Vacation rentals in Chesterfield, MO

Best Vacation rentals and Airbnb offers in Chesterfield, MO

Quaint 2-Bedroom in Historic Frenchtown

Apartment, Chesterfield

Quaint 2-Bedroom in Historic Frenchtown is a apartment in Chesterfield, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Quaint 2-Bedroom in Historic Frenchtown

Quaint 2-Bedroom in Historic Frenchtown is a apartment in Chesterfield, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $755.

From$72/night

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Stylish1BRStudioCleanQuietandCozy

Apartment, Chesterfield

Stylish1BRStudioCleanQuietandCozy is a apartment in Chesterfield, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Stylish1BRStudioCleanQuietandCozy

Stylish1BRStudioCleanQuietandCozy is a apartment in Chesterfield, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $849.

From$80/night

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1 Queen Bed | Non-Smoking, Kitchen

Apartment, Chesterfield

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $715.

From$88/night

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1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

Apartment, Chesterfield

1 Queen Bed · Non-Smoking, Kitchen, Sofa-Bed is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed · Non-Smoking, Kitchen, Sofa-Bed is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $755.

From$93/night

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Browse Vacation Rentals with a Pool in Chesterfield, MO

Add a pool to the search when you want an easy place to cool off between outings.

Entire Home - Guest House 10 minutes to Airport & Hospitals

Apartment, Chesterfield

Entire Home - Guest House 10 minutes to Airport & Hospitals is a apartment in Chesterfield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Entire Home - Guest House 10 minutes to Airport & Hospitals

Entire Home - Guest House 10 minutes to Airport & Hospitals is a apartment in Chesterfield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,110.

From$113/night

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1 Bedroom | Pool & Gym. Free Breakfast

Condo, Chesterfield

1 Bedroom · Pool & Gym. Free Breakfast is a condo in Chesterfield, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About 1 Bedroom | Pool & Gym. Free Breakfast

1 Bedroom · Pool & Gym. Free Breakfast is a condo in Chesterfield, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,168.

From$125/night

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Great for Business Travelers! Pool + Gym

Apartment, Chesterfield

Great for Business Travelers! Pool + Gym is a apartment in Chesterfield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Great for Business Travelers! Pool + Gym

Great for Business Travelers! Pool + Gym is a apartment in Chesterfield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,137.

From$125/night

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Free Breakfast. Pool & Gym. Close to Progress West Hospital!

Condo, Chesterfield

Free Breakfast. Pool & Gym. Close to Progress West Hospital! is a condo in Chesterfield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Free Breakfast. Pool & Gym. Close to Progress West Hospital!

Free Breakfast. Pool & Gym. Close to Progress West Hospital! is a condo in Chesterfield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,174.

From$128/night

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Best Chesterfield, MO vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Private Basement - Two King Beds and Hot Tub

Condo, Chesterfield

Private Basement - Two King Beds and Hot Tub is a condo in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Private Basement - Two King Beds and Hot Tub

Private Basement - Two King Beds and Hot Tub is a condo in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $996.

From$90/night

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The Oak & Aura Retreat

Apartment, Chesterfield

The Oak & Aura Retreat is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Oak & Aura Retreat

The Oak & Aura Retreat is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,118.

From$108/night

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Stylish 2BR Retreat | Concrete & Canopy

Apartment, Chesterfield

Stylish 2BR Retreat · Concrete & Canopy is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Stylish 2BR Retreat | Concrete & Canopy

Stylish 2BR Retreat · Concrete & Canopy is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,121.

From$108/night

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The Rustic Revival | Charming 2BR Retreat

Apartment, Chesterfield

The Rustic Revival · Charming 2BR Retreat is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Rustic Revival | Charming 2BR Retreat

The Rustic Revival · Charming 2BR Retreat is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,144.

From$111/night

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Best Pet-Friendly Vacation Rentals in Chesterfield, MO

Bring your pet along with stays that welcome four-legged travelers.

Cozy Clark Suite in Frenchtown

Apartment, Chesterfield

Cozy Clark Suite in Frenchtown is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Clark Suite in Frenchtown

Cozy Clark Suite in Frenchtown is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $907.

From$82/night

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Stay on Main Historic Studio

Apartment, Chesterfield

Stay on Main Historic Studio is a apartment in Chesterfield, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Stay on Main Historic Studio

Stay on Main Historic Studio is a apartment in Chesterfield, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $963.

From$101/night

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The Accessible Atom a Modern ADA-Compliant 1BDR

Apartment, Chesterfield

The Accessible Atom a Modern ADA-Compliant 1BDR is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Accessible Atom a Modern ADA-Compliant 1BDR

The Accessible Atom a Modern ADA-Compliant 1BDR is a apartment in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,075.

From$103/night

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Hearth & Harvest | Cozy Farmhouse-Inspired 2BDR

Apartment, Chesterfield

Hearth & Harvest · Cozy Farmhouse-Inspired 2BDR is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Hearth & Harvest | Cozy Farmhouse-Inspired 2BDR

Hearth & Harvest · Cozy Farmhouse-Inspired 2BDR is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,112.

From$107/night

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Best Chesterfield, MO vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

The Retro Retreat 3rd Floor Main Street Apartment

Apartment, Chesterfield

The Retro Retreat 3rd Floor Main Street Apartment is a apartment in Chesterfield, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About The Retro Retreat 3rd Floor Main Street Apartment

The Retro Retreat 3rd Floor Main Street Apartment is a apartment in Chesterfield, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,144.

From$111/night

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The Driftwood Den | Boho-Inspired 2-Bedroom

Apartment, Chesterfield

The Driftwood Den · Boho-Inspired 2-Bedroom is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Driftwood Den | Boho-Inspired 2-Bedroom

The Driftwood Den · Boho-Inspired 2-Bedroom is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,151.

From$112/night

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The Sterling Stay | Modern Elegant 2-Bedroom

Apartment, Chesterfield

The Sterling Stay · Modern Elegant 2-Bedroom is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Sterling Stay | Modern Elegant 2-Bedroom

The Sterling Stay · Modern Elegant 2-Bedroom is a apartment in Chesterfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,153.

From$112/night

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Dog-Friendly Townhome Near Streets of Saint Charles

Holiday Home, Chesterfield

Dog-Friendly Townhome Near Streets of Saint Charles is a holiday home in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Dog-Friendly Townhome Near Streets of Saint Charles

Dog-Friendly Townhome Near Streets of Saint Charles is a holiday home in Chesterfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,175.

From$114/night

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Our Favorite Family-Friendly Vacation Rentals in Chesterfield, MO

Plan a trip with stays that give families more room to spread out.

Spacious Historic Townhouse - Character for All

Holiday Home, Chesterfield

Spacious Historic Townhouse - Character for All is a holiday home in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious Historic Townhouse - Character for All

Spacious Historic Townhouse - Character for All is a holiday home in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $973.

From$97/night

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Cottage on Main st- Low Cleaning Fee

Holiday Home, Chesterfield

Cottage on Main st- Low Cleaning Fee is a holiday home in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cottage on Main st- Low Cleaning Fee

Cottage on Main st- Low Cleaning Fee is a holiday home in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,196.

From$125/night

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Family-Friendly 2BR Cottage Near Creve Coeur Lake

Holiday Home, Chesterfield

Family-Friendly 2BR Cottage Near Creve Coeur Lake is a holiday home in Chesterfield, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Family-Friendly 2BR Cottage Near Creve Coeur Lake

Family-Friendly 2BR Cottage Near Creve Coeur Lake is a holiday home in Chesterfield, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,536.

From$149/night

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6th street 101 - Walk to Main St

Apartment, Chesterfield

6th street 101 - Walk to Main St is a apartment in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 6th street 101 - Walk to Main St

6th street 101 - Walk to Main St is a apartment in Chesterfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,613.

From$170/night

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