
Places to stay near Castlewood State Park
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Top-rated holiday rentals near Castlewood State Park
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Sunny South City Guest House
Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

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.

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

Centrally Located Mid-Century Modern Retreat
Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

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!

Entire lower level of our home w/Paris Theme
Our home is located in a quiet West St. Louis County neighborhood. The lower/walkout of this place is your home away from home. It has a private entrance from a walk around sidewalk to the backyard. You will have the entire lower level of our home. We live in the upstairs or first floor of this home. Our place is best suited for one couple, solo adventurers, business travelers, and one family (with kids). This space has been recently remodeled with a French Parisian theme!

Family Friendly Cozy Home w/ Lrg Fenced Yard
**FAMILY FRIENDLY** (See details for the items avail for families) This 2 bedroom home has everything you need for a relaxing trip! Fully updated with stylish and comfortable furniture and decor. Fully equipped kitchen and an amazing backyard/deck. Quiet street by one of the best Mexican restaurants in St. Louis - Hacienda - (can walk 2 min there) Close to everything! 13 minutes to the St. Louis Zoo 10 minutes to The Magic House 15 minutes to Busch Stadium & Union Station

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.

Weaver Guest House
This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.

Rock House Retreat
Unplug and enjoy a slower pace of life at this picturesque rock cottage. The 1920’s former hunting lodge was built from stone sourced from the property, and is as charming as ever. Enjoy an early morning stroll on one of the many hiking trails, or just relax on the porch while sipping coffee. There are many great hiking opportunities within a short drive, however, once you get settled in you may not find a reason to leave.
Popular amenities for holiday rentals near Castlewood State Park
Apartment rentals with wifi

Bright & Updated 1 Bedroom 1 Bath

(First Floor) LUXE Suite + Soulard District

Spacious and bright, 1-BR Apt in Clayton Moorlands

Cozy vintage townhome with a fenced backyard

Updated duplex less than a 1 /2 mile from Clayton.

Beautiful updated 2BR Charmer in CWE

Modern Condo on Delmar Loop; Central to Everything

Spacious | Quiet | 1 bedroom duplex with parking!
Family-friendly house rentals

Charming King Bed Retreat, Great for Families!

Private indoor pool & sauna

Granny's DOG House - KING BED - One of a Kind!

Pacific Palace, super unique!

Spacious Home - Central Location - Amenity packed

Sparkling Vintage Charmer, King Bed, Quiet Comfort

Private Walkout w King Bed & Bath + large livingrm

Bright & Cozy Shotgun DPX 1 Block from Historic DT
Apartment rentals with air conditioning

Cherokee Arts District • King • Fast WiFi • W/D

Stylish Studio in North Hampton Neighborhood

2026 Sale! Charming Kirkwood (2) Bedroom

Elbert haus

Modern Studio Apartment in Heart of CWE

Warriors Rest and Repose in St. Louis Hills

Delmar Loop 2BR – Walk to Wash U, Cafes & More!13

The Amelia
Other great holiday rentals near Castlewood State Park

The Benton House - With fenced yard!

Camp Mill Pond: Historic Cabin Near Main Street

Blair's in Fenton 4B/3B Game Rm

Cozy & Comfortable home in a quiet neighborhood.

Relaxing Oasis with Free Bottle of wine+brkfst

Reopened, Eureka Garden of Life 71 Duplex unit #1

Cozy winter ranch on wooded land near shopping

Treehouse Spa Suite
Destinations to explore
- Central West End
- Busch Stadium
- Six Flags St. Louis
- Enterprise Center
- Saint Louis Zoo
- St. Louis Aquarium at Union Station
- City Museum
- Missouri Botanical Garden
- Hidden Valley Ski Resort
- Gateway Arch National Park
- Meramec State Park
- The Dome at America's Center
- Cathedral Basilica of Saint Louis
- Saint Louis Science Center
- Washington University in St Louis
- Gateway Arch
- Forest Park
- Saint Louis University
- Missouri History Museum
- Stifel Theatre
- Laumeier Sculpture Park
- Soulard Farmers Market
- Fabulous Fox
- The Pageant




