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Apartment vacation rentals in Skokie

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Top-rated apartment rentals in Skokie

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Apartment in Park Ridge

4.79 out of 5 average rating, 322 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

Mar 6 – 13

ﺩ.ﺇ534 per night

Apartment in Chicago

4.95 out of 5 average rating, 109 reviews

Comfortable, modern apartment 20 Min from Downtown

Welcome to Chicago! Whatever reason brings you to my lovely city, I'm sure my house will suit your every need. There are three units with separate entrees, out of which the first unit is for your own use; second unit is rented occasional. I live in the garden apartment, but will be rarely home. This modern unit has: -2 bedrooms 1 queen & 1 double bed -2 full bathroom -washer and a dryer -fully equipped kitchen - Wi Fi -50'' flat screen TV -central Air/Heat - back yard with porch -free parking

Mar 8 – 15

ﺩ.ﺇ425 per night

Apartment in Evanston

4.94 out of 5 average rating, 116 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

Sep 5 – 12

ﺩ.ﺇ580 per night

Apartment in Arlington Heights

4.99 out of 5 average rating, 115 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.

May 5 – 10

ﺩ.ﺇ524 per night

Apartment 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.

Jul 5 – 12

ﺩ.ﺇ413 per night

Apartment in Chicago

4.99 out of 5 average rating, 104 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!

Dec 7 – 14

ﺩ.ﺇ530 per night

Apartment in Evanston

4.97 out of 5 average rating, 408 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.

Feb 10 – 17

ﺩ.ﺇ573 per night

Apartment 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).

Jul 6 – 13

ﺩ.ﺇ486 per night

Apartment in Chicago

4.89 out of 5 average rating, 105 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!

Mar 18 – 25

ﺩ.ﺇ430 per night

Apartment in Evanston

4.95 out of 5 average rating, 212 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.

Mar 22 – 29

ﺩ.ﺇ735 per night

Apartment in Skokie

4.91 out of 5 average rating, 534 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!

Nov 21 – 28

ﺩ.ﺇ475 per night

Apartment in Chicago

4.96 out of 5 average rating, 323 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.

Dec 18 – 25

ﺩ.ﺇ480 per night

Vacation rentals for every style

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Popular amenities for Skokie apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Evanston

4.96 out of 5 average rating, 155 reviews

Stunning, Sunny Flat with Beautiful Backyard

Dec 28 – Jan 4

ﺩ.ﺇ1,049 per night

Apartment in Evanston

4.99 out of 5 average rating, 229 reviews

Fully furnished apt in downtown Evanston

Sep 3 – 10

ﺩ.ﺇ821 per night

Apartment in Wilmette

4.89 out of 5 average rating, 235 reviews

Spacious Garden Apartment with Sauna and Fireplace

May 25 – Jun 1

ﺩ.ﺇ756 per night

Apartment in Chicago

4.98 out of 5 average rating, 250 reviews

Andersonville Cozy 1 bedroom basement suite

Dec 4 – 11

ﺩ.ﺇ461 per night

Apartment in Evanston

4.89 out of 5 average rating, 265 reviews

Ashland Ice Cream House

Oct 5 – 12

ﺩ.ﺇ726 per night

Apartment in Chicago

4.86 out of 5 average rating, 184 reviews

Cozy & Comfy 1bd In Historic Portage Park Bungalow

Apr 23 – 30

ﺩ.ﺇ471 per night

Apartment in Chicago

4.89 out of 5 average rating, 177 reviews

Historic Chicago neighborhood flat

Mar 1 – 8

ﺩ.ﺇ403 per night

Apartment in Chicago

4.93 out of 5 average rating, 382 reviews

Ravenswood Guest House Annex

Mar 6 – 13

ﺩ.ﺇ335 per night

Private apartment rentals

Apartment in Chicago

4.81 out of 5 average rating, 125 reviews

Tranquil & Airy 1BR Apt in Lincoln Square

May 8 – 15

ﺩ.ﺇ403 per night

Apartment in Evanston

4.86 out of 5 average rating, 109 reviews

An awesom 2 Br apt. Evanston/close to NU & Loyola

Nov 1 – 8

ﺩ.ﺇ714 per night

Apartment in Chicago

4.96 out of 5 average rating, 267 reviews

Cozy loft in Chicago's Uptown

Oct 16 – 23

ﺩ.ﺇ416 per night

Apartment in Chicago

4.97 out of 5 average rating, 118 reviews

Designer Avondale Attic

Jul 22 – 29

ﺩ.ﺇ437 per night

Apartment in Chicago

4.99 out of 5 average rating, 181 reviews

NW Chicago Apartment in Safe Neighborhood

Sep 26 – Oct 3

ﺩ.ﺇ451 per night

Apartment in Chicago

4.97 out of 5 average rating, 251 reviews

Spacious 1BR apartment in a central location

Oct 1 – 8

ﺩ.ﺇ367 per night

Apartment in Skokie

4.83 out of 5 average rating, 48 reviews

Relaxing 1BR Apt in Downtown Skokie

Jun 20 – 27

ﺩ.ﺇ557 per night

Apartment in Skokie

4.87 out of 5 average rating, 46 reviews

Fascinating 1BR Apt in Skokie near Leisure Center

Jul 18 – 25

ﺩ.ﺇ628 per night

Apartment rentals with a hot tub

Apartment in Berwyn

4.91 out of 5 average rating, 203 reviews

“Dream slice of urban homesteading.”

Oct 3 – 10

ﺩ.ﺇ549 per night

Apartment in Chicago

4.88 out of 5 average rating, 394 reviews

Checkerboard Studio with Private Outdoor Hot Tub and Yard

Jul 10 – 17

ﺩ.ﺇ669 per night

Apartment in Chicago

4.87 out of 5 average rating, 156 reviews

Stunning Panoramic Chicago Views & Free Parking

Nov 15 – 22

ﺩ.ﺇ1,483 per night

Apartment in Chicago

4.9 out of 5 average rating, 20 reviews

Spacious Beautiful Condo

Oct 23 – 30

ﺩ.ﺇ611 per night

Apartment in Chicago

4.91 out of 5 average rating, 32 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

Nov 25 – Dec 2

ﺩ.ﺇ579 per night

Apartment in Chicago

5.0 out of 5 average rating, 26 reviews

Belmont Pleasures - hot tub / arcade gaming room

Feb 17 – 24

ﺩ.ﺇ1,935 per night

Apartment in Chicago

5.0 out of 5 average rating, 3 reviews

The Playwright's Palace

Dec 23 – 30

ﺩ.ﺇ1,747 per night

Apartment in Chicago

4.88 out of 5 average rating, 42 reviews

Cloud 9 | Presidential Penthouse Suite | The Iris

Feb 24 – Mar 3

ﺩ.ﺇ2,194 per night

Quick stats about apartment 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
2.4K reviews

Destinations to explore