
Holiday rentals in Midlothian
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Top-rated holiday rentals in Midlothian
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxurious townhome 30 days lease open for1-2 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.

Charming Garden Apartment
Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

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.

Convenient Location near ammenities. KING size bed
Walking distance to restaurants, stores etc. 1st floor suite will be your relaxing retreat. King size bed with a 12 inch foam mattress, down pillow/comforter set, blackout curtains will allow you a restful sleep. BR is equipped with 2 side tables, 2 dimmable touch control table lamps with 2 USB Ports. Bath offers a tub, vanity & open shelving. LR features faux leather sofa, coffee table w/the lift-top & 70” streaming TV. LR opens up to an eat in kitchen equipped with standard dine-ware.

Jacuzzi Cul De Sac home | Near Chicago
Enjoy a quiet property located just outside of Chicago at the end of a cul de sac! ✨ P R O P E R T Y ✨ • 1,800 sq ft • 3 bedroom, 4 beds • Full kitchen with cookware and silverware • Coffee and tea bar • Jacuzzi in the bathroom • Washer and dryer • Gas grill • Fire pit • 2 fireplaces & more! ✨ Y O U R S T A Y ✨ • Frequent discounts for longer stays • Up to 45 days allowed • Pets allowed • Basic needs supplied for short stays • Near multiple stores / malls • Near attractions

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.

Homewood Oasis
Welcome to our Homewood Oasis, where relaxation meets family fun! As former residents of this charming town, we know the importance of a comfortable and enjoyable stay when coming back to visit. Our Airbnb is more than just a place to sleep; it's a carefully curated space designed for families like yours. As hosts who've experienced the need for a home away from home, we've put our heart into making this space welcoming and enjoyable for you. We look forward to hosting you!

Boulderstrewn: Historic Homewood home
Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

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.

The executive suite
Live the high life in this stylish executive suite, never get cold feet with heated floors throughout. 75” tv in living room, 58” in each bedroom, work from home with fast internet and dedicated work desk. Located in a super quiet neighborhood. Very safe as well. Enjoy your home away from home. Close to fine dining, and brand new casino coming. be downtown Chicago in minutes with a quick Metra train ride minutes from this home. And please, no smoking or parties.

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.
Popular amenities for Midlothian holiday rentals
Other great holiday rentals in Midlothian

B: Spacious bedroom with private workspace.

Twin Bed in Shared Cozy Modern House

Basement Private Studio Room

Lakefront Room, basement, Safest Neighborhood

A1- Next to the train & Downtown

Small Cozy Room in a Safe Neighbourhood

Quiet and relaxing kind bed. For 1 guest only #2

Downers Grove Comfy Private Room(3)
Destinations to explore
- Chicago Holiday rentals
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Villa Olivia
- Chicago Cultural Center




