Vacation rentals with outdoor seating in Lake View, Chicago

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Top-rated outdoor seating rentals in Lake View, Chicago

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Guest favorite

Guest suite in Pilsen Historic District

4.99 out of 5 average rating, 118 reviews

Cozy Hideout in Art Filled Chicago Neighborhood

Your private guest suite is newly renovated. You will have a private room with your own keypad entrance, thermostat and bathroom, T.V. with internet access, mini fridge, serving ware, coffee maker, fruit and yogurt in the fridge! We also have a toaster oven in case you want to warm up leftovers. You will only have access to your room, which is comparable to a short term stay hotel room, but way cooler. send a text or message me and I'll respond as soon as I can The Pilsen neighborhood got voted one of the 12 coolest neighborhoods in the world in 2018, according to Forbes magazine. There’s venues, studios, and bars booming with more culture all only blocks away. Uber / Lyft is a great way to get anywhere quick - usually a 15 min ride to downtown. Public transit options are the CTA El Train (Pink Line 18th stop is 0.7 mile walk from our house) or CTA Bus (18th & Racine stop is a block away). Once you’re at the transit stop both options take about a 20 - 30 minute to downtown. There are other bus lines nearby that take you other places (i.e. McCormick Place) - feel free to ask us for help when you arrive. Street parking is free in certain areas for those who are driving. Please message us and we’ll direct you where to park. We are a 20 minute cab ride from Midway International Airport and 40 minutes from O'Hare without heavy traffic, double these estimates if traffic is heavy (rush hour, accidents, etc).

Superhost

Apartment in West Town

4.86 out of 5 average rating, 400 reviews

Explore the City from an Elegant, Urban Retreat

- Queen Size bed in the private bedroom for two guests. - Sofa Bed with Full Size mattress for the 3rd and 4th guests (light weight and easy to setup). - Additional portable twin size cot can be set up per request. - Private Bathroom has a ceiling speaker and night light. - Living Room has an HD cinema projector with 100" screen. - A private garden with a gas grill and patio dining table/chairs. - Entry gate and door are Keyless/ Secured Key-coded. - Attached Private Parking space is available per request (subject to availability). - Easy Street Parking: Street parking is zoned (Chicago Residential Zone Parking) and we provide daily zone permits for parking on the street in front of the apartment. - Garden Space offers gas grill for Summer/Fall cookout (Share with two other apartments in the building). Text or phone call for quick reply The apartment is near the popular West Loop and West Town neighborhoods and close to public transit. Downtown parks, museums, and shops are less than two miles away. There's a Divvy Bikes station and a Starbucks across the street. Short walk to public transit ("L", bus, or Divvy bikes) 1 min drive to I-90/94. Less than 2 miles to downtown parks, museums, and shopping destinations. Less than 10 min drive to Lincoln Park, Old Town, and 5 min drive to Wicker Park, and Bucktown.

Guest favorite

Apartment in Ukrainian Village

4.92 out of 5 average rating, 191 reviews

iKlektik House Chicago / BlueJay

Enjoy the warm heated floors and check out this home's amazing craftsmanship and artwork. Custom made built-in king size bed. Large custom kitchen, butcher block and claw foot tub in bathroom. WE DO NOT RENT ON "CL" DO NOT WIRE $ IT'S A SCAM The apartment is located in West Town. CLOSE TO THE UNITED CENTER New restaurants and neighborhood favorites, along with cocktail bars and music venues. Metra, Cta {buses and trains} close by. Metra: Western & Hubbard Free Street Parking Right Out Front!

Superhost

Apartment in Chicago

4.84 out of 5 average rating, 279 reviews

4BDRM Gorgeous Apt Pilsen Private Prking Available

Stylish Retreat for Groups in Vibrant Pilsen Welcome to our 7-room home in lively Pilsen, perfect for families and groups of up to 10. Enjoy spacious comfort in a prime location. Explore vibrant murals, visit Simone's bar, and savor Sunday brunch at Dusek's. Catch a concert at Thalia Hall or sing at nearby karaoke or grab dim sum. Conveniently located just down the street from Chinatown and close to McCormick Place. Ideal for conventions and city adventures. Book now for an unforgettable stay!

Guest favorite

Condo in West Town

4.94 out of 5 average rating, 142 reviews

711 The Penthouse

Luxurious upscale Duplex Penthouse-River West neighborhood in downtown Chicago! Newly rehabbed and updated interior design that is mind blowing. Over 5600 sq ft. Features 5 bedrooms, 2.5 baths, 3 largeTVs with sonos sound system, game room!!. Near CTA Blue Line, close to the best dining and attractions of Chicago! Two large living areas perfect for hosting small events, bachelor(ette) parties, bridal or baby showers, work/travel, and family reunions. Rooftop with beautiful view of the skyline!

Guest favorite

Apartment in Wicker Park

4.96 out of 5 average rating, 144 reviews

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Guest favorite

Condo in Wicker Park

4.94 out of 5 average rating, 147 reviews

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking

Escape into this spacious, Chicago Penthouse! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Private, spacious roof deck viewing the entire Chicago skyline! - Fast WiFi (600 mbps) - Master en-suite w/ separate walk-out - Designated parking spot! - Steps away from blue line Damen station (800 feet)

Top guest favorite

Apartment in West Town

4.97 out of 5 average rating, 149 reviews

Cozy Urban Getaway East Village Apartment

Cute, airy space ideal for singles or couples traveling to Chicago as digital nomads or an extended stay! Walkable to hip eateries/tacorias/ bars, yummy coffee shops, boutique grocery stores, open parks--and less than a mile from the Blue Line--which can take you to O'Hare Airport or downtown. Designer kitchen ready for you! Living room features comfy couch and local artists' work. Guests report this is one of the best showers they've experienced!

Guest favorite

Apartment in Logan Square

4.95 out of 5 average rating, 693 reviews

Best in Chicago, private, amazing garden space

We offer the highest standards of cleanliness. Excellent workspace with fast wifi and beautiful outdoor deck and garden space to relax. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 12 years hosting we still enjoy making our space a special place…as one reviewer commented, "The pictures don't really do justice to how beautiful the apartment is. I will miss having my morning coffee while overlooking the tranquil garden."

Guest favorite

Home in Wicker Park

4.9 out of 5 average rating, 200 reviews

Tropical Penthouse in Wicker Park w/Backyard Patio

Find us on Insta @bangtel Named "Top 10 Luxury Properties in Chicago" by Time Out. Need a tropical escape? Just add water, a flamingo, and a palm tree to this luxe escape in the heart of Wicker Park. We have plenty of sleeping arrangements for 14 guests. Need more room? Check out ALOHA 2.0 that sleeps 23 guests. Follow us on IG @bangtel —link in IG BIO! *NEW listing link - airbnb.com/h/aloha-bangtel

Superhost

Apartment in Evanston

4.83 out of 5 average rating, 178 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Relax with the whole family or explore the city with friends at this peaceful and spacious 3-bd/1.5 ba condo tucked on a quiet, tree-lined street. Includes one (1) free parking space, plus plenty of unmetered parking on st. Minutes away notable hospitals, both Northwestern, and Loyola Universities. Travel via CTA bus stop at the corner. Only 30min drive from downtown Chicago. PET & 420 FRIENDLY!

Top guest favorite

Apartment in Palatine

4.96 out of 5 average rating, 165 reviews

Huge Sofa-King Bed-Retro-Private Deck-Downtown Pal

MId Century Modern 1 Bedroom With Private Entrance in Downtown Palatine! Over 160 5 Star Reviews on Airbnb ★★★★★ "I cannot say enough about this wonderful little apartment." Janell - July 2024 700sf Retro Apartment with a King Bed & Private Outdoor Space. Safe Off Street Parking. Just Steps to Public Transportation, Bars & Restaurants.

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What guests are saying

Large sunny 3BR apt. in downtown Oak Park

4.92 out of 5 average rating, 182 reviews1 month ago

This was a beautiful place! it had everything we needed. Oak Park downtown is walkable and has everything you could want. It is an upstairs unit so be prepared for some steps. Parking was easy. Michelle was great! Downtown Chicago is only 15m (if there's no traffic.). We would definitely come back!

Apartment in Oak Park

What guests are saying

Private Downtown Retreat with Rooftop Oasis

4.98 out of 5 average rating, 44 reviews3 days ago

Florin was an amazing host! Seemless check in and wonderful location. I still can't believe how clean this place was. I'm very picky about cleanliness and I felt so comfortable no matter what room I was in. This was our first trip to Chicago and everything we needed was in walkable distance. The location was spot on and it was a very beautiful part of the city. This will definitely be our go to place to stay next time we are in the area.

Home in Near North Side

What guests are saying

Sanctuary on the Ravine

5 out of 5 average rating, 28 reviews8 months ago

The Woodland house is truly incredible, with every detail thoughtfully designed for comfort, from the cozy bedrooms and soft linens to the inviting beds. The kitchen nook with a couch overlooking the ravine offers stunning views of nature, making it a picturesque spot to relax. The home exudes warmth and is perfect for unwinding in the spacious sunken living room or one of the multiple outdoor seating areas. Debra was an excellent host, providing all the amenities you could need. This home is a 10+, and you won't want to leave!

Home in Highland Park

What guests are saying

Hyde Park 2 Masters 2 Living Rooms Courtyard

4.95 out of 5 average rating, 39 reviews1 week ago

My sister's and I rented Elizabeth's place for my birthday weekend. THe house was amazing. The basement area gets very chilly but space heaters were provided as well as blankets. The beds are extremely comfortable and the house is beautifully furnished. There was a fire pit in the back that we wished to utilize but no wood was supplied. The neighborhood is quiet and street parking was very accessible. Most nights we were able to park right in front of the townhouse. Overall we loved Elizabeth's place. She was always responsive and was a great host. I will definitely return for future visits to Chicago. Thank you for your hospitality.

Townhouse in Woodlawn

What guests are saying

Style + Comfort | Come to the North Side

4.94 out of 5 average rating, 50 reviews6 months ago

This was our second stay at Noelle's home. Everything was wonderful as before. The house is in a great neighborhood. Very safe. The home is located on a quiet street. Her house is well furnished and comfortable. Plenty of space. The beds are comfortable as well. Her home is very clean. Noelle welcomed us with homemade muffins. She is a great host.

Home in Lincoln Square

What guests are saying

Cozy 3BR in Vibrant Avondale/LoganSquare, Chicago!

4.94 out of 5 average rating, 65 reviews6 months ago

Sean's place was great, and he was both a responsive and kind host. We spent a week here and found it to be very comfortable, spacious and immaculately clean with everything we needed for a wonderful visit. The kitchen is well appointed, the living area is lovely, and the beds are super comfortable.

Apartment in Avondale

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