Holiday rentals in Hollywood Heights

Route 66 Railroad Shanty, a cozy artsy small space

This 536 s.f. house, believed to have once been a sleeping shanty for railroad crews switching shifts for the night. Fully renovated and updated in 2021 by a local artist, you will find custom metal art throughout, granite countertops and a very warm cabin feel featuring a kitchen and bathroom finished with locally sourced Missouri dark red cedar, 10 minutes from six flags, Purina farms 15 min from hidden valley and 45 min from downtown this place is in a great location and will not disappoint!

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.

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.

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Sweet Farm Stay

Wonderful, quaint simple farmhouse with nice decor, trees & acres! 1898 home updated 2008. Central Air and new heating system 7/21/24 Yeah!!! WiFi as of 8/25!!! Main floor-full bed 2 quests . Two firm futons in adjoining living room great for children. Teens & adult guests are welcome to stay upstairs Queen and twin bed. No children please upstairs - steep steps and no protected windows. Note: 8/25 WiFi Available! Swing set/dog kennel. Weber & chimney. Bring your charcoal!

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.

ArtBnB: Enjoy the Curated Comforts of Home

With easy highway access, and conveniently situated equidistance from Soulard, Lafayette Square, Tower Grove South, and Cherokee St, this custom designed space is not only an experience on its own, but a perfect base for exploring The Gateway City. Surround yourself with art, literature, and the homie comforts that set ArtBnB aside from staunch hotel chains. A lightly stocked kitchen, library, garden, patio, deck, grill, fire pit, wine rack, kennel, and toiletries are all included.

Cozy Home on College Ave

Welcome to our adorable two-bedroom home in the heart of Greenville! Nestled less than half a mile from Greenville University, this cozy retreat offers easy access to 1-70 and Greenville Square. Skip the traditional hotel and enjoy the comfort of a simple home at an affordable rate. With St. Louis just under an hour away, you'll experience the perfect blend of charm, convenience, and proximity to local attractions. Book now for a delightful stay in this inviting space!

Rustic Cabin • 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.

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.