Vacation rentals in Twin Oaks

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!

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.

Anni's Attic

Anni’s Attic: A cozy, en suite with private balcony(overlooks our large backyard and boxwood lined patio, which guests can use), kitchennette, laundry, separate living area with gas fireplace and workspace including views of native landscape-all located 20 minutes from the best attractions. The gated entrance on the side leads to a lane filled with Midwest wildflowers, fruits and veggies-a favorite with pollinators in spring/summer and birds all year round. Custom paintings in space by host.

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.

Romantic Augusta Cottage-Relax & get away!

This cottage is designed to strengthen and refresh couples looking for a getaway from busy life. Relax in the comfortable Living room or prepare a meal in the recently updated fully furnished kitchen. Enjoy your nights in the spacious bedroom furnished with a California King sized bed and TV in the room. Enjoy the private hot tub just steps from the door or use the BBQ pit to create a meal to enjoy together. Area restaurants, wineries & golf are just minutes away! You are sure to enjoy!

Eureka Garden of Life 73

This home has been recently remodeled, offering a clean, comfortable, and relaxing space surrounded by nature. The property has many 100~200 year old White Oak trees, along with maple and cedar trees that create a beautiful natural landscape throughout the seasons. The base price covers up to 6 guests. Each additional guest is $20. Downtown Eureka — 10 min Brookdale Farms — 6 min Pine Hollow Farms — 4 min Fox Run Golf Club — 3 min Rocking J Venue — 16 min Six Flags St. Louis — 16 min

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.