Hot Chesterfield Cottage Rates

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Featured Cottages in Chesterfield

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

St. Charles
With a stay at this cottage, you'll be centrally located in St. Charles, a 4-minute drive from Ameristar Casino St. Charles and 7 minutes from Hollywood Casino ...
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Dock & Resort Perks: Quiet Lakefront Cottage

Dock & Resort Perks: Quiet Lakefront Cottage

Innsbrook
Located in Innsbrook, this cottage is on a lake, within a 5-minute walk of Aspen Lake and South Mooring Marina.
Dock & Resort Perks: Quiet Lakefront Cottage
Historic headquarters of city founder! Gated parking!

Historic headquarters of city founder! Gated parking!

Saint Charles
With a stay at this cottage in St. Charles (St. Charles Historic District), you'll be a 2-minute drive from Ameristar Casino St. Charles and 6 minutes from Hollywood ...
Historic headquarters of city founder! Gated parking!
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Beautiful Cottage on Large one Acre Private Lot

Beautiful Cottage on Large one Acre Private Lot

Eureka
With a stay at this cottage in Eureka, you'll be within a 15-minute drive of Six Flags St. Louis and Big River.
Beautiful Cottage on Large one Acre Private Lot
Quaint St Louis Home ~ 6 Mi to Downtown!

Quaint St Louis Home ~ 6 Mi to Downtown!

3 out of 5
St. Louis
With a stay at this cottage in St. Louis, you'll be within a 10-minute drive of St. Louis Union Station and Enterprise Center.
Quaint St Louis Home ~ 6 Mi to Downtown!
Tarnhouse Lakefront Cottage

Tarnhouse Lakefront Cottage

Innsbrook
With a stay at this cottage in Innsbrook, you'll be on the waterfront, just a 5-minute walk from Sonnenblick Lake and 7 minutes by foot from Sonnenalp Lake.
Tarnhouse Lakefront Cottage
The Marigold Cottage in Augusta, MO

The Marigold Cottage in Augusta, MO

Augusta
Located in Augusta, this cottage is in a rural location, within a 15-minute walk of Augusta Winery and Mount Pleasant Estates.
The Marigold Cottage in Augusta, MO
Delightful Cottage by Clayton

Delightful Cottage by Clayton

University City
With a stay at this cottage in St. Louis (University City), you'll be within a 10-minute drive of St. Louis Zoo and Forest Park.
Delightful Cottage by Clayton
St Louis Vacation Rental 4 Mi to Airport!

St Louis Vacation Rental 4 Mi to Airport!

3 out of 5
St. Louis
With a stay at this cottage in St. Louis (Bel-Nor), you'll be within a 10-minute drive of Forest Park and Washington University in St. Louis.
St Louis Vacation Rental 4 Mi to Airport!
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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.

Chesterfield Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Chesterfield will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Chesterfield definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Chesterfield, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Chesterfield Cottages essential information

Accommodation
65 Cottages
Lowest Price
AU$169
Highest Price
AU$237
Popular accommodation
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!, Dock & Resort Perks: Quiet Lakefront Cottage, Historic headquarters of city founder! Gated parking!, Beautiful Cottage on Large one Acre Private Lot, Quaint St Louis Home ~ 6 Mi to Downtown!, Tarnhouse Lakefront Cottage, The Marigold Cottage in Augusta, MO, Delightful Cottage by Clayton, St Louis Vacation Rental 4 Mi to Airport!

Top trending hotels in Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

3 out of 5
15431 Conway Rd, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 30 Apr to 1 May
AU$169
includes taxes & fees
30 Apr - 1 May
When you stay at Sonesta ES Suites St. Louis - Chesterfield in Chesterfield, you'll be in the suburbs, within a 15-minute drive of Hollywood Casino Amphitheatre ...
Sonesta ES Suites St. Louis - Chesterfield
Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield

3 out of 5
333 Chesterfield Center East, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 11 May to 12 May
AU$231
includes taxes & fees
11 May - 12 May
Located in Chesterfield, Hyatt Place St. Louis/Chesterfield is in the business district, within a 15-minute drive of Hollywood Casino Amphitheatre and Westport ...
Hyatt Place St. Louis/Chesterfield
Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield

3 out of 5
355 Chesterfield Ctr, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 28 Apr to 29 Apr
AU$237
includes taxes & fees
28 Apr - 29 Apr
With a stay at Drury Plaza Hotel St. Louis Chesterfield in Chesterfield, you'll be within a 15-minute drive of Hollywood Casino Amphitheatre and Westport ...
Drury Plaza Hotel St. Louis Chesterfield
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Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 22 May to 23 May
AU$211
includes taxes & fees
22 May - 23 May
A stay at Hyatt Regency St. Louis at The Arch places you in the heart of St. Louis, within a 10-minute walk of Gateway Arch and Busch Stadium.
Hyatt Regency St. Louis at The Arch
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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.

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^Subject to availability and chosen travel dates.