A nighttime cityscape with dense urban architecture and illuminated streets.

Chicago Ridge Vacation Rentals

Q: What are some of the best vacation rentals in Chicago Ridge?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line : This vacation home rental outside of Chicago Ridge is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

Dates

November 2026

December 2026

Check prices for these dates

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Our top choices for Chicago Ridge vacation rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Downtown Chicago

Rosa

$127 nightly

Dec 7 - Dec 8

Total with taxes and fees

2. Kasa Lake Shore Chicago

Downtown Chicago

Jair

$190 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Downtown Chicago

Robert Edward

$234 nightly

Nov 23 - Nov 24

Total with taxes and fees

A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

4. Cozy, Comfortable and Convenient apartment. Close to everything!

Oak Park

Alicia K.

$236 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

5. Wrigleyville Suites

Lakeview

Michael

$164 nightly

Nov 16 - Nov 17

Total with taxes and fees

6. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Lawndale

Jess S.

A dining area with a table set for two, a black leather sofa, and a ceiling fan.

7. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Berwyn

Cynthia M.

$160 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

8. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Rachael

$407 nightly

Nov 11 - Nov 12

Total with taxes and fees

A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

9. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park

Angelina

$134 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with a bar stool.

10. 3BR Complete and Spacious Apartment in Ideal Spot

West Town

Francis

$189 nightly

Nov 8 - Nov 9

Total with taxes and fees

A dining area with a round wooden table, four upholstered chairs, a vase with white flowers, and two wall-mounted light fixtures.

11. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Irving Park

Meagan C.

$218 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered porch with wooden beams, a bench, and a potted plant.

12. ❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square

Logan Square

Austen W.

A modern living room with a blue sofa, a patterned rug, and a television.

13. Great Area Logan Square Apt Games Pets - Sleeps 5

Avondale

Deborah J.

$166 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a window above the sink.

14. Flexhome East Village • Modern 2BR • Quiet Street

West Town

Andrea B.

$140 nightly

Nov 11 - Nov 12

Total with taxes and fees

A hotel room with a large bed, a desk, a chair, a lamp, and artwork on the wall.

15. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6

West Town

Jonalyn B.

A modern living room with teal sofas, a coffee table, and a TV.

16. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Northlake

Kaitlyn W.

$158 nightly

Nov 8 - Nov 9

Total with taxes and fees

A neatly made bed with a black headboard, two fluffy pillows, and a stack of towels.

17. Bright & Spacious 2BR– Prime Hyde Park Location

Hyde Park

$194 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

18. Vibrant House, Walk to Train, Game Room

Brookfield

Chasity D.

$577 nightly

Nov 9 - Nov 10

Total with taxes and fees

Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

19. 2 Full Beds | Non-Smoking, Kitchen

Chicago

Anonymous traveler

$75 nightly

Dec 6 - Dec 7

Total with taxes and fees

A hotel room with a large bed, a window with blinds, a projector screen displaying a castle, and a neatly made bed with towels.

20. Sleeps 7 • Huge Projector • Designated Workspace

Irving Park

Dev J.

$274 nightly

Nov 17 - Nov 18

Total with taxes and fees

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Find vacation rentals that suit your style

Top Chicago Ridge Hotel Reviews

A modern urban building with a distinctive curved facade, a prominent '10pin' sign, and a 'Tertius' restaurant on the ground floor.

Hotel Chicago Downtown, Autograph Collection by Marriott

Downtown Chicago

10/10 Excellent

Abdullah

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Griffin

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Erin

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

10/10 Excellent

Anne

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

blerina

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

Hampton Inn & Suites Chicago Downtown

Downtown Chicago

10/10 Excellent

Shatani

A dining table set for six with a cityscape view through large windows.

Swissotel - Chicago

Downtown Chicago

10/10 Excellent

Brian

A hotel room with a sofa, a small table, and a view of the cityscape through large windows.

Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

10/10 Excellent

Claribeth

A hotel lobby with a bar area, a chandelier, and a reception desk.

Residence Inn Chicago Downtown/Loop

Downtown Chicago

10/10 Excellent

Sergio

A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

Residence Inn Chicago Downtown Magnificent Mile

Downtown Chicago

10/10 Excellent

Vickie

A multi-story hotel with a prominent sign reading "Crowne Plaza."

Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

10/10 Excellent

Priya

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

10/10 Excellent

Rudy

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Forever one of my favorite hotels and one of my two favorite Courtyard properties I've ever stayed at! This is the 3rd year in a row we've stayed here when coming to Chicago and it never disappoints. It feels like a high-end hotel for an affordable price (considering where it is)! The staff is great super helpful, rooms are so clean and overall just is one of the nicest places! Highly recommend if you're looking for a spot in Chicago!

adriana

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Jennifer

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

10/10 Excellent

This lovely hotel is nestled in a neighborhood that is quiet and very upscale. There are several restaurants in the area as well as a bar and restaurant (serving limited light fare) in the hotel lobby. For our purposes, it was located and very walkable. Our room was spacious and very well appointed. We stayed in a deluxe king room that offered a sitting area as well as a sleeping area. The decor was understated but elegant and comfortable. the bathroom featured a walk in shower which we prefer...

jolynn

Find out more about Chicago Ridge

Everything you need to know about Chicago Ridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chicago Ridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chicago Ridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chicago Ridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chicago Ridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chicago Ridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chicago Ridge rentals

At Expedia, we put the best Chicago Ridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chicago Ridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chicago Ridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chicago Ridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Chicago Ridge?

Yes, we give you a choice of vacation rentals near top attractions in Chicago Ridge, or you can go with a secluded option if you'd like a relaxing place to stay. Chicago Ridge is known for its festivals and live music. Make sure you have time to check out the theaters and restaurants during your trip.

What are some of the best vacation rentals in Chicago Ridge?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Chicago Ridge is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Chicago Ridge?

Choose from 3 Expedia vacation rentals in Chicago Ridge for a memorable vacation.

What can I see and do in Chicago Ridge?

Explore the area and cultural attractions such as Moraine Valley Community College Fine and Performing Arts Center, or visit a family-friendly sight such as Childrens Museum of Oak Lawn. While in the area, you can also visit popular places like Soldier Field and Navy Pier.

What are vacation rentals like in Chicago Ridge?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Chicago Ridge. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

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