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Holiday Apartments in Chesterfield

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

4 Bedroom Centrally Located West St Louis County

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect for your vacation stay in Historic St. Charles! Near Main Street, holiday rental in Chesterfield

Perfect for your vacation stay in Historic St. Charles! Near Main Street

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1920's Vintage Home in Historic Saint Charles - Fully Remodeled, holiday 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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Amazing 1860's Historic Home!, holiday 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!, holiday rental in Chesterfield

Gorgeous, Spacious, 4 Bedroom - Great Location!

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

Vintage French Beauty - Newly Renovated & Spacious

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

Clark Brick House w/ Pool - Historic St. Charles

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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West County Gem - Easy access to STL attractions!, holiday rental in Chesterfield

West County Gem - Easy access to STL attractions!

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

Charming house minutes away from downtown Kirkwood

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Residence on the Roundabout, holiday rental in Chesterfield

Residence on the Roundabout

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Bungalow Walkout, holiday rental in Chesterfield

The Bungalow Walkout

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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St. Charles 1860's Gem - Sleeps 8!, holiday rental in Chesterfield

St. Charles 1860's Gem - Sleeps 8!

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Zoo Bungalow - Across the street from the STL Zoo, holiday rental in Chesterfield

Zoo Bungalow - Across the street from the STL Zoo

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Swim, Fish, Hike, Horseback, holiday rental in Chesterfield

Swim, Fish, Hike, Horseback

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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(55.1S) True St. Louis Experience!, holiday rental in Chesterfield

(55.1S) True St. Louis Experience!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Quaint Arts and Crafts Five Room Flat, holiday rental in Chesterfield

Quaint Arts and Crafts Five Room Flat

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Huge Renovated Historic Schoolhouse w/Hidden Room!, holiday rental in Chesterfield

Huge Renovated Historic Schoolhouse w/Hidden Room!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Special July pricing! ~Great location book now~ C, holiday rental in Chesterfield

Special July pricing! ~Great location book now~ C

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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(47.1E) Unique Saint Louis experience!, holiday rental in Chesterfield

(47.1E) Unique Saint Louis experience!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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(53.2S) Jewel of Central Saint Louis!, holiday rental in Chesterfield

(53.2S) Jewel of Central Saint Louis!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Elegant, Spacious Home in Historic Dogtown STL, holiday 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!, holiday rental in Chesterfield

(53.1N) Walk To Forest Park In Comfort!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet St Charles Cottage w/ Patio & 4 Acres, holiday rental in Chesterfield

Quiet St Charles Cottage w/ Patio & 4 Acres

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Farmhouse Wine Escape: Walk to Katy Trail, holiday rental in Chesterfield

Historic Farmhouse Wine Escape: Walk to Katy Trail

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Backyard BBQ Hidden Gem~Groups/Kids/Pets Welcome, holiday rental in Chesterfield

Backyard BBQ Hidden Gem~Groups/Kids/Pets Welcome

4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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(51.1S) Forest Park Gem - Zoo, Art Museum, Science Center, Muny!, holiday rental in Chesterfield

(51.1S) Forest Park Gem - Zoo, Art Museum, Science Center, Muny!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Special Mar pricing! ~Great location book now~ T, holiday rental in Chesterfield

Special Mar pricing! ~Great location book now~ T

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Free Breakfast. Pool & Gym. Near Progress West Hospital!, holiday 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, holiday 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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Big&Sunny Basement Suite, holiday rental in Chesterfield

Big&Sunny Basement Suite

Lindenwood Park
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Upgraded brick house, Sleep 9, Walk to WashU/Delmar Loop/Forest Park/Zoo, holiday rental in Chesterfield

Upgraded brick house, Sleep 9, Walk to WashU/Delmar Loop/Forest Park/Zoo

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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updated 1 bedroom condo in secure building, holiday 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, holiday 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), holiday 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), holiday 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, holiday rental in Chesterfield

Da Lux

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Everything you need for a wonderful visit to STL!, holiday rental in Chesterfield

Everything you need for a wonderful visit to STL!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Everything you need for a wonderful visit to STL!, holiday rental in Chesterfield

Everything you need for a wonderful visit to STL!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Enormous 5 Bedroom Condo Centrally Located Great Location, holiday rental in Chesterfield

Enormous 5 Bedroom Condo Centrally Located Great Location

Lindenwood Park
5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dream Away Home, holiday rental in Chesterfield

Dream Away Home

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The brick and Morgan: History Meets Modern Brick Home in St. Charles near Main, holiday 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, holiday 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, holiday 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, holiday 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,, holiday 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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Family Friendly Home - Safe & Convenient Location, holiday rental in Chesterfield

Family Friendly Home - Safe & Convenient Location

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cozy, Romantic, Rooftop Living, holiday rental in Chesterfield

Cozy, Romantic, Rooftop Living

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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10,000 sq ft Condo Building / 30 Beds / 15 Bedrooms / 6 Full Baths, holiday rental in Chesterfield

10,000 sq ft Condo Building / 30 Beds / 15 Bedrooms / 6 Full Baths

Lindenwood Park
15 bedrooms
6 bathrooms
Sleeps 30
Match: Sleeps
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