Holiday houses in Overland

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Top-rated holiday rentals in Overland

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Guest favourite

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, 439 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.

Top Guest favourite

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 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, 661 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

An open-concept living area features a dark blue couch and a granite-topped coffee table. The kitchen showcases modern appliances and seating for two. A bright bedroom contains a spacious bed, complemented by colorful artwork above it. Large windows provide natural light throughout.

Apartment in Central West End

4.87 out of 5 average rating, 101 reviews

Welcoming Downtown West Suite- King w/ Patio (223)

Enjoy your stay in one of our corporate housing retreats! Great housing option for anyone looking to stay in town for short or long-term periods of time! Fully equipped with all of your basic amenities and a few extras! We proudly boast a comfortable and enjoyable stay, all in the heart of PRIME Central West End St Louis! This location is great for anyone who wants to be located close to: - Barnes Jewish Hospital - SLU - Wash U - The Zoo - Nightlife - Downtown festivities and so much more!!

Top Guest favourite

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, 178 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 favourite

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, 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

4.81 out of 5 average rating, 37 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.

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

4.99 out of 5 average rating, 481 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.

Apartment in St. Louis

4.9 out of 5 average rating, 108 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!