
Holiday rentals in Overland
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Top-rated holiday rentals in Overland
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Sunny South City Guest House
Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

The Zen Den - Centrally Located, Calm and Tranquil
The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

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!

Lovely, updated 2-bedroom apartment in The Grove
Centrally located and spacious 2nd floor apartment with private off-street parking. Updated kitchen with 2nd floor porch with bistro table. Includes Keurig coffee maker and all the basics you will need. Stackable washer/dryer. Bedroom 1 has queen bed with high thread count linens. Bedroom 2 has full bed and lots of natural light. A walk-in closet/office space. Family room is warm & inviting with Roku TV. Beautiful shared patio and fenced in backyard. Enjoy all that St. Louis has to offer!

Forest Edge Tiny House | 8 Min to Airport
Welcome to a private hidden gem 8 minutes from the airport with an oasis of an acre of woods surrounding the property! It’s a quiet getaway from the hustle and bustle of the city but only 8 min to the Airport, 15 miles to down town. 15 min to St. Charles area and 10 min to Hollywood Casino Amphitheatre. Perfect for couples, small family or single visitor to St. Louis! Dogs are welcome to stay for an additional fee. Early checkin/checkout available for $15/hour as availability allows.

2 Bdrm Home Less than 6 miles from Lambert Airport
Your family will have easy commute to surrounding restaurants and other eye catching places such as: -Less than 6 miles to St Louis Zoo -Less than 17 miles to Gateway Arch -Less than 15 miles to Bush Stadium -Less than 14 miles to STL Soccer Stadium -Less than 15 miles to Enterprise Center -Less than 13 miles to Hollywood Casino -Less than 9 miles to Walmart -Less than 1 mile to Save a Lot (Grocery) -Less than 6 miles to Lambert Airport -Less than 6 miles to Wholes Food Market

Dog-Friendly Home w/ Fenced Yard Near Airport
Dog-friendly home with a private fenced yard and fast Wi-Fi — perfect for family visits and dog owners visiting St. Louis. Set in a quiet, safe neighborhood with easy access to STL Airport, major highways (364, 170, 70 & 270), hospitals, dining, and downtown. Enjoy comfy beds, a fully equipped kitchen, in-unit laundry, and a cozy work-friendly setup. Dogs are welcome, and 10% of net profits are donated to local animal outreach efforts.

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.

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!

Large, Woodsy, Warm and Inviting | Cozy 2BR Apt
Tucked in a quiet neighborhood near the Delmar Loop, this 2-bedroom, 1-bath apartment offers a stylish and comfortable retreat. Enjoy a fully stocked kitchen with stainless steel appliances, a record player, and a 55” Google TV for streaming. Step outside to a shared patio with seating, outdoor dining, and a kids’ playground. Additional amenities include a dedicated workspace and in-house washer/dryer.

Cozy Retreat | Charming Apt. near Top Attractions!
Indulge in a tranquil and chic retreat within this inviting space. We welcome you to our fully furnished apartment in the heart of Saint Louis. Nestled in a secure neighborhood, you'll enjoy both serenity and convenience, as we are only a short 15-minute drive from downtown St. Louis and just 10 minutes away from Forest Park. Perfectly situated to explore the city of St. Louis.

Spacious and bright, 1-BR Apt in Clayton Moorlands
1st Floor Apartment. Great location in a historic and quiet Clayton neighborhood. Wonderful restaurants are only a block away and a gourmet food market is right around the corner! Walkable to the downtown Clayton area, close to Washington University, Forest Park, golf courses, Museum, Zoo, Galleria Mall, St. Louis hospitals, and grocery stores. (Please note, no pets)
Popular amenities for Overland holiday rentals
Other great holiday rentals in Overland

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Lambert International Airport Home 2BR

Charming quiet 2 bedroom duplex

Stylish-Comfortable Historic Condo

Small comfortable home

Sophisticated Mid-Century 3BR Near WashU & Clayton
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- Central West End
- Busch Stadium
- Six Flags St. Louis
- Enterprise Center
- Saint Louis Zoo
- City Museum
- St. Louis Aquarium at Union Station
- Missouri Botanical Garden
- Gateway Arch National Park
- Hidden Valley Ski Resort
- Castlewood State Park
- Cathedral Basilica of Saint Louis
- Saint Louis Science Center
- The Dome at America's Center
- Missouri History Museum
- Washington University in St Louis
- Gateway Arch
- Saint Louis University
- Laumeier Sculpture Park
- The Pageant
- Fabulous Fox
- Forest Park
- Soulard Farmers Market
- Anheuser-Busch Brewery




