Apartment holiday rentals in East Rogers Park

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Top-rated apartment rentals in East Rogers Park

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Guest favourite
A studio space is presented with a spacious bed in the background, complemented by a wicker swing chair nearby. A vintage SMEG refrigerator and a dining table with stools enhance the ambiance, while a textured area rug lies on the hardwood floor beneath.
Flat in Kilbourn Park
4.92 out of 5 average rating, 726 reviews

Explore Chicago from an Urban Sanctuary with Free Parking

A vintage lovers dream! This loft was designed with a love for the past. Starting in the kitchen, you’ll see the beautiful zinc alloy countertops are complemented by gorgeous antique mirror backsplashes. You’ll have access to a stovetop, microwave, coffeemaker, as well as basic tools and kitchen supplies. There is a lovely throwback SMEG 50’s refrigerator and the shelves are all reclaimed wood. This antique lumber detail can be found throughout the loft, from the floors all the way to the night stands. The bathroom door may be recycled wood and the mirrors antique, but the shower fixtures are all Grohe. There is also a hair-dryer as well as complimentary toiletries and clean towels for your use. At the end of the day, you can sit on our funky wicker swing chair and think of all the chic guests who may have used the closet doors that were brought in from NY’s Plaza hotel! You’ll surely have the sweetest of dreams when you go to sleep on the memory foam mattress following a quick binge using the complimentary netflix. Additional amenities include self-controlled A/C and closet space with hangers, an iron and ironing board. This loft is very well kept, professionally cleaned and sanitized after each and every use. When booking this studio you will have full and private access to the entire apartment. There is a shared deck and lounge area you are welcome to use. For your convenience, we have arranged luggage drop-off/storage before and after your stay at the restaurant right down stairs - do note this is a courtesy. Our check-in and check-out process is automatic and seamless, once you book you will receive a private entry code ahead of your stay. Check-in any time after three pm as late as you'd like, check-out on or before 11 am. Due to our cleaning schedule we cannot accommodate early check-ins or late check-outs. The provided free parking spot is located a block away from the Airbnb unit Someone who’s offsite will be available as needed Set between South Old Irving and Kilbourn parks, the studio is located in one of Chicago's most historical neighborhoods. Sample the craft beer taverns and cocktail bars lining North Milwaukee Avenue. Wrigley Field is about 10 minutes away by car. The quickest and most inexpensive way to get around is via Uber or Lyft. If reaching the apartment by vehicle, there is free street parking in the surrounding neighborhood (please follow the local laws and signs). Public Transportation guide to the apartment: From Chicago O'Hare Int'l Airport: Take the Blue Train line to Irving Park Station and then transfer to the CTA #53 Milwaukee bus line to reach the apartment. You can also take the Blue Train line to Jefferson Park Station and then transfer to the CTA #56 Milwaukee bus line to reach the apartment. To/From Downtown Chicago: The CTA #56 Milwaukee bus is a very convenient and direct way to reach the Downtown Chicago Loop with a station just below the apartment. To/From Wrigley Field: Easily catch a game via the 77 or 152 buses, with a station just close by the apartment. Train and bus maps can be found and downloaded here: https://www.transitchicago.com/maps/ Please note that the provided free parking spot is located a block away from the Airbnb unit.

Top guest favourite
A bright living room contains a comfortable couch adorned with patterned throw pillows and an elegant coffee table. Two accent chairs provide additional seating, while large windows, framed by colorful shades, allow ample natural light to fill the space.
Flat in Chicago
4.99 out of 5 average rating, 166 reviews

Spacious 3BR with Parking Option, Steps to Metra!

Newly renovated, the Greenleaf is the entire second floor of a two-flat on a residential street. It has been thoughtfully designed for comfort and convenience. Great location for Loyola and Northwestern University visits or downtown sight-seeing. The Metra stop for trains to the Loop or the North Shore suburbs is ON OUR BLOCK. Lake Michigan free beaches are a mile away. Easy walk to a variety of small restaurants or 10-minute drive to Evanston or Andersonville for amazing dining and shopping.

Top guest favourite
A spacious living room is highlighted by large windows allowing natural light to fill the space. A cozy green couch and two blue chairs are arranged around a wooden coffee table, while a decorative area rug adds warmth. A fireplace is set against a stone backdrop.
Flat in Evanston
4.99 out of 5 average rating, 148 reviews

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.

Top guest favourite
A spacious living room features large windows that fill the area with natural light. A coffee table sits at the center, surrounded by stylish seating, including a sofa and armchairs. Artwork adorns the walls, enhancing the modern decor.
Flat in Chicago
5 out of 5 average rating, 148 reviews

Remodeled, Near Loyola, Beach and Subway

Stylish and sophisticated, this remodeled 3 bedroom, 2 bath private apartment is in a prime location, 3 blocks from Hartigan Beach, and 2 blocks to the Loyola Red Line "L" station to take you to Wrigley Field, downtown & many locations in between. We are 2 blocks from Loyola University & about 4 miles to Northwestern University. Located on a quiet, residential tree-lined street, we are a 2 block walk from all manner of restaurants & conveniences associated with our proximity to Loyola.

Top guest favourite
A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.
Flat in Evanston
4.97 out of 5 average rating, 531 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.

Superhost
A dining area is shown with a dark wooden table center stage, surrounded by four beige upholstered chairs. A vase with colorful flowers adds a touch of color. Natural light enters through a window adorned with white blinds, illuminating the space and providing a welcoming setting.
Flat in Chicago
4.74 out of 5 average rating, 125 reviews

Enticing Getaway Near Beach, Train & Parking Spot

Our newly remodeled 1BR, 1BA apartment is perfect for your stay! Enjoy a cozy queen bed and pull-out couch, a fully equipped kitchen with brand new appliances, and a dining area ideal for meals or work. The spacious living room features a 60" TV, and large windows flood the space with natural light. Just 2 blocks from the lake, you’ll love the location. Plus, a designated parking spot—rare in the city—ensures easy access. A bright, comfortable retreat for your Chicago getaway!

Top guest favourite
The spacious garden studio features a cozy living area with a textured sofa adorned with decorative pillows. A stylish coffee table is positioned in front, complementing an adjacent dining area. The kitchenette showcases modern appliances, while warm lighting enhances the welcoming ambiance.
Flat in Edgewater
4.94 out of 5 average rating, 105 reviews

Edgewater Studio on Paulina

Our garden unit is nestled in the charming Edgewater neighborhood of Chicago, just a short walking distance from the vibrant Andersonville area where you will find several shopping and dining options. Situated in a convenient location, our unit offers easy access to public transit options including bus routes and Red Line as well as permitted street parking. We look forward to hosting, where comfort, convenience, and the best of Chicago's neighborhoods await you.

Top guest favourite
The exterior of a three-unit building features a blend of brick and stone elements, with large windows providing ample natural light. A well-maintained lawn includes shrubs and small trees, complemented by a walkway leading to a blue door beneath a covered entryway.
Flat in Evanston
4.98 out of 5 average rating, 110 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.

Top guest favourite
The spacious bathroom features a freestanding tub and a glass-enclosed shower. A large mirror with a decorative frame is mounted on one wall. The floor is covered with a patterned rug, complementing the warm wall color and wood flooring.
Flat in Evanston
4.97 out of 5 average rating, 204 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.

Guest favourite
A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.
Flat in Lake View
4.94 out of 5 average rating, 144 reviews

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

Top guest favourite
A cozy living area is highlighted by a rustic brick fireplace, offering a warm glow. Wooden accents complement a dark green couch and a deep red leather chair. A small bar area with wooden counter and decorative wall items enriches the inviting atmosphere of the space.
Flat in Chicago
4.97 out of 5 average rating, 173 reviews

The Lodge Chicago

Welcome to the Lodge! A cozy, rustic and vintage Northwoods themed 700 sf apartment. Enjoy the feel of a 1960's lake cabin while being nestled on the north side of Chicago in the wonderful Edgewater/Rogers Park neighborhood. Come for the quiet while you explore the bustling city. Walking distance to the red line ‘L’, nearby restaurants, coffee shops and Lake Michigan beaches. Just a few blocks from Loyola University too!

Top guest favourite
A cozy living room features a large smart TV mounted on the wall, and a plush sectional sofa with a soft throw draped over it. Armchairs are positioned nearby, alongside a wooden bookshelf. A vibrant area rug adds warmth to the space, with a window letting in natural light.
Flat in Chicago
4.95 out of 5 average rating, 113 reviews

Cozy Rogers Park 2 Bedroom Flat

Welcome to our beautiful neighborhood in East Rogers Park! Enjoy serene tree-lined streets of classic brick Chicago homes, and easy access to many restaurants, coffee shops, public transit, and gorgeous Lake Michigan beaches! This is a safe and friendly neighborhood, the perfect place to get a coffee and take a walk. We are just a few blocks from the Loyola Redline “L” stop, with service to all Chicago has to offer.

Popular amenities for East Rogers Park apartment rentals

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Quick stats about flat rentals in East Rogers Park

  • Total holiday rentals

    Explore 160 holiday rentals in East Rogers Park

  • Nightly prices starting at

    East Rogers Park holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    150 of East Rogers Park holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.6 Average rating

    East Rogers Park stays receive an average rating of 4.6 out of 5 from guests

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