
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.

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.

Culinary DREAM - Pizza Oven/BBQ/Smoker
Food has been known to being people together. Now is your chance to enjoy this lovely remodelled home with your friends and family in this quiet/safe north suburb of Chicago. With commercial grade appliances , we also offer you a pizza oven, smoker and regular BBQ to be able to cook some spectacular meals together in the custom built cooking station. Concerned about parking? We have a 90ft driveway that will be sure to fit most of your cars along with free street parking conveniently located!

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Luxe Limewash Getaway w/Sun Deck
Relax with the whole family at this peaceful place to stay! This retreat seamlessly blends classic charm with modernity. Enjoy a cozy living room, bonus piano space, and new bathrooms. Relax on the deck or explore nearby gems. Conveniently near highways, it's an ideal hub to explore Skokie, Evanston, Niles, Wilmette, Evanston, and Chicago. O'Hare Airport - 25 min drive Wrigley Field - 12 min drive Northwestern University - 9 min drive Loyola University - 9 min drive Starbucks - 3 min drive

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

SW Evanston Private, Stylish, Spacious Suite
Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

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.

Comfy Cove: 3BR-2BT *NEW* w/ 2 Living Rooms
Welcome to our cute and cozy 3BR, 2BT home in Skokie—the perfect blend of comfort and convenience. Thoughtfully designed- this space is ideal for families, friends, or business travelers. Enjoy comfortable bedrooms, a fully equipped kitchen, and relaxing living areas that make you feel right at home. Located in a quiet neighborhood with easy access to Chicago, dining, shopping, and local attractions. Whether you’re here for a weekend getaway or an extended stay, this is the place.

Spacious Garden Apartment with Sauna and Fireplace
English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

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.
Popular amenities for Skokie vacation rentals
Other great vacation rentals in Skokie

2 Mi to Northwestern: Updated Home w/ Game Room!

Quiet and welcoming house.

Chic & cozy 3BR house near all amenities in Skokie

Bright & Spacious 2BR Home in Niles, IL - Ideal fo

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

Charming 1BR in Skokie | Great Spot Near Transit

Modern Cozy Retreat by O’Hare

Cozy, sun drenched, spacious, perfect location!
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ463 | ﺩ.ﺇ455 | ﺩ.ﺇ499 | ﺩ.ﺇ521 | ﺩ.ﺇ533 | ﺩ.ﺇ547 | ﺩ.ﺇ540 | ﺩ.ﺇ551 | ﺩ.ﺇ510 | ﺩ.ﺇ492 | ﺩ.ﺇ492 | ﺩ.ﺇ499 |
| 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 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Skokie?
Experience the best of Skokie with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Skokie?
Four-legged friends are welcome in Skokie. Choose from more than 50 vacation rentals for guests traveling with pets.
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.
Where should I stay in Skokie?
Make yourself at home in Skokie by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in North Evanston, over 270 vacation rentals in Lincolnwood, and over 530 vacation rentals in Skokie.
Do house rentals in Skokie have air conditioning?
Absolutely! We offer over 80 house rentals with air conditioning in Skokie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Skokie have a kitchen?
Absolutely! We offer over 70 house rentals with a kitchen in Skokie. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Skokie have free parking?
Absolutely! We offer over 60 house rentals with free parking in Skokie. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Skokie?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with wifi, over 30 homes with free parking, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 6,040 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 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!
Destinations to explore
- Chicago Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Louisville Vacation rentals
- Detroit Vacation rentals
- Southern Indiana Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Cincinnati Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- University of Chicago
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower




