Vacation rentals in Overland

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Top-rated vacation rentals in Overland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A modern kitchen area features a contrasting blue cabinetry and wood paneling. A granite countertop adds a stylish touch, complemented by a small sink and utensils displayed in a white container. Natural light enters through a sliding glass door, enhancing the space.

Home in Saint Ann

4.88 out of 5 average rating, 60 reviews

Lower Level Layover

Keep it simple at this peaceful and centrally-located place. Located only 6 minutes to the airport. To accommodate our guests we are also happy to drive them to and from for short trips. Our home is walking distance to an AMAZING local cafe- the Sweet Spot! This is the lower level of our home. You will have full access to the lower level and it is completely separate. Entrance is around back through the walk out basement. Sometimes our small girl dogs will be out in the backyard which is shared

Top guest favorite

The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.

Home in Saint Charles

4.97 out of 5 average rating, 740 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Top guest favorite

The exterior of a historic two-family brick home is visible, featuring a spacious front porch with seating and a vibrant red door. Lush greenery and landscaped bushes frame the steps leading to the entrance, while neighboring buildings exhibit classic architectural style.

Apartment in St. Louis

4.94 out of 5 average rating, 591 reviews

3-bdrm apt near Pageant, Wash U, Forest Park, Loop

Three bdrm, top floor apt. with private entrance in our home. Roomy, comfy, well-furnished with everything you need. Walk to Pageant, Delmar Hall, WashU, Blueberry Hill, Salt&Smoke, MagicMiniGolf. CVS, grocery, restaurants and shops on the Delmar Loop. Or stroll our leafy streets to Forest Park, built 1904 for a World’s Fair, now a first-class museum, zoo, golf course, boat rental. Easy access via metro train or Uber/Lyft to airport, baseball, hockey, live music clubs, City Museum, the Arch.

Guest favorite

A vibrant living area features bright green sofas with pink accent pillows positioned around a colorful area rug. An archway leads to a dining space with orange chairs, while blue walls and purple curtains add modern charm.

Bungalow in St. Louis

4.92 out of 5 average rating, 132 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!

Guest favorite

Apartment in St. Louis

4.89 out of 5 average rating, 775 reviews

Historic, Rustic, central, safe 1st floor apt

NEWLY REMODELED, 1st floor, private studio in the safe Southwest Gardens neighborhood 1 block from the famous Hill area of South St. Louis. Minutes from downtown, this rustic cabin is walking distance from dozens of the best Italian restaurants St. Louis has to offer. Queen bed and sofa sleeper sleeps 4. No smoking inside. ***We have 3 other private 5-star listings in the same location. See my profile and scroll down to see them. You wont be disappointed with any of our listings

Guest favorite

A charming two-story house features a gray exterior, framed by vibrant trees in autumn hues. Large windows allow natural light to enter, and a welcoming entrance hints at the cozy space within. A stone pathway leads up to the home, surrounded by a rustic landscape.

Tiny home in Saint Ann

4.88 out of 5 average rating, 272 reviews

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.

Superhost

The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.

Home in Fairview Heights

4.86 out of 5 average rating, 130 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Guest favorite

A cozy seating area is seen with a black leather couch positioned beside a small table. A lamp provides illumination, while vertical blinds allow filtered light to enter through the window. The flooring is light-colored, enhancing the room's spacious feel.

Home in St. Louis

4.86 out of 5 average rating, 123 reviews

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

Top guest favorite

The living room area features a comfortable couch adorned with colorful cushions. A large television is mounted on the wall, while a small bar area with high stools provides a transition to the kitchen, which is visible in the background.

Home in St. Charles Historic District

4.99 out of 5 average rating, 105 reviews

Cottage on Historic Main St- Low Cleaning Fee

MESSAGE FOR DISCOUNT ON SHORT STAY Walk to EVERYTHING in Historic St. Charles! Updated 2BR/1BA just steps from Main Street dining, shops, nightlife & Ameristar Casino. Only 12 mins to STL Airport. Fast Wi-Fi, Smart TV, full kitchen, free parking & keyless entry. Perfect for couples, business trips & weekend getaways. Safe, stylish & unbeatable location. Sits right on Main Street, plenty of parking. Walkout the front door and you are on Main Street! Checkout the reviews!

Superhost

A bright kitchen featuring light green cabinetry and white countertops. An island with a circular design provides additional workspace. Natural light filters through the shutters above the sink, illuminating the dining area with a wooden table surrounded by four chairs.

Home in Creve Coeur

4.86 out of 5 average rating, 229 reviews

Home away from Home St. Louis Cnty Ladue Schools

15 min to Norwood Hills CC. Centrally located in Safe St. Louis County, Olivette/Creve Coeur area near many attractions, businesses, Universities, etc. Harkte Nursery is 2 houses away with farm fresh produce!! Lambert Intl Airport 13 min 7.7 miles Busch Stadium and St. Louis Ballpark Village, The Arch 20 min 13.8 miles Washington University 13 min 6.4 miles St Louis University 10 min St Louis Zoo, Forest Park, Science Center, Art Museum

Superhost

A lively living space is accented by a coral-colored sofa adorned with a mix of colorful cushions. A round dining table with red chairs is visible, alongside a wooden coffee table. Bright light filters through sheer curtains, enhancing the inviting atmosphere.

Home in St. Louis

4.91 out of 5 average rating, 32 reviews

International Airport Lambert Home 2BR

Welcome to Mabel’s Cottage. This charming 2BR home is minutes from STL airport. Each bedroom has a plush memory foam king bed. Perfect place for family and friends. **LOCAL GUEST & NO-PARTY POLICY:** Parties or gatherings are strictly forbidden. Local bookings are generally not accepted. Exceptions are for verified emergencies with prior approval. Unapproved local bookings may be cancelled immediately, with financial responsibility per Airbnb policy.

Superhost

A spacious living area is highlighted by a dark fireplace and a large flat-screen television mounted on the wall. Soft blue furnishings, including a sectional sofa and armchairs, provide comfortable seating. A dining area is visible in the background, complemented by natural light filtering through the windows.

Home in University City

4.93 out of 5 average rating, 30 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!