
Vacation rentals in Twin Oaks
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Top-rated vacation rentals in Twin Oaks
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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.

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!

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

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

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.

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!

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!

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!!

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.

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.

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.

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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Cozy house near airport

A private suite.

🔑 So fresh, so clean -- 5 min from airport!

Comfy room near Hidden Valley ski resort

Private 1BR/1BA Suite Overlooking Golf Course!
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- Central West End
- Six Flags St. Louis
- Busch Stadium
- Saint Louis Zoo
- Enterprise Center
- City Museum
- Missouri Botanical Garden
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Castlewood State Park
- Meramec State Park
- Hidden Valley Ski Resort
- The Winery at Aerie's Resort
- Grafton Winery the Vineyards
- Cathedral Basilica of Saint Louis
- Norwood Hills Country Club
- Raging Rivers WaterPark
- Bellerive Country Club
- Saint Louis Science Center
- Adventure Valley Zipline Tours and Paintball Park
- Missouri History Museum
- Noboleis Vineyards
- Old Warson Country Club




