House holiday rentals in Madison

Cozy 2-bedroom home minutes from ST. Louis, MO

Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

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.

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

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.

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.

Spacious Soulard Home with Yard

Experience St. Louis in this updated 3-story industrial-chic home, perfect for groups. Located across from the Budweiser Brewery and minutes from Busch Stadium, Enterprise Center, and downtown attractions. Enjoy a modern kitchen, cozy fireplace, and private patio with games great for relaxing after a day out. The home sleeps your group comfortably with 4 queen beds and a single rollaway bed. Includes a fenced yard and 2 private parking spots. Perfect for families, fans, and friends.

The HIPPO House! All 1950s Mini-Golf! MCM Lustron

Welcome to a unique 3-bedroom Lustron home in St. Louis, where retro charm and quirky details await! Greeted by Chelsea, our giant pink hippo, every guest steps into a rare mid-century gem—one of only 1,200 remaining Lustrons and even rarer with three bedrooms. Iconic steel walls, built-in cabinetry, and 1955 decor immerse you in history, while Wi-Fi ensures comfort. A backyard 9-hole mini-golf course adds some family fun. Book today to enjoy Chelsea’s welcome and a slice of history!

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.

Tranquil 3 Bedroom Townhome, With king size bed.

Enjoy a delightful stay with the entire family at this chic residence. We provide a secure, cozy home with advanced cleaning protocols in place. Nestled in a quiet neighborhood, it's conveniently situated mere minutes away from shopping centers, eateries, local hospitals, SWIC, Scott AFB, and is just a brief drive to downtown St. Louis. The home features three bedrooms, each equipped with a television, and a total of five beds to accommodate your stay.

Cheerful 4-bedroom home with fireplace

Relax and recharge with family, friends and colleagues during your next visit to the St Louis area. This cozy home with newly remodeled bathrooms is located on a quiet cul-de-sac lined with mature trees in north county. Just minutes from highway 367 which can get you to many attractions in St Louis within 25 minutes. You can also hop right across the Illinois state line and get to towns like Alton, Granite City and Edwardsville in a short drive.

Great Location Fam Friendly Home w/Lrg Fenced Yard

Newly finished basement with 4th bedroom (King bed), large play/relaxation space & large 120-inch projector screen and separate large speaker for movie nights! Beds are all brand new comfortable memory foam! This house is in such a great and convenient area! Freshly renovated with all brand new beds and furniture, a fully stocked kitchen for cooking and baking and a fenced in pet friendly backyard! TONS of kids and baby items!

Haven Hideaway

Welcome to our charming two-bedroom ranch conveniently located off Interstate 270 in a quiet neighborhood of Granite City, a mere 15-minute drive from downtown St. Louis. Unwind in style with full kitchen amenities, a Roku Smart TV, high speed Wi-Fi, secure off street parking, plush king and queen beds, a cozy pullout futon in the main, plus a well-appointed laundry room with full-sized washer and dryer.