
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.

1st Fl Furnished condo, King/Queen beds
Book your 5⭐️ stay in this spacious first floor family-friendly suite in the desirable DeBaliviere neighborhood. Only a 2-block walk from Forest Park & its Metrolink train stop, you will have access to everything the city has to offer. UPDATE: On May 16, 2025 the Forest Park area was hit by a tornado. Our building had minimal damage and maintains 100% occupancy. Buildings along our street suffered roof damage, broken windows and uprooted trees. The city is cleaning up and the area is in repair.
4.79 out of 5 average rating, 117 reviews
Historic 2-bdrm/2-bth in the heart of Soulard
Enjoy a renovated 2 bdrm/2 bth condo in lively, Historic Soulard. This condo is a around the corner from Hammerstone's and a short walk to McGurk's, a St. Louis' most prominent Irish Bar. 1st Floor: Kitchen with dishwasher, gas stove, microwave, and refrigerator Living Room with 1-person sleeper sofa, 60" TV. 2nd Floor: Master Bedroom with bathroom (shower), 50" TV, 2 Queen Beds, closet. 2nd Bathroom with tub. 3rd Floor: Loft Bedroom, 50"TV, 1 Queen Bed, 1 Full-size sleeper sofa, desk, chair.
4.96 out of 5 average rating, 106 reviews
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.
4.82 out of 5 average rating, 207 reviews
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.
4.94 out of 5 average rating, 115 reviews
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.
4.96 out of 5 average rating, 180 reviews
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!
4.95 out of 5 average rating, 314 reviews
Beautiful Condo in New Town St. Charles
Location-Location! The condo is located in the heart of New Town, only a short walk to grab a bite to eat, volleyball courts, the coffee shop, Marsalas market, event tent, New Town amphitheater, parks, etc. The condo has a modern but cozy decor with updated furnishings. Enjoy coffee or drinks on the large deck. All basic amenities are provided for your stay. Monthly discounts offered for short term leases great for out of town workers, traveling nurses, etc.
4.97 out of 5 average rating, 115 reviews
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.
4.9 out of 5 average rating, 251 reviews
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.
4.98 out of 5 average rating, 206 reviews
Intimate Suite – Perfect for Date Nights-Fox Suite
The Fox Suite at the Divine Otter Hotel offers a stylish 1-bedroom escape with a futon, sleeping up to 3 guests. Enjoy upscale furnishings, a modern design, and a spacious full bathroom with plenty of natural light. Located in the heart of Historic Main Street Saint Charles, you’ll be steps away from shops, dining, and more. This impressive suite is the perfect blend of comfort and location!
4.79 out of 5 average rating, 39 reviews
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.
4.99 out of 5 average rating, 110 reviews
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.
4.95 out of 5 average rating, 214 reviewsPopular amenities for Chesterfield condo rentals
Weekly condo rentals

Cozy and charming 2bdrm condo
4.68 out of 5 average rating, 106 reviews
Neon Nook | Stylish 1BR Retreat in Soulard
4.61 out of 5 average rating, 41 reviews
The Downtown District Loft
4.72 out of 5 average rating, 57 reviews
Stylish Downtown Escape ABODEbucks
4.71 out of 5 average rating, 107 reviews
Historic Stylish Stay | Near Busch Stadium & Arch
4.67 out of 5 average rating, 24 reviews
Charming, Cozy, & Convenient STL Gem ABODEbucks
4.76 out of 5 average rating, 83 reviews
Penthouse on the Park
5.0 out of 5 average rating, 9 reviews
Oasis In Soulard: Free Parking, Large 1Bdrm
5.0 out of 5 average rating, 4 reviewsPet-friendly condo rentals

Lovely, Warm, & Centrally-Located 1 Bedroom 1 Bath
4.81 out of 5 average rating, 68 reviews
Large 5BR Unit in Lafayette Square near downtown!
4.82 out of 5 average rating, 72 reviews
Lakefront Lodge by Innsbrook Vacations!
5.0 out of 5 average rating, 12 reviews
2 Blocks 2 Everything!
4.81 out of 5 average rating, 27 reviews
Walk to Forest Park•Metro•Museums | 2 Parking

Walk Busch Stadium | FREE Parking | Gym | RT Patio
4.9 out of 5 average rating, 10 reviews
Lovely 3-bedroom 2- bath house in Maryland Heights

Maryland Heights 3 Bedrooms 2 Baths condo
Condo rentals with a pool

2 BR Condo – GM, Hospitals, Universities, I-70
4.69 out of 5 average rating, 32 reviews
Lakefront Studio Condominium
5.0 out of 5 average rating, 30 reviews
Lake Aspen Condo, Beach, Cove, Kayak, Fishing,SUP!
4.93 out of 5 average rating, 86 reviews
Bright Studio Condo on the Water
4.89 out of 5 average rating, 82 reviews
Gorgeous Remodeled Waterfront Condo on Aspen Lake!
4.94 out of 5 average rating, 18 reviews
Timber Ridge Retreat 319B |2BR/2BA Grafton Getaway
New place to stay
Lionshead Lake | Sleeps 11 + Resort Access
4.58 out of 5 average rating, 24 reviews
Luxury 1BR Suite Near Everythg w/Balcony & Gym
4.88 out of 5 average rating, 26 reviewsDestinations to explore
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- The Dome at America's Center
- Enterprise Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Forest Park
- Meramec State Park
- Hidden Valley Ski Resort
- Saint Louis University
- Meramec Caverns
- The Pageant
- Castlewood State Park
- Gateway Arch National Park
- Soulard Farmers Market
- Saint Louis Science Center
- Missouri History Museum
- Saint Louis Art Museum
- Westport Plaza





