Vacation rentals in Clayton

4.92 out of 5 average rating, 220 reviews

An outdoor space is presented with a gas fire pit surrounded by seating for six, crafted from wicker. Warm evening lights are strung overhead, enhancing the ambiance. A hot tub is visible in the background, and a barbecue is positioned nearby on a brick wall backdrop.

Home in St. Louis

Private Oasis w/hot tub

Wonderfully renovated 2 bedroom brick bungalow in highly desirable South city location. This home sits on a double lot, which has been completely private, featuring exterior shower with hot and cold, oversized hot tub, stamped concrete, gas fire pit, barbecue pit, and plenty of seating for up to 6 guests. Inside you’ll find home has been completely gut rehabbed featuring exposed brick walls, updated kitchen w/ center island. Two large bedrooms w/ king size beds, all new furnishings throughout.

4.93 out of 5 average rating, 234 reviews

Apartment in St. Louis

Historic Victorian, Safe, Cozy 2nd Floor

First, check out all 4 of our private 5 Star listings that creatively combines the old with the new. If one is unavailable, check the others by going to “My Profile” and scrolling down until you see all 4. This Historic building; built in 1896 has changed missions through the years; From church, to merc. Trade, to grocery store; quite the history have graced these walls. You’ll love our safe, Southwest Gardens area; next to the famous “Hill” offers unmatched restaurant, shops, bakeries

4.94 out of 5 average rating, 141 reviews

The image captures a charming street scene at sunset, with softly twilight colors illuminating the sky. Historic buildings line the street, and street lamps cast a warm glow, enhancing the inviting atmosphere of the neighborhood. Vehicles are parked along the cobbled road, suggesting a serene evening.

Home in Saint Charles

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

New Carpet! Adorable turn of the century home is located in Midtown St. Charles Historic District and sleeps 7. You won’t want to miss this St. Charles Charmer! Updated, fully stocked kitchen, dining room with Keurig coffee bar, living room w/75" SmartTV and plenty of seating throughout, SmartTV in 2 Bedrooms, 2 full bath, washer & dryer, outdoor gazebo w/table & chairs. Street & driveway parking. Close to area attractions: Historic Main Street, Ameristar Casino, & Lindenwood University.

4.98 out of 5 average rating, 146 reviews

An outdoor covered living area features mint green wicker chairs arranged around a small table, positioned on a textured rug. A ceiling fan hangs overhead, providing a cooling breeze, while leafy trees surround the space, creating a serene environment.

Home in Saint Charles

Charming 2/1 in St Charles Historic Main Street

Come relax and play! Half a block from historic Main Street in City of St Charles. This stay is everything you could want. Cozy, charming, private with outdoor area for seating and dinning table. Off-street parking, laundry. Go shopping in the historic downtown shops, go to concerts, casinos or just stay in and enjoy! Walk to restaurants and the Katy Trail! Come be our guest! Or stay in put and cook the kitchen has everything you need! We are a strictly non smoking stay, inside or outside.

4.84 out of 5 average rating, 148 reviews

A staircase with white banisters and wooden steps leads to the upper level. The exposed antique brick wall provides historical character to the space. A woven area rug is positioned at the base of the stairs, complementing the warm wooden flooring.

Loft in Saint Charles

Main Street Historic Loft

Historic loft centrally located along the St. Charles riverfront, on the north end of Main Street and just south of Frenchtown. Enjoy Frontier Park, shops, restaurants, and night scene - all within walking distance. The newly renovated 2 bedroom and 2 full bathroom apartment can easily accommodate groups of six. The completely updated kitchen has granite countertops, stainless steel appliances, and a dishwasher. Convenient in-house washer and dryer available for extended stays.

Home in Tower Grove South

The entrance features a set of double wooden doors framed by elegant columns and decorative planters. Lush greenery surrounds the steps, enhancing the inviting approach to the well-maintained exterior of the property.

4.98 out of 5 average rating, 137 reviews

The Gateway Getaway

Stay in style at St. Louis's hottest listing! This home is perfect for group or family trips with 4 bedrooms, 6 beds, 3.5 bathrooms, 2 work-from-home spaces, a large kitchen, Peloton and the master closet of your dreams. Let the kids run free in the fenced in backyard or walk a few blocks to Tower Grove Park. This home is a few blocks from South Grand where you can visit the best restaurants, bars and shops St. Louis has to offer. Come enjoy St. Louis in luxury and convenience!

4.94 out of 5 average rating, 100 reviews

A small concrete patio is furnished with a dining table and four chairs, surrounded by white fencing. A charcoal grill stands nearby, and two potted plants add greenery to the space. A patterned rug anchors the seating area, creating a cozy outdoor setting.

Home in The Hill

Casa Italiana: Cozy home in the heart of The Hill

Welcome to our cozy cottage on The Hill in Saint Louis! Located in the heart of this vibrant Italian neighborhood, our 2 bedroom/2 bathroom sandwiched between Zia's, Milo's Bocce Garden - local bar, and Gelato Di Roso, Pizzeria de Gloria, and Missouri Bakery (try the chocolate drops!). A perfect place to stay for visitors who want a comfortable place to call home while exploring all that St. Louis has to offer. The interior is warm, inviting with private back patio to relax.

4.85 out of 5 average rating, 102 reviews

An evening view captures a charming street scene, adorned with string lights that create a warm glow. The street is lined with decorative lamp posts, and a mix of buildings, including shops, adds character to the urban landscape, inviting exploration.

Home in Alton

Backyard Seclusion Cottage

Private cottage 2 bedroom home. Built in 1860 Very secluded backyard with porch and patio. Located3 blocks from Great River Road ,bike and walking path and scenic views.Walking distance to downtown Alton, many restaurants, bars, bakery, shops, library. Grafton Is just up river road tourist enjoy water park, zip line, lots of places to eat n relax. Would welcome longer term stays , as …traveling nurses, or business travelers Send me an inquiry for rates n details. Thanks

4.86 out of 5 average rating, 176 reviews

A private outdoor area features a shaded umbrella with a dappled pattern and two stylish chairs, inviting relaxation. A rustic fence surrounds the space, enhancing the sense of privacy, while a hot tub is visible in the foreground, offering a tranquil escape.

Tiny home in Alton

Romantic tiny home w/ hot tub

The ultimate tiny home retreat you’ve been waiting for. This 500 sqft carriage house was built in 1906! Lovingly and meticulously curated for a perfectly romantic stay. You’ll be a short drive from the always fun Fast Eddie’s Bonair or the gorgeous riverside views. Spend the day walking the Great River Road or trying local shops and restaurants. Looking to stay in? Your space has everything you need for a cozy meal in. Put on a record and relax in your private hot tub.

4.99 out of 5 average rating, 123 reviews

A secured one-car garage is seen, featuring a smooth concrete floor and walls painted a light color. A vehicle is parked inside, with surrounding lighting providing a red hue. The space is large enough for ample movement around the vehicle.

Home in Saint Charles

Little House By Main St -5 4K TV's- 1-75 Inch -1GB

Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!

4.89 out of 5 average rating, 207 reviews

A fenced yard is featured, showcasing a blend of wooden panels in various tones. Flowering plants line the edge, with vibrant blooms among greenery. A putting green area is visible in the foreground, accompanied by a paved pathway leading to outdoor seating.

Home in St. Louis

Home away from Home St. Louis Cnty Ladue Schools

15 min to Norwood Hills CC. Centrally located in Safe St. Louis County, Olivette/Creve Coeur area near many attractions, businesses, Universities, etc. Harkte Nursery is 2 houses away with farm fresh produce!! Lambert Intl Airport 13 min 7.7 miles Busch Stadium and St. Louis Ballpark Village, The Arch 20 min 13.8 miles Washington University 13 min 6.4 miles St Louis University 10 min St Louis Zoo, Forest Park, Science Center, Art Museum

4.85 out of 5 average rating, 242 reviews

A private heated pool is surrounded by a patio featuring lounge chairs and lush greenery. The pool's curvy shape is highlighted by a decorative brick border, creating a serene outdoor space for relaxation.

Home in Fenton

Fenton Oasis

Lovely, fully furnished private basement over 1800 sq ft in a single-family home. Features include a private heated pool, kitchen, bathroom with tub/shower, living room with fireplace and TV, bedroom with egress window, and a second sleeping area. Close to parks with canoeing, hiking, and biking trails. Easy access to Hwy 44, 270 & 30, restaurants, downtown St. Louis, and the airport. Close to hospitals.

Vacation rentals for every style

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Popular amenities for Clayton vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Clayton's top sights

Delmar Loop142 locals recommend

Saint Louis Zoo579 locals recommend

St. Louis Galleria146 locals recommend

Salt + Smoke95 locals recommend

Blueberry Hill73 locals recommend

Fitz's48 locals recommend

Other great vacation rentals in Clayton

5 out of 5 average rating, 3 reviews

Home in Florissant

Florissant's Old Town Inn (3BR)

4.83 out of 5 average rating, 24 reviews

Home in Ballwin

Becky's Oasis-Sleeps 6/3 beds/Ballwin MO

5 out of 5 average rating, 29 reviews

A stylish bar area is presented with four black, cushioned stools set around a granite-topped counter. The backdrop features warm wooden paneling that complements the sleek black brick base, creating a modern yet cozy atmosphere.

Home in Ballwin

Perfect Getaway 3BR/3BA Home

Cottage in Sugar Loaf Township

The exterior of a tranquil retreat is framed by lush greenery and vibrant flower beds. A gravel path leads to the building, which features a sloped roof and large windows. The surrounding landscape includes various plants, contributing to the peaceful environment.

4.92 out of 5 average rating, 71 reviews

Cheerful one bedroom cottage on a horse farm

4.87 out of 5 average rating, 301 reviews

Apartment in St. Louis

We do Italian STL style. Perfecto! Enjoy our NBHD!

4.82 out of 5 average rating, 66 reviews

Home in St. Louis

Modern Luxury w/Saltwater Pool / ABODEbucks

4.86 out of 5 average rating, 735 reviews

An open concept living area is framed by elegant wooden columns, leading to a dining space with a large table and stylish chairs. Natural light streams through a window, highlighting the warm wood tones of the floors and the subtle decor within the space.

Home in Lindenwood Park

Centrally Located Family Home - Park Like Yard