Apartment vacation rentals in East Rogers Park

4.9 out of 5 average rating, 542 reviews

Apartment in Uptown

Whole Flat in Private Club. Walk to L, Dining & Shows

Find unrivaled amenities in the newly restored Lawrence House, a Deco gem lauded a “unique architectural treasure” by the Chicago Architecture Foundation. Bask in an over-sized double lounger on the roof-top deck with 360-degree skyline views. Detox in the state-of-the-art fitness center with boxing gym. Soak in the 50-foot mosaic-tiled pool. Come home to a sunny, open-layout flat, with a cozy private bedroom, spa-like bathroom, fully-equipped kitchen, and free washer/dryer. Work or play in the terrazzo-floored Grand Lobby with club seating, adjoining cafe, craft cocktail bar and restaurant. Newly restored, sunny and spacious, immaculate, hotel-styled one-bedroom apartment with all new fixtures and appliances. Cozy bedroom with comfortable queen bed, flat screen TV, and large closet. Living room with couch that pulls out to a full-sized bed, club chair, large flat screen TV, and drop-leaf table for working. Stocked kitchen with everything you need to cook full meals, a new Smeg fridge, granite counters, and bar-stool seating. A queen-sized Serta air mattress allows up to 5 people to sleep comfortably. Central heat and air conditioning. Free washer/dryer in unit. Just-restored Art Deco building, called a "unique architectural treasure" by the Chicago Architecture Foundation. Unrivaled, private-club styled amenities. State of the art fitness center. Mosaic-tiled 50-foot pool. Roof-top lounge and deck with 360-degree skyline views, and tons of over-sized double loungers. Garden patio with fire pit, grills and picnic tables. Grand Lobby with cafe and craft cocktail bar, club seating, striking stained-glass skylight, ornate plaster moldings and terrazzo floor. Privacy guaranteed. The entire apartment is yours. You may also use the building's gorgeous amenities: fitness center, pool, roof-top lounge and deck, and garden patio. We have a self check-in and check-out system to provide you the most flexibility. However, we are always available to answer any questions, address any concerns, and provide recommendations. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train, which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood” One block to Red Line 'L' station. Free street parking with permits provided. Pets may live in the building but there are no pets allowed in this unit. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train [temporarily 3 blocks while my station is rebuilt], which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood guide”

4.99 out of 5 average rating, 158 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.

4.93 out of 5 average rating, 446 reviews

Apartment in Edgewater

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.

4.99 out of 5 average rating, 110 reviews

Apartment in Avondale

Plants and Art | Near Trendy Restaurants & Bars

Light-Filled Apartment Near Chicago’s Best Restaurants & Bars • Friends & Couples • A/C • Coffee Station w/Local Beans • Fully-Equipped Kitchen Whether you’re in town to explore or unwind, you’ll love the proximity to restaurants, cafes, and live music venues - the perfect home base for your Chicago adventure. Extra Fees: *only available upon request and approval* Early Check In@ 2pm : $50 @10am:$100 Late Checkout@ 1pm: $50 @9pm:$100 Shipping: $25 + UPS fees Required for 7+ Days: $80 Cleanin

4.83 out of 5 average rating, 217 reviews

Cozy Northside Apt near Transp&Beach&Free St Prkng

PRIVATE Entrance, One Bedroom Apt w/ LVG RM near Lake Michigan in beautiful, residential & diverse neighborhood. FREE on street PARKING, OR driveway spot for Addt fee. Sleeps up to 6. *It has a Kitchenette, Full Bath, WiFi, Cable TV, in unit W/D. Close to METRA TRAIN (1 block & 18 min to loop/city center), Bus Stop 1 block & the CTA "L" (elevated) Red Line to City 7 blocks away. Enjoy our proximity to Public Transit, Beaches, Loyola & NW Universities. Great for family, friends & kids.

4.99 out of 5 average rating, 145 reviews

Apartment in Edgewater

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Apartment in Andersonville

4.97 out of 5 average rating, 124 reviews

Quiet city getaway by beach in fun neighborhood

Welcome to this bright and modern 2 bedroom 1 bath getaway, 1.5 blocks to Andersonville + Uptown shops and dining. Located on a quiet tree-lined street walking distance to Foster beach, grocery, concerts, and CTA for easy access downtown. Two bikes provided to explore Chicago’s neighborhoods and beautiful lakefront path. Additional amenities include beach towels, volleyball, cooler, free on-site w/d and parking. Comfortably sleeps 4 and can accommodate 6 with air mattress. Key code entry.

4.94 out of 5 average rating, 144 reviews

Apartment in Evanston

Cute & comfortable apartment on quiet street

Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

5 out of 5 average rating, 143 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.

4.96 out of 5 average rating, 169 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!

4.91 out of 5 average rating, 164 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.

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