Skokie Vacation Rentals from AED 226: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Skokie?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line : This vacation home rental near Skokie 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.

A city skyline with modern skyscrapers, a large museum, and a waterfront park.

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Our top choices for Skokie vacation rentals

A bedroom with a bed, a ceiling fan, a radiator, a window with blinds, and a potted plant.

1. Spacious 2BR Close to it All - Chic Apt in Skokie

West Dempster

Jean W.

AED 853 total

includes taxes & fees

16 Nov - 17 Nov

A dining area with a round table, four chairs, a chandelier, and a kitchen with white cabinets and a countertop.

2. 1-Bedroom Pad | Cozy + All-Set

West Dempster

Amanda M.

AED 717 total

includes taxes & fees

1 Dec - 2 Dec

A neatly made bed with white bedding, two bedside lamps, a black metal headboard, and a framed abstract artwork above the bed.

3. Skokie 1BR Stay Near Parks, Dining & Transit

Skokie

AED 916 total

includes taxes & fees

1 Dec - 2 Dec

A neatly made bed with a white comforter and two pillows, flanked by two bedside tables with lamps and clocks.

4. Chic Skokie Retreat - 1BR Unit in Skokie

Skokie

AED 916 total

includes taxes & fees

1 Dec - 2 Dec

A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

5. The Gem Museum Suites

Downtown Evanston

Ernest

AED 706 total

includes taxes & fees

1 Dec - 2 Dec

A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

6. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Downtown Evanston

Robin M.

AED 1,487 total

includes taxes & fees

14 Nov - 15 Nov

A dining area with a wooden table set for four, chairs, a vase with yellow flowers, and a kitchen in the background.

7. Spacious 4BR near Northwestern with King Beds + Crib

Evanston

Melissa C.

A patio area with outdoor seating and solar-powered lights.

8. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

South Evanston

Colleen B.

AED 989 total

includes taxes & fees

29 Nov - 30 Nov

A modern living room with a blue sofa, a round dining table, and a white desk.

9. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

South Evanston

Evan Q.

AED 1,521 total

includes taxes & fees

16 Nov - 17 Nov

10. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Downtown Evanston

Brian W.

AED 1,350 total

includes taxes & fees

15 Nov - 16 Nov

A backyard with a white sofa, two chairs, a small table, and a potted plant.

11. Chicago Riverhouse with private fenced in oasis

North Park

Robert S.

A modern bedroom with a bed, a window, and a view of an outdoor area.

12. The Lincoln Square Hideaway

Lincoln Square

Ian

A rooftop terrace with a brick wall, large windows, and a metal railing.

13. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Uptown

Michael S.

AED 1,022 total

includes taxes & fees

14 Nov - 15 Nov

A waterfront promenade with high-rise buildings, a sandy beach, and a pedestrian walkway.

14. Kasa Lake Shore Chicago

Downtown Chicago

Jair

AED 847 total

includes taxes & fees

22 Nov - 23 Nov

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

15. Wrigleyville Suites

Lakeview

Francisco

AED 507 total

includes taxes & fees

30 Nov - 1 Dec

16. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Uptown

Paul J.

AED 959 total

includes taxes & fees

17 Nov - 18 Nov

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

17. Sentral Michigan Avenue

Downtown Chicago

Jeff

AED 824 total

includes taxes & fees

6 Dec - 7 Dec

A modern living room with a fireplace, a dining table with chairs, a TV mounted on the wall, and a window with blinds.

18. Cozy studio in Andersonville Chicago

Edgewater

Sherry M.

AED 480 total

includes taxes & fees

10 Dec - 11 Dec

A living room with a flat-screen TV on a wooden cabinet, a dark sofa, a coffee table, a floor lamp, and a potted plant.

19. 1BR/1BA City Comfort

Lincoln Square

patricia r.

AED 583 total

includes taxes & fees

16 Nov - 17 Nov

A modern hotel room with a large bed, a desk, and a mirror.

20. ❤️ Stylish 2BR Apt in Irving Park

Irving Park

Jess T.

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Top Skokie Hotel Reviews

A bar area with wooden flooring, bar stools, and a counter with various bottles. There are framed pictures on the walls and a menu board.

DoubleTree by Hilton Chicago - North Shore Conference Center

Skokie

10/10 Excellent

Pran

A Holiday Inn sign with a green and white color scheme, a modern building in the background, and a clear blue sky.

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

Skokie

10/10 Excellent

Chris

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 cityscape at dusk with high-rise buildings, including a Hilton hotel.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

10/10 Excellent

I was traveling with two 14 year olds on a business/vacation trip and we stayed here for five days. The location is great. I wanted a hotel that was convenient to the major attractions and downtown, and safe for the boys to walk around on their own. We were able to walk to Navy Pier, Millennium Park, the Loop, and the Hancock Building. It's a good 20-25 minute walk to Navy Pier, but you walk along Lakeshore Drive and it's very enjoyable. The property is very nice, although we didn't get the two...

Joanna

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 entrance with a prominent 'MORTON' sign, a 'HOTEL BLAKE CHICAGO' sign, and a '542' address number.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Jennifer

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

Holiday Inn Chicago O'Hare – Rosemont by IHG

Rosemont

10/10 Excellent

Eero

A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

10/10 Excellent

Three day trip to Chicago. The hotel was a great central location in downtown and a 10 to 15 minute walk to most sites, Navy Pier, River walk, Michigan Avenue, all the great pizza places. The hotel was smaller compared to most which we loved. Room was updated, bathroom very nice and king sized bed very comfortable. We used the blue line to get to and from O’Hare via Clark station (a 12 minute walk from hotel.). We used the red line via Chicago station (10 min walk from hotel) to go see a Cubs...

Claudia

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

10/10 Excellent

The staff was amazing and the room was super spacious and clean!! The best layout of a room for a family of 3 who enjoy separate beds and a little privacy. We had the room with two queen beds and a sofa. Amazing view of chicago from the sky deck and the pool was a nice temp! Breakfast had great options and was delicious! Rosemary seasoned potatoes and captain crunch caught my eye! The elevator was a bit hard to navigate at times as you need a key. But great safety feature so no complaints!...

Valia

A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

10/10 Excellent

Ahmed

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

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 multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Elsie

A modern interior with a bar area, seating, and decorative wooden panels.

Best Western Grant Park Hotel

Downtown Chicago

10/10 Excellent

brian

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 couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

10/10 Excellent

Katie

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

Swissotel - Chicago

Downtown Chicago

10/10 Excellent

Brian

A bar area with a long counter, bar stools, and a mirrored wall.

The Whitehall Hotel, BW Premier Collection

Downtown Chicago

10/10 Excellent

Marjorie

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

10/10 Excellent

Jeffrey

Frequently Asked Questions

Are there vacation rentals in Skokie?

Yes, we offer vacation rentals in Skokie close to North Shore Center for the Performing Arts, or you can select a secluded option if you're looking for extra privacy while you relax. Tourists like the array of shops and top-notch restaurants in Skokie. Make sure you allow time to enjoy the gardens during your vacation.

What are some of the best vacation home rentals in Skokie?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Skokie 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 are there in Skokie?

Expedia has 19 vacation rentals for your stay in Skokie.

What can I see and do in Skokie?

Family-friendly attractions include Adagio Teas, whereas Emily Oaks Nature Center is a spot to enjoy the outdoors. While in the area, you can also visit popular places like Wrigley Field and Navy Pier.

What are vacation rentals like in Skokie?

Vacation rentals are private properties you can stay in for a couple days or more in Skokie. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.

Skokie Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Skokie vacation rentals

1. Spacious 2BR Close to it All - Chic Apt in Skokie

2. 1-Bedroom Pad | Cozy + All-Set

3. Skokie 1BR Stay Near Parks, Dining & Transit

4. Chic Skokie Retreat - 1BR Unit in Skokie

5. The Gem Museum Suites

6. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

7. Spacious 4BR near Northwestern with King Beds + Crib

8. Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More

9. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

10. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

11. Chicago Riverhouse with private fenced in oasis

12. The Lincoln Square Hideaway

13. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

14. Kasa Lake Shore Chicago

15. Wrigleyville Suites

16. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

17. Sentral Michigan Avenue

18. Cozy studio in Andersonville Chicago

19. 1BR/1BA City Comfort

20. ❤️ Stylish 2BR Apt in Irving Park

Find vacation rentals that suit your style

Top Skokie Hotel Reviews

DoubleTree by Hilton Chicago - North Shore Conference Center

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Skokie?

What are some of the best vacation home rentals in Skokie?

How many vacation rentals are there in Skokie?

What can I see and do in Skokie?

What are vacation rentals like in Skokie?