
House holiday rentals in Madison
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Top-rated house rentals in Madison
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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 a one time complimentary breakfast: jumbo muffins and fruit. Bottle of wine.Memory foam mattress, luxury multifunction shower, Private parking included. Enhance your stay w/ special occasion décor, charcuterie boards, and romantic picnic dinner baskets.
4.86 out of 5 average rating, 153 reviews
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
4.95 out of 5 average rating, 317 reviews
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.
4.97 out of 5 average rating, 259 reviews
Cozy Cottage in a Quiet City Neighborhood!
Please inquire for longer stay rates. This 650sq.ft quaint cottage has EVERYTHING! Centrally located this sought after historical neighborhood, DOGTOWN!, is just minutes from Forest Park and a short drive to all of STL's BEST ATTRACTIONS! This charmer has all the amenities you could hope for @ your HOME away from home! 2 Bedrooms with a Queen Bed in each, 3 Smart TV's, a backyard patio, KEYLESS Self Entry, fully equppied kitchen with SS appliances, MAIN FLOOR LAUNDRY and fully UPDATED BATH!
4.93 out of 5 average rating, 231 reviews
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.
4.86 out of 5 average rating, 128 reviews
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.
4.99 out of 5 average rating, 114 reviews
Spacious Home - Heated Pool Open Until November
Heated Pool is Open through end of October! Exceptionally updated sprawling home w/ 2400 sqft of living space inside with multiple entertainment areas and rooms well spread out. This is the perfect house for multiple families or generations to enjoy together! The house is amenity packed and offers a stunning kitchen, large backyard, pool house/detached office, and plenty of privacy! Located in the perfect central location within 5-15 minutes of the cities main attractions!
4.83 out of 5 average rating, 163 reviews
Sunset Cottage - 2 King beds! Downtown Glen Carbon
Welcome to the Sunset Cottage, proudly located just off main street in Glen Carbon, IL. The house is walking distance to the Madison county Rail to Trail system (miles of paved bike, run, and walking path), Miner Park, and historic Glen Carbon. The home is also walking distance to many restaurants including Glen Carbon's gem, the Wooden Nickel. The house is a 6 minute drive to Southern Illinois University Edwardsville (SIUe) campus. Permit #2024-13
4.92 out of 5 average rating, 117 reviews
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.
4.91 out of 5 average rating, 132 reviews
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.
4.88 out of 5 average rating, 106 reviews
Cozy home in St. Louis - 7 minutes from airport
Enjoy your stay in this cozy yet stylish 2 bedroom home. Centrally located, 7 minutes from airport and within 15 mins from major attractions in St. Louis. This home accommodates all of your basic needs. One bedroom has a comfy queen bed and the 2nd holds a full size day bed with a twin pull out at the bottom. The kitchen is fully equipped for cooking. Let this be your home away from home.
4.89 out of 5 average rating, 126 reviews
Bluebird Cottage
Make yourself at home in our newly remodeled little blue cottage, long driveway for plenty of parking and fenced in back yard perfect for pets. The cottage has 2 identical bedrooms with medium firmness memory foam mattress with a jack and jill full bathroom and bonus bedroom perfect for kids or an extra guest. Kitchen is fully stocked with cook wear and a Keurig coffee maker.
4.88 out of 5 average rating, 108 reviewsPopular amenities for house rentals in Madison
House rentals with a pool

Honeymoon Suite at Camp Skullbone In The Woods
4.96 out of 5 average rating, 647 reviews
Roomy Oasis with hot tub on the Hill!
4.96 out of 5 average rating, 157 reviews
Private indoor pool & sauna
4.91 out of 5 average rating, 161 reviews
Heated Saltwater Pool+Hot Tub! Great location!
4.88 out of 5 average rating, 192 reviews
Tower Grove Oasis #1 + King Bed + Queen Bed+ Patio
4.92 out of 5 average rating, 110 reviews
Secluded Property w Pool and Hot Tub
4.82 out of 5 average rating, 28 reviews
'Hidden Paradise' on 5 Acres w/ Hot Tub & Deck!
4.71 out of 5 average rating, 14 reviews
Clark Manor
5.0 out of 5 average rating, 3 reviewsWeekly house rentals

Great Location Fam Friendly Home w/Lrg Fenced Yard
4.95 out of 5 average rating, 149 reviews
The HIPPO House! All 1950s Mini-Golf! MCM Lustron
4.94 out of 5 average rating, 102 reviews
Aunt M's Place
4.94 out of 5 average rating, 187 reviews
Remodeled home, simple easy commute to StL Arch
4.91 out of 5 average rating, 112 reviews
Close to St Louis, Scott AFB & McKendree
5.0 out of 5 average rating, 554 reviews
Stunning 1907 Home Near Downtown w/Parking & Patio
4.96 out of 5 average rating, 715 reviews
Cheerful 1-bedroom, red brick, historic home
4.79 out of 5 average rating, 276 reviews
Elsah’s Finn Inn- restaurant across street
4.94 out of 5 average rating, 116 reviewsPrivate house rentals

Beautiful craftsman style home, built in 1930.
5.0 out of 5 average rating, 122 reviews
The Little House.
4.87 out of 5 average rating, 1095 reviews
Little House By Main St -5 4K TV's- 1-75 Inch -1GB
4.99 out of 5 average rating, 254 reviews
Cottage on Main Street- Low Cleaning Fee
4.93 out of 5 average rating, 129 reviews
Beautiful Remodeled Home Just Outside of St. Louis
5.0 out of 5 average rating, 31 reviews
Hidden Woods Haven
4.97 out of 5 average rating, 33 reviews
Historic Manor minutes from St. Louis!
4.64 out of 5 average rating, 14 reviews
Cozy 3 bedroom home close to STL
5.0 out of 5 average rating, 65 reviewsDestinations to explore
- Nashville Holiday rentals
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- Louisville Holiday rentals
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- Memphis Holiday rentals
- Branson Holiday rentals
- Bentonville Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Springfield Holiday rentals
- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- The Dome at America's Center
- Enterprise Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Forest Park
- Hidden Valley Ski Resort
- Saint Louis University
- The Pageant
- Castlewood State Park
- Gateway Arch National Park
- Soulard Farmers Market
- Saint Louis Science Center
- Missouri History Museum
- Saint Louis Art Museum
- Westport Plaza
- Cathedral Basilica of Saint Louis
- Fabulous Fox





