Holiday rentals in Crestwood

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.

NO PARTIES, VERY QUIET NEIGHBORS. 3 BEDROOM 2 BATH

Two minutes from highways I270, I55, I44 which is within 15 minutes of downtown St. Louis. Busch Stadium, St Louis Blues, Zoo, Aquarium, Forest Park, Wash U, Soulard, Central West End, Missouri Botanical Garden, Anheuser-Busch. Other close attractions- Laumeier Sculpture Park, Children’s Magic House, Museum of Transportation, Grant's Farm. We are within one mile of Mercy South Hospital if you are working or visiting. MO Baptist, Mercy, BJC, Children's hospital all 15 minutes. 20 min/airport.

The St. Louie House in Fenton w/deck & large yard!

Enjoy your stay in our St. Louis themed house. The kitchen is fully stocked with coffee bar, dishes, pots & pans. The three bedrooms, the Cardinals room, the Blues room and the Union Station room each have a queen bed with spacious closets. A large covered deck for BBQ. The full basement is set for family fun! A full sized laundry room is there for your convenience. The Arch, Stadium, Six Flags, Science Center, Zoo, Forest Part, etc are under 30 minutes. Local shopping is within minutes.

Casa Lucido.

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.

Dogtown Century home near Forest Park & Maplewood

Our historic home has lots of natural light and high ceilings. The two bedrooms are furnished with comfy queen beds. The sunroom also doubles as a third sleeping room. Enjoy a morning cup of coffee on the large front porch, or yard games and bbq in the fenced back yard. The updated kitchen comes fully equipped with everything you need to help you feel right at home. Minutes from Forest Park, BJC and SSM hospitals, universities, downtown, many great restaurants and shops. Furry friends welcome!

2026 Sale! Charming Kirkwood (2) Bedroom

Welcome to this cozy home-away-from-home, designed with the Airbnb guest in mind! Minutes from downtown Kirkwood and 20 minutes from downtown STL it is perfect for those traveling for work or fun! Guests are provided internet, hotel linens, & laundry access. Settle in & enjoy cooking in the kitchen, relaxing in the living room, and resting in your hotel-inspired bedrooms. This listing was converted from a shared apartment to a full unit in August 2024. Prior reviews are for one bedroom.

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!

Great Fam Friendly Home w/ Lrg Deck & Yard

**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

Cozy Full Home Near Grants Farm

Warm inviting home. Large kitchen is ready for home cooking with: center island, full suite of appliances, & coffee maker. Cozy family/dining room has an expandable table so you can invite friends for dinner. Lower level has a 2nd family room w/ dedicated office space. Nice private backyard for hanging out with patio table. Detached garage for parking. 15 minutes to Wash U, 4 minutes to Grants Farm, & close to hospitals. Quiet area - no parties. No smoking this includes pot!

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!

Koi Garden Cottage Safe Private Parking!

Mindfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking

Cozy Barndominium Loft in Friendly Neighborhood

A modern, but cozy, 562-sq.-ft. loft apartment with full kitchen and bath, queen bed (with a Winkbeds Luxury Firm mattress)a twin Murphy Bed / desk, living room, walk-in closet, FireStick, Roku, DVD player, WiFi and more. Note that the barn is in our back yard and part of our home, so we don't allow instant book. We know it's a bit of a pain, but hope everyone will understand given that we live here too.