Apartment holiday rentals in East Rogers Park

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Top-rated apartment rentals in East Rogers Park

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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 East Rogers Park
4.99 out of 5 average rating, 171 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 gated entryway is visible, featuring a wooden fence painted in a neutral tone. The gate is partially open, leading into a green space lined with trees and plants. The house entrance is seen in the background, with a clear sky above.
Flat in Edgewater
4.93 out of 5 average rating, 473 reviews

Ravenswood Guest House Annex

The Annex is a private apartment in an 100+ year old wood frame home just north of Andersonville. The Annex is a typical Chicago style 'in-law' garden apartment - located on the first floor of the house where we live - it is bright and clean and well appointed with comfortable furniture. (see pictures). It has large windows that look out on our garden and yard. Our daughter's family also lives on the property in rear coach house. There is easy access to Lake Shore Drive, Evanston and downtown.

Top guest favourite
A living area features natural light from multiple windows, complemented by a ceiling fan. A comfortable sofa with textured throws faces a modern fireplace. Two brown armchairs are positioned nearby, and a decorative rug lies under a coffee table, which displays a potted plant and a magazine.
Flat in Evanston
4.99 out of 5 average rating, 100 reviews

Evanston 2BR 2Bth 1 Blk to Beach

With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

Top guest favourite
A light-filled living area features two neutral-toned sofas with decorative pillows. A textured area rug anchors the space, complemented by a wooden coffee table. Floor lamps add ambient lighting, while a wall-mounted art piece showcases a city skyline.
Flat in East Rogers Park
4.99 out of 5 average rating, 102 reviews

Convenient Location Near Loyola/Northwestern

Apartment unit is conveniently located next to the Jarvis Red Line, 2 stops from Loyola and 3 miles from Northwestern. The Red Line can also take you to downtown Chicago in under 30 minutes or enjoy a leisure drive along the beautiful Lake Michigan. Located just 2 blocks from the lake, there are trails, parks and Jarvis Beach to enjoy. Also, there are many local shops and restaurants to visit. Whether you’re here for business or pleasure, there’s never a dull moment in this immaculate city.

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 East Rogers Park
5 out of 5 average rating, 159 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 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 East Rogers Park
4.94 out of 5 average rating, 126 reviews

The Loyola Garden Flat: Huge 2BR Near Lake

Enjoy a massive 2BR garden suite in East Rogers Park. Our "Urban Den" offers a sprawling layout with room to relax—perfect for avoiding that "snowed-in" feeling. Winter-Ready & Convenient: Commuter's Dream: 2-block walk to the Red Line, minimizing time in the cold. Warm & Quiet: Naturally insulated and private. Prime Access: 2 blocks to Loyola; 4 blocks to the Lake. Classic Chicago charm steps from local coffee and transit. Ideal for university visits or a spacious lakeside escape!

Guest favourite
An inviting living area features a comfortable blue couch and a patterned rug. A wooden coffee table sits at the center, adorned with a game. The space is brightened by large windows, framed by light curtains, while a hammock chair adds a unique touch.
Flat in East Rogers Park
4.88 out of 5 average rating, 319 reviews

Beautiful Three Bedroom Apartment Near Loyola

Welcome to our beautiful 3 bedroom apartment just blocks from Loyola University. Fully furnished apartment with one queen bed, two full beds, and one pull-out futon. Amenities include full kitchen, dining room, and 2 bathrooms. WiFi, cable, 3 televisions throughout the apartment and sunroom and back yard too! Close to public transportation, the lake, and dozens of dining options within walking distance. One (1) City Street Parking Pass will be provided for each night of your stay.

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
4.95 out of 5 average rating, 120 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, 115 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, 208 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.

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 East Rogers Park
4.97 out of 5 average rating, 180 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!

Guest favourite
A cozy living area is visible at the end of a corridor, featuring a light-colored sofa atop a neutral-toned rug. The walls are lined with wooden paneling, and a piece of artwork is mounted to the wall, enhancing the warm atmosphere.
Flat in Edgewater
4.91 out of 5 average rating, 175 reviews

Private Garden Apartment GATED FREE Parking

This garden apartment is within the main house. Your cozy apartment has its own entrance with has a nice sized bedroom with queen bed, along with a living room with a coffee table, a new Crate and Barrel deep cozy sofa that can sleep a third guest, bathroom with a shower, and an office room with a desk, STOCKED mini fridge and coffee/tea station and mini oven. Free gated parking will also be available 24/7.

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 £15 per night before taxes and fees

  • Verified guest reviews

    Over 7,000 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

    160 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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