Chesterfield Chalets

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Chesterfield chalets

1. Acorn Lodge On Lake Aspen by Innsbrook Vacations!

Acorn Lodge On Lake Aspen by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (2 reviews)
"Had a good time.Property was fine,except for the parking lot. One of the driveways was impassable . Large ruts , but the worst was the loose rocks. Neither car or SUV with AWD could make it half way. Rocks are so loose the we just spin our wheels."
United States
Robert G.
$503 nightly
The price is $520
Nov 24 - Nov 25
Total with taxes and fees
Acorn Lodge On Lake Aspen by Innsbrook Vacations!

2. Sunset Haven by Innsbrook Vacations!

Sunset Haven by Innsbrook Vacations!
Innsbrook
$845 nightly
The price is $873
Nov 24 - Nov 25
Total with taxes and fees
Sunset Haven by Innsbrook Vacations!

3. The Honey Bee Inn by Innsbrook Vacations!

The Honey Bee Inn by Innsbrook Vacations!
Innsbrook
9.4 out of 10, Exceptional, (15 reviews)
"Super clean, well equipped, lovely forest view! We loved the honeybee themed cottage! Nice details everywhere!"
United States
JENNIFER S.
$538 nightly
The price is $558
Nov 13 - Nov 14
Total with taxes and fees
The Honey Bee Inn by Innsbrook Vacations!

4. Fox Hollow by Innsbrook Vacations!

Fox Hollow by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (10 reviews)
"House was just as described. Excellent communication. Very cozy weekend getaway!"
United States
Anne L.
$552 nightly
The price is $572
Nov 19 - Nov 20
Total with taxes and fees
Fox Hollow by Innsbrook Vacations!

5. Shore Side by Innsbrook Vacations!

Shore Side by Innsbrook Vacations!
Innsbrook
9.0 out of 10, Wonderful, (2 reviews)
"House was well stocked and very clean. Plenty of space for the family."
United States
Kim R.
$925 nightly
The price is $959
Nov 22 - Nov 23
Total with taxes and fees
Shore Side by Innsbrook Vacations!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Chesterfield

Stroll along the scenic Chesterfield Valley Athletic Complex trails before catching a summer concert at the outdoor amphitheater. Families flock to Faust Park where you can ride a century-old carousel and explore historic buildings preserved from Missouri's early days.

A city skyline with a prominent arch bridge and a lit bridge over a calm river reflecting city lights.

Top reviews in Chesterfield

Explore a world of travel with Expedia