Family-friendly holiday rentals in O'Fallon

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its country setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. *No parties allowed *No pets allowed *No smoking allowed *No photo shoots allowed Maximum of 5 guests We DO NOT have a TV, but you're welcome to bring one. We DO have WIFI. **Military discount is available. Please message us first by clicking "Contact host

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Wooded Oasis Free Bottle of wine+brkfst+golf

Modern 1-bedroom metropolitan St. Louis area Airbnb just 5 minutes from Downtown STL, tucked away in a peaceful setting. Outdoor fire pit, and mini-golf/driving mat. Perfect for couples, romantic getaways, weekend escapes, & business stays. Enjoy complimentary bottled water, continental breakfast (packaged muffins)&wine.Memory foam mattress, luxury multifunction shower, Private parking included. Enhance your stay w/ special occasion décor, charcuterie boards, and romantic picnic dinner baskets.

The Maple Cottage

Enjoy a stylish Two bedroom cottage Nestled in the backroads of Caseyville, our charming house offers the perfect blend of comfort and convenience. The Maple Cottage is just a stone's throw away from I64 and a vibrant shopping district in Fairview Heights, making it easy to explore local boutiques, restaurants, and entertainment options. The cottage features a comfortable living area, a fully equipped kitchen for your culinary adventures, and a peaceful bedrooms designed for restful nights.

Pool, Hot Tub and Dog Paradise

As of 5/24/26 the pool is open. Located close to Scott Air Force Base and STL. Home is on 5 acres and has plenty of privacy. Beds are memory foam mattresses. Heated pool (Mid-May - Mid-September). Pet friendly (dog/cat) & have 1 Large kennel and 1 small pet carrier we can set up. Our home has a large circle drive that goes behind the barn. There is room for Handicap parking, the gate and sidewalk to the main patio are 48 inches wide. We have a handicap shower seat. We live on the property.

Historic Leclaire Cottage on the Park

Be part of the Leclaire National Historic District by calling this timeless, updated 1927 bungalow home for two nights, two weeks or longer! This is a quiet neighborhood full of friends who stop to chat in the twilight. Set your phone down, relax on the porch and let Leclaire take you to a simpler time. Inside, find two separate living rooms w/smart TVs. 2 Qn BDRMS downstairs, 2 twin beds upstairs. Full kitchen&bath stocked with essentials. Complimentary EV charging at N.O. Nelson campus.

Private cabin 3bd/2ba - 15min to STL & Scott's AFB

Hello! We have worked hard to make the cabin as cozy as possible! Privately located, on a 3 acre lot with everything you'll need! Close to Scott's AFB, and only 15minutes to downtown. 22$ Uber ride to Busch Stadium. The backyard sits up against 3 wooded acres. Wood burning fire place and fire pit in in back. King bed in master and downstairs with a queen in the loft. 65'' TV, Keurig maker, 5gal water dispenser, WiFi, full kitchen, + 2 washer/dryers. Professional clean before and after.

Whitestone Place: gorgeous, historic, updated home

3 bedroom home in the heart of historic Highland neighborhood in Belleville. Less than one mile from downtown historic Main Street, a quaint city area with charming shops and restaurants. Indoor fireplace, patio area with fire pit, and outdoor dining area. Chess and backgammon table in living room. 5 miles from Eckert’s Farm and other farms and orchards. 25 min drive to St. Louis city. Close proximity to Belleville metro link station, public transport to downtown St. Louis city life!

Pup Paradise - Privacy Fence!

Privacy fenced backyard at this studio stocked with everything your pup needs - treats, toys, towels, etc.! And tons of room to park the Uhaul! Self check-in so you & your pup(s) can have a peaceful stay without being disturbed. Just pull up the driveway, open the gate, and let your pup out to stretch their (four) legs! For humans, we have 1 full bed, a futon sofa, a 3/4 bath with shower, and a kitchen with stove/microwave/fridge. No pet fees! Bring your furry friends along!

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

3BR Private Pond Retreat Near Route 66 -Fire Pit

Escape to this private 3-bedroom waterfront retreat set on a scenic 7-acre pond near Historic Route 66. Enjoy peaceful water views on three sides, a cozy fire pit with outdoor seating, and a dock perfect for fishing or relaxing. Inside, you’ll find spacious living areas, a fully equipped kitchen, and a comfortable layout ideal for families or groups. Conveniently located near St. Louis attractions, this home offers the perfect blend of quiet country charm and city access.

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.