield

Lindenwood campus-Fenced BckYrd-Near Main St

3 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Large, Spacious, Clean, Family Friendly, Self Check in, Free Garage Parking,, vacation rental in Chesterfield

Large, Spacious, Clean, Family Friendly, Self Check in, Free Garage Parking,

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 homes just 2 blocks from main street. Large covered Pavillion fully furnished, vacation rental in Chesterfield

2 homes just 2 blocks from main street. Large covered Pavillion fully furnished

5 bedrooms
3 bathrooms
Sleeps 23
Match: Sleeps
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ReNew Centennial Suites, vacation rental in Chesterfield

ReNew Centennial Suites

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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St Platinum Peaceful Homestay, vacation rental in Chesterfield

St Platinum Peaceful Homestay

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Inviting Weekend Getaway in Clayton with Pool *Weekly Discounts*, vacation rental in Chesterfield

Inviting Weekend Getaway in Clayton with Pool *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Student Housing w/ Self Check In *Weekly Discounts*, vacation rental in Chesterfield

Charming Student Housing w/ Self Check In *Weekly Discounts*

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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University City Apartment + Restaurants Nearby *Weekly Discounts*, vacation rental in Chesterfield

University City Apartment + Restaurants Nearby *Weekly Discounts*

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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St. Louis Sanctuary near Parks & WASHU *Weekly Discounts*, vacation rental in Chesterfield

St. Louis Sanctuary near Parks & WASHU *Weekly Discounts*

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Housing with Clubhouse + Gym *Weekly Discounts*, vacation rental in Chesterfield

Quiet Housing with Clubhouse + Gym *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy and Comfortable Vector Guest Suite *Weekly Discounts*, vacation rental in Chesterfield

Cozy and Comfortable Vector Guest Suite *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Relaxing St. Louis Getaway + Pool *Weekly Discounts*, vacation rental in Chesterfield

Relaxing St. Louis Getaway + Pool *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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University City Apt. in Quiet Neighborhood *Weekly Discounts*, vacation rental in Chesterfield

University City Apt. in Quiet Neighborhood *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy Modern Suite in Heart of Clayton *Weekly Discounts*, vacation rental in Chesterfield

Comfy Modern Suite in Heart of Clayton *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious 2 BD Just Outside DTL Clayton *Weekly Discounts*, vacation rental in Chesterfield

Spacious 2 BD Just Outside DTL Clayton *Weekly Discounts*

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Home Feel|Comfy|TRI| Blu|King Bed|Wifi, vacation rental in Chesterfield

Home Feel|Comfy|TRI| Blu|King Bed|Wifi

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Home Feel|Comfy| TRI| Red|King Bed |Wifi, vacation rental in Chesterfield

Home Feel|Comfy| TRI| Red|King Bed |Wifi

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Duplex - Quiet Neighborhood, Pet Friendly, vacation rental in Chesterfield

Spacious Duplex - Quiet Neighborhood, Pet Friendly

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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