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Apartment holiday rentals in Skokie

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Top-rated apartment rentals in Skokie

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Flat in Park Ridge

4.79 out of 5 average rating, 321 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

25 Aug – 1 Sep

₹12,379 per night

Guest favourite

Flat in Evanston

4.95 out of 5 average rating, 115 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the sunny, spacious, 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 5 guests. The vintage kitchen is well supplied including Keurig. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 20 min walk for trains to city, 5 min drive to lake. Wifi

14–21 Sep

₹13,694 per night

Guest favourite

Flat in Chicago

4.94 out of 5 average rating, 191 reviews

Spacious, light-drenched studio-private entrance!

Sun-filled private apartment in Lincoln Square! Spacious & well-appointed studio apartment features newly renovated kitchen and 1.5 baths (spa shower!) Located in the Lincoln Square neighborhood, you’ll be steps to restaurants, cafes, pubs & shopping. Close to CTA Brown Line (Rockwell) stop, as well as Western, Foster & Lawrence buses. Just 3.4 miles to Wrigley Field. One block to Swedish Covenant Hospital. Short bus/ride-share to Andersonville, Chicago Lakefront & Foster Beach! Kid friendly.

13–20 Jul

₹9,913 per night

Guest favourite

Flat in Arlington Heights

4.99 out of 5 average rating, 114 reviews

Ideal Location in Awesome Heights

Near the heart of downtown Arlington Heights and convenient to O’Hare. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to hosting you. The private apartment works great for guests with a car or using public transit. Easy access to Metra station, AH restaurants, Des Plaines Theater, NW Community Hospital & Schaumburg Convention Center.

4–11 May

₹12,136 per night

Guest favourite

Flat in Evanston

4.89 out of 5 average rating, 265 reviews

Ashland Ice Cream House

This 1907 farmhouse style two flat sits on one of Evanston's prettiest blocks. Freshly updated and upgraded, this 2nd floor apartment consists of two levels. The main level includes living room with a sleeper sofa, an eat in kitchen, full bath and a bedroom with a full sized bed. The second level is a finished loft with a queen bed and separate office area. Blocks to CTA, Metra and shopping. Ample street parking, cable and wi-fi. Includes iron/board, hair dryer, highchair, and pack n play.

11–18 Aug

₹15,013 per night

Guest favourite

Flat in Chicago

4.99 out of 5 average rating, 103 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a bus stop right around the corner and less than 10 miles from the heart of the city, your urban adventure awaits!

28 Jan – 4 Feb

₹11,758 per night

Guest favourite

Flat in Evanston

4.97 out of 5 average rating, 407 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

22–29 Sep

₹16,097 per night

Guest favourite

Flat in Wilmette

4.86 out of 5 average rating, 119 reviews

Downtown Wilmette Micro Studio

During this time, we are taking extra precautionary measures to ensure our guests safety. Cute and private micro studio in phenomenal downtown Wilmette location. Steps from all local restaurants, shopping, and the Metra station. Walkable to Gillson Beach and the Linden CTA stop. Enter through the front gate to an open & shared yard with private, single access to the unit. Pets OK with additional pet fee (some breed / weight restrictions).

23–30 Jun

₹11,079 per night

Flat in Chicago

4.88 out of 5 average rating, 104 reviews

LAKESIDE PIED `A TERRE STEPS TO BEACH

This gem is steps from Hartigan Beach, an eclectic mix of eateries, small theater venues, public transportation and Fine Wines & Spirits. You'll love my place because of the coziness and proximity to a swimming beach, on a friendly tree lined street. Conveniently situated between Loyola and Northwestern Universities. Rent a Divvy bike, call UBER/LYFT, rent a car and explore all that Evanston, Edgewater and Andersonville has to offer!

2–9 Apr

₹10,110 per night

Guest favourite

Flat in Evanston

4.95 out of 5 average rating, 210 reviews

Crisp and Clean 2BD Getaway Near Downtown Evanston

My top floor, 2 bedroom home sits in a quiet cul-de-sac, about a mile from downtown Evanston; a 15 min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well.

26 Oct – 2 Nov

₹14,150 per night

Guest favourite

Flat in Skokie

4.91 out of 5 average rating, 531 reviews

Cozy Garden Unit in Quiet Neighborhood

A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

17–24 Nov

₹10,992 per night

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 322 reviews

Bright family-friendly Lincoln Square 2-bed 1-bath

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

10–17 Dec

₹11,311 per night

Holiday rentals for every style

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Popular amenities for Skokie apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Flat in Chicago

4.95 out of 5 average rating, 106 reviews

Comfortable, modern apartment 20 Min from Downtown

19–26 Nov

₹9,855 per night

Guest favourite

Flat in Chicago

4.98 out of 5 average rating, 249 reviews

Andersonville Cozy 1 bedroom basement suite

30 Oct – 6 Nov

₹11,124 per night

Guest favourite

Flat in Chicago

4.89 out of 5 average rating, 176 reviews

Historic Chicago neighborhood flat

10–17 Nov

₹9,620 per night

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 265 reviews

Cozy loft in Chicago's Uptown

16–23 Oct

₹9,831 per night

Guest favourite

Flat in Chicago

4.97 out of 5 average rating, 251 reviews

Spacious 1BR apartment in a central location

23–30 Sep

₹8,515 per night

Guest favourite

Flat in Chicago

4.78 out of 5 average rating, 269 reviews

Cozy Garden-Subterranean Apartment

13–20 Sep

₹8,777 per night

Guest favourite

Flat in Evanston

4.96 out of 5 average rating, 153 reviews

Stunning, Sunny Flat with Beautiful Backyard

26 Aug – 2 Sep

₹26,970 per night

Guest favourite

Flat in Oak Park

4.86 out of 5 average rating, 247 reviews

Cosmopolitan Nest in Oak Park North Side

23–30 Sep

₹6,484 per night

Private apartment rentals

Guest favourite

Flat in Evanston

4.99 out of 5 average rating, 229 reviews

Fully furnished apt in downtown Evanston

3–10 Sep

₹19,015 per night

Guest favourite

Flat in Chicago

4.99 out of 5 average rating, 180 reviews

NW Chicago Apartment in Safe Neighborhood

13–20 Sep

₹11,013 per night

Guest favourite

Flat in Chicago

4.93 out of 5 average rating, 381 reviews

Ravenswood Guest House Annex

22–29 Apr

₹7,763 per night

Guest favourite

Flat in Chicago

4.98 out of 5 average rating, 106 reviews

Humboldt Park Loft

15–22 Sep

₹10,434 per night

Guest favourite

Flat in Forest Park

4.93 out of 5 average rating, 584 reviews

Peaceful oasis in Forest Park

24–31 Aug

₹10,945 per night

Flat in Skokie

4.91 out of 5 average rating, 46 reviews

Relaxing 1BR Apt in Downtown Skokie

21–28 Jun

₹12,217 per night

Flat in Skokie

4.87 out of 5 average rating, 46 reviews

Fascinating 1BR Apt in Skokie near Leisure Center

24–31 May

₹12,633 per night

Guest favourite

Flat in Evanston

5.0 out of 5 average rating, 37 reviews

South Evanston Apartment - Two Bur Oaks

30 Oct – 6 Nov

₹9,732 per night

Apartment rentals with a hot tub

Guest favourite

Flat in Berwyn

4.91 out of 5 average rating, 201 reviews

“Dream slice of urban homesteading.”

10–17 Feb

₹11,428 per night

Guest favourite

Flat in Chicago

4.88 out of 5 average rating, 393 reviews

Checkerboard Studio with Private Outdoor Hot Tub and Yard

9–16 Oct

₹15,580 per night

Guest favourite

Flat in Chicago

4.86 out of 5 average rating, 155 reviews

Stunning Panoramic Chicago Views & Free Parking

2–9 Nov

₹34,356 per night

Flat in Chicago

4.87 out of 5 average rating, 106 reviews

Cloud9 |XL Penthouse+Movie Theater+Gym |The Harper

15–22 May

₹56,003 per night

Guest favourite

Flat in Chicago

5.0 out of 5 average rating, 16 reviews

Spacious Beautiful Condo

14–21 Oct

₹14,176 per night

Flat in Chicago

4.93 out of 5 average rating, 28 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

10–17 Mar

₹13,362 per night

Guest favourite

Flat in Chicago

5.0 out of 5 average rating, 23 reviews

Belmont Pleasures - hot tub / arcade gaming room

7–14 Dec

₹44,872 per night

Flat in Chicago

4.8 out of 5 average rating, 10 reviews

Spacious & Homey Chicago 2BR Apartment

9–16 Aug

₹17,896 per night

Quick stats about flat rentals in Skokie

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.4T reviews

Destinations to explore