
Apartment vacation rentals in Skokie
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Top-rated apartment rentals in Skokie
Guests agree: these apartments are highly rated for location, cleanliness, and more.

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.

Cute & comfortable apartment on quiet street
Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

New 3bd/1.5 bth Apt w/private prkg
A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

Modern Garden apartment (WHOLE UNIT)
Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

Cozy & Comfy 1bd In Historic Portage Park Bungalow
Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

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.

3 BR Evanston Apt near Chicago
3 Miles to Northwestern and 2.5 to Loyola Universities. Enjoy local shopping, entertainment & restaurants in Evanston. Walk, bike or drive to Lake Michigan's beautiful beaches. CTA to Chicago nearby. Two BRs with king beds and a third BR with a full. LR has turntable, records, Netflix, Max, Disney+, Hulu... Enjoy a ping pong table and puzzles. Work space in two bedrooms. Kitchen has a stove, oven, microwave, coffee maker, and toaster. Free off-street parking.

Stunning, Sunny Flat with Beautiful Backyard
Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

Quirky Quarters at Wrigley
I think you are just going to love my apartment. The space features wonderful large street level windows in the living room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a ten minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. There is no parking available with the apartment.

Chic retreat near the best of Lakeview & Wrigley
Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

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!

Bright Apartment
Relax in this sunny one-bedroom garden apartment in Albany Park (Not recommended for taller than 6'3"). Our apartment is perfectly located between downtown Chicago & O'Hare airport. You can go just about anywhere in the city in about 20-30 min as we are 5 minutes away from the Montrose blue line train stop, Kimball brown line train stop, and the I90/94 interstate. Please note, some areas have lower soffit ceilings.
Popular amenities for Skokie apartment rentals
Weekly apartment rentals

The Shop - Trendy Studio in the heart of Wilmette

Sunny and spacious 2 BR Chicago apt near O'Hare

Cozy Modern Basement Apt • Free Parking + Laundry

30 Night Minimum Stay 3BR 2Car Driveway Parking

Cozy Apartment Near Shops + Train

Florence Serenity Stay

2 bed/2bath, parking, King bed, freshly renovated

Cozy, modern Garden unit
Private apartment rentals

Cozy Jefferson Park 2BR Apt

NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU

Vintage sunlit 2.5 BR apt. Perfect for families!

Dugout in Wrigleyville

Elegant & Clean Cottage Apt 20 minutes from O’Hare

New renovation|1BR|Stylish|Modern|Next to the Lake

1-Bedroom Apt by Andersonville & Lakefront

Stylish & Comfy Gem near Downtown~Balcony~Parking
Apartment rentals with a hot tub

The Aerial Oasis

Sentral Premium 2BR Apt South Loop Chicago

Spacious Beautiful Condo

33rd-Floor Penthouse with Breathtaking Views

Level One Bedroom Suite | Fulton Market

Modern 4BR Retreat in Vibrant West Town

Spacious 1 BR Unit in Wicker Parl|1 FREE G Parking

Belmont Pleasures - hot tub / arcade gaming room
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ338 | ﺩ.ﺇ338 | ﺩ.ﺇ422 | ﺩ.ﺇ430 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ422 | ﺩ.ﺇ437 | ﺩ.ﺇ408 | ﺩ.ﺇ419 | ﺩ.ﺇ397 | ﺩ.ﺇ378 | 
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C | 
Quick stats about apartment rentals in Skokie
 - Total vacation rentals- Explore 30 vacation rentals in Skokie 
 - Nightly prices starting at- Skokie vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees 
 - Verified guest reviews- Over 2,580 verified reviews to help you choose 
 - Family-friendly vacation rentals- 20 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 rentals that welcome pets 
 - Rentals with dedicated workspaces- 30 properties have a dedicated workspace 
 - Wi-Fi availability- 30 of Skokie vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across Skokie rentals 
 - 4.8 Average rating- Skokie stays are highly rated by guests—averaging 4.8 out of 5! 
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort
