Vacation rentals in Overland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Overland

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

%{current} / %{total}1 / 1

Guest favorite

A well-lit guest room features tall vaulted ceilings with exposed wooden beams and skylights. A cozy bed is adorned with patterned bedding, while decorative plants are placed around the space. Large windows allow natural light to fill the room, complemented by soft curtains.

Home in Bevo Mill

4.9 out of 5 average rating, 438 reviews

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.

Guest favorite

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, 168 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.

Top guest favorite

Colorful flowers and greenery line the flower bed in front of the cottage. Several flowering plants are visible, accompanied by neatly trimmed boxwood shrubs. The pathway is paved, leading up to the home's entrance, with a mix of sunlight and shade enhancing the natural landscape.

Home in Southwest Garden

4.95 out of 5 average rating, 133 reviews

New: Cozy Cottage Near The Hill

Enjoy full access to this adorable cottage, also known as “The Blue Abode.” It is a small house with a large fenced-in backyard, and 2 off-street parking spaces nestled along the 15-acre Sublette Park in Southwest Gardens, within walking distance to restaurants and shops on The Hill. Freshly updated with modern renovations and stylish furnishings, this cozy pet-friendly home ($100 pet fee) is perfect for a solo traveler and spacious enough for up to 4 guests. Body wash and shampoo dispenser.

Top guest favorite

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, 292 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.

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

4.98 out of 5 average rating, 658 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 favorite

A charming brick exterior is shown, featuring a covered front porch with steps leading to the entrance. Lush greenery surrounds the house, complemented by a well-maintained lawn and a tree partially obscuring the view. The sky appears bright and clear with scattered clouds.

Home in Dogtown

4.91 out of 5 average rating, 136 reviews

Dog Friendly! Dogtown Getaway Mins from Zoo

Relax with the whole family in this peaceful 1 bedroom home in the highly desirable Dogtown neighborhood in St.Louis. The home is located just minutes away from the amazing St.Louis Zoo, historic Forest Park and some of the best restaurants in town. Getting around to the other sights in town will be easy with hwy 40 and 44 just minutes away as well! With a giant king bed, high speed internet, free parking, and a big private fenced in backyard this house can easily be your home away from home!

Top guest favorite

A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.

Apartment in North Hampton

4.99 out of 5 average rating, 177 reviews

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.

Top guest favorite

A brick home with a sloped roof is shown from the front, featuring a pathway lined with greenery leading to the entrance. Two chimneys rise above, and the yard is well-maintained with shrubs and flowers. The sky is partly cloudy, adding to the serene ambiance.

Guest suite in Lindenwood Park

4.93 out of 5 average rating, 361 reviews

Home Suite Home

A NEIGHBORHOOD home with a small town vibe. NO PARTIES tolerated!!!!! OPEN ALL PHOTOS TO READ PHOTO DETAILS. A PRIVATE BASEMENT SUITE with: PRIVATE Entry, Living Room, Bedroom, Full Bath, Kitchenette, Yard/Patio; walk to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails; 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, and major attractions; and major US Highways. *SEARCH from 3915 Watson Rd, 63109 for travel distances.

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 home in Saint Ann

4.88 out of 5 average rating, 239 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.

Top guest favorite

The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.

Home in Dittmer

4.96 out of 5 average rating, 536 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

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

4.93 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 favorite

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

4.88 out of 5 average rating, 217 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