
Holiday rentals in Overland
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Top-rated holiday rentals in Overland
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Stunning Modern Home|Kbed |10 min Creve Coeur Lake
Brand new construction with soaring 9ft ceilings and a bright open concept layout designed to make you feel right at home. Enjoy a beautifully equipped kitchen perfect for gathering with family and friends. Relax in the cozy living area with plush seating and a large TV after a day exploring St.Louis. Thoughtfully designed bedrooms, warm flooring, and abundant natural light create a welcoming space ideal for families, business travelers, or a relaxing weekend getaway. Your St.Louis home awaits!
4.86 out of 5 average rating, 35 reviews
Cozy Cottage in the City
This stylish place is perfect for your stay while in St. Louis. Whether here for family or business, this home is conveniently located just 15 minutes to Clayton, 20 min to downtown & the Central West End, or 15 minutes to St. Charles County. With only a 7 min drive (if you drive slow!!) to the airport, this 2 bedroom, 1 bath boasts a spacious kitchen, living room, & dining room for your stay-however long it may be! Please note that the piano in the photos is not available for guests to play.
4.79 out of 5 average rating, 123 reviews
Tranquil three-bedroom home in central St. Louis
Welcome to Spa 7748! Relax and enjoy the quiet, tranquil space we have to offer you. Three bedrooms, two full baths, laundry room, work out area, media/office area, fully equipped chef’s kitchen, two fireplaces, covered patio, outdoor fire pit, driveway parking, and street parking. Centrally located in University City, which is just minutes from the downtown Clayton business/entertainment district, Washington University, Fontbonne University Downtown STL, Central West End, The Grove, Dogtown.
4.92 out of 5 average rating, 158 reviews
Cheerful 1-bedroom, red brick, historic home
Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!
4.79 out of 5 average rating, 276 reviews
Near Airport • Fenced Yard • Hwy Access
9 minutes to STL Lambert Airport. With easy access to I-70, 170, 270 & 364. Comfortable home with fenced yard, fast WiFi, free parking, and self check-in. Quiet neighborhood ideal for work stays or travel. Fully equipped kitchen, washer/dryer, 2 smart TVs, and dedicated workspace. Close to dining and shopping, 20 minutes to downtown St. Louis. *Stays over 28 days require a signed lease, SD(refundable), $250 cleaning fee, & $200 per pet fee. Longer stays are welcome, inquire for more info!
4.92 out of 5 average rating, 139 reviews
Unique family home
This comfortable home in a quiet neighborhood is perfect for your stay. It has many private parking spaces available and is centrally located in the lively, diverse area known as University City in St. Louis, Missouri. TVs in each bedroom. Only about 3 miles from the Delmar Loop restaurants and shopping! 6 minutes from downtown Clayton! 7 minutes from Forest Park and Washington University- Saint Louis (WASHU). 10 minutes from the St Louis Galleria Mall. 20 min to downtown.
4.68 out of 5 average rating, 117 reviews
Spacious STL Retreat • Near Airport & Attractions
Explore St. Louis from this centrally located retreat! Only 10 min to STL Airport, Delmar Loop & Clayton. A short 15 min drive to The Hill’s Italian eats, Forest Park, Zoo, Science Center & leading hospitals like Barnes-Jewish, Children’s, Wash U and SLU. Enjoy a cozy firepit, plenty of parking and fast I-70/170/364 access. Downtown, Busch Stadium & the Arch are just 20 min away—perfect for families, medical staff, business travelers & group getaways!
4.92 out of 5 average rating, 36 reviews
Great Location Fam Friendly Home w/Lrg Fenced Yard
Newly finished basement with 4th bedroom (King bed), large play/relaxation space & large 120-inch projector screen and separate large speaker for movie nights! Beds are all brand new comfortable memory foam! This house is in such a great and convenient area! Freshly renovated with all brand new beds and furniture, a fully stocked kitchen for cooking and baking and a fenced in pet friendly backyard! TONS of kids and baby items!
4.96 out of 5 average rating, 148 reviews
Weaver Guest House
This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.
4.98 out of 5 average rating, 556 reviews
The Amelia
Cozy studio apartment in Saint Louis close to the Saint Louis International Airport. You’ll be approximately 20 minutes from almost anywhere in Saint Louis: Downtown, Delmar Loop, Zoo, Science Center, Aquarium, shopping centers, and SO much more! With a gated entrance to the property, private keypad entrance, and security cameras this is a perfect place for those looking for a secure place to stay while visiting Saint Louis!
4.89 out of 5 average rating, 128 reviews
Cozy Peaceful 2 bedroom duplex
Relax and relish the serenity at this beautifully adorned 2-bedroom, 1-bathroom duplex. Recently revamped, it offers cozy living spaces perfect for a small family, friends seeking a retreat, or business travelers. Delight in complimentary coffee, toiletries, and snacks upon your arrival. Just a 5-minute drive from the highway, this tranquil neighborhood provides convenient access to nearby dining and entertainment options.
4.8 out of 5 average rating, 55 reviews
Mid-Century Modern U. City/Clayton Condo
Welcome to my apartment in U. City/Clayton area in the center of the city. We own the building and have updated this 3 BR, 1 BA spacious, airy and bright space for you. Enjoy the benefits and skip the hassle, within a quiet apartment building with cozy modern furniture and clean accommodations. Sleeps 6 but book w/ 2 other listing in this building for up to 18 guests total.
4.87 out of 5 average rating, 168 reviewsPopular amenities for Overland holiday rentals
Stay near Overland's top sights
Other great holiday rentals in Overland

3BR | 4 Beds | Spacious & Modern | King w Movie Rm
5.0 out of 5 average rating, 29 reviews
Music & Meme House + Arcade
4.95 out of 5 average rating, 37 reviews
Lower Level Layover
4.9 out of 5 average rating, 83 reviews
Home away from Home St. Louis Cnty Ladue Schools
4.85 out of 5 average rating, 239 reviews
NEW! Olivette Bungalow, Small Dog Friendly
5.0 out of 5 average rating, 4 reviews
Private Guesthouse, 1 Bed/1 Pullout, Sleeps 4.
4.68 out of 5 average rating, 130 reviews
Old Bonhomme Farmhouse
4.73 out of 5 average rating, 15 reviews
4BD Central to STL & St. Charles
4.64 out of 5 average rating, 109 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
- Hidden Valley Ski Resort
- Saint Louis University
- 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
- Cathedral Basilica of Saint Louis
- Fabulous Fox





