Holiday rentals in Hollywood Heights

Guest suite in Belleville

The Midcentury Modern Architecture Museum is presented in a single-story building, showcasing clean lines and large windows. Surrounding the museum is a well-maintained lawn, featuring various trees that provide shade, with a sign indicating the museum's name at the entrance.

4.94 out of 5 average rating, 252 reviews

Aunt Vi's Apt by Belleville Historical Society

Studio apartment furnished in authentic mid century style. Licensed and inspected. 15 minutes from downtown St Louis with the Arch, Busch Stadium, home of the Cardinals, Cahokia Mounts historical site, 15 min. from historic downtown Belleville, world famous Art on the Square. Apartment minutes from locally owned shops, restaurants and brew pub. Appropriate for world travelers interested in architecture, tour the in progress MidCentury Architecture Museum right outside your turquoise door!

A spacious living area features a comfortable seating arrangement with a brown sofa and a bright yellow chair. A round coffee table is centered on a patterned area rug, with natural light filtering through large windows dressed in light curtains. A flat-screen TV is mounted on the wall.

4.88 out of 5 average rating, 108 reviews

The Maple Cottage

Enjoy a stylish Two bedroom cottage Nestled in the backroads of Caseyville, our charming house offers the perfect blend of comfort and convenience. The Maple Cottage is just a stone's throw away from I64 and a vibrant shopping district in Fairview Heights, making it easy to explore local boutiques, restaurants, and entertainment options. The cottage features a comfortable living area, a fully equipped kitchen for your culinary adventures, and a peaceful bedrooms designed for restful nights.

4.99 out of 5 average rating, 106 reviews

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.

Home in Edwardsville

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 quiet neighborhood full of friends 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.

4.99 out of 5 average rating, 161 reviews

The cabin displays a rustic design with wooden logs and a stone chimney. A well-maintained lawn, bordered by trees, leads up to a covered porch. Several outdoor chairs are arranged on the grassy area, providing a comfortable space for relaxation amidst nature.

Cabin in Belleville

Private cabin 3bd/2ba - 15min to STL & Scott's AFB

Hello! We have worked hard to make the cabin as cozy as possible! Privately located, on a 3 acre lot with everything you'll need! Close to Scott's AFB, and only 15minutes to downtown. 22$ Uber ride to Busch Stadium. The backyard sits up against 3 wooded acres. Wood burning fire place and fire pit in in back. King bed in master and downstairs with a queen in the loft. 65'' TV, Keurig maker, 5gal water dispenser, WiFi, full kitchen, + 2 washer/dryers. Professional clean before and after.

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.

4.96 out of 5 average rating, 617 reviews

Home in Dittmer

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

4.94 out of 5 average rating, 144 reviews

A serene lake scene is presented, reflecting vibrant colors of a sunset. Trees line the shore, silhouetted against the sky, while their shapes are mirrored in the still water, creating a peaceful ambiance.

Cottage in Millstadt

Lodge at Pine Lake - Hot tub, lake, pets welcome

Rooted by the water. Open to adventure. A place to slow down, reconnect, and make memories that last. Relax at Lodge at Pine Lake, a private two-bedroom retreat just 30 minutes from downtown St. Louis. Enjoy a full kitchen, Sleep Number bed, Smart TV, Wi-Fi, dedicated workspace, fire pit, gas grill, outdoor shower, and a private hot tub overlooking the lake. Pet-friendly, with catch-and-release fishing and watercraft plus nearby attractions. More than 2 guests and pets extra fee.

4.92 out of 5 average rating, 156 reviews

Flat in Soulard

Rustic Cabin • Walk to Bars • Fast WiFi • Laundry

Escape to Rustic Retreat in the heart of Soulard—St. Louis’ most walkable historic neighborhood. This cozy 1BR blends cabin-style charm with modern comfort: plush Queen bed, premium linens, fast fiber WiFi, Smart TV, full kitchen w/ Keurig, and in-unit washer/dryer. Step outside to Soulard Farmers Market, top bars, live music, and restaurants. Minutes to downtown, Busch Stadium, and the Arch. Perfect for couples, business travel, or weekend escapes. Walk Score 90. Book now!

4.89 out of 5 average rating, 236 reviews

A living area features a stylish gray sofa and a patterned armchair. A modern console table stands against a textured wall, accented by a wavy light installation. A green plant adds a touch of nature to the space, alongside decorative items on the table.

Tiny home in Alton

Romantic tiny home w/ hot tub

The ultimate tiny home retreat you’ve been waiting for. This 500 sqft carriage house was built in 1906! Lovingly and meticulously curated for a perfectly romantic stay. You’ll be a short drive from the always fun Fast Eddie’s Bonair or the gorgeous riverside views. Spend the day walking the Great River Road or trying local shops and restaurants. Looking to stay in? Your space has everything you need for a cozy meal in. Put on a record and relax in your private hot tub.

A serene view of a pond surrounded by lush greenery is captured from a wooden deck. The calm water reflects the trees and sky, while two chairs are positioned to create an inviting spot for relaxation and enjoying nature.

4.83 out of 5 average rating, 117 reviews

3BR Private Pond Retreat Near Route 66 -Fire Pit

Escape to this private 3-bedroom waterfront retreat set on a scenic 7-acre pond near Historic Route 66. Enjoy peaceful water views on three sides, a cozy fire pit with outdoor seating, and a dock perfect for fishing or relaxing. Inside, you’ll find spacious living areas, a fully equipped kitchen, and a comfortable layout ideal for families or groups. Conveniently located near St. Louis attractions, this home offers the perfect blend of quiet country charm and city access.

4.96 out of 5 average rating, 597 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.

4.93 out of 5 average rating, 107 reviews

A single-story home is shown with a light grey exterior and a well-maintained front yard featuring green shrubs. A carport is visible on the left side, while an American flag adds a touch of color near the entrance. Dense trees surround the property.

Home in Glen Carbon

Sunset Cottage - 2 King beds! Downtown Glen Carbon

Welcome to the Sunset Cottage, proudly located just off main street in Glen Carbon, IL. The house is walking distance to the Madison county Rail to Trail system (miles of paved bike, run, and walking path), Miner Park, and historic Glen Carbon. The home is also walking distance to many restaurants including Glen Carbon's gem, the Wooden Nickel. The house is a 6 minute drive to Southern Illinois University Edwardsville (SIUe) campus. Permit #2024-13

Popular amenities for Hollywood Heights holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Hollywood Heights

4.98 out of 5 average rating, 84 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 living area is furnished with a tufted sofa and a wooden coffee table positioned on an area rug. Light flows through sheer curtains, illuminating the space. A television is mounted on the wall, and a small decorative piece sits on the console table.

4.96 out of 5 average rating, 91 reviews

Bluebird Cottage

Superhost

Guest suite in Belleville

4.77 out of 5 average rating, 35 reviews

Belleville getaway

A charming front porch welcomes guests with two chairs and decorative elements. The white exterior of the house contrasts with lush green landscaping, featuring shrubs and flowers. A concrete walkway leads to the entrance, enhancing accessibility and inviting a warm visit.

5 out of 5 average rating, 10 reviews

Private House - Sleeps 8 - 13 Min to Downtown STL

Home in St. Charles Historic District

A cozy bathroom features a freestanding tub positioned near large windows, allowing natural light to illuminate the space. Rustic wooden beams create a warm ceiling overhead, while stone walls add textural contrast. A wooden stool holds decorative jars and a soft towel, enhancing the serene atmosphere.

4.98 out of 5 average rating, 46 reviews

Luxurious, spa-like retreat steps from Main St.

5 out of 5 average rating, 6 reviews

Home in Glen Carbon

Easy Highway Access house (3queen 2full size bed)

Superhost

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

4.88 out of 5 average rating, 86 reviews

"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).