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Chesterfield Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chesterfield Vacation Homes

Centrally located in the Tower Grove East neighborhood!
Interior

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (120)
"Thoroughly enjoyed staying here. My sister and I were in town for an event and staying here made it even more fun!"
The price is CA $98
CA $226 total
includes taxes & fees
Aug 10 - Aug 11
Centrally located in the Tower Grove East neighborhood!
Convenience 2 Bedroom House to Explore All of St Louis
Fridge, microwave, stovetop, coffee/tea maker

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (23)
"Great spot! We would stay again."
The price is CA $141
CA $285 total
includes taxes & fees
Aug 5 - Aug 6
Convenience 2 Bedroom House to Explore All of St Louis
Stunning 1890's Home - Sleeps 8!
Private kitchen

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (68)
"Adorable place with plenty of room for our group of five ladies. Walkable to Main St to the shops and restaurants. All the beds were comfortable, nice to have two full bathrooms and all the amenities you could want. "
The price is CA $269
CA $554 total
includes taxes & fees
Aug 7 - Aug 8
Stunning 1890's Home - Sleeps 8!
STL, Tower Grove, Cozy 2-Story Townhome - A
4 bedrooms, iron/ironing board, WiFi, bed sheets

STL, Tower Grove, Cozy 2-Story Townhome - A

9.0 out of 10, Wonderful, (21)
"Dan was a wonderful host and we enjoyed our stay. Very prompt response too!"
The price is CA $81
CA $328 total
includes taxes & fees
Aug 10 - Aug 11
STL, Tower Grove, Cozy 2-Story Townhome - A
Historic First Floor Unit STL 1W
Fridge, microwave, oven, stovetop

Historic First Floor Unit STL 1W

9.8 out of 10, Exceptional, (11)
"Nice location, check in was easy and host is very responsive."
The price is CA $76
CA $269 total
includes taxes & fees
Aug 5 - Aug 6
Historic First Floor Unit STL 1W
Modern & Luxurious. 4BR. Sleep 12. Minutes to downtown
Interior

Modern & Luxurious. 4BR. Sleep 12. Minutes to downtown

9.8 out of 10, Exceptional, (33)
"Great stay for our family!!!"
Modern & Luxurious. 4BR. Sleep 12. Minutes to downtown
AK's STL Pearl Grey House - Game Room
Fridge, microwave, oven, stovetop

AK's STL Pearl Grey House - Game Room

9.0 out of 10, Wonderful, (7)
"Quiet neighborhood, comfortable house, well-stocked kitchen. We would stay here again."
The price is CA $379
CA $749 total
includes taxes & fees
Aug 5 - Aug 6
AK's STL Pearl Grey House - Game Room
Honky Tonk Hideaway
Outdoor dining

Honky Tonk Hideaway

9.2 out of 10, Wonderful, (5)
"Great place to stay"
Honky Tonk Hideaway
Old North Shanty, 5 -7 minutes away from Downtown St. Louis
Interior

Old North Shanty, 5 -7 minutes away from Downtown St. Louis

9.2 out of 10, Wonderful, (21)
"This property was very clean . We had everything we needed. The location was very close to the downtown area."
Old North Shanty, 5 -7 minutes away from Downtown St. Louis
The St. Charles Guest House, lovely historic home, fun for families and groups
Outdoor dining

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (130)
"We very much enjoyed the property and location. "
The St. Charles Guest House, lovely historic home, fun for families and groups
Beautiful, Rehabbed Unit in Shaw Community 4228a
Fridge, microwave, oven, stovetop

Beautiful, Rehabbed Unit in Shaw Community 4228a

7.2 out of 10, Good, (15)
"Very clean Spacious Beds were comfy "
The price is CA $62
CA $362 total
includes taxes & fees
Aug 5 - Aug 6
Beautiful, Rehabbed Unit in Shaw Community 4228a
Amazing Soulard STL Unit, 713a
Fridge, microwave, oven, stovetop

Amazing Soulard STL Unit, 713a

2.0 star property
8.2 out of 10, Very good, (22)
"Property was clean and had everything we needed for our stay. Close to dining options and farmers market!"
The price is CA $109
CA $318 total
includes taxes & fees
Aug 6 - Aug 7
Amazing Soulard STL Unit, 713a
beautiful small house
Fridge, microwave, oven, stovetop

beautiful small house

9.2 out of 10, Wonderful, (61)
"We completely enjoyed our stay at this location. We would book it again if we are in the area "
beautiful small house
House in Soulard near Downtown, Arch, Busch Stadium and anheuser busch brewery
Fridge, microwave, oven, stovetop

House in Soulard near Downtown, Arch, Busch Stadium and anheuser busch brewery

10.0 out of 10, Exceptional, (53)
"Great location, very organized place with everything I needed."
The price is CA $165
CA $306 total
includes taxes & fees
Aug 5 - Aug 6
House in Soulard near Downtown, Arch, Busch Stadium and anheuser busch brewery
Charming 3-bedroom house with WiFi, AC in the heart of St. Louis
Exterior

Charming 3-bedroom house with WiFi, AC in the heart of St. Louis

2.0 star property
8.8 out of 10, Excellent, (15)
"Loved this home!Owner has great communication."
The price is CA $149
CA $422 total
includes taxes & fees
Aug 7 - Aug 8
Charming 3-bedroom house with WiFi, AC in the heart of St. Louis
The West End Hotel- 2 Queen Beds
Terrace/patio

The West End Hotel- 2 Queen Beds

6.0 out of 10, (2)
"The property is nice. It's clean and the people were very friendly. The beds were quite comfortable, though the pillows are very fluffy, if you like them more flat then you might bring your own, but I was very happy with the room and accommodations. The garage is worth the price to park and there's a cute patio area with plenty of seating and a separate hot tub area, all conveniently located by the rear exit. A big plus for us is that it was close to the venue we were going to for our stay and...
The price is CA $162
CA $390 total
includes taxes & fees
Aug 5 - Aug 6
The West End Hotel- 2 Queen Beds
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Fridge, microwave, oven, stovetop

Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic

9.6 out of 10, Exceptional, (53)
"Perfect house for a famiky stay. Lots of room and a great backyard Full equipped kitchen and great furniture throughout! We will be back. "
The price is CA $235
CA $541 total
includes taxes & fees
Aug 5 - Aug 6
Spacious*Outdoor Space*Modern*Family*Groups*Modern*Artistic
Pet Friendly First Floor 2 Bedroom Apartment
Fridge, microwave, oven, stovetop

Pet Friendly First Floor 2 Bedroom Apartment

8.8 out of 10, Excellent, (59)
"Thank you Robert. The experience was nice and everything went well. "
Pet Friendly First Floor 2 Bedroom Apartment
Brand New! Soulard Charmer - Pet Friendly.
Terrace/patio

Brand New! Soulard Charmer - Pet Friendly.

9.6 out of 10, Exceptional, (20)
"Within walking distance to a lot of bars and pubs. Perfect stay for Taste of Soulard festivities."
The price is CA $155
CA $336 total
includes taxes & fees
Aug 12 - Aug 13
Brand New! Soulard Charmer - Pet Friendly.
Tamm Ave 3-BR Retreat
Dining

Tamm Ave 3-BR Retreat

9.6 out of 10, Exceptional, (39)
"We stayed in St. Louis to visit the arch with our kids. The location was great with kids to be able to visit other surrounding attractions. We enjoyed our stay!"
Tamm Ave 3-BR Retreat
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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Top Chesterfield Hotel Reviews

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

10/10 Excellent
"Nice place and area"
Jesse 2-night trip
Posted 20 hours ago
Clayton Plaza Hotel & Extended Stay