Vacation rentals in Midlothian

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Top-rated vacation rentals in Midlothian

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Top guest favorite

A dark blue accent wall features a round mirror, enhancing the space's depth. A minimalist bench with a textured throw sits against the wall, accompanied by a decorative vase holding soft, feathery plants. Light wood flooring contributes to a modern, welcoming feel.

Home in Homewood

5 out of 5 average rating, 13 reviews

Suburban Haven: Cozy Escape with a Touch of Luxury

This newly updated home is the perfect place to enjoy some peace and quiet. You’ll find ample seating for your whole group, and sleeping accommodations for up to 16. Using this as a homebase, you can enjoy everything Chicagoland has to offer. This home is perfect for reunions, family getaways and vacations. You’ll find a light and airy home that is beautifully decorated and tastefully furnished, with everything you need in ready supply. Enjoy a restful stay in this beautiful suburban getaway!

Guest favorite

A renovated coach house is presented with a light yellow exterior, featuring a welcoming entrance flanked by two windows. Lush greenery frames the yard, while a vibrant flower bed and a basketball hoop enhance the outdoor space. A paved pathway leads to the entrance.

Home in Chicago

4.86 out of 5 average rating, 139 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.

Superhost

A spacious wooden deck is surrounded by trees, offering a peaceful outdoor area. The deck features a circular central area with a smooth surface, ideal for relaxation. The bright blue sky enhances the natural setting, inviting enjoyment of the outdoors.

Home in Markham

4.73 out of 5 average rating, 126 reviews

The Country Life! Entire House.

Enjoy the Country Life in this beautiful suburban home. The entire house is yours to enjoy. Sleeps up to 14* comfortably with 4 bedrooms, 2 bathrooms and kitchen. No smoking indoors but enjoy the outdoors, barbeque in the yard or relax on the deck when weather permits. * NO UNAUTHORIZED EVENTS, PARTIES, REPAST, GATHERINGS or VISITORS; YOUR RESERVATION SUBJECT TO BE CANCELLED AND/ OR $500 FINE. NO REFUNDS! * Extra guest fee over 10 *Small private events may be considered for a fee*

Superhost

A wooden media console with barn-style sliding doors encloses a modern electric fireplace. The floor underneath is made of polished hardwood, and various board games are visible on the shelf above the fireplace.

Apartment in Thornton

4.84 out of 5 average rating, 19 reviews

Your quiet south suburban oasis

Relax and enjoy yourself in this south suburban duplex located in a safe and quiet location! We offer the entire unit so you don’t have to worry about sharing. 1 bedroom but the living room is spacious enough for an air mattress (must bring own). Large yard for you and your family to enjoy outdoor activities! Park less than 1 block away. 4 blocks from the famous rock quarry of Thornton. New casino less than 2 miles away. Bar right across the street! Animals allowed if trained.

Top guest favorite

A charming train station exhibits a classic architectural design, featuring a red-tiled roof over an arched entrance. Stone walls and large windows create an inviting facade. Benches are positioned along the platform, while train tracks extend in the foreground under a softly lit sky.

Home in Oak Forest

4.97 out of 5 average rating, 33 reviews

The Oasis, 3BR/2BA Zen Hideaway

Welcome to The Oasis, a blend of modern elegance and boho charm in a serene neighborhood. This 3BR, 2BA retreat offers an open-concept living space with white walls, black railings, and light wood floors. Enjoy cozy living, a modern chic look throughout the house, kitchen with stainless steel appliances and equipment. Modern bathrooms provide a relaxing experience. Conveniently near attractions and dining, The Oasis is your perfect escape. Book now to enjoy comfort and style.

Top guest favorite

A sleek keypad entry system is mounted on the doorframe, featuring numerals and a circular keyhole. The brushed metal finish adds a modern touch, while the textured gray wall provides a subtle backdrop.

Guest suite in Orland Park

4.98 out of 5 average rating, 97 reviews

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.

Superhost

A street view in a quiet neighborhood depicts a wide avenue lined with storefronts, including cafes and shops. A sidewalk runs alongside the road, offering a clear path for pedestrians. Trees cast shadows on the pavement under a bright, blue sky with scattered clouds.

Home in Blue Island

4.82 out of 5 average rating, 200 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 favorite

Yurt in Homewood

4.97 out of 5 average rating, 109 reviews

Glamping Yurt&RV-Game Room-Pool-Sauna-Hotub Court

Glamping Experience to the NEXT LEVEL! Opened April - Nov. Contact during off season. Mini Resort Includes: RV w/bathroom - 2 beds & sofa sleeper 20' Safari Yurt - 4 beds w/sofa sleeper Game Room w/bathroom 1 bed & sofa sleeper Gazebo w/2 twin beds Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs seasonally Mini Golf lanes Basketball, Volleyball, Pickleball court Breakfast included is 1 dozen fresh eggs!

Top guest favorite

A stylish hanging chair is mounted on a sleek, white metal stand. The chair features a woven rattan design with a soft, light-colored cushion. Natural light enters through the adjacent window, highlighting the chair's unique structure against a soft, pastel wall.

Apartment in Blue Island

4.94 out of 5 average rating, 298 reviews

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.

Guest favorite

A private jacuzzi is situated under a shaded pergola, with warm ambient lights enhancing the serene atmosphere. A view of an outdoor dining area with a table and chairs is visible through a nearby opening, framed by lush greenery and a tranquil landscape.

Guesthouse in Merrillville

4.92 out of 5 average rating, 110 reviews

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

Romantic Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse/in-law suite offers ultimate relaxation with a private entrance, spa-like jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

Guest favorite

An outdoor patio is illuminated by soft lighting under a protective shelter. Comfortable seating arrangements include folding chairs and metal benches. In the center, a fire pit is surrounded by stones, with flames providing warmth and a calming ambiance during the evening.

Home in Chicago Ridge

4.92 out of 5 average rating, 137 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.

Guest favorite

A boxed game titled 'Jumbling Tower' features a stack of wooden blocks in various configurations. The packaging displays a vibrant blue background with a visually engaging design, while the blocks are shown in a natural wood finish, suggesting a classic game suitable for multiple players.

Home in Oak Forest

4.92 out of 5 average rating, 101 reviews

Cheerful three bedroom, 2 full bath in Oak Forest

Beautifully updated 3 bdrm 2 ba home in Oak Forest! Upgraded kitchen cabinets with stainless steel appliances with a large eat-in kitchen. 2 full baths, plenty of room for entertaining in family rooms. A vending machine conveniently located downstairs. Majestic private backyard.

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Other great vacation rentals in Midlothian

Guest favorite

A modern kitchen is featured with sleek cabinetry in a light wood finish. White countertops are paired with marble backsplash, complemented by stainless steel appliances, including a refrigerator and a gas stove. Soft lighting enhances the inviting atmosphere.

Home in South Holland

4.77 out of 5 average rating, 26 reviews

Last-Min Sun Deal | Romantic Father’s Day Retreat

AlexisRating, 5 stars5 days ago

Nicole was very helpful and friendly. Her place was clean and looked like the pictures posted. I would definitely recommend this listing.

An outdoor seating area is set up with six cushioned chairs arranged around a central glass table. A patterned area rug adds color, while a fire pit is positioned nearby, creating a cozy ambiance for gatherings.

Home in Calumet Park

4.75 out of 5 average rating, 89 reviews

My quaint little escape

MaggieRating, 5 stars2 weeks ago

Very cozy and comfortable place to stay! Tracy is a wonderful host. The backyard and campfire pit was our favorite part.

A modern kitchen features wooden cabinetry and a central island with a stovetop and stainless steel range hood. Dark dining chairs surround a table in the adjacent dining area, which is illuminated by a contemporary light fixture. Gray and white backsplash tiles add texture to the space.

Home in Markham

4.87 out of 5 average rating, 30 reviews

“La Cabaña ” Entire 2 bd near Chicago

EricRating, 5 stars4 weeks ago

Nice place in a good location that fit our needs

Guest favorite

A welcoming entrance is presented, featuring a white door adorned with a decorative sign that spells 'HOME.' Surrounding greenery adds a touch of nature, while the textured brick facade enhances the overall appeal of the home's exterior.

Home in Calumet Park

4.83 out of 5 average rating, 29 reviews

3bedroom w 3 car driveway house

MarcusRating, 5 stars3 weeks ago

Always a pleasure staying

Guest favorite

A modern kitchen features a large central island with a marble countertop and bar seating. Stainless steel appliances, including a refrigerator and oven, are positioned alongside ample gray cabinetry. A pendant light fixture hangs above the island, and natural light enters through a skylight.

Home in Orland Hills

4.95 out of 5 average rating, 20 reviews

Orland hill’s rental

VictoriaRating, 5 stars2 weeks ago

We really enjoyed our stay here! There was plenty of space for 6 adults and a child with many places to hang out. The neighborhood was nice and the house was very clean. It was great to spend time in the backyard with the nice weather we had.

A modern kitchen is presented, featuring sleek white cabinetry and stainless steel appliances. A dark wooden table with seating is visible, complemented by blue curtains framing the windows. Decorative wall art adds a touch of style, while geometric patterns enhance the overall design.

Home in Homewood

4.88 out of 5 average rating, 40 reviews

The executive suite

GustavoRating, 5 stars6 days ago

The place was very nice if I come back to Chicago I will definitely be staying here again!

Guest favorite

A black car is parked on a gravel driveway beside a blue house. The scene includes a set of stairs leading to the house's entrance, with large windows visible. Lush trees and landscaping surround the property, suggesting a suburban environment.

Private room in Richton Park

4.85 out of 5 average rating, 240 reviews

Urbal retreat

ShirleyRating, 5 stars1 week ago

Harvest was such a sweetheart, and very helpful whenever I had a question about something. She made me and my daughter feel very welcome and comfortable in her home. I was a little nervous at first but it turned out to be a great experience for my first time using Airbnb.

A spacious living area is highlighted by a plush sofa and a stylish area rug. A wooden coffee table sits in the center, complemented by a TV console featuring a 4K HDTV. Natural light streams through the large windows, creating an inviting ambiance.

Home in Glenwood

4.75 out of 5 average rating, 16 reviews

5min to Wind Creek Casino/Fast Wi-Fi/Comfy beds

TerranceRating, 5 stars2 weeks ago

Great place to stay with family. Great location if you need a place near the Chicago south suburbs. Clean home and the host was super friendly and accommodating to us. Would definitely stay again.

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Vacation rentals in Midlothian

Top-rated vacation rentals in Midlothian

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