Vacation rentals in Chicago Ridge

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Top-rated vacation rentals in Chicago Ridge

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Superhost

An updated bathroom features modern fixtures and a walk-in shower enclosed in glass. A vanity with a lighted mirror is accompanied by neatly arranged towels. Decorative floor tiles add a touch of style, while natural light filters through a frosted window.

Apartment in Worth

4.77 out of 5 average rating, 13 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.

Top guest favorite

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

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, 140 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 sturdy wooden shelf displays neatly stacked white towels, emphasizing a clean and organized bathroom space. The backdrop features warm beige walls and a tiled section, creating a balanced and functional design.

Condo in Hickory Hills

4.85 out of 5 average rating, 100 reviews

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.

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, 99 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.

Guest favorite

Apartment in Beverly

4.95 out of 5 average rating, 107 reviews

Chicago Charming Historic Beverly Retreat

This comfortable quaint second-floor 2 bedroom apartment rental is situated in a unique historic diverse Chicago Southside neighborhood, namely Beverly/Morgan Park. This neighborhood’s beauty is visible in its hilly tree-lined streets with an array of architectural-style mansions that snake along the popular Longwood Drive. Directly adjacent to the building is a public commuter train that is a short ride to “Millenium Park” in downtown Chicago. Reference # - R2000115152

Guest favorite

An inviting entrance features a dark door flanked by large windows, framed by a small patio. Snow lightly dusts the surrounding plants and seating, which includes two chairs and a table. Potted flowers add a touch of color to the winter scene.

Tiny home in Burr Ridge

4.9 out of 5 average rating, 379 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

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, 299 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

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

4.91 out of 5 average rating, 143 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 spacious living area is highlighted by a sectional sofa, with a light gray color and cushions. Natural light enters through large windows, framed by sheer curtains. A round table for dining is positioned near a flat-screen TV, accompanied by stylish woven chairs.

Condo in Chicago Ridge

5 out of 5 average rating, 6 reviews

Quintessential vibes 2Br/2Bath

Quintessential vibes is freshly renovated with brand new flooring, freshly painted and styled with comfort. Whether it’s a work trip, family visit or a simple vacation/getaway comfort and relaxation will accommodate all. Unit is located on third floor with no elevator. Free assigned parking. One right outside the building and one in building garage. This stylish place to stay is perfect for group trips.

Superhost

A circular arrangement of six outdoor chairs surrounds a stone fire pit, positioned on a grassy area. Lush greenery borders the space, providing a sense of privacy and tranquility. The seating encourages gatherings and relaxation in a peaceful environment.

Home in Chicago

4.86 out of 5 average rating, 111 reviews

Peaceful Family Home near Downtown, MDW, Free Park

Our peaceful and spacious 3 bedroom home is the perfect getaway for the whole family to relax and decompress! Features include plenty of yard space for bonfires, cookware and kitchen necessities, baby-friendly amenities, a whirlpool jetted bathtub, 65" 4K Smart TV perfect for movie nights, and brand new luxury memory foam mattresses and linens. Free street parking is ample and always available.

Top guest favorite

The kitchen area features modern appliances, including a stainless-steel refrigerator and oven. A kitchen island offers additional prep space, while a dining table set for four provides a welcoming spot for meals. Light-colored cabinets complement the dark tile flooring, creating a functional cooking space.

Apartment in Hickory Hills

4.96 out of 5 average rating, 48 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.