Holiday rentals in Overland

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Top-rated holiday rentals in Overland

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Guest favourite
Home in Bevo Mill
4.9 out of 5 average rating, 462 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 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, 696 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 favourite
A cozy living area features a modern sofa adorned with decorative pillows, complemented by stylish armchairs. A stone fireplace serves as a focal point, with a TV mounted above it. Natural light filters through window shutters, illuminating the warm wooden floor.
Flat in Forest Park South East
4.92 out of 5 average rating, 213 reviews

The Boho-Grove Apartment

Enjoy a stylish experience at this centrally-located place. Warm colors and good vibes offer a retreat after a long day at work. Recharge your batteries on the ultra comfortable memory foam mattress, comfy couch with big screen, and loungy kitchen to entertain guests. If cooking is your zen, the cupboards are filled with all you need to design your next meal-creation. The Grove is in close proximity to Forest Park, BJC, Wash-U, SLU & The Central West End, Botanical Gardens & Tower Grove Park.

Top guest favourite
A formal dining area is presented with a wooden table set for four, surrounded by comfortable chairs. A woven area rug covers the warm wooden floor. Bright natural light streams through large windows, illuminating the space, which is accented by a bold orange feature wall.
Home in Princeton Heights
4.99 out of 5 average rating, 186 reviews

South Hampton Hideaway-King Bed-2BR-Close to parks

Home was unavailable for the past 12 months. Enjoy your stay in this comfortable, and historic second floor duplex in one of St. Louis City’s safest neighborhoods! This home is centrally located, a short walk or drive from parks, restaurants, and local attractions. Minutes away from everything! This spacious 1400 sq/ft home is full of warm and welcoming boho chic décor. King memory foam bed and queen Casper hybrid mattress. Fully equipped kitchen and coffee bar. Wifi and parking are included!

Top guest favourite
The living room features a cozy arrangement with a dark gray sectional couch adorned with cushions and a throw blanket. A wooden console table holds a table lamp, while natural light filters in through large windows, illuminating the textured area rug and simple decor.
Flat in North Hampton
5 out of 5 average rating, 248 reviews

Centrally Located Mid-Century Modern Retreat

Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Superhost
A well-lit interior space features warm wooden flooring and a soft area rug. Natural light filters in from a nearby window, enhancing the inviting atmosphere of the room. The layout suggests a cozy and functional space suitable for relaxation or entertaining.
Home in St. Louis
4.79 out of 5 average rating, 239 reviews

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

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, 254 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, 111 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
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, 127 reviews

Dog-Friendly Home w/ Fenced Yard Near Airport

Dog-friendly home with a private fenced yard and fast Wi-Fi — perfect for family visits and dog owners visiting St. Louis. Set in a quiet, safe neighborhood with easy access to STL Airport, major highways (364, 170, 70 & 270), hospitals, dining, and downtown. Enjoy comfy beds, a fully equipped kitchen, in-unit laundry, and a cozy work-friendly setup. Dogs are welcome, and 10% of net profits are donated to local animal outreach efforts.

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, 504 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.

Guest favourite
A cozy sleeping area is presented with a spacious bed covered in dark bedding. A full-length mirror leans against the wall, reflecting the soft overhead light. Thick curtains adorn the window, and a decorative rug covers the floor.
Flat in St. Louis
4.89 out of 5 average rating, 117 reviews

The Amelia

Cozy studio apartment in Saint Louis close to the Saint Louis International Airport. You’ll be approximately 20 minutes from almost anywhere in Saint Louis: Downtown, Delmar Loop, Zoo, Science Center, Aquarium, shopping centers, and SO much more! With a gated entrance to the property, private keypad entrance, and security cameras this is a perfect place for those looking for a secure place to stay while visiting Saint Louis!

Top guest favourite
An outdoor seating area features several cushioned chairs arranged around a coffee table, situated on a paved surface. Lush greenery surrounds the area, while a wooden staircase leads to an elevated deck, softly illuminated by string lights above.
Flat in St. Louis
4.98 out of 5 average rating, 449 reviews

Large, Woodsy, Warm and Inviting | Cozy 2BR Apt

Tucked in a quiet neighborhood near the Delmar Loop, this 2-bedroom, 1-bath apartment offers a stylish and comfortable retreat. Enjoy a fully stocked kitchen with stainless steel appliances, a record player, and a 55” Google TV for streaming. Step outside to a shared patio with seating, outdoor dining, and a kids’ playground. Additional amenities include a dedicated workspace and in-house washer/dryer.

Popular amenities for Overland holiday rentals

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