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Vacation rentals in Chicago Ridge

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Top-rated vacation rentals in Chicago Ridge

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Condo in Hickory Hills

4.92 out of 5 average rating, 61 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 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 & AC Outlet. 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.

Jan 1 – 8

G$18,939 GYD per night

Cottage in Gary

4.97 out of 5 average rating, 117 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

Jan 22 – 29

G$25,155 GYD per night

Guest suite in Orland Park

4.99 out of 5 average rating, 72 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.

Jul 1 – 6

G$27,437 GYD per night

Apartment in Oak Lawn

4.95 out of 5 average rating, 123 reviews

Charming One Bedroom Apartment

Enjoy your stay in Oak Lawn in this modern and rustic, newly remodeled one-bedroom apartment! It is conveniently located right by Christ Hospital, Metra station and Midway Airport. The apartment is comfortable for up to 4 people, has a private bedroom and a pull out sofa in the living room. You will have a full kitchen, work space, entertainment area with TV and a comfy bed for your best night rest. There is Wifi, Netflix, hulu, and YouTube TV.

Jul 11 – 18

G$27,780 GYD per night

Tiny home in Burr Ridge

4.92 out of 5 average rating, 244 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

Dec 21 – 28

G$23,303 GYD per night

Home in Worth

4.87 out of 5 average rating, 103 reviews

The Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi

This beautiful, newly remodeled, spacious, 3 bed 2 bath ranch style home is set back on a large lot. Located close to a major hwy, restaurants and a shopping. Just 15 minute to Midway Airport, 25 mins to O'Hare, and 25 mins to Downtown Chicago. Its a great spot to get to everything! Perfect for families, vacationers, and business travelers. You must be 21 or older to book. You must provide a valid photo of your D.L. or State ID upon request.

Nov 15 – 22

G$51,604 GYD per night

Apartment in Cicero

4.98 out of 5 average rating, 204 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

Feb 7 – 14

G$25,873 GYD per night

Apartment in Blue Island

4.93 out of 5 average rating, 265 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.

Dec 1 – 8

G$29,542 GYD per night

Home in Chicago Ridge

4.91 out of 5 average rating, 53 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.

Feb 11 – 18

G$30,907 GYD per night

Condo in Chicago Ridge

4.96 out of 5 average rating, 56 reviews

Industrial Sheek Gem

Discover urban living at its best in this renovated, spacious condo. Set in a charming 5-unit building, it seamlessly blends luxury with practicality, featuring a private garage, in-unit laundry, and a balcony. Enjoy serenity while staying connected to the vibrant city. Welcome to a lifestyle where sophistication meets convenience and tranquility meets connectivity!

Sep 30 – Oct 7

G$36,983 GYD per night

Home in Justice

4.95 out of 5 average rating, 194 reviews

3 Kng|1 Qn|1 Full|3AirBds|Basketball Crt|FreePark

3 Kings | 1 Queen | 1 Full | 3 air beds | 2 Pack 'n Plays No charge for cleaning, extra people, or any other hidden fees. 20% weekly discount applied to 7+ nights. Minutes to I-294, I-55. 30 mins to Chicago & O'Hare Airport. 20 mins to Midway Airport. 5 mins to Cook County’s forest preserves w/ bike, walking, and horse trails.

Dec 21 – 28

G$134,692 GYD per night

Cabin in Griffith

4.91 out of 5 average rating, 158 reviews

Beautiful Rustic Cabin for Two!

Gorgeous newly renovated log cabin for two on a working homestead just minutes from Hard Rock Casino! Stop on in for one night or twenty nights! **EXCITING AUG 2023 update: We have replaced the futon with the BRAND NEW FULL SIZED BED pictured!

Mar 14 – 21

G$17,985 GYD per night

Vacation rentals for every style

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Popular amenities for Chicago Ridge vacation rentals

Free parking on premises

Air conditioning

Stay near Chicago Ridge's top sights

Chicago Ridge Mall21 locals recommend

AMC Chicago Ridge 64 locals recommend

Jenny's Steak and Banquets4 locals recommend

Other great vacation rentals in Chicago Ridge

Home in Palos Hills

4.92 out of 5 average rating, 12 reviews

Cozy lower level in Palos Hills

Nov 13 – 20

G$32,077 GYD per night

Apartment in Oak Lawn

4.83 out of 5 average rating, 24 reviews

Lovely & Modern 2 Bd Apt near Golf Course

Sep 3 – 10

G$36,559 GYD per night

Home in Chicago

4.91 out of 5 average rating, 88 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Oct 24 – 31

G$23,844 GYD per night

Home in Worth

4.96 out of 5 average rating, 45 reviews

Luxurious & Modern Cozy House in Chicago Suburb!

Sep 13 – 20

G$43,912 GYD per night

Camper/RV in Willow Springs

4.98 out of 5 average rating, 45 reviews

Wander Willow Springs Glamping Retreat

Jul 25 – Aug 1

G$25,691 GYD per night

Condo in Evergreen Park

4.8 out of 5 average rating, 92 reviews

Evergreen Park Condo with balcony and Jacuzzi tub

Nov 25 – Dec 2

G$26,606 GYD per night

Apartment in Lemont

4.96 out of 5 average rating, 24 reviews

Burr Oak

Sep 28 – Oct 5

G$15,988 GYD per night

Home in Robbins

4.97 out of 5 average rating, 37 reviews

Comfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW

Sep 27 – Oct 4

G$26,816 GYD per night

Destinations to explore