Vacation rentals in Maryville

The exterior of a charming bungalow is illuminated at night, showcasing a welcoming front porch with rocking chairs. A large, circular wreath adorns the bright red front door. Nearby, an American flag gently waves, set against a backdrop of landscaped greenery.

4.99 out of 5 average rating, 74 reviews

Historic Leclaire Cottage on the Park

Be part of the Leclaire National Historic District by calling this timeless, updated 1927 bungalow home for two nights, two weeks or longer! This is a neighborhood full of friends of all ages who stop to chat in the twilight. Set your phone down, relax on the porch and let Leclaire take you to a simpler time. Inside, find two separate living rooms w/smart TVs. 2 Qn BDRMS downstairs, 2 twin beds upstairs. Full kitchen&bath stocked with essentials. Complimentary EV charging at N.O. Nelson campus.

Apartment in Edwardsville

A well-lit outdoor space is presented, featuring a wooden walkway leading to a cozy fire pit surrounded by natural landscaping. Soft string lights create a warm ambiance, enhancing the serene atmosphere of the wooded area, perfect for evening gatherings.

4.92 out of 5 average rating, 342 reviews

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Apartment in Southwest Garden

The living area features a comfortable sofa angled towards a decorative fireplace. An elegant armchair is positioned nearby, and a dining area with a chandelier is visible through an archway. Large windows framed by dark curtains allow natural light to fill the room.

4.93 out of 5 average rating, 268 reviews

Historic Victorian, Great neighborhood,2nd Floor

First, check out all 4 of our private 5 Star listings that creatively combines the old with the new. If one is unavailable, check the others by going to “My Profile” and scrolling down until you see all 4. This Historic building; built in 1896 has changed missions through the years; From church, to merc. Trade, to grocery store; quite the history have graced these walls. You’ll love our safe, Southwest Gardens area; next to the famous “Hill” offers unmatched restaurant, shops, bakeries

4.92 out of 5 average rating, 24 reviews

The kitchen features wooden cabinets and a window with a patterned curtain that allows natural light. A refrigerator, stove, and sink are included, along with a small round table. Essential appliances and utensils are visible, creating a functional cooking space.

Apartment in Saint Jacob

A Sweet Spot, catering to Traveling Tech/workers

One bedroom, full bath & kitchen, living room, washer & dryer, closet, Queen bed & deck overlooking lake. 2nd floor apartment over a garage/workshop. One flight of outdoor stairs to enter. Train track about 2 blocks away (maybe 3 trains a day). Approx 30 miles from the Arch & Downtown St. Louis; 25 miles from SIUE; one block from Metro bus stop, Dollar General & Quick Stop; 5 miles from St. Joseph Hospital, and Walmart; 15 miles to Anderson Hospital and 5 miles to I-70. Bank/ATM nearby.

The front of a cozy cottage features a covered porch with two black chairs positioned beside soft green shrubs. A gravel pathway leads to the entrance, while blurred trees and open space create a natural backdrop under a partly cloudy sky.

4.98 out of 5 average rating, 40 reviews

Cozy Chicken Cottage

Escape to your own peaceful oasis, where comfort meets tranquility, just steps away from a charming, rustic chicken coop. Immerse yourself in the serene sounds of nature on our tiny farm while you enjoy the fresh air. Start your day with a cup of coffee out on the front porch while you overlook our beautiful pond. Perfect for nature lovers, this peaceful hideaway invites you to unwind, recharge and connect with the rhythms of the country. 35 mins to downtown STL. 15 mins to Edwardsville.

Superhost

The covered porch features several seating options, including two chairs with cushions. A concrete walkway leads to a lush, green landscape adorned with various plants and trees. The porch offers a view of the surrounding woods, creating a tranquil outdoor space.

5 out of 5 average rating, 4 reviews

Cozy Edwardsville Retreat on Private Wooded Drive

In the woods on a private drive, this home is just a couple minutes from downtown Edwardsville. Cozy living room overlooking the woods with beautiful natural light. Two comfortable queen beds. An expansive kitchen that feels just like home with tons of counter space to prep. Beautiful dining room. Home office for remote work. Perfect for long stays! Your own personal wooded retreat w/ 3 covered porches + one expansive concrete patio. <5 min to downtown Edwardsville, <30 min to St. Louis.

Apartment in Edwardsville

A welcoming front porch features a sturdy wooden door with decorative glass panes. Two wicker chairs with plush cushions are positioned beside a small table, creating a cozy seating area. Natural light highlights the brick exterior and surrounding greenery.

4.98 out of 5 average rating, 117 reviews

Cozy Historic Downtown Edwardsville Charmer

Spacious and cozy with hardwood floors throughout. Beautifully restored to its original 1920’s glory. Set up to meet your needs. Clean, uncluttered spaces, full kitchen, Wi-Fi, and the basics for an easy stay. Third bedroom offers office space in addition to bunk beds. Relax on the front porch in this lovely neighborhood. Just a few blocks from main street’s offering of coffee shops, restaurants & entertainment. MCT bus stop across the street for easy access to SIUE & St. Louis.

A midcentury two-story house features a bright white exterior with black shutters contrasting against the structure. A decorative front door in a bright yellow hue is framed by an archway. The well-maintained yard displays green grass and trimmed shrubs along the walkway.

4.96 out of 5 average rating, 120 reviews

The Kansas Street Guest House

Enjoy all that Downtown Edwardsville has to offer while staying at a local, luxury accommodation within walking distance to all the action. Less than 0.2 miles from the Courthouse, cafes, bars, breweries and restaurants! Whether you are traveling for business or pleasure, the Kansas Street Guest House can connect you to one of the most charming small towns in the Midwest. We can help you create an incredibly memorable stay, one in which you can eat, drink, and LIVE like a local.

4.95 out of 5 average rating, 245 reviews

The exterior of the carriage house is displayed, featuring a charming entrance with a white front door and large windows. A wooden bench provides seating on the porch, and the garage door is painted in a contrasting color. Surrounding greenery enhances the inviting appearance.

Guesthouse in Mascoutah

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

4.95 out of 5 average rating, 62 reviews

A bright and airy living area features exposed wooden beams and large windows allowing natural light to fill the space. A cozy white sofa is positioned facing a wall-mounted television. A side chair and a small table are also present, enhancing the room's functionality.

Home in Caseyville

Downtown STL view with Free Bottle of wine+brkfst

Enjoy tranquility at our modern home tucked away in a private setting overlooking and 5 minutes from Downtown STL.Complementary bottled water, wine and continental breakfast will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress or enjoy a refreshing rain shower outdoors! Private parking. Play mini golf on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on’s available.

A charming brick house is set amidst a lush green lawn, with a walkway leading to the front door. Large windows frame the entry, and a tall chimney rises from the side, surrounded by mature trees providing shade.

4.92 out of 5 average rating, 147 reviews

Brick B&B - 3Bed 2Full Bath! Downtown Edwardsville

Welcome to the Brick B&B! Proudly located in Downtown Edwardsville, IL. This newly renovated house is located in a quite neighborhood, only 28 min drive from Downtown St. Louis. Enjoy a short walk or a quick drive to many local coffee shops, boutiques, spas, restaurants, and bars. Other local activities include: City Park only a 3 min walk, an entrance to the Madison County Transit bike path is a quick 6 min walk, & 10 min drive to SIUe campus. Permit # 031602

4.96 out of 5 average rating, 472 reviews

A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.

Cottage in Belleville

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

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Other great vacation rentals in Maryville

4.98 out of 5 average rating, 59 reviews

A modern living space is presented with a plush, dark sectional sofa and a tufted armchair. A coffee table sits centrally, accompanied by a small side table. The open layout reveals a kitchen area in the background, featuring bar seating and wooden cabinetry.

Home in O'Fallon

The Bungalow on Shiloh Heights Dr

A spacious living area features a dark floral mural, creating a unique focal point. A round black table sits in front of a soft, neutral-toned sofa. A tall mirror reflects natural light, while a stylish floor lamp adds warmth. Sheer curtains frame a large window.

Home in Soulard

4.68 out of 5 average rating, 79 reviews

Tranquil Soulard Haven with Backyard

Private room in Belleville

A dining area features a large wooden table surrounded by a cozy arrangement of cushioned seating with colorful pillows. Natural light filters through the windows, highlighting a collection of framed art and photographs on the wall, with a decorative jar and fruit displayed centrally on the table.

4.93 out of 5 average rating, 254 reviews

Cozy Private Suite nestled in Belleville

5 out of 5 average rating, 26 reviews

A cozy living area features a plush sofa and a light-colored area rug. A wooden bookshelf filled with framed pictures and decorative items adds warmth. Soft lighting is provided by a table lamp, and a small side table is positioned nearby, creating a welcoming space.

Apartment in Bunker Hill

The Loft

Superhost

A cozy bedroom features a wooden bed with light grey bedding and a neatly folded towel. A wooden desk and ergonomic chair are positioned beside a wall with exposed bricks. Natural light illuminates the space, highlighting the warm wooden flooring.

Private room in Central West End

4.8 out of 5 average rating, 154 reviews

Clean&Comfy:Forest Park, Zoo, Museums, Wash U,Arch

4.93 out of 5 average rating, 70 reviews

A light-filled living area features a gray sectional sofa adorned with decorative pillows. A coffee table with a light-colored surface sits in front, and a mounted television is visible on the wall. An open doorway leads into a kitchen area with dark cabinets.

Home in East St. Louis

"The Blue House", a home away from home. Located 7 miles from Ballpark village and one block from Frank Holton Park that has fishing and golf (with discount when you stay).