Places to stay in Rogers Park, Chicago

4.99 out of 5 average rating, 143 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.

4.84 out of 5 average rating, 213 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.

Guesthouse in East Rogers Park

4.97 out of 5 average rating, 124 reviews

A bit of the North Woods on Chicago's North Side!

Looking to get away from it all but not TOO far away? Ours is a quiet, screen-free property perfect for a writer’s or artist’s retreat. NU/Loyola parents or alums, stay here when you visit your kids/alma mater. Fantastic renovated livery barn with lots of light, privacy and amenities. Located in Rogers Park, a short walk to Metra and the Red line. Ample street parking nearby. Created for comfort with a splash of Swedish design, enjoy the deck overlooking a tree-filled garden and waterfall.

4.97 out of 5 average rating, 110 reviews

The Ramblers Inn, Northside NEW Reno w/parking!

Our family 2-flat has been completely gutted to the studs renovated with new everything! This top floor 3 bed 1 bath home has CENTRAL A/C, in unit washer/dryer, and free parking on-site. This prime location is a short walk to Loyola University, beaches/playgrounds, public transportation and award-winning restaurants. Lake shore trail is less than a mile away. We are steps away from a large local grocery store. Your urban stay will feel like a relaxing retreat because of these conveniences.

5 out of 5 average rating, 133 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.

4.88 out of 5 average rating, 296 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.

4.99 out of 5 average rating, 289 reviews

Cozy 3BR on Chicago's North Side & Free Parking

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

4.93 out of 5 average rating, 243 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed, TV, dining table, & partial kitchenette. NOTE: No full kitchen.

4.98 out of 5 average rating, 100 reviews

Home in East Rogers Park

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Guest suite in North Center

4.97 out of 5 average rating, 121 reviews

Modern Garden Apartment in Lincoln Square

Welcome to our stylish and updated one-bedroom apartment located in a classic brick building in Lincoln Square. Perfect for solo travelers or couples, the space features a comfortable queen bed and a bright, modern interior. Just a short walk to the Brown Line and steps from Lincoln Square’s cozy shops, top-rated restaurants, and vibrant local culture. Wrigley Field, downtown attractions, and Lske Michigan are easily accessible by bike or train.

4.96 out of 5 average rating, 163 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!

4.9 out of 5 average rating, 155 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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Other great vacation rentals in Rogers Park, Chicago

Private room in West Rogers Park

4.96 out of 5 average rating, 192 reviews

Welcoming Evanston Home

JulieRating, 5 stars5 days ago

Jennifer and David were awesome hosts! So friendly, helpful and accommodating! I had some of the best-ever homemade cookies that Jennifer baked! I'm hoping to make them my Evanston place when I return to the Chicago area annually. Thank you, Jennifer and David!!!

4.71 out of 5 average rating, 35 reviews

3 Bed Apartment in Chicago by the lake

LilyRating, 5 stars3 weeks ago

Great, clean stay! Walkable to the lake and coffee—can’t ask for more (:

Apartment in Edgewater

5 out of 5 average rating, 4 reviews

Treetop 3 Bed 2 Bath Central Heat/Air, 1 Parking

AbbasRating, 5 stars1 week ago

Elizabeth was a gracious host. The space is gorgeous and very comfortable. She allowed us to keep luggage in her garage for check out as our flight was later in the evening. This really allowed us to make the most of our last day shopping in downtown. Will definitely book her again on our future trips to Chicago.

Private room in East Rogers Park

4.97 out of 5 average rating, 106 reviews

The Stained Glass Apt. Edgewater #2

SandraRating, 5 stars1 week ago

I loved Felice’s home. It is decorated with great taste and artistry. The house is quiet, all the spaces are uniquely decorated, the kitchen is a wonderful work of craftsmanship, and although my room was small, it is very comfortable. I slept well. The area is very walkable and pretty, with lots of lined trees on the neighborhood streets. It is close to neighborhood shops and walking distance to the lake. Felice is a wonderful host. She is accesible and very friendly. She made me feel right at home.

4.86 out of 5 average rating, 7 reviews

Elegant and Chic 2Bed 2Bath steps from the lake!

MattRating, 5 stars1 month ago

I cannot say enough good things about John! He was SO easy to work with and super helpful and responsive. The home was also better than expected! (There were THREE ways to make coffee!!) Everything was super clean and updated - there is even a heated toilet seat in the front bathroom. I would definitely stay with John again!

4.94 out of 5 average rating, 88 reviews

Cozy Rogers Park 2 Bedroom Flat

MadelineRating, 5 stars5 days ago

We had a great stay at Jonathan's place. The apartment was spacious and clean, and had everything we needed. Jonathan was very friendly and responsive and gave great local recommendations. There were plenty of shops and restaurants within walking distance, and easy access to red line to get around the city.

Private room in Andersonville

4.95 out of 5 average rating, 262 reviews

Great Edgewater/Andersonville private suite

JacobRating, 5 stars2 weeks ago

Great location, great accomodations, and most importantly amazing hosts! Tripp and Todd were so welcoming, I felt right at home. They provided helpful suggestions for meals, activities, transport, etc. Hosts were in communication from the moment I landed to coordinate checkin, and allowed me to drop off my bags early when I arrived prior to the check in time. The location is great, only a few minutes walk to Clark Street which is well populated and has many restaurants and independent shops. Do yourself a favor and book with Tripp and Todd if you ever find yourself in Andersonville/Edgewater!