House vacation rentals in Rogers Park, Chicago

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Top-rated house rentals in Rogers Park, Chicago

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Guest favorite

Home in Uptown

4.98 out of 5 average rating, 185 reviews

Come Together in This Vibrant Restored Mansion near Wrigley

Access: The house is three stories tall (no elevator) and going up a stoop is required for access. Pantry: We will provide drip coffee and espresso, along with basic staples (sugar, salt, pepper, olive oil, etc). Home cooks will love using our bright, fully equipped kitchen. Multiple grocery stores are blocks away (Target, Jewel, Aldi) for your kitchen needs. Baths: We have 3.5 baths, each stocked with shampoo, conditioner, body wash, and hand soap. Bath towels and hand towels will be provided. You'll have access to the whole house, garden, and parking. We will not be on-site but will stay blocks away while you are here, so we can be as present (or absent) as you need us to be. One neighborhood over from Wrigleyville, home to the storied Chicago Cubs, Uptown is well-connected to downtown Chicago, Evanston and served by the recently renovated Wilson train stop and Lake Shore Drive. On the shores of Lake Michigan, Uptown is one of Chicago's most ethnically and socioeconomically diverse neighborhoods. The home is also close to some of the best Vietnamese, Ethiopian, Chinese, and Pakistani food in town. There are tons of music venues a quick walk from the house. We are located two blocks away from the newly renovated Wilson Red and Purple line train stop. The #151 bus also stops right in front of the house, and we are within walking distance of multiple bus lines. A/C available in common areas year round, with window units installed in bedrooms from May 15 to October 15. Radiant heat in entire house for Chicago's famous winters.

Guest favorite

Home in Wilmette

4.98 out of 5 average rating, 128 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.

Guest favorite

Home in North Park

4.96 out of 5 average rating, 152 reviews

Chicago River House with private patio!

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 illuminating seats

Guest favorite

Home in Berwyn

4.99 out of 5 average rating, 113 reviews

Retro Modern Bungalow— fire pit + free parking

Experience the city in style at Retro Modern Bungalow. The perfect crash pad for up to four friends and two pups. Featuring two spacious bedrooms, each w/ a king bed + luxury linens, a propane fire pit and a fully fenced backyard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Superhost

Home in West Ridge

4.91 out of 5 average rating, 132 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.

Guest favorite

Home in Lake View

4.98 out of 5 average rating, 233 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 favorite

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Welcome to BoHo House - an airy bohemian gem from 1903. This 3 BR home is just minutes walking distance from popular Chicago bars, restaurants, and coffee shops. Let your pup roam in the private fenced-in backyard that features the most adorable outdoor space. This spot is just so peaceful. Host a nice patio dinner and get cozy by the fire, or hangout inside and put a movie on. 15 min from ORD, 10 min to downtown, 800+ Mbps WiFi speeds, free coffee, snacks, and secure 2 car garage parking!

Guest favorite

Home in West Loop

4.98 out of 5 average rating, 347 reviews

Cozy garden apartment historic Jackson Bvld.

Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Guest favorite

Home in Portage Park

4.98 out of 5 average rating, 187 reviews

The Evergreen House

Relax and feel at home on the first floor apartment (completely private) of my Chicago 2-Flat. This home away from home is well stocked with anything that you might need whether you are staying for 2 nights or 2 months. There are 3 televisions with Wifi and Netflix throughout the apartment. There is a nice backyard that you are welcome to use and street parking is free. Washer and Dryer available in the basement. The highways and bus are also nearby.

Guest favorite

Home in Norwood Park

4.96 out of 5 average rating, 107 reviews

3BD Home Mins from Airport | Free Wi-Fi + Parking

Cozy home near O'Hare airport with a huge park just behind the backyard, located in one of the safest neighborhoods in the City of Chicago. Quick access to the expressway and short walk to the CTA Blue Line train/bus station. Conveniently located within 5 miles of: - O'Hare Airport - Rosemont/Donald E. Stephens Convention Center - All-State Arena - Fashion Outlets of Chicago

Guest favorite

Home in Jefferson Park

4.9 out of 5 average rating, 110 reviews

Chicago getaway for two!

This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago. Conveniently located near the blue line (Jefferson Park stop) and has a bus stop for 88W right in-front! This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago.

Guest favorite

Home in Andersonville

4.97 out of 5 average rating, 111 reviews

Andersonville/ Cozy 3b 3b House / 99 walk score

Great style, comfort, and value. Think of us as your comfy home away from home. Rated 5⭐️ Guest Favorite Top 1% of all Airbnbs. In our spacious home, you'll be able to live life with familiar comforts: Private Outdoor Space Two Large Private Decks Full Kitchen Washer and Dryer in unit Wireless Internet and Smart TV with Cable. Free street Parking