
Condo holiday rentals in Chesterfield
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Top-rated condo rentals in Chesterfield
Guests agree: These condos are highly rated for location, cleanliness and more.

Family-friendly suite with King+Queen beds-Steps t
Book your 5⭐️ stay in this spacious family-friendly suite in the desirable and safe DeBaliviere neighborhood. Only a 2 block walk from Forest Park & its Metrolink train stop, your group will have access to everything the city has to offer. This 100 year-old historic home is only blocks from Forest Park, the site of the 1904 World's Fair and St. Louis Zoo. UPDATE: On May 16, 2025 the Forest Park area was hit with a mile-wide tornado. Our building had minimal damage and maintains 100% occupancy
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Modern Condo on Delmar Loop; Central to Everything
This absolutely stunning condo in the Delmar Loop are has everything you could need. Located only 100 feet from Delmar and a short walk to WashU Campus or Forest Park. Metro Link is only a 10 minute walk away. Perfect for visits to WashU for college visits and graduations! The Pageant and Delmar Hall making this the perfect condo to stay in to see your favorite band! One off-street parking spot in a gated parking lot. The entire condo community is gated & equipped with video surveillance.
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Apartment Near Tower Grove Park
Apartment, 620 sq ft, featuring 3 rooms and 1.5 bathrooms: Living room w/ kitchenette & breakfast nook; Full bathroom w/ shower & laundry. Family room w/ smart TV; Bedroom w/ half bathroom. Sleeps 3. Central air and baseboard heat. Private entrance with keypad code. (From street level you have to climb 7 steps up, and 6 steps down). Situated in the highly desirable Shaw neighborhood. Quick access to interstates I-44, I-55, & I-70. Guests must have prior positive feedback from AirBnB.
LocationFamilyAir conditioning

Spacious | Quiet | 1 bedroom duplex with parking!
Let your next stay in the heart of St. Louis be relaxing and safe, walking distance of Ted Drew’s Ice Cream & Francis Park! We are conveniently located centrally to all destinations within St. Louis and it’s suburbs! Low traffic, and easy navigation to many restaurants and local spots! THE EXPERIENCE Located in a historic brick building, this one bedroom / one bath provides a spacious and quiet apartment. The apartment’s furniture has been all updated. Including a car port in back.
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Family Friendly w/ Playground, Toys & Strollers
You'll love our newly renovated 3 bed/1 bath 1st FLR apartment w/High Speed Fiber Internet. Centrally located to all St. Louis attractions. Just a block from the Botanical Gardens & a few minutes to Hwy 44, Tower Grove Park, IKEA, The Hill, The Grove, Forest Park, SLU and more. The space includes 2 queen beds, 1 Double, 1 trundle & additional air mattress. Families, singles, couples & business travelers will all enjoy this gorgeous space, large playground and sand pit in the back.
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Bright & Updated 1 Bedroom 1 Bath
Centrally located, bright & updated 1 bedroom, 1 bath condo. King memory foam bed, central heat/air, couch convertible into a 2nd bed, dedicated working space, stocked kitchen & laundry is included in the basement Dedicated parking is in the back w/ amble free parking in front & side of building 10-15mins driving to BJC, SLU, SSM, St Mary hospital Short walking distance to STL Bread Co, Starbucks, Ted Drew’s, Target, Schnucks, Chick-fil-A, River Des Peres/Lindenwood/Francis Park
LocationFamilyCleanliness

Cozy Studio in Beautiful New Town St. Charles
Stay at this cozy studio centrally located in the amazing community of New Town St. Charles. New Town is a large scale new urbanist community built on the edge of suburbia. You never have to leave New Town with its walkability to restaurants, bars, a market, coffee shops, ice cream, food kiosk, canals, lakes, parks and tree lined streets. If you do leave its only a few miles from historic St. Charles Main street, The Streets of St. Charles, and 25 miles to Downtown St. Louis.
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Charming Lafayette Home * Walk to Park/Restaurants
📍Historic Lafayette Square Location 🍽️ Walkable to Restaurants & Bars ⚾ Minutes to Busch Stadium, Enterprise Center, and Downtown STL 🦁 Minutes from St. Louis Zoo & Forest Park 🎭 Close to the Fox Theater & The Foundry 🏥 Near Barnes-Jewish, Children's & SLU Hospitals 🎓 Convenient to Washington University & SLU Our charming home offers the blend of historic charm and modern amenities in STL! You will love the comfort and convenience of our centrally-located abode!
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Cozy vintage townhome with a fenced backyard
Cozy, private townhome close to everything. This two-story apartment is located on the back of a duplex (hosts live in the front) on one of the best blocks in the historic Fox Park neighborhood. Enjoy the private fenced yard (you might see our friendly and quiet puppy, Zozo, romping about), midcentury modern furnishings, and on-site washer/dryer. Short walk to great restaurants, *very* short drive to everything downtown. Pet friendly.
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Pelican's Perch
Looking for a cozy and comfortable getaway? Pelican's Perch is nestled in the bluffs along the confluence of the Illinois and Mississippi rivers. Watch beautiful sunsets, bald eagles or river barges right from your own covered deck. Enjoy wineries, restaurants, bars & shopping -- all within walking distance. This beautifully decorated 3-bedroom condo is ideal for families, couples, business travelers or girls' or guys' weekends.
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Stylish-Comfortable Historic Condo
This stylish, fully updated historic condo is perfect for individual and group trips. This place has over 900sq ft of living space, two bedrooms and one bath. The building has street parking. The condo also has ceramic tile in kitchen and bathroom and hard wood floors throughout the house. Comes with high-speed Wi-Fi and Smart-TVs with Netflix in every bedroom and living room.
LocationFamilyLaundry

Beautiful updated 2BR Charmer in CWE
Our condo is nestled in a great location in the CWE Just minutes away to Barnes Jewish Hospital, Washington University, Forest Park, St. Louis Zoo, great restaurants, bars, and shops. You can easily explore the historic CWE on foot, or rent a bike or scooter on any corner.
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Popular amenities for Chesterfield condo rentals
Weekly condo rentals

Oasis In Soulard: Free Parking, Large 1Bdrm
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River View Landing - Washington, MO
LocationWalkabilityNearby

Private room in lovely 2-bedroom condo
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Private room in Casa de Tami
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Modern Townhouse, Perfect STL Stay
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The Downtown District Loft
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Cozy and charming 2bdrm condo
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Lionshead Lake Retreat
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Pet-friendly condo rentals

Luxury 2BD/2BH in Historic CWE/1E M
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Lakefront Lodge by Innsbrook Vacations!
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Lovely, Warm, & Centrally-Located 1 Bedroom 1 Bath
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Large 5BR Unit in Lafayette Square near downtown!
ValueFamilyBarbecue

Beautiful 1 bedroom 1 bath 1 kitchen condo
Check-inHospitality

Bright, Beautiful & Updated 1 Bedroom 1 Bath
ValueFamilySleep quality

Maryland Heights 3 Bedrooms 2 Baths condo
LocationHospitalityQuiet

2 Blocks 2 Everything!
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Condo rentals with a pool

Gorgeous Remodeled Waterfront Condo on Aspen Lake!
LocationFamilyNearby

2 BR Condo – GM, Hospitals, Universities, I-70
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Lakefront Studio Condominium
LocationFamilyDecor

Lake Aspen Condo, Beach, Cove, Kayak, Fishing,SUP!
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Luxury 1BR Suite Near Everythg w/Balcony & Gym
LocationFamilyAccuracy

Stylish 1BR Getaway: Gym & Free Parking + Balcony
Indoor spacesPoolBathroom

Luxury 1BR Haven: 24-hr Gym Access & Free Parking
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Bright Studio Condo on the Water
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Destinations to explore
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- The Dome at America's Center
- St. Louis Aquarium at Union Station
- City Museum
- Gateway Arch
- Missouri Botanical Garden
- Washington University in St Louis
- Meramec State Park
- Hidden Valley Ski Resort
- Forest Park
- Gateway Arch National Park
- Castlewood State Park
- Saint Louis University
- Meramec Caverns
- The Pageant
- Saint Louis Science Center
- Cathedral Basilica of Saint Louis
- Saint Louis Art Museum
- Missouri History Museum
- Fabulous Fox





