Holiday rentals in Hollywood Heights

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Top-rated holiday rentals in Hollywood Heights

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

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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, 432 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.

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
4.85 out of 5 average rating, 145 reviews

Wooded Oasis Free Bottle of wine+brkfst+golf

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St. Louis. Complimentary bottled water, continental breakfast (packaged muffins), and a bottle of wine pamper you the moment you arrive. Unwind in our luxurious multifunction shower and memory foam mattress. Test your swing on our scenic mini-golf/driving mat area or relax around the crackling outdoor fire pit. Spa and special occasion add-on packages available. Private parking.

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
4.95 out of 5 average rating, 257 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, 123 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
Cabin in Belleville
4.99 out of 5 average rating, 162 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.

Top guest favourite
Home in Dittmer
4.96 out of 5 average rating, 634 reviews

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!

Top guest favourite
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
4.94 out of 5 average rating, 145 reviews

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.

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, 121 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.

Guest favourite
The secluded treehouse is elevated among trees, featuring a wooden exterior with a pitched roof. A set of stairs leading to the entrance is visible. Surrounding foliage creates a natural and serene environment, while sunlight filters through the leaves.
Treehouse in Dittmer
4.83 out of 5 average rating, 189 reviews

The Den at Dittmer Hollow

Newly Updated** Enjoy the lovely setting of this romantic spot in nature, with a semi-primitive, modern cozy secluded treehouse in the woods! Explore 10 acres or wind down on the deck before relaxing in the *NEW* hot tub. The cabin inside has a very minimalistic design featuring on the first floor an electric fireplace, air conditioner, table, refrigerator, leather futon couch, kitchenette with a hand crank water pump sink, axe throwing and porta-potty bathroom.

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, 611 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
A cozy living area features a large brown sectional sofa and two upholstered chairs with decorative patterns. A round wooden coffee table sits in the center, complemented by a lamp and vibrant floral accents. Natural light filters through sheer curtains, highlighting the inviting space.
Home in Belleville
4.95 out of 5 average rating, 141 reviews

Tranquil 3 Bedroom Townhome, With king size bed.

Enjoy a delightful stay with the entire family at this chic residence. We provide a secure, cozy home with advanced cleaning protocols in place. Nestled in a quiet neighborhood, it's conveniently situated mere minutes away from shopping centers, eateries, local hospitals, SWIC, Scott AFB, and is just a brief drive to downtown St. Louis. The home features three bedrooms, each equipped with a television, and a total of five beds to accommodate your stay.

Top guest favourite
Home in Lebanon
5 out of 5 average rating, 550 reviews

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.

Popular amenities for Hollywood Heights holiday rentals