Vacation rentals in Overland

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.

Cozy St. Louis County Apartment

Ideal for traveling professionals, travel nurses, and doctors. Cozy all brick apartment in St. Louis County is in a quiet historic neighborhood partially gated peaceful, centrally located near Christian Northeast, Barnes-Jewish, and Illinois hospitals. Minutes from Lambert Airport and University of Missouri St. Louis. GENERAL: Free WiFi, linens/towels, travel size ECO toiletries, iron/board, washer/dryer, central heating & A/C. We provide laundry detergent and other supplies free of charge.

Charming Pop Lucks Guest Suite in Old St. Charles

Welcome to Pop Luck's Guest Suite! This adorable gem represents everything you love about Old St. Charles. This cozy suite is just steps away from the heart of Main Street, restaurants, and all the action St. Charles has to offer. Pop Luck's is a charming one-bedroom, with an open and airy living room and kitchen. It has natural light and high ceilings throughout. It's farmhouse cottage decor makes for a relaxing place to rest. Also, check out our sister suite The Ella Rose, right next door.

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!

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.

Charming quiet 2 bedroom duplex

Unwind in the peaceful 2-bedroom, 1-bathroom duplex, beautifully furnished for a comfortable stay. This charming home offers a warm and inviting living spaces ideal for families, friends, or business travelers seeking a relaxing getaway. Enjoy a thoughtful welcome package featuring complimentary coffee, toiletries, and snacks upon arrival. Just a short 5-minute drive from the highway, this neighborhood offers easy access to local dining and entertainment options, perfect for exploring.

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!

Apartment in University City

Relax in this cozy 2nd story queen bedroom apartment, located just 5 minutes from Clayton, the Delmar Loop, and Washington University. This beautiful all-brick home sits in a quiet neighborhood. Enjoy free street parking and a smooth, self-check-in process. The secluded area offers easy access to great restaurants, grocery stores, and more. A peaceful retreat with everything you need nearby for a comfortable stay.

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.