Holiday rentals in Twin Oaks

Pet & Child Friendly*Great Location*Ideal 4 Groups

Stay Awhile is more than a place to stay—it’s a memory maker! This spacious St. Louis vacation rental is tucked in a fantastic neighborhood & less than 30 minutes from top St. Louis attractions-like the Zoo & Arch! Designed for families, groups & pets, it offers cozy beds, a well-stocked kitchen & plenty of space for everyone. A one-of-a-kind Eye Spy game is hidden throughout the décor, making the home part of the adventure. Perfect for those who love comfort, convenience & a touch of whimsy.

Modern 3BR Retreat | STL County W/ Easy Hwy Access

Welcome to your perfect St. Louis County stay! This beautifully updated 3-bedroom, 2-bath home blends modern style with everyday comfort in an unbeatable central location. Step inside to a thoughtfully designed layout featuring contemporary finishes, updated flooring, and plenty of natural light. The fully equipped kitchen offers modern appliances and everything you need to cook and entertain. The spacious living area provides a cozy yet refined atmosphere—perfect for relaxing after a day out.

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!

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

The St. Louie House in Fenton w/deck & large yard!

Enjoy your stay in our St. Louis themed house. The kitchen is fully stocked with coffee bar, dishes, pots & pans. The three bedrooms, the Cardinals room, the Blues room and the Union Station room each have a queen bed with spacious closets. A large covered deck for BBQ. The full basement is set for family fun! A full sized laundry room is there for your convenience. The Arch, Stadium, Six Flags, Science Center, Zoo, Forest Part, etc are under 30 minutes. Local shopping is within minutes.

Cozy & Comfortable home in a quiet neighborhood.

Relax with the family or friends in our quaint home. We have 3 bedrooms which will sleep 6 comfortably. In the kitchen you have a full size fridge, gas stove, built in microwave, and a dishwasher. There is a breakfast bar that has 3 stools. Comfy living room with full size couch and oversized chair with a large tv to relax in. Fenced backyard with private patio that offers a bbq bit, and firepit for those chilly evenings. Tons of restaurants along with work out facilities within 3 miles.

2026 Sale! Charming Kirkwood (2) Bedroom

Welcome to this cozy home-away-from-home, designed with the Airbnb guest in mind! Minutes from downtown Kirkwood and 20 minutes from downtown STL it is perfect for those traveling for work or fun! Guests are provided internet, hotel linens, & laundry access. Settle in & enjoy cooking in the kitchen, relaxing in the living room, and resting in your hotel-inspired bedrooms. This listing was converted from a shared apartment to a full unit in August 2024. Prior reviews are for one bedroom.

Hillside Cabin on 43 Acres w/ Private Lake & View!

Free from modern distractions, this 1-bedroom, 1-bath cabin in the heart of wine country is the perfect place to unplug and reconnect with nature! Immersed in lush woodlands, this cabin comes with all the amenities needed for a peaceful retreat, including a fishing lake (no license required!), resident horses, and fully equipped kitchen. Watch the horses and sunrise from the porch swing before venturing off to the Katy Trail or head to one of the many wineries located just minutes away!

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!

Remodeled Kirkwood Guest house

Welcome to our guest house! This 1 bedroom 1 bathroom living space is completely private and ready for your stay. It is equipped with a private balcony, full kitchen, dining area, living room, one bedroom with a king bed, and one bathroom. The unit is located above our detached garage in the back of our property. There is also a patio area with chairs, firepit and a hot tub that is open for use. Street parking is readily available. It's roughly a 15-20 min walk to downtown Kirkwood.

Serenity Valley• Secluded Escape • No Cleaning Fee

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional sofa queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

Welcome home! Private and tranquil bungalow

Relax and unwind in this unique and private home nestled among the trees. A great neighborhood, 20 minutes or less from anywhere you want to be in St. Louis. The bedroom has queen bed, dresser, closet and smart TV, and the living room has a couch that pulls out to a queen sleeper, dresser and 50" Roku TV. You will also enjoy a sunny 4 season AND 2 season room for relaxing and enjoying nature. Nightly backyard deer visits and sunsets are included!