
Holiday rentals in Lincolnwood
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Top-rated holiday rentals in Lincolnwood
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Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.
4.99 out of 5 average rating, 118 reviews
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.
4.95 out of 5 average rating, 121 reviews
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
4.96 out of 5 average rating, 321 reviews
The Chicago River House – GIANT wall projector!
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture
4.96 out of 5 average rating, 213 reviews
Modern 2 bdrm apt near O'hare-Downtown. King bed.
Step into the vibrant Gladstone Park neighborhood, a mere mile from the blue line. Picture yourself minutes away from O'Hare airport, the Rosemont Convention Center, Fashion Outlet mall, and the thrilling Rosemont Casino. Your spacious haven awaits – a sunny 2-bedroom, 1-bath apartment, brimming with all essential amenities. Feel the convenience with in-unit washer and dryer, hassle-free parking on-site, and free street parking. Don't miss out – book your stay now for a colorful experience.
4.85 out of 5 average rating, 150 reviews
Casa 22 Luxury & Modern 3BD 2BA Home in Skokie
Welcome to Casa 22! Our spacious 3-bed, 2-bath home in Skokie is perfectly designed for groups, families, or business travelers. With room for up to 6 guests, this home combines contemporary décor with thoughtful amenities for a comfortable stay. Located in a prime neighborhood near shopping, dining, and transit, you’re minutes from O'hare Airport and Downtown Chicago. Whether you’re here for work or play, this home offers a serene stay with easy access to everything the city has to offer!
5.0 out of 5 average rating, 53 reviews
Cozy, sun drenched, spacious, perfect location!
This is a 3 bedroom and 2 bath home with split basement located in a quiet safe suburb of Skokie with ample parking. It is within walking distance to Skokie downtown and 3 minutes from i-94 highway which will take you directly to downtown Chicago in 30 minutes. Alternatively 5 minutes from the Metra or CTA station which will also take you downtown Chicago. 20 minutes from Northwestern campus. This house is all yours with plenty of space to prepare meals, work, and get some needed rest.
4.86 out of 5 average rating, 97 reviews
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.
4.97 out of 5 average rating, 551 reviews
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.
4.85 out of 5 average rating, 261 reviews
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!
4.97 out of 5 average rating, 299 reviews
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.
4.98 out of 5 average rating, 128 reviews
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.
4.97 out of 5 average rating, 225 reviewsPopular amenities for Lincolnwood holiday rentals
Stay near Lincolnwood's top sights
Other great holiday rentals in Lincolnwood

Welcome to Serenity.
5.0 out of 5 average rating, 39 reviews
Luxury Home - Pool Tbl/Bar/Patio
4.93 out of 5 average rating, 94 reviews
Welcome to a Haven of Happiness.
4.71 out of 5 average rating, 45 reviews
Luxury fenced in modern ranch
4.86 out of 5 average rating, 7 reviews
Cozy Evanston Villa with cinema and massage sofa
4.81 out of 5 average rating, 43 reviews
New Home | O'Hare Airport
5.0 out of 5 average rating, 31 reviews
Modern Andersonville 1BR | Walk to Lake & Cafés
5.0 out of 5 average rating, 29 reviews
Cozy Bungalow Getaway
4.99 out of 5 average rating, 82 reviewsDestinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Washington Park Zoo





