Holiday houses in Crestwood

Luxurious townhome 30 days lease open for 2 weeks

Welcome to our charming home in Orlando park- Ideal for both leisure and work. This comfortable house offers a perfect blend of relaxation and convenience. Located in a very safe and family-friendly community with numerous shopping plazas, restaurants, and activities. Only 30 minutes from Chicago's Midway airport and 3 minutes to the closest train station. Please red carefully. Village of orland park has rules of 30 days minimum required lease with crime free housing addendum to be signed.

Stunning, modern, remodeled 2 bedroom condo

Step into the lap of luxury in this lavishly furnished condo. Cozy ambiance with the cloud couch, fireplace, and 75-inch. Adjustable color lighting in every room to set the mood. The master has a king-size black Beautyrest mattress w/adjustable massage capabilities, 50-inch TV and walk-out balcony. The second bedroom twin-size bed, oversized bean bag, desk, 50-inch TV, and walk-out balcony. The living room walk-out balcony and spacious dining room table, while the kitchen is fully stocked.

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.

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

Cozy Escape: Blue Island Home

Perfect getaway in Blue Island! House offering comfort and convenience, ideal for couples & families. Inviting Living Room: Relax in a cozy space with fireplace and natural light. House is older house with lots of charm. Peaceful Bedrooms: Unwind in comfy beds with fresh linens. Private Outdoor Space: Enjoy morning coffee or evening drinks in the lovely backyard. Convenient Location: Minutes from shops, restaurants, parks, and highways. Enjoy all the comforts of home.

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.

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.

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Worth It! 3 bedroom ranch home

Relax with the whole family at this peaceful place to stay. Just minutes from walking parks, outdoor concert venue, golfing, and down town! Comfy and inviting Ranch style home offers 3 bedrooms, a fully equipped kitchen, flat screen TVs, and large windows. The private backyard has a patio, and bbq grill. A real home away from home, we look forward to your new booking.

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.

2 bedroom lovely spacious Suite

This stylish place to stay is perfect for any event. 420 friendly. Come and let us pamper you. Come and enjoy are tree lined community in the historical Beverly community. This Suite has all the latest amenities and beautifully furnished. Make some memories at this unique and family-friendly place.