Vacation rentals in Twin Oaks

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Top-rated vacation rentals in Twin Oaks

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

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Top guest favorite
Home in Ballwin
4.99 out of 5 average rating, 109 reviews

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.

Guest favorite
A well-lit kitchen features grey cabinetry and stainless-steel appliances. A wooden dining table with black stools is positioned centrally, adorned with a vase of sunflowers. Natural light floods in through a large window, providing a view of the outdoor landscape.
Home in Des Peres
4.92 out of 5 average rating, 90 reviews

Next to West County Mall - great for shopping!

Enjoy all the benefits of city living on a beautifully wooded and landscaped acre on a quiet cul-de-sac. Walkable within 10 minutes to West County Mall, restaurants, great shops, corporate headquarters, tennis courts + parks, and entertainment. EASY highway access within 2 minutes, 15 minutes from downtown St. Louis. House has multiple places to entertain indoors and outdoors and a great hot tub, yard games, fire places and BBQ. Family friendly and enough beds for the kids and family to stay!

Top guest favorite
A comfortable living area features a gray sofa, patterned chairs, and a round coffee table on a natural fiber rug. Light streams through sheer curtains, highlighting the artwork of bicycles on the wall, creating a relaxed setting for guests.
Home in Kirkwood
4.97 out of 5 average rating, 231 reviews

A Kirkwood Cottage, Quaint Suburb of St Louis

Quaint cozy cottage on a “No Thru Street”. The best place to stay in Kirkwood.This was my childhood home. Only 1/2 mile to downtown Historic Kirkwood with its many shops & restaurants,Farmers Market, Kirkwood Park & Pool & Train Depot. A couple of miles to Museum of Transport,Powder Valley Nature Center & Magic House Museum is a MUST if you have children. Home has steps to entry & is 4th house from railroad tracks that are up on the hill at end of street.Close easy access to all major highways

Top guest favorite
A log cabin with a dark metal roof is featured, accompanied by a covered porch area containing two chairs. Surrounding landscaping includes a well-maintained lawn and decorative stones, providing a natural setting that complements the cabin's rustic design.
Cabin in Pacific
4.99 out of 5 average rating, 115 reviews

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

Superhost
A comfortable living area features a U-shaped sectional couch complemented by an accent chair. Two lamps provide soft lighting, and a dark coffee table sits at the center. Textured carpeting adds warmth, while patterned cushions enhance the seating. Window treatments allow natural light to filter in.
Home in Des Peres
4.7 out of 5 average rating, 53 reviews

Twin Pine Hideaway in St. Louis/Des Peres

Charming 2 bed 1 bath home nestled back off the street in Des Peres. The home has 3 Queen Beds. It is a short walk to tons of shops, banks, restaurants & quick access to highways. We are just minutes from the West County Mall & 2 grocery stores. We are about 20 minutes to almost anywhere in St. Louis. There is an additional charge if there are more than 4 guests (6 max). This is an older home for the neighborhood & could use some updates but is very comfortable & priced accordingly.

Top guest favorite
An open living area features a light gray sectional sofa facing a wall-mounted television. Natural light enters through windows adorned with simple curtains. A decorative rug anchors the space, while the kitchen and dining area are visible in the background, showcasing wooden cabinets and modern appliances.
Home in Ballwin
5 out of 5 average rating, 34 reviews

Perfect Getaway 3BR/3BA Home

Welcome to Your All-Inclusive Retreat near Castlewood State Park. Nestled in the heart of natural beauty and designed with your comfort in mind, our exceptional home offers a seamless blend of convenience, and relaxation. Whether you're on a family vacation, a business trip, or visiting loved ones, our 3-bedroom, 3-bathroom haven is your ideal home away from home. Book now to experience a stay where exceptional amenities meet unparalleled comfort. Your unforgettable getaway starts here!

Top guest favorite
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 545 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 favorite
Home in Ballwin
4.96 out of 5 average rating, 77 reviews

Charming entire ranch home with free parking

Welcome to our charming, single-story home, thoughtfully designed for comfort and convenience! Perfect for families, couples, or small groups, this home is close to shopping centers, restaurants, and local parks. It’s also just a 30-minute drive to top St. Louis attractions, including the Zoo, Gateway Arch, Science Center, Aquarium, six flags and the Airport. Few mins drive to Vlasis Park and Castlewood state park. We look forward to hosting you and making your stay memorable!!

Guest favorite
A comfortable living area features a brown sofa and two blue chairs. A glass coffee table sits in the center, reflecting natural light from a nearby window. Art adorns the walls, while a lamp adds soft illumination to the space.
Home in Fenton
4.86 out of 5 average rating, 44 reviews

Valley - 9 Beds, 3 TVs, Sleeps 14 - Luxury Stay.

This newly renovated 7 bed 2 bath sleeps upto 14 people is ideal for large familes, groups, business, work crews, or anyone needing seperate beds and large space. This home offers a finished walk out basement with 3 large 55" flat screen TVs with abundant seating, deicated work space, washer n dryer. The large fenced in back yard offers 2 patios, BBQ grill, patio set, and much more. We are also centrally located and only minutes from Hyw 141, 144, and 270.

Top guest favorite
Home in Wildwood
5 out of 5 average rating, 49 reviews

3+ private acres, Koi fish pond, garage parking

Rick’s Retreat is a charming rustic haven set on over three private acres, featuring a soothing Koi pond and waterfall. This spacious home is perfect for a memorable escape, blending rustic charm with modern comforts to make every guest feel at home. Whether you're seeking a relaxing weekend getaway, a family gathering, or a place to celebrate a special occasion, Rick’s Retreat offers everything you need for an unforgettable experience.

Top guest favorite
A charming rural cottage features a large covered front porch with two hanging swings. The home is elevated, supported by white pillars, and surrounded by lush greenery. Steps lead up to the porch, emphasizing the spacious outdoor area for relaxation.
Cottage in Eureka
4.92 out of 5 average rating, 336 reviews

Beautiful Cottage on Large Private Lot

This lovely rural cottage is nestled back in the woods on its very own private acre of land. It offers guests a beautiful getaway experience while at the same time being just a 7 minute drive from downtown Eureka with its many delicious restaurants and adorable boutiques. Six Flags is a brief 10 minute drive, and Purina Farms is 15. We have ample parking for multiple vehicles and a completely fenced in yard great for 4 legged friends.

Guest favorite
A treehouse-style rental is nestled among vibrant autumn foliage, with wooden steps leading up to the entrance. The structure features a private front porch, framed by surrounding trees and a gravel path, conveying a natural and serene atmosphere.
Guest suite in Dardenne Prairie
4.89 out of 5 average rating, 298 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

Popular amenities for Twin Oaks vacation rentals

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