Holiday rentals in Crestwood

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Top-rated holiday rentals in Crestwood

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Flat in Chicago

4.67 out of 5 average rating, 6 reviews

A King and Queen Suite (No Extra Guest)

Relax with the whole family at this peaceful place to stay Southside of Chicago Metra Station is located on the next block east of King Dr. Download the app called VENTRA to access train/bus times and routes. Bus services is right outside the door across the street and on the next block. #4 bus goes downtown next block #111A that bus goes to Walmart #115 that goes to the 95th Red Line Walmart, Chick-A-Fil, Wing Stop, Culver’s, Pot Belly and many more, located 1.5 miles east of 111th St

Guest favourite

Loft in Brookfield

4.91 out of 5 average rating, 129 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Superhost

Flat in Worth

4.85 out of 5 average rating, 20 reviews

Charming 1-Bedroom in Worth, IL

Welcome to your cozy retreat in Worth, IL! This newly remodeled one-bedroom apartment is perfect for a comfortable and convenient stay. Inside, you’ll find a spacious bedroom with a queen bed, fully equipped kitchen with brand-new stainless-steel appliances, an updated bathroom with modern fixtures, and two Smart TVs and highspeed Wi-Fi. Conveniently situated in the South Suburbs of Chicago near shops, parks, and dining, you’ll also have easy access to major highways and public transportation.

Guest favourite

Campervan/Motorhome in Willow Springs

4.94 out of 5 average rating, 89 reviews

Wander Willow Springs Glamping Retreat

Nestled in the serene landscapes of Willow Springs, the Wander Willow Springs RV offers a peaceful and immersive getaway. Relax in a cozy, fully-equipped stationary RV. Unwind in nature's embrace, just 1 block from Chicagoland's largest forest preserve. Immerse yourself in the tranquility of your surroundings while savoring a cup of coffee on the outdoor patio w/fire pit, explore the forest's miles of hiking and biking trails or the village's charm from the comfort of your own private retreat

Guest favourite

Home in Chicago

4.88 out of 5 average rating, 154 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Guest favourite

Serviced apartment in Tinley Park

4.74 out of 5 average rating, 19 reviews

Retro- Organic- Apartment

Early check in $45 Travel times: 35 minutes to downtown, 47 minutes from O'Hare apartment, varying with rush hour. To create an organic retro apartment, I focus on natural materials, vintage pieces, and ample natural light, incorporating plants, natural wood, and a vintage color palette. Great restaurants and coffee shops are nearby, making this place perfect for families, travelers, and executives. All cleaning supplies and essentials are vegan, made with clean ingredients.

Home in Robbins

4.89 out of 5 average rating, 87 reviews

Comfy Clean 3 Bdrm/2Bth -Near SXU & Midway

Book your winter & spring travel! We'd love to host you! Clean 1800+sq SF suburban home ~35 mins away from dwtwn Chgo. Near expressways (294 & I-57), highways, restaurants & major retailers + full-service grocery store <5 mins. St. Xavier (5 miles); Becvar & Son Funeral Home; Moraine Valley College (4 miles). This multi-generational family home was filled w/ love & memories until '22. The reservation holder must live 50 miles outside of the property location.

Guest favourite

Home in Blue Island

4.82 out of 5 average rating, 212 reviews

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

Top guest favourite

Guest suite in Chicago

5 out of 5 average rating, 8 reviews

Guest Suite w/Private Entrance Beverly Basement

Great location. recently rehabbed. Space: This is a new guest suite in the basement of my home. The suite is equipped with a full kitchen featuring high-quality appliances. The suite includes a large bathroom, a bedroom with a new queen-size mattress, and a washer and dryer onsite. The suite offers a peaceful and comfortable place to stay. A 2 block walk will get you to the commuter train, Subway sandwiches, an Italian deli, CVS Pharmacy, and Starbucks.

Top guest favourite

Private room in Alsip

4.9 out of 5 average rating, 255 reviews

Safe clean charming close transportation Viva!

Hello world, The room is called la Dolce room, Inspired by my trip to Italy Rome The rug is like a fancy cake top , dark brown for tiramisu dessert, the walls is the color of cappuccino coffee ice cream, & some art Decour made to put you in sweet dream mode in a queen size bed. A beautiful Clean bathroom with clean linen to refresh your self. Have a second room for office space, to use a desk. Safe parking for your rental, close to the highway

Top guest favourite

Flat in Hickory Hills

4.97 out of 5 average rating, 64 reviews

Cozy Guest Suite. Private Entry+ Turo Rental

3600 sqf single family home with a Guest Apartment and private entry on the ground level. Your family will be close to everything when you stay at this centrally-located place. Centrally located off of I294, I55, I57 and I80. Easy to and from travel. In Need of a rental we have 2018 Jeep Grand Cherokee High Altitude at the house and listed Turo.