Condo vacation rentals in Chesterfield

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.

Value · Family · Checkout

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.

Family · Location · Parking

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.

Family · Value · Getting around

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.

Value · Location · Kitchen

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.

Location · Family · Cleanliness

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!

Location · Value · Sleep quality

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.

Location · Family · Outdoor spaces

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.

Value · Family · Sleep quality

Condo In The Heart of Clayton

Located on Brentwood Blvd, this beautifully unit is situated in a prime, convenient location within a stunning neighborhood. Rarely rented, it features private front and back doors. We ensure top-notch cleanliness. No pets are allowed. Fully furnished unit includes one bedroom, one bath, a kitchen, a new washer and dryer, a living area, a dining area, and a work area. WiFi is included.

Family · Location · Bathroom

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.

Family · Location · Condition

Comfort Meets Style–Boutique Experience-Buck Suite

The Buck Suite at the Divine Otter Hotel offers a stylish 1-bedroom escape, sleeping up to 2 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!

Family · Location · Check-in

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.

Location · Value · Indoor spaces