Holiday houses in Skokie
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Skokie
Total holiday rentals
Explore 130 holiday rentals in Skokie
Nightly prices starting at
Skokie holiday rentals start at $69 NZD per night before taxes and fees
Verified guest reviews
Over 5,960 verified reviews to help you choose
Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 40 rentals that welcome pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wi-Fi availability
130 of Skokie holiday 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!
Top-rated holiday rentals in Skokie
Guests agree: these stays are highly rated for location, cleanliness and more.
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!
Family Retreat Destination, House of Joy Skokie
Welcome to HOUSE OF JOY SKOKIE, your Kosher Ready destination within the Skokie Aruv! Beautifully remodeled, hosts 12, including 3 bedrooms, 1.5 baths + recreation room + stunning kitchen open to living room. Walk to kosher eateries, walk to synagogues: Israeli + Skokie Chabad, Or Torah, Chovavei Tzion and Skokie Valley. Enjoy Starbucks, walk to train + buses. Private front deck with grill and parking spot. Welcome to your peaceful, comfortable Simcha (Happiness) Spot, House of Joy Skokie, LLC.
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.
Cozy Evanston Villa with cinema and massage sofa
Come and enjoy the beautifully decorated cozy home, perfect for family union and friends gathering. The theme of our cottage is to offer you a cozy and relaxing experience. House features Breville Espresso Latte maker, specially designed home Cinema and leather Massage chairs, a dedicated peaceful workspace with enjoyable view to the neighborhood. The central location of the house, close to the Lakeshore Beach and to Northwestern University campus gives a unique vibrant touch to this place.
Mr. Hughes’ Attic, an 80s-themed coach house
Welcome to Mr. Hughes' Attic, a private coach house that pays homage to John Hughes (who filmed many of his movies nearby!) Located in NW Evanston, your stay includes a queen bed, full kitchen, laundry, full bath, dedicated workspace, private balcony, free parking, streaming TV, and more. We're a short walk to Central St shops, restaurants and the Metra train, a five-minute drive to Northwestern, and less than 30 minutes to Chicago. Not wheelchair or ADA accessible. License# STR004.
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.
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!
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.
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.
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.
*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.
Popular amenities for Skokie holiday rentals
Other great holiday rentals in Skokie
Quiet and welcoming house.
Luxe Limewash Getaway w/Sun Deck
New Family 4BR Home Near Lake/Northwestern/Parking
Stokes Stay: Stunning 4BR/2.5BT
Single family home with private patio and backyard
Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |
New Chic 6bd 2 bth Ranch Home, Skokie w/basement
Welcome to Serenity.
When is the best time to visit Skokie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 NZD | $239 NZD | $260 NZD | $246 NZD | $252 NZD | $259 NZD | $255 NZD | $260 NZD | $241 NZD | $233 NZD | $233 NZD | $236 NZD |
| 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
What are the best places to stay in Skokie?
Skokie has vacation rentals near Downtown, around parks, and in residential neighborhoods, giving easy access to shopping and locally rooted restaurants. Look for options with amenities suited to your group, and consider stays close to public transit for added convenience.
What are the best things to do in Skokie with kids?
Kids enjoy interactive exhibits at the Illinois Holocaust Museum, nature exploration at Emily Oaks Nature Center, and creative play in local parks or splash pads. Community events and craft programs add options for family outings year round.
What are some of the best things to do in Skokie?
Explore the exhibits at the Illinois Holocaust Museum, walk through landscape trails at Emily Oaks Nature Center, and discover public art installations in Skokie Northshore Sculpture Park. Downtown Skokie has eateries, shops, and community events.
How is the weather in Skokie?
Skokie has cold winters around 19–32°F (−7–0°C) and warm summers near 66–85°F (19–29°C), with moderate rainfall throughout the year. Spring and autumn bring milder temperatures, so pack layered clothing to adjust with the seasons.
When is the best time to visit Skokie?
Late spring and early autumn are often recommended for comfortable temperatures, blooming parks, and seasonal community events. Summer appeals to visitors with outdoor festivals, farmer’s markets, and longer daylight hours.
What are the best places to visit in Skokie?
Explore the Illinois Holocaust Museum and Education Center, stroll through Emily Oaks Nature Center, and discover artistic exhibits at the Skokie Northshore Sculpture Park. Downtown Skokie has shops, eateries, and locally organized events.
What are some hiking trails in Skokie?
Emily Oaks Nature Center has short trails ideal for leisurely walks and wildlife spotting. The Skokie Northshore Sculpture Park features paved paths surrounded by art installations and greenery.
What are some family activities we can do in Skokie?
Families explore hands-on exhibits at the Illinois Holocaust Museum’s youth area, take nature walks at Emily Oaks Nature Center, and visit playgrounds or splash pads in local parks. Community centers often feature inclusive programs and seasonal activities.
What are some of the best day trip ideas from Skokie?
Explore botanical gardens and vibrant neighborhoods in the surrounding area, or visit Chicago for world-renowned museums, architecture, and lakefront walks. Nature lovers often head to nearby forest preserves and scenic parks.
Are there any pet friendly accommodations available in Skokie?
Skokie has pet friendly vacation rentals, especially in residential neighborhoods and near parks. Many stays welcome dogs, making it convenient to visit nearby walking trails or green spaces.
What are some local tips for visiting Skokie?
Explore Skokie’s mix of cultural centers, parks, and dining spots reflecting the town’s diversity. Dress in layers, as temperatures vary throughout the year, and try connecting with locals for recommendations on distinct food or hidden park spots.
What is Skokie known for?
Skokie is known for its diverse community, cultural institutions, and locally rooted culinary scene. The Illinois Holocaust Museum highlights education and remembrance, while green spaces invite nature exploration.
What are the best hidden gems to explore in Skokie?
Emily Oaks Nature Center is frequently suggested for quiet walks and pond views, while local bakeries and multicultural markets showcase distinct flavors and traditions. Community gardens and neighborhood parks around Skokie provide relaxed spaces off the main routes.
What are the best foods to try in Skokie?
Skokie has vibrant flavors, often featuring locally rooted Jewish delicatessens, Eastern European bakeries, and Middle Eastern restaurants. Try dishes like falafel, fresh bagels, and savory pierogies; multicultural markets also highlight diverse snacks and sweets.
What should I bring for a trip to Skokie?
Pack comfortable walking shoes, layers for shifting temperatures, and a rain jacket or umbrella, especially in spring or autumn. A reusable water bottle and sunscreen are helpful for time spent in parks or outdoor spaces.
What is the nightlife in Skokie like?
Skokie has casual nightlife, with locally rooted bars, relaxed lounges, and family-friendly venues for evening gatherings. For more lively options, many visitors explore nearby urban areas known for music, comedy, and diverse bites.
What are the most popular events or festivals in Skokie?
Skokie Festival of Cultures is often recommended in late spring, with food, music, and performances reflecting the town’s diversity. Summer brings farmer’s markets and community fairs, while holiday parades brighten the winter season.
Are there family friendly vacation rentals in Skokie?
Skokie has family friendly vacation rentals, particularly in residential neighborhoods and near local parks. Many options feature spacious layouts and easy access to playgrounds or nature centers.
Destinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Washington Park Zoo