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 favourite

A well-lit living area features a dark leather sofa adorned with colorful cushions, complemented by a wooden coffee table and a blue area rug. Artwork and decorative accents enhance the space, with sunlight filtering through the windows, creating a warm, inviting atmosphere.

Apartment in Maryland Heights

4.87 out of 5 average rating, 169 reviews

KingBed Comfort-Prime Location Near CreveCoeurLake

Discover your ideal retreat in this newly renovated 2-bedroom apartment, nestled in a charming and cozy building in Maryland Heights. Just moments from Creve Coeur Lake, West Port Plaza, Hollywood Casino & Amphitheater, and the historic charm of St. Charles, this inviting space offers easy access to top dining and entertainment options. Whether you're visiting for a weekend getaway or an extended stay, every detail has been thoughtfully designed to ensure your comfort, relaxation, and enjoyment.

Guest favourite

A living area features a comfortable gray sofa and two red accent chairs, inviting relaxation. A coffee table sits in the center, complemented by a soft area rug. Natural light filters through a window, covered by light curtains, enhancing the cozy atmosphere.

Condo in University City

4.9 out of 5 average rating, 294 reviews

Modern Condo on Delmar Loop; Central to Everything

This absolutely stunning condo in the Delmar Loop are has everything you could need. Located only 100 feet from Delmar and a short walk to WashU Campus or Forest Park. Metro Link is only a 10 minute walk away. Perfect for visits to WashU for college visits and graduations! The Pageant and Delmar Hall making this the perfect condo to stay in to see your favorite band! One off-street parking spot in a gated parking lot. The entire condo community is gated & equipped with video surveillance.

Guest favourite

A rustic living area features a large stone fireplace with a cozy fire and a wall-mounted television displaying a program. Comfortable seating includes a grey sofa and a round table for dining. Decorative items add character to the room.

Guest suite in Saint Charles

4.93 out of 5 average rating, 108 reviews

The Luxury Lodge in St. Charles

The Luxury Lodge is a Private Residence at Rear of Property with Private Keypad Door Entrance, Private Parking, Outdoor Deck, Dog Run Line and 1/2 acre Fenced Backyard. Kick back & relax in this serene, spotlessly clean, stylish luxury & country living in St. Charles, MO w/ Great Scenic View. Dog friendly, comfy Queen Size Bed, Love Seat, Queen Sleeper Sofa, Large Stone Fireplace, Huge Bathroom, Rain Shower, Private Powder Room, Large Screen TV, Cable & Streaming, Kitchenette, Fridge & Dresser.

Top guest favourite

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, 662 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!

Guest favourite

The living area features a comfortable sofa angled towards a decorative fireplace. An elegant armchair is positioned nearby, and a dining area with a chandelier is visible through an archway. Large windows framed by dark curtains allow natural light to fill the room.

Apartment in Southwest Garden

4.93 out of 5 average rating, 313 reviews

Historic Victorian comfort Safe Neighborhood

First, check out all 4 of our private 5 Star listings that creatively combines the old with the new. If one is unavailable, check the others by going to “My Profile” and scrolling down until you see all 4. This Historic building; built in 1896 has changed missions through the years; From church, to merc. Trade, to grocery store; quite the history have graced these walls. You’ll love our safe, Southwest Gardens area; next to the famous “Hill” offers unmatched restaurant, shops, bakeries

Top guest favourite

A modern kitchen area features white cabinetry and a kitchen island with three cushioned stools. Pendant lights hang above the island, illuminating the space. A doorway leads to another room, with a glimpse of additional kitchen appliances visible in the background.

Apartment in St. Charles Historic District

4.94 out of 5 average rating, 381 reviews

Christmas Getaway in Historic 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.

Superhost

A cozy living room features a large sectional sofa, complemented by soft blankets and decorative pillows. A wooden coffee table is positioned at the center, with a rug showcasing intricate patterns. A flat-screen TV is mounted on the wall, providing modern entertainment options.

Apartment in St. Louis

4.85 out of 5 average rating, 41 reviews

Cozy Retreat St. Louis County Apartment

Our latest apartment ideal for traveling professionals, travel nurses, and doctors. Cozy all brick apartment 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.

Superhost

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 homes in Saint Ann

4.88 out of 5 average rating, 240 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

A spacious living area features a mounted television above a wooden media console. Light-colored walls and hardwood flooring create an airy ambiance. A comfortable sofa is accompanied by a coffee table, while a ceiling fan adds to the inviting atmosphere. The open layout leads to a well-equipped kitchen.

Home in Saint Ann

4.82 out of 5 average rating, 39 reviews

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.

Guest favourite

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

4.93 out of 5 average rating, 123 reviews

Family & Pet Retreat Near STL Airport & Highways

10% of our net profits support local rescues & animal outreach! 🐾 Pet-friendly 2-bed, 1-bath home with fenced yard, coffee bar, and dog gear—bowls, toys, waste bags. Bring up to 2 friendly pups ($85 per pet). Near highways 364, 170 & 70. 6 mins to UMSL, 9 mins to Lambert Airport, 12 mins to Delmar Loop, 15 min to STL Zoo & The Hill, 20 min to hospitals( Barnes Jewish/Childrens) & Arch. *Due to local Airbnb regulations, guests must provide some additional info after booking.

Guest favourite

A bright sleeping area features a spacious bed positioned against a soft blue wall. Two bedside tables with lamps flank the bed. A round mirror hangs above a small armchair in the corner, while a patterned area rug adds warmth to the wooden floor.

Apartment in North Hampton

4.94 out of 5 average rating, 94 reviews

Fresh Studio in North Hampton Neighborhood

Come solo or with a friend or partner and enjoy a stylish experience at this freshly renovated and centrally-located place. Quiet space within 15 minutes of the St. Louis Arch, Cardinals baseball, Blues hockey, and the night life of Downtown, Soulard, and The Hill to name a few. Perks: Free parking, high speed internet, queen size bed, coffee, and more. Thanks in advance for funding my addiction to the many flavors of gooey butter cake from Russell’s Cafe and Bakery.

Guest favourite

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 St. Louis

4.89 out of 5 average rating, 218 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