House vacation rentals in Chesterfield

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Top-rated house rentals in Chesterfield

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Guest favorite

The exterior of the Pacific Palace showcases a unique wooden design with ornate decorations. Brightly colored adirondack chairs invite relaxation on the porch, while a stone pathway leads to the front door beneath a gabled awning. Lush greenery frames the playful architecture.

Home in Pacific

4.93 out of 5 average rating, 157 reviews

Pacific Palace, super unique!

The Pacific Palace is unlike any other Airbnb! Located in the heart of downtown Pacific, Missouri - only 2 minutes from Highway 44 and 10 minutes from Purina. This house is an incredible one of a kind treasure with lots of unique features including: outdoor gazebo, fish pond, all original cedar interior design, two second story balconies, two large bat tubs (one located in the main bedroom) and so much more!!! Private parking and a gate for added privacy. Just minutes from Six Flags. Book today

Top guest favorite

A living room showcases a cozy seating arrangement featuring a light-colored sofa and a pair of armchairs. A round wooden coffee table sits centrally on a fluffy rug, while a stylish chandelier illuminates the space. The walls are adorned with floral accents, and large windows allow natural light.

Home in Tower Grove South

4.97 out of 5 average rating, 148 reviews

The Gateway Getaway

NOT IMPACTED BY TORNADO - 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, large kitchen, 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 comfort and convenience!

Top guest favorite

The charming farmhouse, with a gray exterior, features a welcoming front porch with circular doors. Surrounded by lush greenery and a well-maintained lawn, late afternoon sunlight gently filters through the leaves, adding warmth to the inviting scene.

Home in Augusta

4.98 out of 5 average rating, 254 reviews

Katy Trail Farmhouse - 3 bd/2.5 bath - Amazing!

DIRECTLY ON THE KATY TRAIL! Quaint 1943 farmhouse on 7 private acres in Missouri wine country - halfway between Klondike Park & the town of Augusta. Loads of farmhouse charm w/ the amenities & comforts of home. Spacious & well-appointed, 3 bedrms/2.5 baths. Walk-in/out or bike-in/out to KATY trail -- the location is perfect. Enjoy a sunset dinner & live music at one of the many wineries – or relax on one of the two screened-in porches & clear your mind. No other place like it in Augusta!

Top guest favorite

The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.

Home in Saint Charles

4.98 out of 5 average rating, 628 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Top guest favorite

A comfortable living room is showcased, featuring a large sectional sofa and a decorative stone fireplace. Colorful stained glass windows allow natural light to filter in, while a patterned area rug adds warmth to the hardwood floor.

Home in North Hampton

4.99 out of 5 average rating, 192 reviews

Sparkling Vintage Charmer, King Bed, Quiet Comfort

The Fairview is a vintage modern 2BR home in desirable North Hampton (south StL city). We've taken special care to offer a unique, memorable experience while providing the convenient, clean comfort you expect in an overnight stay. You'll have easy access to two major highways which means most StL attractions will be minutes away. (The drive to Barnes Hospital is less than 10 min.) The Fairview is surrounded by restaurants, coffee shops and shopping––it's the perfect place to live like a local!

Guest favorite

The exterior view of a charming brick house highlights a traditional design with two dormer windows and a bright blue front door. An American flag hangs proudly from the porch, surrounded by well-maintained landscaping that enhances the welcoming appearance.

Home in Saint Charles

4.9 out of 5 average rating, 247 reviews

Tompkins Street Retreat

Relax in this two-bedroom, two-bath house with a backyard patio and firepit with a privacy fence. Walk to unique shopping and entertainment on Historic St. Charles Main Street. Local wineries and St. Louis attractions are a short drive away. Enjoy a comfortable living room with a large TV and a fully equipped kitchen for special meals. Unwind after an active day with a meal, drinks under the pergola, and a great night's sleep in our king-size bed. We also offer FREE off-street/garage parking.

Guest favorite

A private heated pool is outlined with a curved edge and accented by red bricks. Surrounding greenery and white fencing create a serene outdoor space, inviting relaxation. Lounge chairs and a table are placed on the adjacent patio, complementing the tranquil atmosphere.

Home in Fenton

4.84 out of 5 average rating, 249 reviews

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. just 13 miles from Six Flags St. Louis and 18 miles from Hollywood Casino St. Louis.

Superhost

A modern kitchen features white cabinetry with gold hardware, complemented by a decorative black and white rug. A stainless steel dishwasher and oven are positioned alongside granite countertops, with decorative items arranged neatly on wooden shelves. Natural light streams in from a nearby window.

Home in O'Fallon

4.83 out of 5 average rating, 129 reviews

Spacious*Large Outdoor Space*Family*Modern*Artsy

Enjoy a stylish experience at this super conveniently-located home in the St. Louis area! This unique and private 4 bedroom/3 bath residential home boasts updated kitchen and baths, and a huge outside dining area and yard. Super quiet location that is close to wonderful restaurants, wineries, shopping, museums, bike trails and parks, aquatic centers, airport, and historic districts. All new and comfortable mattresses and bedding await to provide you with the BEST night of sleep!

Top guest favorite

Two floral-patterned chairs are positioned beside a brick fireplace. A decorative wooden mantle displays various items, including a sign with the word 'LOVE.' A small table with a lamp and a patterned rug add warmth to the space.

Home in Ballwin

4.95 out of 5 average rating, 172 reviews

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!

Guest favorite

A living area is featured with a modern sectional sofa positioned near large windows, allowing natural light to fill the space. A wooden dining table with chairs stands nearby, and a fireplace adds a cozy element to the room, complemented by a mirror and wall art.

Home in St. Louis

4.95 out of 5 average rating, 139 reviews

Family Friendly Home w/ Large Fenced Yard & Deck

**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

Guest favorite

A living room features exposed brick walls, a comfortable gray couch, and a black wicker chair. A flat-screen television is mounted on one wall, while natural light fills the space through two windows. A vibrant area rug adds color to the hardwood floor.

Home in Saint Charles

4.96 out of 5 average rating, 269 reviews

Bright & Cozy Shotgun DPX 1 Block from Historic DT

Admire this unique historic home's design with brand new amenities and antique details that give a fresh and charming feel. Built in the 1930's, this half of the duplex has a typical shotgun layout with ten-foot ceilings giving a spacious feel. The front door leads directly to the living room, then into the bedroom, both of which have the original hard wood floors. The back of the house has the kitchen, with exposed brick, a dining area, and a bathroom with a washer and dryer.

Guest favorite

A bright and open living space is showcased, featuring a comfortable sofa and a television mounted above a cozy fireplace. A dining area with a wooden table is visible, adorned with a simple centerpiece. A staircase leads to the upper loft, enhancing the airy atmosphere.

Home in Soulard

4.86 out of 5 average rating, 444 reviews

The Soulard Cottage | There Is Only One

Built in 1894, this historic, free-standing Cottage is a staple in Soulard. The Soulard Cottage is steps away from McGurks, Dukes, Mollys and all of Soulard's hottest spots! Not to mention, less than a 8 minute Uber to The Arch, Busch Stadium (Cardinals), Enterprise Center (Blues), the City Museum, The Aquarium and so much more! Here for business? Perfect! Here for a game? Perfect! This cottage will give you a truly unique experience while you explore St. Louis.