Holiday rentals in Hollywood Heights

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hollywood Heights

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

Wooded Oasis Free Bottle of wine+brkfst+golf

Modern 1-bedroom metropolitan St. Louis area Airbnb just 5 minutes from Downtown STL, tucked away in a peaceful setting. Outdoor fire pit, and mini-golf/driving mat. Perfect for couples, romantic getaways, weekend escapes, & business stays. Enjoy complimentary bottled water, continental breakfast (packaged muffins)&wine.Memory foam mattress, luxury multifunction shower, Private parking included. Enhance your stay w/ special occasion décor, charcuterie boards, and romantic picnic dinner baskets.

4.85 out of 5 average rating, 150 reviews

Top guest favourite

A round wooden dining table surrounded by four chairs is featured in the foreground. The kitchen is visible in the background, showcasing light-colored cabinets and stainless steel appliances. A breakfast bar with additional seating is located beside the kitchen area.

Home in Granite City

Cozy 2-bedroom home minutes from ST. Louis, MO

Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

4.97 out of 5 average rating, 257 reviews

Top guest favourite

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.

Guest suite in Belleville

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!

4.95 out of 5 average rating, 259 reviews

Guest favourite

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.

Home in Caseyville

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.

4.87 out of 5 average rating, 123 reviews

Top guest favourite

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.

4.99 out of 5 average rating, 163 reviews

Guest favourite

A charming white house features a welcoming front porch with a gently sloped walkway leading to the entrance. The façade is complemented by three arched windows, and a white picket fence encloses the front yard, which is well maintained with a grassy area.

Home in Belleville

Whitestone Place: gorgeous, historic, updated home

3 bedroom home in the heart of historic Highland neighborhood in Belleville. Less than one mile from downtown historic Main Street, a quaint city area with charming shops and restaurants. Indoor fireplace, patio area with fire pit, and outdoor dining area. Chess and backgammon table in living room. 5 miles from Eckert’s Farm and other farms and orchards. 25 min drive to St. Louis city. Close proximity to Belleville metro link station, public transport to downtown St. Louis city life!

4.94 out of 5 average rating, 189 reviews

Guest favourite

A cozy living room features a red sofa and a gray sofa, complemented by decorative cushions. A glass coffee table with an ornate metal frame sits in the center. Soft lighting from a floor lamp creates a warm ambiance, with two green curtains framing a small shelf in the background.

Home in Fairview Heights

3 BR, 2 Bath on acre wooded lot 12 mins from STL!

Enjoy the feeling of seclusion without sacrificing convenience!!! This 3 bedroom, 2 bathroom home sits on more than an acre wooded lot just 12 minutes outside of downtown St. Louis and is a short walk from the Fairview Heights metro link. Hop on the metro and jump anywhere from Scott Air Force Base to SWIC, or head west to the St. Louis Arch or airport. A fenced-in backyard, swing set, and sprawling field adjacent to the home offers enjoyment for the whole family, including your pets.

4.86 out of 5 average rating, 108 reviews

Guest favourite

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.

Home in Caseyville

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.

4.83 out of 5 average rating, 121 reviews

Top guest favourite

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.

4.96 out of 5 average rating, 615 reviews

Guest favourite

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.

Home in Caseyville

Private House - Sleeps 8 - 13 Min to Downtown STL

Built in 1851 and fully updated, this 3BR/2BA home sleeps 8 and gives you space to chill, crash, and kick back in style. Pre-game on the porch, stream movies with fast Wi-Fi, cook in a killer kitchen, and hit downtown St. Louis in 13 minutes—Arch, bars, concerts, games, all easy. Way more room and way cooler than a hotel. Perfect for Families, Friend Groups, and More. You’ll get way more than you paid for. Laundry/Plenty of Parking/Coffee Bar/Essentials

5.0 out of 5 average rating, 10 reviews

Superhost

Home in Glen Carbon

Historic Guest House (4 Queen beds)

This house is located in wooded area yet next to all the amenities that City of Glen Carbon and Edwardsville can offer. Madsion County bike trail touches front of house. St Louis downtown and Arch is just about 18 minutes reach. This beautiful and peaceful house is surrounded by nature. Enjoy cup of coffee or tea with wake of bird chirp. Deer sighting is common. In the spring you can see flock of turkey early in the morning. Pets are not allowed.

4.93 out of 5 average rating, 15 reviews

Top guest favourite

Home in Lebanon

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 15 minute drive to Scott AFB, 10 minutes to MIdAmerica Airport, and 30 minutes to St. Louis.

5.0 out of 5 average rating, 552 reviews