Holiday rentals in Sugar Loaf

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Top-rated holiday rentals in Sugar Loaf

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in St. Louis
4.89 out of 5 average rating, 509 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Top guest favourite
A vibrant red multi-story building is showcased, featuring white shutters and decorative trim. An entrance with double doors is framed by a small front porch adorned with flags. Lush greenery surrounds the base, adding to the building’s charming façade.
Flat in St. Louis
4.89 out of 5 average rating, 531 reviews

Dutchtown Gem LLC: 4 mi so.of Arch

DUTCHTOWN, largest community in St. Louis with over 18,000 homes. Known as "Scrubby Dutch" locals would always be scrubbing their front steps. Eye catching architecture in the homes, church and shops. Over the last decade a lot changes are happening. This is our home and you will have you private entrance and space, I will ask a lot of questions both for your safety and mine. PLEASE BE HONEST. If you make a reservation for 4 ,don't try to sneak in extra people. NO WEED SMOKING

Superhost
A modern kitchen features white cabinetry paired with warm wooden countertops. An exposed brick wall adds character, while stainless steel appliances enhance functionality. A small dining table with chairs is included, creating a welcoming space for meal preparation and gatherings.
Home in St. Louis
4.85 out of 5 average rating, 207 reviews

4 King Beds! Remodeled - Gated Parking- Sleeps 21

Bring the whole family to this 1850s, 3 story, Mini mansion located in South Saint Louis City. Its conveniently located 10 mins away from the Cardinal’s Busch stadium. Most Saint Louis attractions are located only 10-20 mins away! Feed your whole family with a fully stocked kitchen next to the dinning room with a custom built 12 FOOT DINNING ROOM TABLE! This home has just been listed. More pictures will come shortly. Please feel free to ask me any questions. In the meantime! Thanks so much!

Superhost
An outdoor space is presented with a spacious layout, featuring a gas fire pit at the center, surrounded by seating for six. An oversized hot tub is visible nearby, with decorative string lights overhead illuminating the area. A barbecue pit and a seating area enhance the space.
Home in St. Louis
4.87 out of 5 average rating, 346 reviews

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.

Guest favourite
A modern living area features two stylish sofas in rich colors, surrounded by vibrant green plants. A glass coffee table sits atop a bold patterned rug, and artwork adorns the walls. A bright kitchen area is visible in the background, emphasizing an open layout.
Home in St. Louis
4.93 out of 5 average rating, 241 reviews

The Avant Gallery.

This home is a living gallery. Where modern design, art, and greenery breathe together. Every detail is curated to feel calm, intentional, and quietly inspiring. No stairs, no rush, just space to arrive. Evenings unfold on the private patio, lit by fire and soft glow, with a 50” smart TV and in-ground fire pit setting the mood. Nestled in a peaceful neighborhood just 10 minutes from downtown St. Louis. A place to rest, create, and let the world slow down. My personal home I created from love.

Guest favourite
A modern kitchen features white cabinetry with gold hardware, a large granite island with seating for three, and stainless steel appliances. Natural light filters through the window, highlighting the sleek design and ample counter space for cooking and entertaining.
Home in Dupo
4.91 out of 5 average rating, 111 reviews

Remodeled home, simple easy commute to StL Arch

No matter if you are on a business trip or a site seeing vacation, this location provides an easy commute to all the areas attractions. You can bring the whole family to this remodeled 4 bedroom home with a large fenced in backyard and patio perfect for relaxation. The house is located in a quiet residential neighborhood just minutes from downtown St Louis and all the action. The large recently renovated kitchen and living spaces will provide you with the perfect place to entertain or unwind.

Guest favourite
A spacious living area features a comfortable seating arrangement with a brown sofa and a bright yellow chair. A round coffee table is centered on a patterned area rug, with natural light filtering through large windows dressed in light curtains. A flat-screen TV is mounted on the wall.
Home in Caseyville
4.87 out of 5 average rating, 123 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.

Guest favourite
The exterior of a light blue Lustron home is featured, complemented by a vibrant yellow trim and front door. A large pink hippo sculpture stands prominently in the front yard, alongside green grass and white fencing, creating a playful and welcoming entry.
Home in St. Louis
4.94 out of 5 average rating, 101 reviews

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!

Top guest favourite
A spacious living area features vintage-style chandeliers and a cozy seating arrangement. Green plants are arranged in various spots, providing a touch of nature. A large wooden cabinet complements a bed area, while a television is positioned for relaxation.
Flat in Columbia
4.96 out of 5 average rating, 154 reviews

Charming Apartment in Historical Small Town by STL

Hello and welcome! Nestled in the quaint small town of Columbia, you'll feel perfectly at ease in the quiet of this peaceful area. If it's the city attractions you're looking for, you will be a 15-20 minute drive from downtown. This area is also full of natural and historical attractions, such as Cahokia Mounds, Fort de Chartres, Illinois Caverns, nature preserves, hiking trails and more! The apartment itself is in a cozy historical building next door to a year round farmer's market.

Guest favourite
Home in St. Louis
4.83 out of 5 average rating, 162 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!

Top guest favourite
A modern living area features a light gray sofa adorned with patterned cushions and a black-and-white decorative accent. Two stylish light fixtures are positioned beside it, with gold sunburst mirrors hanging on the wall. A coffee table sits atop a patterned rug, completing the inviting space.
Home in St. Louis
4.93 out of 5 average rating, 139 reviews

Gateway City Cottage

Beautifully restored single family home close to River City Casino and minutes from Soulard and Downtown St. Louis. Easy access to Hwy 55 and 270. All new furnishings and appliances, with king size bed and queen- sized pull out sofa. Full size washer/dryer. Sleeps 4 comfortably. 2 large screen tvs with apps. Fully alarmed. Quiet neighborhood within walking distance of St. Louis best burger and additional restaurants and bars. Owners are your next door neighbors.

Guest favourite
A spacious open living area is presented, featuring a large sectional sofa in a neutral shade. A flat-screen TV is mounted on a wooden media console, with a decorative basket and lamp nearby. Natural light filters in through the window, complemented by soft gray curtains.
Home in Millstadt
4.94 out of 5 average rating, 391 reviews

Deluxe Barndominium | King bed + Pkg

Enjoy a family- and pet-friendly stay in this beautifully remodeled barndominium just 5 minutes from downtown Millstadt and 20 minutes from downtown St. Louis. This charming retreat blends modern comfort with history, set in a restored barn that once served as an honor-system farm stand. Perfect for families, it offers 2 bedrooms (King bed and single-over-double bunk), a fully equipped kitchen, open living area, 55” TV, and fast internet. See more below

Popular amenities for Sugar Loaf holiday rentals