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

Re-imagined 1880s cottage by Highwood, Metra, Lake
Step inside Step back in time Cozy, 1880 built, re-imagined, ravine edged garden cottage Your home away from home. Escape the city and relax in our newly renovated historic cottage and gardens. Peaceful yet centrally located, vintage yet modern, Mere Cottage has so much to offer. Inside: You'll enjoy updated amenities in harmony with a distinctive vintage charm. The common area has an open layout, perfect for socializing. The kitchen and pantry (my favorite room!) are new from top to bottom and are fully stocked with any cooking gadgets you may need. Two bedrooms are joined by a Jack & Jill bathroom. The living room has a sofa that pulls out into full size bed. Outside: Jordan and I had fun redesigning the grounds from front to back. Enjoy the front garden from the rocking chair on our wrap around porch. Out back we've added a vegetable and perennial garden for you to take in. Dinner out on the back deck overlooking the garden is highly recommended! Guests have access to the entire home and grounds. Jordan and I live in the neighborhood and will be available if you need us! Our cottage is located in Highland Park, about 25 miles north of Chicago on Lake Michigan. We like to think we have the best of both worlds- being in a quiet residential neighborhood with walking access to numerous amenities right around the corner. We're a quick 5 minute walk to Highwood (the north shore’s restaurant district) and an 8 minute walk to the Metra train that can take you from Chicago to Kenosha and any place in between. We're also right on the North Shore bike path (bring your bikes!). Fort Sheridan is also close by and worth exploring for its interesting history, architecture, and nature trails. On foot: Many errands can be done on foot. We have some of the best restaurants and watering holes north of Chicago within walking distance. There is also a Walgreens convenience store 2 blocks away. By car: Getting around by car is also easy. Parking is readily available almost anywhere you'll visit. You can get to downtown Chicago in 30 minutes in ideal traffic. Train: The Metra (our train system) can also conveniently get you to and from various attractions including downtown Chicago (a scenic 45 minute ride), Ravinia music venue, the Chicago Botanic Gardens, Great Lakes Naval Base and many more. Bike: Pack your bikes! We're located on the north shore bike trail. Head north on the trail to check out the beautiful Fort Sheridan, Lake Forest, and quaint Lake Bluff. Head south to Ravinia, Chicago Botanic Garden, and numerous other beautiful villages along Lake Michigan. I bike often and will gladly point you to some great hidden gems! If you're flying into O'hare, we recommend taking an Uber to our cottage. We're about a 30 minute drive from the airport. Six Flags Great America is also a 25 minute drive away. Keep in mind that the bathroom is a Jack & Jill and is accessed from either bedroom. There is no access from the common area, so it could pose an issue at night when sleeping our max number of 6. Please keep things tidy and wash any dishes used during your stay. Out of respect for our neighbors (this home is located in a quiet residential neighborhood), no parties or large gatherings are allowed. No pets allowed.

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.

Spacious 3 bdrm apt. near NU + Chicago + lake.
Gather, relax and enjoy this spacious newly decorated 3 bedroom apt surrounded by available artwork by local artists. Get cozy in the winter with indoor fireplace and outdoor fire pit or cool off in summer at nearby beach. Located in a tree lined historical district that is near local shops, restaurants, coffee shops, breweries and wine bar. Close to public transportation including trains, buses and bike rentals to explore and visit Northwestern University, Chicago, Lake Michigan and more.

Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

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

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.

3bedrooms& 2 bath (king bed) in newly updated Home
Located in the West suburbs of Chicago you'll be far away from the chaos of the city, yet close to the highway to visit downtown whenever you like. You'll have a great night sleep in either the king, queen, or full size beds. All with brand new mattress and linens. Get ready for a night out in 1 of our 2 full size bathrooms. Enjoy a large backyard for kids to play and if you decide to have a family BBQ. Whether you're coming here for work or play we have you covered.

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.

*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 vacation rentals
Other great vacation rentals in Skokie

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

Luxe Limewash Getaway w/Sun Deck

Casa 22 Luxury & Modern 3BD 2BA Home in Skokie

Urban Oasis on a Quiet Street, Kid-Friendly Home

Family Friendly Home Near Northwestern Campus

Luxury Home - Pool Tbl/Bar/Patio

Coach House Art Studio 1BR, By Northwestern

House in Skokie-Your Cozy Home Away from Home!
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 40 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 100 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 280 vacation rentals in Lincolnwood, and over 520 vacation rentals in Skokie.
Do apartment rentals in Skokie have air conditioning?
Absolutely! We offer over 40 apartment 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 House Rentals in Skokie?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with free parking, over 80 homes with air conditioning, over 70 homes with a kitchen, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Skokie

Total vacation rentals
Explore 150 vacation rentals in Skokie

Nightly prices starting at
Skokie vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 7,130 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
140 of Skokie vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Skokie rentals

4.7 Average rating
Skokie stays receive an average rating of 4.7 out of 5 from guests
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- Lincoln Park
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- Museum of Science and Industry
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- Illinois Beach State Park




