
House holiday rentals in Lake View
Find and book unique houses on Airbnb
Quick stats about house rentals in Lake View

Total holiday rentals
Explore 70 holiday rentals in Lake View

Nightly prices starting at
Lake View holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 6,460 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Lake View holiday rentals include wifi access

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

4.9 Average rating
Lake View stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Lake View
Guests agree: these houses are highly rated for location, cleanliness and more.

The Roscoe House near Wrigley Field
Enjoy stylish living in the Roscoe House, an updated 1888 Victorian where wood and granite counter tops meet walnut shelves and vintage finds, mixed with original art. The house includes a library, patio, and fully stocked gourmet kitchen. *nearby train track construction was recently mentioned in 2 reviews; the city of Chicago seems to have moved on to a new section of the track, yay! If this changes we will do our best to update you!* Bringing kids? We have a pack and play with organic cotton sheets, blow up toddler bed, sound machines, high chair, baby gate, play kitchen, toys and books. FYI: There is a Craigs List scammer using our listing photos-- Beware! We love art and design and hope our home reflects that. This newly remodeled modern space is a 3 bedroom house, each with a private bathroom and flat screen TV. (3br 3 bath) There is also a queen pullout sofa if you have a larger group- we can accommodate up to 8 people. We provide all sheets, towels, and parking permits for street parking where you can usually find a parking spot within the block radius. The living room is perfect for hanging out- enjoy the 55in SmartTV /Netflix,Amazon prime accessible or read a book or play a game in our library, and cook in the fully stocked kitchen or BBQ on our patio. The home has central air throughout- so heat in the winter and A/C in the summer. All the rooms have ceiling fans for the in between seasons. Want to be out? You're a 5-10 minute walk to many great shops, restaurants and bars. We are 20 minutes to downtown via the Red line EL train, 5 minute walk to Wrigley Baseball Stadium, 7 minute walk to Southport Street where all the family restaurants and great shops are, and a 10 minute walk to Boystown. The Roscoe House is the perfect place for your stay in Chicago! Remember though, with all this great access to city fun- you will be in the city, which means you will hear the train pass behind the house (3 lots over) and if the windows are open, you might hear the neighbors. Most say that the train sounds like a nice woosh to lull you to sleep :) Permit street parking is available (we can give you a permit)**A NOTE ABOUT THE PARKING PERMITS: Be sure to enter the date and time on the sticker for every day you park. They are only good for one night, and if you do not enter the date and time in pen (careful not to smudge) you will be ticketed!!. Of course we have a laundry room and wifi. Have a baby? We have all the gear. Looking for something a little cheaper? We have another listing, equally as beautiful, just as close to the same great shops and restaurants. Minutes from the Brown line Addison stop. Copy and paste this link to view/book: http://airbnb.com/rooms/1084001 See our recent feature in Houzz! (website hidden)(phone number hidden)/list/my-houzz-eclectic-industrial-style-in-a-charming-chicago-home Living room, laundry, library hall, kitchen, patio with grill Youre always welcome to call or text us, either through the AirBnb message thread, or to our cell phones directly. We have a contractor and house manager nearby if we are not able to meet you at that moment. Walk to great shops, restaurants, and bars in less than 10 minutes. Visit Wrigley Field nearby, or explore Southport Street, which boasts family-friendly restaurants and great shops. Boystown is a 10-minute walk, too. 7 minute walk to the Belmont stop on the Redline EL train You can hear the woosh of the train as it passes behind the house. It is urban living and will lull you to sleep..... PLEASE NOTE WE DO NOT POST ON (SENSITIVE CONTENTS HIDDEN). ANY POSTING ON OTHER WEBSITES IS A SCAM, PLEASE NOTIFY US IF YOU HAVE SEEN ONE.
4.94 out of 5 average rating, 403 reviews
Soak Up Mid-Century Style in Wrigleyville and Boystown
This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.
4.89 out of 5 average rating, 157 reviews
Flat in Lincoln Park 2-Flat Central to Everything
Historic, newly renovated flat in the heart of Lincoln Park, with garage! A block from the famous Blues club "Kingston Mines". Close to great bars and restaurants, including Alinea, the only restaurant in Chicago awarded 3 Michelin Stars. A mile to Lincoln Park Zoo, less than 1-1/2 miles to the lake. Beautiful yard (shared with lower unit) has gas grill, patio, deck, and a garage space. Enjoy the Lincoln Park area in this unique home that offers everything you need for your holiday in Chicago.
4.98 out of 5 average rating, 130 reviews
Wrigleyville Southport Studio
This Wrigleyville studio is the best of urban living combined with a tranquil retreat. With vintage, mahogany paneled walls and a comfy king size bed this apartment has everything! Free coffee, tea, snacks and dedicated work space. The Southport Corridor is blocks away with restaurants, bars and shopping. Free street parking and 4 blocks to El/ Brown/Purple/ Red line trains. Wrigley Field, Metro and Vic is 4 blocks away. This garden studio is the perfect retreat in the heart of Chicago!
4.98 out of 5 average rating, 325 reviews
Entire house in Lakeview with yard and garage
Enjoy the luxury and privacy of a house all to yourself in Chicago's trendiest neighborhood. Very well maintained and furnished since this serves as my primary residence that I make available on Airbnb when I’m out of town. Around the corner there is a 7-Eleven and within a 10 minute walk you’ll find Target, Starbucks, Gym, Theaters, Restaurants, Bars, and much more. You can also easily walk to Wrigleyville, Boystown, or the train station which can take you downtown in under 20 minutes.
4.86 out of 5 average rating, 111 reviews
2BD/1 BA with summer patio in quiet Roscoe Village
Welcome to a wonderful home in quiet, family-friendly West Lakeview/Roscoe Village. This is a spacious 2 bedroom+office/1 bath with a sunny private patio deck in the rear with everything you need for a relaxing getaway in Chicago. It is walking distance to everything you need: grocery store (5 min walk), pharmacy (3 min walk), bars + restos (5 min walk), Brown line station Paulina (9 min walk), Hamlin Park (6 min walk), Wrigley Field (8 min drive). On-street parking is permitted.
4.95 out of 5 average rating, 176 reviews
Large LUX 6BD/4BA Home (+garage/patio)
Escape into this Chicago Masterpiece! Guests love this home because: - Surrounded by top-notch restaurants/retail on Southport Ave! - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Just a few blocks from Wrigley Field!! - Easy in/out access on one of Chicago's safest streets - Fast WiFi (800+ mbps) - Comfy memory foam mattresses - Oversized, 2-car garage! - Steps to (CTA-L) train station
4.93 out of 5 average rating, 109 reviews
Spacious Two Story Luxurious Home w/Outdoor Deck!
Our home is in a quiet neighborhood, on a corner with abundant space and natural light. There are two spacious levels with two bedrooms upstairs and one downstairs. The large outdoor brand new deck was designed for barbecuing, star-gazing or just relaxing. Beautifully polished wood floors with a modern kitchen make this home ideal. A claw foot soaking tub is perfect for the end of a day and truly ensures a relaxing stay and a deep, refreshing sleep. Free parking!
4.88 out of 5 average rating, 173 reviews
Whole apartment! 2 Bed/2 bath steps from Wrigley!!
Newly rehabbed urban nest among the tree-lined streets of beautiful East Lakeview. Literally 60 seconds to Wrigley Field, close to bars, restaurants, El train/busses, and lakefront. You’ll have loads of space in this 2 bed, 2 bath, plus office and large laundry room with FREE full size W/D. Free parking passes! Owner lives near by and is happy to help with anything you need to make your trip the best it can be. Flexible check in/out times upon request.
4.99 out of 5 average rating, 166 reviews
Wrigleyville Greystone
First floor guesthouse ideal for 6+guests 1 block from Southport brown line station, 1/2 mile from Wrigley Field & red line station. Open floor plan with full kitchen, DR, double LR with 55” TV & foosball table, 3 bedrooms with queen size beds, 2 full bathrooms with bidet toilet, exercise room & back patio with sofas, table & koi pond. Since we live here and have another guests house in the building, we do not allow parties or large groups.
4.95 out of 5 average rating, 225 reviews
Wrigleyville Single Family
Private single family home one block from Wrigley Field! Enjoy three levels of living all to yourself. Totally gut renovated home with a chef's kitchen, central heat/air, washer/dryer, and three full bathrooms. Three bedrooms on the second level with a full basement/ bedroom with its own bathroom. Large back deck off the kitchen with a gated parking pad for one large vehicle included. Have an amazing time in the very heart of Wrigleyville.
4.99 out of 5 average rating, 115 reviews
The Lighthouse in Lakeview!
Welcome to my beautiful, bright, and airy house located in the heart of Lakeview in Chicago! This boho chic home is filled with natural light and boasts a spacious, open floor plan that is perfect for families and groups. Whether you are here for a weekend getaway or a longer stay, this house is the perfect home base for exploring all that Chicago has to offer. I look forward to hosting you!
4.95 out of 5 average rating, 107 reviewsPopular amenities for house rentals in Lake View
House rentals with a pool

Spacious 2BR in The Loop Downtown Resort Amenities
4.88 out of 5 average rating, 85 reviews
PRIME 2BD Designer Retreat & Pool |Parking| Patio
4.88 out of 5 average rating, 33 reviews
1/2 mile to NU, 5min walk to Lake, Swim Spa Pool
5.0 out of 5 average rating, 15 reviews
Luxury fenced in modern ranch
4.83 out of 5 average rating, 6 reviews
Luxury Loft with Private Pool and Movie Theater
4.84 out of 5 average rating, 73 reviews
Rosemont 4BD2BA house with Pool
5.0 out of 5 average rating, 27 reviews
Chic Fulton Market Oasis + Curated Comfort & Style
4.72 out of 5 average rating, 60 reviewsWeekly house rentals

Charming 3-BED in Lincoln Park/ Old Town & Parking
4.95 out of 5 average rating, 195 reviews
Entire first floor in Lincoln Square!
4.99 out of 5 average rating, 152 reviews
Beautiful Lincoln Park House
4.95 out of 5 average rating, 104 reviews
Cool Quiet Coach House, Private Access + Patio
4.92 out of 5 average rating, 317 reviews
Cheryl's on Sheffield! 3 bedroom in Lincoln Park.
4.95 out of 5 average rating, 103 reviews
Cozy Bungalow Steps to Wrigley - Parking Included!
4.86 out of 5 average rating, 145 reviews
WrigleyRoost <5 min to Cubs/train/lake!
5.0 out of 5 average rating, 114 reviews
Light and bright 3BD duplex in Avondale, Chicago
4.93 out of 5 average rating, 108 reviewsPrivate house rentals

Luxury SOHO Styled Two-Level Townhouse - Old Town
4.94 out of 5 average rating, 161 reviews
Vintage Designed 3BR Condo Near DePaul University
4.97 out of 5 average rating, 124 reviews
Victorian House in Heart of Rogers Park
4.99 out of 5 average rating, 137 reviews
Beautiful 4 BR Family Home near Wrigley
4.96 out of 5 average rating, 110 reviews
Lincoln Park - DePaul House w/Patio Free Parking
4.88 out of 5 average rating, 245 reviews
ALOHA Tropical Penthouse in Wicker Park Sleeps 14
4.9 out of 5 average rating, 220 reviews
The Chicago River House – GIANT wall projector!
4.96 out of 5 average rating, 209 reviews
Private Downtown Retreat with Rooftop Oasis
4.98 out of 5 average rating, 125 reviewsDestinations to explore
- Rentals with lake access Lake View
- Rentals with breakfast Lake View
- Flat rentals Lake View
- Family-friendly rentals Lake View
- Bed and breakfasts Lake View
- Rentals with beach access Lake View
- Apartment rentals Lake View
- Pet-friendly rentals Lake View
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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
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Washington Park Zoo





