Holiday houses in Overland

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Top-rated holiday rentals in Overland

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

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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, 755 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!

Superhost

A light-filled bedroom features a spacious bed layered with a soft blanket and decorative pillows. A vase with flowers sits on the nightstand next to a wall-mounted lamp. Windows dressed with floral curtains provide views of the neighborhood.

Home in St. Ann

4.78 out of 5 average rating, 116 reviews

Cozy Cottage in the City

This stylish place is perfect for your stay while in St. Louis. Whether here for family or business, this home is conveniently located just 15 minutes to Clayton, 20 min to downtown & the Central West End, or 15 minutes to St. Charles County. With only a 7 min drive (if you drive slow!!) to the airport, this 2 bedroom, 1 bath boasts a spacious kitchen, living room, & dining room for your stay-however long it may be! Please note that the piano in the photos is not available for guests to play.

Guest favourite

A spacious bathroom features a freestanding bathtub surrounded by natural stone walls. A walk-in shower with a glass panel is visible alongside a modern sink. Warm lighting hangs above, and a potted plant adds a touch of greenery, enhancing the serene atmosphere.

Home in University City

4.92 out of 5 average rating, 154 reviews

Tranquil three-bedroom home in central St. Louis

Welcome to Spa 7748! Relax and enjoy the quiet, tranquil space we have to offer you. Three bedrooms, two full baths, laundry room, work out area, media/office area, fully equipped chef’s kitchen, two fireplaces, covered patio, outdoor fire pit, driveway parking, and street parking. Centrally located in University City, which is just minutes from the downtown Clayton business/entertainment district, Washington University, Fontbonne University Downtown STL, Central West End, The Grove, Dogtown.

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

4.88 out of 5 average rating, 201 reviews

Stunning Modern Apt| King bed 5 min CreveCoeurLake

Experience luxury and style in our St. Louis home. This second-floor residence features 2 modern bedrooms, a cozy living room, a fully equipped kitchen, a stylish bathroom, and a dedicated workspace with high-speed WiFi- blending comfort and elegance. Located in a secure Maryland Heights community, just minutes from Creve Coeur Lake, Westport Plaza, Hollywood Casino & Amphitheatre, and historic St. Charles. With plush bedding, premium amenities, and ample parking, we promise a seamless stay!

Superhost

A bright living room features large windows draped in sheer curtains, allowing natural light to fill the space. A comfortable gray sofa is complemented by an accent chair and a decorative rug, with a coffee table at the center adorned with minimal decor and greenery.

Apartment in University City

4.89 out of 5 average rating, 142 reviews

Renovated U. City/Clayton Luxe Condo

Welcome to my apt in the U. City/Clayton area! We own the building and renovated this 3BR, 1BA spacious, airy and bright space for you. An attached garage space underneath the building w/ direct connection to the apt . Enjoy the benefits & skip the hassle, in a quiet building w/ modern furniture. Sleeps 6 but book w/ 2 other listing in this building for up to 18 total. Looking for a vehicle to rent? Link: https://turo.com/us/en/minivan-rental/united-states/st-louis-mo/toyota/sienna/1169950

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, 135 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 favourite

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 St. Ann

4.89 out of 5 average rating, 279 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.

Guest favourite

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

4.87 out of 5 average rating, 127 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

Guest favourite

Home in St. Louis

4.96 out of 5 average rating, 194 reviews

Great Fam Friendly Home w/ Lrg Deck & Yard

**FAMILY FRIENDLY** (See details for the items avail for families) This 2 bedroom home has everything you need for a relaxing trip! Fully updated with stylish and comfortable furniture and decor. Fully equipped kitchen and an amazing backyard/deck. Quiet street by one of the best Mexican restaurants in St. Louis - Hacienda - (can walk 2 min there) Close to everything! 13 minutes to the St. Louis Zoo 10 minutes to The Magic House 15 minutes to Busch Stadium & Union Station

Guest favourite

Home in St. Louis

4.89 out of 5 average rating, 38 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

4.94 out of 5 average rating, 31 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!

Top Guest favourite

A bright living space is presented with a comfortable gray sofa and a round wooden coffee table. A washer and dryer are situated under the staircase, and two potted plants enhance the decor. Natural light enters through multiple windows, illuminating the area.

Cottage in Maplewood

4.98 out of 5 average rating, 542 reviews

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.