
Vacation rentals with breakfast in Chicago
Find and book unique breakfast rentals on Airbnb
Top-rated breakfast rentals in Chicago
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

Walk to Oak Park from a Bright Madison Street Loft
Crowned "The best in neighborhood dining" according to a 2008 Chicago Tribune readers poll, the variety of Forest Park restaurants offer something for everyone. The unit is a charming two bedroom, two bath loft a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 20 minute train ride away. The condo includes additional amenities such as: - Elevator in building •Secure front and back entrances. •One assigned parking spot in the back of the building. •Full kitchen with stainless steel appliances (stove, dishwasher, refrigerator), cookware, and dinnerware. •Granite countertops. •Two full bathrooms. The master bathroom includes a Jacuzzi tub. •Two full bedrooms. Both have queen sized beds. •Smart TV with cable access and access to Netflix. •Central Air conditioning •Working fireplace •Balcony with a view of downtown Chicago's skyline •Washer and dryer in unit. Just to the east lies historic Oak Park, which offers an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After soaking up some attractions in Oak Park, Chicago is only a short twenty minute train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry The loft and both doors to our building have key-less entry pads. We will email you your personal entry code along with check in instructions a couple days before your arrival. Each guest is given their own personal code. Codes are programmed the day of check in and deleted shortly after check out. We are as available as you need. Centrally positioned in the Madison Street shopping and dining district, the loft is conveniently surrounded by local eateries and pubs within minutes of downtown Chicago and the United Center, and just blocks from the CTA blue line. We are located half a mile from the L - Blue Line. We are the Forest Park Stop on the blue line. The blue line will take you into the city. It is about an 8 to 10 minute walk from the loft. An Uber/Lyft ride into the city ranges from $15 to $25 and takes around 15 to 20 minutes. We are one mile from the Metra train line (Union Pacific - West). The Metra dead ends into Union Station. There are a number of Metra lines that take you to surrounding suburbs. We are also one mile from the Green Line - Oak Park Stop. The Green Line is another line on the L. The third bed is a queen sleeper sofa. There is a strict no smoking policy in our building. You can not smoke on the balcony - it will result in a $500 fine. The neighborhood is vibrant in the summer and sound can travel into the unit.

Fairfield Flat, Airy Vintage Rehab
This remodeled first floor apartment is close to the California Pink Line Station, Pete's Fresh Market, and Douglass Park. Pilsen and West Loop night life a short train ride away. Situated in a quiet corner of Little Village, our neighborhood of predominately Mexican and Black multi-generational families is teeming with tamale stands, paleta vendors, and children playing. Great for couples or friends, though parents have expressed frustration with the hard, or uneven surfaces, and the stairs.

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

The Garden on Wayne
Located in one of the top 3 neighborhoods in Chicago, a great spot for a couple, a small family, business travel or a weekend with the girls. Close to high end shopping, a world famous and historic theatre and dozens of restaurants, our quaint garden apartment offers a quiet spot in a great area for weekending - and is also the midpoint between O'Hare and Downtown. The Lakefront is a quick 20-minute walk; the Lincoln Park Zoo is 20 minutes in an Uber. Please see below for further detail

A Quiet Stay While You Are Away Oak Park
Welcome to our cozy and comfortable home located in a quiet neighborhood. Our space is perfect for couples, solo travelers, small families, and long-term stays. This is a beautiful, modernist home located in the Frank Lloyd Wright District Neighborhood, a designated historic district known for its collection of homes designed by the famous architect Frank Lloyd Wright. This district features a collection of some of his iconic designs and is a destination for architecture enthusiasts.

SW Evanston Private, Stylish, Spacious Suite
Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

On the Boulevard in Logan Square
The space is a completely renovated two bedroom garden apartment in a vintage (1918) 7 unit building on the Boulevard in Logan Square's National Register Historic and City of Chicago Landmark Districts. Logan Square is on the northwest side of Chicago, on the CTA Blue Line, which runs from O'Hare Airport to downtown Chicago's Loop, then continues on past the University of Illinois at Chicago and the West Side Medical Center to the suburban villages of Oak Park and Forest Park.

A Vintage Pink House in the Heart of Chicago
Located in a quirky, Victorian era, pink house on a residential street in the East Village neighborhood, this unit is a charming piece of Old Chicago. This 2nd story, apartment features an eat in kitchen, a double and a single bedroom, and a front room that oozes Chicago history. Perfect for a quick weekend getaway or an extended stay. A Walk Score of 97 means you won't need a car to experience the city. Easy access to Division Blue Line, nightlife, shopping & adventure.

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

Charming Unique 2 Bdrm Apartment in Victorian Home
My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

Cozy Garden-Subterranean Apartment
Our cozy Lincoln Square one bedroom apartment sleeps 2, has a fully furnished kitchen, and is close to Lincoln square shops and great restaurants/carry-out. Ample street parking & close to public transportation. Entrance to the apartment at back of building. Sorry no pets, we both have allergies and my husband has asthma and cannot tolerate pet dander.

2 bedroom lovely spacious Suite
This stylish place to stay is perfect for any event. 420 friendly. Come and let us pamper you. Come and enjoy are tree lined community in the historical Beverly community. This Suite has all the latest amenities and beautifully furnished. Make some memories at this unique and family-friendly place.
Popular amenities for Chicago breakfast rentals
House rentals with breakfast

North Shore - Home Away From Home

Historic mini mansion!

Wicker Park 7 Beds Crash Pad

West Loop Retreat: High-End, Walk to Everything

Luxe SFH Bucktown Retreat with Garage Parking

Cozy 4-Bedroom House with Patio

“Aunt Betty’s Cottage” whimsical enclosed yard

The Spa of Downtown Whiting
Apartment rentals with breakfast

Comfy Solar & Green 2BR Near Hot Hyde Park!

The "Nest", unconventionally modern yet vintage.

Bronzeville Bohemian Loft

Independence Park Place

Magical Treehouse Located in HEART of Old Town!

New Build in Pilsen! Spacious 2 Bed 2 Bath Unit

Modern 4BR: Free Pkg, Near Train & Dining

Ashland Ice Cream House
Bed and breakfast rentals with breakfast

Historic campus U of C Prof. mansion, top location

Bright Room with a Garden View

Country Retreat, 2 Block walk to Metra Train

Urban Oasis Pilsen - guest room in townhouse

Cloudgate Room, minutes to O'Hare in Safest Area

Queen Room w/ Balcony in Boutique Wicker Park B&B

Chicago River Room near USMLE

Lovely UofC Prof mansion great on campus location
Quick stats about vacation rentals with breakfast included in Chicago
Total vacation rentals
Explore 370 vacation rentals in Chicago
Nightly prices starting at
Chicago vacation rentals start at G$2,089 GYD per night before taxes and fees
Verified guest reviews
Over 26,490 verified reviews to help you choose
Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 120 rentals that welcome pets
Vacation rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Wi-Fi availability
370 of Chicago vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chicago rentals
4.8 Average rating
Chicago stays are highly rated by guests—averaging 4.8 out of 5!
Nearby attractions
Chicago's top spots, include Millennium Park, Wrigley Field, and Lincoln Park
Destinations to explore
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Platteville Vacation rentals
- Detroit Vacation rentals
- St. Louis Vacation rentals
- Southern Indiana Vacation rentals
- Louisville Vacation rentals
- Columbus Vacation rentals
- Cincinnati Vacation rentals
- Milwaukee Vacation rentals
- Wisconsin River Vacation rentals
- Windsor Vacation rentals
- Fitness-friendly rentals Chicago
- Rentals with a sauna Chicago
- Lakehouse rentals Chicago
- Family-friendly rentals Chicago
- Rentals with a patio Chicago
- Rentals with a home theater Chicago
- Rentals with outdoor seating Chicago
- Boutique hotel rentals Chicago
- Waterfront rentals Chicago
- Rentals with lake access Chicago
- Pet-friendly rentals Chicago
- Rentals with a washer and dryer Chicago
- Rentals with pools Chicago
- Loft rentals Chicago
- Ski-in/ski-out rentals Chicago
- Mansion rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with a balcony Chicago
- Townhouse rentals Chicago
- Beachfront rentals Chicago
- Serviced apartment rentals Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- House rentals Chicago
- Bed and breakfasts Chicago
- Apartment rentals Chicago
- Private suite rentals Chicago
- Rentals with an accessible height bed Chicago
- Rentals with beach access Chicago
- Rentals with a fireplace Chicago
- Rentals with a fire pit Chicago
- Rentals with an EV charger Chicago
- Rentals with breakfast Cook County
- Rentals with breakfast Illinois
- Rentals with breakfast United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Things to do Chicago
- Food and drink Chicago
- Art and culture Chicago
- Sports activities Chicago
- Sightseeing Chicago
- Nature and outdoors Chicago
- Entertainment Chicago
- Tours Chicago
- Things to do Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Entertainment Cook County
- Sports activities Cook County
- Tours Cook County
- Art and culture Cook County
- Nature and outdoors Cook County
- Things to do Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Nature and outdoors Illinois
- Art and culture Illinois
- Food and drink Illinois
- Tours Illinois
- Things to do United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Art and culture United States
- Wellness United States
- Food and drink United States
- Tours United States