Holiday rentals in Hollywood Heights

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Top-rated holiday rentals in Hollywood Heights

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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
4.83 out of 5 average rating, 115 reviews

Peaceful views and plenty of room for everyone

Escape to 132 Long Branch Lane, a private waterfront retreat offering the perfect mix of country serenity and city convenience! This spacious 3-bedroom, 2-bath home sits on a beautiful 7-acre pond, with water views on three sides—ideal for relaxing, fishing, or simply enjoying nature. Located just off Historic Route 66 and near major interstates, you’ll have quick access to Gateway Center in Collinsville, Cahokia Mounds State Historic Site, Busch Stadium, and Grizzlies Stadium for baseball fans.

Top guest favourite
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.
Flat in Glen Carbon
4.93 out of 5 average rating, 408 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.

Top guest favourite
Home in Granite City
4.97 out of 5 average rating, 244 reviews

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.

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
4.94 out of 5 average rating, 251 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!

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
4.87 out of 5 average rating, 98 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.

Top guest favourite
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
4.99 out of 5 average rating, 158 reviews

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.

Guest favourite
An open-concept kitchen and dining area features warm wooden cabinets and a round dining table with matching chairs. The space is illuminated by natural light from skylights and windows, with seating arrangements visible in the background. A cozy living area is positioned to the right.
Farm stay in Pocahontas
4.93 out of 5 average rating, 273 reviews

Hilltop Ranch Home on 25 acres bathed in starlight

Welcome to our Hilltop Ranch Home! You will find a relaxing getaway for your entire family or several couples. There is 1800 sq ft on the first floor including a master bedroom with ensuite bathroom boasting a jacuzzi tub, a fully stocked kitchen, gas fireplace, and an attached 2-car garage. In the walkout basement, there is a fourth bedroom, full bath and a TV area. A patio adjoining the dining room, a charcoal grill, and full-size hot tub-all perfect for entertaining your whole group.

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
4.86 out of 5 average rating, 129 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.

Superhost
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
4.85 out of 5 average rating, 103 reviews

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.

Guest favourite
A spacious living area features hardwood flooring and a cozy fireplace. A comfortable sofa and wooden coffee table are positioned near a rustic accent wall. The open kitchen is visible in the background, and large artwork depicting wildlife enhances the decor.
Flat in Soulard
4.92 out of 5 average rating, 147 reviews

Rustic Lodge • Walk to Bars • Fiber 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 89.

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
4.96 out of 5 average rating, 584 reviews

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.

Top guest favourite
Home in Glen Carbon
4.93 out of 5 average rating, 101 reviews

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