House holiday rentals in East Rogers Park

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Top-rated house rentals in East Rogers Park

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Top Guest favourite
A modern living room features a large, curved green sectional sofa and a blue accent chair. A round, light-colored coffee table sits at the center, complemented by decorative items. Large windows provide natural light, while an artistic light fixture enhances the space.
Home in Lake View
4.88 out of 5 average rating, 145 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.

Top Guest favourite
The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.
Home in Wilmette
4.98 out of 5 average rating, 192 reviews

Unique porcelain-enamel paneled "Lustron" home

This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Superhost
Home in Chicago
4.76 out of 5 average rating, 145 reviews

Huge Bright Corner Home on Chicago's North Side

Enjoy a bright 4,100 sf home that can sleep 12-25 people. Located between Downtown and North-Suburban attractions. Half an hour to Chicago’s sites: Sears/Willis Tower, Millennium Park, the Bean, Beaches, Magnificent Mile, Art Institute, the Loop, Wrigley Field, Soldier Field, and United Center. Half an hour North to the Botanical Garden, Ravinia Festival, Northwestern University, Old Orchard, Baha'i House of Worship, LEGOLAND, and everything in Evanston, Highland Park, Skokie, Northbrook, etc.

Top Guest favourite
Home in North Park
4.96 out of 5 average rating, 197 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

Superhost
A red brick bungalow is shown with well-maintained landscaping. The porch features steps leading to the entrance, framed by green foliage. A pathway runs along the front of the house, highlighting its inviting exterior.
Home in West Rogers Park
4.91 out of 5 average rating, 134 reviews

House 3BED/2BATH/1PARKING close to Downtown & Lake

We are located intersect between Andersonville, Edgewater, and Rogers Park. Perfect location in a safe, convenience, fun neighborhood. There are restaurants, bars, beaches, Little India, Loyola University and Northwestern Universities nearby. We are 30 mins away from O'hare or Midway airport. Peterson/Ridge Metra station. 84 Peterson and 155 Devon buses to Red Line train station. Quick drive/ride to Magnificent Mile, 360/John Hancock building, Water Tower, Navy Pier, Millennium Park, and etc.

Top Guest favourite
A cozy living area features a light gray sofa with decorative pillows, alongside a wooden dining table and four stools at the breakfast bar. The kitchen is partially visible, showcasing stainless steel appliances and dark mahogany paneling.
Home in Lake View
4.97 out of 5 average rating, 296 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!

Guest favourite
A stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.
Home in Evanston
4.87 out of 5 average rating, 206 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.

Guest favourite
A two-story home is framed by lush foliage, featuring a welcoming front porch with a red door. Surrounding the property is a low wooden fence painted in pink, complementing the greenery of the front yard with blooming plants along the walkway.
Home in Evanston
4.78 out of 5 average rating, 213 reviews

Bright 3 bedroom 2 bath Beach / Ryan field close

Light, bright, and cozy home in central Evanston. 3 full bedrooms & two bathrooms perfect for any family. Close to parks, beach, and in between Northwestern University, and Loyola University. Downtown evanston accessible from both public transit & by car. Beach 15 minute walk, very large deck & yard for the warm weather great patio furniture, fire pit, Bbq . Welcome snacks and wine. There is an apartment in the basement separate entrance from the house. I live in the house sometimes.

Top Guest favourite
A welcoming living area is presented with a mix of plush seating, including a white chair and a vibrant orange sofa. A wooden shelving unit displays decorative items and books. Soft lighting enhances the wooden floor, while light streams through large windows dressed with sheer coverings.
Home in Ravenswood
4.98 out of 5 average rating, 133 reviews

Entire first floor in Lincoln Square!

First floor of a restored 1903 Victorian in Lincoln Square. The home is spacious with high ceilings throughout and a very open feel. You'll have the whole 1st-floor with access to the backyard with chairs & fire pit. Two bedrooms and an office with additional sleeping options (ask me!). Large dining room & eat-in kitchen. Brand new kitchen & huge new bath! Many short-term rentals in this area are third-floor walk-ups. Make your life easier and stay on the first floor!

Guest favourite
A spacious living room is furnished with two comfortable sofas and a wooden coffee table. A large black-and-white cityscape photograph is displayed on the wall. Natural light fills the room through windows, highlighting the polished wood floors and decorative ceiling. A dining area is visible in the background.
Home in Lake View
4.9 out of 5 average rating, 161 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!

Top Guest favourite
A stylish living space is highlighted by a brown leather sofa and a large area rug, with natural light streaming through the window. The modern kitchen is equipped with sleek black cabinetry and stainless steel appliances. Potted plants add a touch of greenery to the setting.
Home in Wicker Park
4.96 out of 5 average rating, 278 reviews

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Top Guest favourite
Home in Wrigleyville
4.99 out of 5 average rating, 143 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.

Popular amenities for East Rogers Park house rentals

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Quick stats about house rentals in East Rogers Park

  • Total holiday rentals

    Explore 30 holiday rentals in East Rogers Park

  • Nightly prices starting at

    East Rogers Park holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of East Rogers Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across East Rogers Park rentals

  • 4.8 Average rating

    East Rogers Park stays are highly rated by guests—averaging 4.8 out of 5!

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