
Vacation rentals in Skokie
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Skokie
Guests agree: these stays are highly rated for location, cleanliness, and more.

Unique porcelain-enamel paneled "Lustron" home
This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

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

Cozy 2 bedroom house/w garage in Skokie
Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

Peaceful Stay North Shore Escape | 8 Beds (2 King)
Enjoy this light-filled home in a quiet, tree-lined North Shore neighborhood. Just 10 minutes to Northwestern University and Lake Michigan, with easy access to Chicago—it’s the perfect place to unwind. Two king beds, a rooftop deck, and artful murals set a memorable backdrop for your stay. The open living space and well-equipped kitchen are ideal for meals, game nights, or relaxing. Nearby, discover shops and local dining favorites. A top choice for group getaways and seasonal escapes.

A guest suite centrally located, but so quiet
IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Unique and Historic Lustron Home
Take a trip back to the 50s! This is a fascinating 2 Bedroom Lustron Home built in 1949 is decorated with midcentury modern flair. You will marvel at this home's 100% steel materials and construction including walls, ceilings, cabinets, pocket doors, interior and exterior. The pictures are hung with magnets! You will love the comfort and coziness along with the atomic age style and flair. The yard has both a badminton and croquet sets. There is also an outside patio dining area. Enjoy!

Cozy Home in Skokie
Modern, Cozy 2 bed 2 bath house in Skokie Find a home away from home in this newly renovated house. Only a short drive from the beautiful lakeside and NW Univ; it is perfect for all of your getaways. The property is within walking distance of a CVS pharmacy and is minutes away from a bus station. Train station is 7 min away and downtown is 30 min drive. Parking available on side street. shopping, restaurants and other popular locations.

*King Bed-Updated-Laundry-Near NWU-Hospitals+More
Enjoy complete privacy in our newly updated home. We live downstairs, and you have a total privacy on the main level of our spacious home with 3 bedrooms, 1 bathroom, full kitchen, and shared laundry. We provide you with all the amenities you need for a comfortable trip. Our home is minutes from Evanston, Northwestern University, Lake Michigan lakefront, beaches, several hospitals, and lots of shopping and restaurants. NO PARTIES.

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!

Luxury Home - Pool Tbl/Bar/Patio
This unique place has a style all its own. Fully remodelled to wow you and your guest! Cozy, yet spacious environment for you and your friends to rest, cook, play pool by the bar or sit outside in the patio with a wood fire! You will be extremely close to downtown Chicago, O’Hare airport, Wrigley Field, many shopping attractions all while being in a safe neighborhood. Easy self checkin process!

Charming 2 bed/1 bath apt- walk 2 train/store/rest
Cozy 2 bedroom apartment. Quiet neighborhood. Spacious kitchen. Stroll over to any of the cute cafes and restaurants around or take a walk or run on the trail at the end of the block over to the local craft brewery. Multiple parks with playgrounds, nature trails, supermarkets and restaurants without having to cross a single large street. Even a train stop, all under 3 blocks away!
Popular amenities for Skokie vacation rentals
Other great vacation rentals in Skokie

Basement Private Studio Room

Garden Suite with Private Full Bath-Adults Only

Chicago River Room near Resurrection Med Ctr

S3 Private cozy room. NO parking. 15min to O'Hare

(BR#1) Welcoming, warm & comfortable, 3 guests

Huge 3 Bed Apt w/2 offices, free parking, near NU

Idyllic Evanston Closest possible to beach and NU!

Great bedroom in a lovely home
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,317 GYD | G$25,899 GYD | G$28,405 GYD | G$29,659 GYD | G$30,285 GYD | G$31,121 GYD | G$30,703 GYD | G$31,330 GYD | G$29,032 GYD | G$26,526 GYD | G$25,064 GYD | G$26,735 GYD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Skokie?
Skokie has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Skokie?
Yes! Work meets play with ease at over 90 vacation rentals in Skokie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Skokie have free parking?
Absolutely! We offer over 30 apartment rentals with free parking in Skokie. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Skokie?
Four-legged friends are welcome in Skokie. Choose from more than 40 vacation rentals for guests traveling with pets.
Do apartment rentals in Skokie have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Skokie. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Skokie?
Experience the best of Skokie with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Skokie have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Skokie. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Skokie?
Make yourself at home in Skokie by choosing from our most frequently booked neighborhoods. We have over 500 vacation rentals in Skokie, over 90 vacation rentals in North Evanston, and over 260 vacation rentals in Lincolnwood.
What are the most popular amenities for House Rentals in Skokie?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with a kitchen, over 80 homes with wifi, over 80 homes with air conditioning, over 60 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Skokie have wifi?
Absolutely! We offer over 80 house rentals with wifi in Skokie. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Skokie

Total vacation rentals
Explore 140 vacation rentals in Skokie

Nightly prices starting at
Skokie vacation rentals start at G$6,266 GYD per night before taxes and fees

Verified guest reviews
Over 6,800 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 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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