Holiday houses in St. Ann

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Top-rated holiday rentals in St. Ann

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Guest favourite

A well-lit living area features a dark leather sofa adorned with colorful cushions, complemented by a wooden coffee table and a blue area rug. Artwork and decorative accents enhance the space, with sunlight filtering through the windows, creating a warm, inviting atmosphere.

Apartment in Maryland Heights

4.87 out of 5 average rating, 168 reviews

KingBed Comfort-Prime Location Near CreveCoeurLake

Discover your ideal retreat in this newly renovated 2-bedroom apartment, nestled in a charming and cozy building in Maryland Heights. Just moments from Creve Coeur Lake, West Port Plaza, Hollywood Casino & Amphitheater, and the historic charm of St. Charles, this inviting space offers easy access to top dining and entertainment options. Whether you're visiting for a weekend getaway or an extended stay, every detail has been thoughtfully designed to ensure your comfort, relaxation, and enjoyment.

Top Guest favourite

A rustic living area features a large stone fireplace with a cozy fire and a wall-mounted television displaying a program. Comfortable seating includes a grey sofa and a round table for dining. Decorative items add character to the room.

Guest suite in Saint Charles

4.93 out of 5 average rating, 108 reviews

The Luxury Lodge in St. Charles

The Luxury Lodge is a Private Residence at Rear of Property with Private Keypad Door Entrance, Private Parking, Outdoor Deck, Dog Run Line and 1/2 acre Fenced Backyard. Kick back & relax in this serene, spotlessly clean, stylish luxury & country living in St. Charles, MO w/ Great Scenic View. Dog friendly, comfy Queen Size Bed, Love Seat, Queen Sleeper Sofa, Large Stone Fireplace, Huge Bathroom, Rain Shower, Private Powder Room, Large Screen TV, Cable & Streaming, Kitchenette, Fridge & Dresser.

Top Guest favourite

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

4.97 out of 5 average rating, 661 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 favourite

The exterior of a historic log cabin features a welcoming yellow door and a decorated porch with a small table and chairs. Lush greenery surrounds the cabin, while vibrant flowers add a touch of color. The structure is complemented by the clear blue sky.

Cabin in Saint Charles

4.98 out of 5 average rating, 360 reviews

Camp Mill Pond: Historic Cabin Near Main Street

*St. Louis Magazine A-List Winner!* ***PRESS: DESIGN STL, STL MAG, AND FOX2NEWS*** Camp Mill Pond is a throwback to the slow and easy rhythm of hot summer days. This circa 1835 cabin offers easy access to our historic area, including Main Street, Katy Trail for biking, and Frenchtown, without sacrificing modern comforts! This 180-year-old historic cabin sits on a beautiful lot, shared with our 1865 three-story home and a two-story carriage house. Ask about renting bikes and a golf cart!

Guest favourite

A light-filled living area features a neutral color palette with hardwood flooring. A comfortable sofa and armchairs surround a wooden coffee table, while a cozy rug adds texture. A fireplace and a television are positioned on the white brick wall, complemented by windows dressed in sheer curtains.

Home in McKinley Heights

4.96 out of 5 average rating, 219 reviews

Terra House - Lafayette Square Hideaway

This charming home built in 1925 is located in a peaceful neighborhood conveniently situated just moments from Soulard, Lafayette Square, and downtown! This prime location means easy access to a variety of restaurants, bars, and entertainment! Lafayette Square Park and hip cafes are just a stone's throw away, making it ideal for those who love to explore the local scene. The perfect combination of convenience, comfort, and character, making us an excellent choice for visitors to St. Louis!

Top Guest favourite

Apartment in St. Charles Historic District

4.94 out of 5 average rating, 381 reviews

Christmas Getaway in Historic Old St. Charles

Welcome to Pop Luck's Guest Suite! This adorable gem represents everything you love about Old St. Charles. This cozy suite is just steps away from the heart of Main Street, restaurants, and all the action St. Charles has to offer. Pop Luck's is a charming one-bedroom, with an open and airy living room and kitchen. It has natural light and high ceilings throughout. It's farmhouse cottage decor makes for a relaxing place to rest. Also, check out our sister suite The Ella Rose, right next door.

Guest favourite

Apartment in Dogtown

4.93 out of 5 average rating, 114 reviews

2S · Safe Neighborhood STL-Botanical Apt.Frst Park

Safe neighborhood with easy highway access conveniently situated - 1 MINUTE FROM FOREST PARK (the biggest city park in the U.S.) - 6 minutes to the Delmar Loop (voted one of the 10 great streets of America due to its phenomenal food) - 10 minutes to everything else (gateway arch, WashU campus, STL airport, Cardinals arena, botanical gardens, etc.) -The cute naturally lit place full of plants is an experience on its own with lots of comfort perks like double washer and dryer. Pet fee $95

Superhost

A charming two-story house features a gray exterior, framed by vibrant trees in autumn hues. Large windows allow natural light to enter, and a welcoming entrance hints at the cozy space within. A stone pathway leads up to the home, surrounded by a rustic landscape.

Tiny home in Saint Ann

4.88 out of 5 average rating, 240 reviews

Forest Edge Tiny House | 8 Min to Airport

Welcome to a private hidden gem 8 minutes from the airport with an oasis of an acre of woods surrounding the property! It’s a quiet getaway from the hustle and bustle of the city but only 8 min to the Airport, 15 miles to down town. 15 min to St. Charles area and 10 min to Hollywood Casino Amphitheatre. Perfect for couples, small family or single visitor to St. Louis! Dogs are welcome to stay for an additional fee. Early checkin/checkout available for $15/hour as availability allows.

Top Guest favourite

A functional kitchen area features dark cabinetry and modern appliances. A round wooden table, surrounded by four rustic chairs, provides dining space. Natural light fills the room through a skylight, enhancing the clean lines of the countertops and cabinetry.

Place to stay in Dogtown

4.96 out of 5 average rating, 290 reviews

The Dogtown Loft -private loft, parking, and deck!

The Dogtown Loft is situated in historic Dogtown in St. Louis, Missouri. The Loft offers a private entrance, private garage parking and a very large private deck to enjoy. The St. Louis Zoo at Forest Park, meals, drinks, coffee, and entertainment are a short walk away. The Loft is kid friendly and has quick access to the highways to enjoy Busch Stadium, Ballpark Village, museums, St. Louis Science Center, the Arch, and more! Keyless entry, washer/dryer, full kitchen, & free wifi.

Guest favourite

A vibrant living area features bright green sofas with pink accent pillows positioned around a colorful area rug. An archway leads to a dining space with orange chairs, while blue walls and purple curtains add modern charm.

Bungalow in St. Louis

4.93 out of 5 average rating, 123 reviews

Family & Pet Retreat Near STL Airport & Highways

10% of our net profits support local rescues & animal outreach! 🐾 Pet-friendly 2-bed, 1-bath home with fenced yard, coffee bar, and dog gear—bowls, toys, waste bags. Bring up to 2 friendly pups ($85 per pet). Near highways 364, 170 & 70. 6 mins to UMSL, 9 mins to Lambert Airport, 12 mins to Delmar Loop, 15 min to STL Zoo & The Hill, 20 min to hospitals( Barnes Jewish/Childrens) & Arch. *Due to local Airbnb regulations, guests must provide some additional info after booking.

Top Guest favourite

The exterior of the house features a well-maintained lawn with shrubbery and a covered porch. A cozy seating area with a modern coffee table is shown, complemented by a sectional sofa. A well-equipped kitchen with appliances and a dining table set for six are also visible. A serene bedroom showcases a spacious bed with soft linens.

Home in Saint Charles

4.99 out of 5 average rating, 173 reviews

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!

Top Guest favourite

A bright living space is presented with a comfortable gray sofa and a round wooden coffee table. A washer and dryer are situated under the staircase, and two potted plants enhance the decor. Natural light enters through multiple windows, illuminating the area.

Cottage in Maplewood

4.99 out of 5 average rating, 483 reviews

Weaver Guest House

This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.