Holiday rentals 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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Guest favourite

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, 67 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 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, 750 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

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, 153 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 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, 134 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 Saint Ann

4.88 out of 5 average rating, 275 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

4.87 out of 5 average rating, 135 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 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

4.86 out of 5 average rating, 125 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, 190 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

A modern living area features a wooden coffee table with a circular tray holding a plant, candle, and coasters. A large television displays serene mountain scenery against a clear blue sky, complemented by wall-mounted shelves adorned with greenery. The space feels bright and inviting.

Flat in Maryland Heights

4.92 out of 5 average rating, 73 reviews

Luxury Modern Apt| KingBed| 5 Min Creve Coeur Lake

Discover your ideal getaway in this beautifully renovated 2-bedroom apartment, nestled in a charming building in Maryland Heights. Perfectly located just minutes from Creve Coeur Lake, Hollywood Casino & Amphitheater, and the historic streets of St.Charles, you'll enjoy effortless access to a wide array of dining and entertainment options. Whether you're planning a weekend escape or an extended stay, this thoughtfully designed space ensures comfort and relaxation at every turn.

Guest favourite

Home in The Hill

4.96 out of 5 average rating, 147 reviews

The Chocolate Suite - Walkable and Peaceful

The Space and Amenities * Built in 1918, this charming, century-old house features original character and is located in the historic "Little Italy" of The Hill. * The master suite includes a super plush queen-size bed, TV, Blu-ray player, large closet, and a dedicated workspace with a desk and supplies. * A second bedroom is available via a queen-size sofa sleeper in the living room, which can be made private with French doors and room-darkening shades .

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, 230 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 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!