Find Vacation Rentals in Chesterfield, Chesterfield Township

We have 311 properties to choose from
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Popular Chesterfield Vacation Rentals

Find the perfect Chesterfield vacation rental

House Chesterfield
from $351 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(2 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
Apartment Chesterfield
from $81 per night
2 guests ∙ 1 bedroom

Apartment

Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
House Chesterfield
from $558 per night
House ∙ 18 guests ∙ 6 bedrooms

213 m² House

Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
Condo Chesterfield
from $152 per night
2 guests ∙ 1 bedroom

Condo

Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
Resort Chesterfield
from $96 per night
Resort ∙ 127 guests ∙ 1 bedroom

Hollywood Casino St. Louis

4.1
Very good
Chesterfield, Chesterfield Township, Missouri, United States
Agoda
Details
House Chesterfield
from $378 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(33 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
House Chesterfield
from $253 per night
8 guests ∙ 5 bedrooms

House

5.0
Outstanding(24 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
Apartment Chesterfield
from $144 per night
Apartment ∙ 2 guests ∙ 1 bedroom

60 m² Apartment

5.0
Outstanding(12 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
House Chesterfield
from $290 per night
7 guests ∙ 4 bedrooms

House

5.0
Outstanding(19 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Vrbo
Details
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Vacation homes and rentals with a yard

House  Chesterfield
from $389 per night
House ∙ 10 guests ∙ 3 bedrooms

251 m² House

4.9
Outstanding(115 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Yard
Vrbo
Details
House  Chesterfield
from $442 per night
House ∙ 10 guests ∙ 4 bedrooms

283 m² House

5.0
Outstanding(259 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Yard
Vrbo
Details
House  Chesterfield
from $197 per night
House ∙ 6 guests ∙ 3 bedrooms

112 m² House

5.0
Outstanding(142 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Yard
Vrbo
Details
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Vacation rentals with a balcony

House  Chesterfield
from $432 per night
8 guests ∙ 5 bedrooms

House

4.7
Excellent(44 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Balcony
Vrbo
Details
House  Chesterfield
from $229 per night
8 guests ∙ 6 bedrooms

House

5.0
Outstanding(6 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Balcony
Vrbo
Details
House  Chesterfield
from $270 per night
7 guests ∙ 5 bedrooms

House

4.6
Excellent(6 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Balcony
Vrbo
Details
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Vacation Homes With Terraces

House  Chesterfield
from $238 per night
House ∙ 4 guests ∙ 2 bedrooms

88 m² House

5.0
Outstanding(2 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Balcony/Patio
HomeToGo
Details
House  Chesterfield
from $197 per night
6 guests ∙ 3 bedrooms

House

4.7
Excellent(98 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Balcony/Patio
Vrbo
Details
House  Chesterfield
from $271 per night
House ∙ 8 guests ∙ 3 bedrooms

186 m² House

5.0
Outstanding(28 ratings)
Chesterfield, Chesterfield Township, Missouri, United States
Balcony/Patio
Vrbo
Details
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Frequently Asked Questions

How much does it cost to stay in Chesterfield?

In Chesterfield, vacation rentals start at $78 per night.

Can I see all vacation rentals that are available in Chesterfield?

You can find and compare 311 offers in Chesterfield and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Chesterfield

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Chesterfield offers 58 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Chesterfield start at an average price of $250 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 30 of Chesterfield’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 39 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 29 vacation home rentals. Traveling with your dog or cat? Choose from 16 pet-friendly rentals in Chesterfield that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 7 vacation rental sites in Chesterfield where the top providers in that area are HRS Holidays, Booking.com, and HomeAway. There are 22 HRS Holidays rentals, 16 Booking.com short term rentals and 9 HomeAway vacation rentals.

Popular Day Trips Near Chesterfield

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