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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chicago Ridge vacation homes

A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

1. *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
$399 nightly
The price is $426
Sep 2 - Sep 3
Total with taxes and fees
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

2. Beautifully furnished one bedroom loft located in Chicago's South side suburb

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
$326 nightly
The price is $349
Sep 2 - Sep 3
Total with taxes and fees
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A living room with a sectional sofa, a round wooden coffee table, and three framed artworks on the wall.

3. 4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$450 nightly
The price is $547
Sep 2 - Sep 3
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
A wooden deck with a railing, a staircase, and a window with a wreath.

4. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (34 reviews)
"I had a fun stay "
United States
Jusu K.
$187 nightly
The price is $210
Sep 7 - Sep 8
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

5. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (33 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
$285 nightly
The price is $304
Sep 7 - Sep 8
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A dining area with a marble table, a potted plant, and a checkered coaster.

6. Spacious 5-bed 2-bath house - Berwyn

Spacious 5-bed 2-bath house - Berwyn
Berwyn
$550 nightly
The price is $587
Sep 2 - Sep 3
Total with taxes and fees
Spacious 5-bed 2-bath house - Berwyn
A marble countertop with a cheese platter, grapes, nuts, and a bottle of wine.

7. Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house. Lots of room and the games in the basement were awesome. Our grandsons loved them. The back yard is very nice too. The neighborhood is very nice. Everyone is so friendly. We had a great time."
United States
kim r.
$380 nightly
The price is $449
Sep 2 - Sep 3
Total with taxes and fees
Game Room • Fire-pit • Playground • Gym • Billiard
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a gas stove.

8. Charming & Cozy Getaway - A Heroic Stay Awaits!

Charming & Cozy Getaway - A Heroic Stay Awaits!
Homewood
10.0 out of 10, Exceptional, (20 reviews)
"We had such a lovely stay. It was cute, quaint, and the perfect place to spend Mother’s Day with my mother. The space was cozy, clean, and had such a peaceful charm to it. We truly enjoyed our time here and would absolutely stay again!"
United States
Nikki B.
$377 nightly
The price is $419
Sep 23 - Sep 24
Total with taxes and fees
Charming & Cozy Getaway - A Heroic Stay Awaits!
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

9. Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home

Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
$692 nightly
The price is $768
Sep 2 - Sep 3
Total with taxes and fees
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
A modern building with a glass facade, surrounded by a courtyard with benches and greenery.

10. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
$667 nightly
The price is $823
Sep 28 - Sep 29
Total with taxes and fees
Envitae Hotel, 4BR Modern Sleek Apartment
A modern living room with a sofa, coffee table, TV, and a staircase leading to an upper floor.

11. Spacious 5BR 2BA Berwyn Home

Spacious 5BR 2BA Berwyn Home
Berwyn
10.0 out of 10, Exceptional, (1 review)
"experience was good i loved it honestly "
United States
jamya w.
$550 nightly
The price is $587
Sep 2 - Sep 3
Total with taxes and fees
Spacious 5BR 2BA Berwyn Home
A modern balcony with a city view, a cushioned chair, a small table with a plant, and a potted plant on the floor.

12. ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful place and location! Had a great time with my family here"
United States
Pedro C.
$786 nightly
The price is $970
Sep 16 - Sep 17
Total with taxes and fees
ENVITAE Hotel, 4BR Luxury Modern Apartments
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

13. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (34 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
$246 nightly
The price is $260
Sep 2 - Sep 3
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

14. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
$288 nightly
The price is $305
Sep 8 - Sep 9
Total with taxes and fees
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

15. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (56 reviews)
"Hot tub was very nice!"
United States
Jeff
$349 nightly
The price is $373
Sep 2 - Sep 3
Total with taxes and fees
LUXE 3 BR, 2 BA + Hot Tub
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

16. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
10.0 out of 10, Exceptional, (3 reviews)
"Such a clean, quiet, comfortable, roomy place to stay. The host, Ben, is great. I will definitely try to stay here next time, provided it’s not already booked."
United States
Max L.
$146 nightly
The price is $155
Sep 15 - Sep 16
Total with taxes and fees
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A circular fire pit with chairs around it, string lights overhead, and a house in the background.

17. Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater
Austin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
United States
Adrian Cesar C.
$752 nightly
The price is $929
Sep 9 - Sep 10
Total with taxes and fees
Sleeps 18 • 7BR • Gym • Game Room • Theater
A bedroom with a sloped ceiling, a fireplace, a desk, and a chair.

18. Private Yard Near Beach & Obama Center

Private Yard Near Beach & Obama Center
Woodlawn
$699 nightly
The price is $808
Sep 2 - Sep 3
Total with taxes and fees
Private Yard Near Beach & Obama Center
A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

19. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.4 out of 10, Exceptional, (23 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
$422 nightly
The price is $451
Sep 8 - Sep 9
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
A single-story house with a covered porch, a front door, and a small garden area.

20. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (3 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
$287 nightly
The price is $329
Sep 22 - Sep 23
Total with taxes and fees
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chicago Ridge Hotel Reviews

River Hotel

River Hotel

8/10 Good
"The front desk staff was wonderful and even upgraded my room so I could check in early when I was just expecting to store my bag. I had a wonderful view! The room is cozy and bathroom has good water pressure and fluffy towels. The elevators are quick and quiet. There is a refillable water bottle station by the elevator that I had never seen any where else. The coffee maker in the lounge was out of order when I was there. The Nespresso maker in my room wasn't working right either but with enough pushing and adjusting I was able to get it to function There is no restaurant or bar in the building but there is one on either side and probably a dozen options within two blocks. The location is great- close to Michigan Avenue, the River Walk and Millennium Park. This was my second stay and won't be my last."
Kim 1-night trip
Posted less than an hour ago
River Hotel

Find out more about Chicago Ridge

Chicago Ridge Vacation Homes information

Number of reviews
215
Accommodation
553 Vacation Homes
Lowest Price
$155
Highest Price
$970

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