Holiday rentals in Hollywood Heights

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its country setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. *No parties allowed *No pets allowed *No smoking allowed *No photo shoots allowed Maximum of 5 guests We DO NOT have a TV, but you're welcome to bring one. We DO have WIFI. **Military discount is available. Please message us first by clicking "Contact host

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!

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.

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.

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.

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.

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!

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.

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.

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.

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.

Log Cabin with Breathtaking View

Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.