
Apartment holiday 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.

Stylish & Comfy Gem near Downtown~Balcony~Parking
My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi 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. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

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.

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

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.

NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
Relax with the whole family or explore the city at this peaceful newly renovated 3bd/1bth apartment with plenty of free parking and in-unit washer/dryer. You’ll be close to everything when you stay at this centrally-located place. Only 2 mins from DT Evanston and 25 mins from DT Chicago! Just mins away from Northwestern and Loyola Universities. Enjoy the 65in and 55in Smart TVs, listen to your favorite tunes w/ the voice enabled Amazon Echo Alexa speaker, or enjoy family games.

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. Host lives in first floor unit. Blocks to CTA, Metra and shopping. Ample street parking, cable and fast wi-fi.

The Getaway Serene 3 BR in Skokie/Evanston near NU
Our 2nd floor walk-up apartment is sunny & spacious! 3 BR, 1 bath. 2 Q beds, 1 Full bed, 2 large sofas. Great for 3 couples, families, and groups. Be sure to include all guests in reservation. Price listed is for up to 2 people. 10 min drive to NU & the lakefront. 35-45 min to Chicago by car/Lyft ' Plentiful street parking. Shops, restaurants nearby. Bring your laptop to stream on our 32” TV. No cable provided. We prefer to host adult guests 21+. No parties.

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.

Charming one bedroom apartment
Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

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

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

13 mins DT | 4 mins Lake | Majestic Modern Style

Charming 2 bed/1 bath apt- walk 2 train/store/rest

30 Night Minimum Stay 3BR 2Car Driveway Parking

cozy grand studio 2nd floor/near lake/public tran.

Cozy Apartment Near Shops + Train

Lux Fabulous 2bed/2bath with parking

COZY unit near Michigan Lake 2nd floor/no elevator
Private apartment rentals

Evanston 2BR 2Bth 1 Blk to Beach

Spacious 3BR Apt-King Bd-WiFi-NTFLX-Full Kitchen

Quiet Cozy Ent.Unit free Parking 12 Min 2 Lake

Elegant & Clean Cottage Apt 20 minutes from O’Hare

Florence Serenity Stay

Private studio near Wrigley

Roger's Park 2 Bedroom spacious with free parking

Top Rated Stay with Free Parking+King Beds+Laundry
Apartment rentals with a hot tub

Top Floor Views + Central Comfort

The Aerial Oasis

Spacious Beautiful Condo

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Modern 4BR Retreat in Vibrant West Town

Winter Escape 1 BR 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 | € 80 | € 80 | € 99 | € 101 | € 104 | € 104 | € 105 | € 109 | € 103 | € 99 | € 93 | € 89 |
| 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 flat rentals in Skokie

Total holiday rentals
Explore 30 holiday rentals in Skokie

Nightly prices starting at
Skokie holiday rentals start at € 35 per night before taxes and fees

Verified guest reviews
Over 2,580 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
30 of Skokie holiday rentals include wifi 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
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- The Beverly Country Club
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- Wilmot Mountain Ski Resort
- The 606




