
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.

❤︎ 1,800ft² Parking ⎜ Workspace ⎜ W/D ⎜Full Kitch
• 1,800ft² | 167m² . My home is on the top floor of a four flat Itallian Brick Building . You have 3 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport Note: The fireplace is non working

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!

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.

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.

Comfy Solar & Green 2BR Near Hot Hyde Park!
Hi, traveler! We're so happy to host you in our unique, private 2-bedroom garden unit that's powered by the sun. It's all electric, uses no gas and is U.S. DOE Zero Energy and Energy Star® certified! You'll also have a full kitchen, full bathroom/shower, washer/dryer, living room, work area, generous closet space, and complete privacy. Your children are also welcome. We're centrally located on a quiet, residential street in safe and lovely Woodlawn near hot Hyde Park!

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

Jacuzzi, King Beds, Easy Access to DT Chicago!
Our 4bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful neighborhood. There is plenty of space for 10 people to sleep comfortably (4 beds), as well as 4 smart TVs, a deck w/ a pergola, built-in grill, & firepit, a large fenced backyard, a game room (w/ ping pong and more), a jacuzzi, an office space, & much more. Great access to City of Chicago by I-290, as it's directly west of Downtown!

Independence Park Place
Beautiful Turn of the Century Victorian Large, Hard Wood Floors 1st Floor Apartment offers space, ambiance, great location, warmth in a real Chicago neighborhood. Walking distance to the EL (O'Hare Blue Line ), Metra, grocery store, park with swimming pool and exercise room, brand new library, coffee shops, great restaurants and local bars. Just 3.5 Miles from our World Champion Cubbies at Wrigley Field.

Cozy Garden-Subterranean Apartment
JAN-FEB Special, check out lower then average prices. 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.

Cheerful Remodel Prime Location
Relax in this newly remodeled and beautifully decorated apartment while recharging from a long day of sightseeing in the big city! If you have a car, great, we have parking! If not, awesome, we are a block from the Green Line train to downtown! With a 5 minute walk to Whole Foods, Trader Joes, and downtown Oak Park, you can't get a better location than this!
Popular amenities for Chicago breakfast rentals
House rentals with breakfast

Pardizes Suites

Historic mini mansion!

Wicker Park 7 Beds Crash Pad

West Loop Retreat: High-End, Walk to Everything

Two Kings Chicago. Royal comfort in two king beds

▌360° City Skyline Chicago ▌

The Spa of Downtown Whiting

Historic home The Ivy 1-min walk to Wrigley Field
Apartment rentals with breakfast

Pretty Suite in Lincoln Park w/HVAC +free parking

The "Nest", unconventionally modern yet vintage.

In artistic Pilsen~Continental Breakfast~Near DWTN

Bronzeville Bohemian Loft

Edgewater escape, charming 2 BR, Rooftop Solar

Charming Unique 2 Bdrm Apartment in Victorian Home

Spacious 1BR apartment in a central location

Ashland Ice Cream House
Bed and breakfast rentals with breakfast

Historic campus U of C Prof. mansion, top location

Historic campus house owned by U of C Prof

#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)

Large private room w/ shared bathroom in Boystown!

Urban Oasis Pilsen - guest room in townhouse

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

Chicago River Room, near Med Ctr

Lovely UofC Prof mansion great on campus location
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,284 GYD | G$20,075 GYD | G$22,793 GYD | G$23,003 GYD | G$24,885 GYD | G$25,512 GYD | G$25,094 GYD | G$25,512 GYD | G$25,094 GYD | G$23,839 GYD | G$24,048 GYD | G$23,212 GYD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
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$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 27,070 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
360 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
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Southern Indiana Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Windsor Vacation rentals
- Rentals with a home theater Chicago
- Rentals with outdoor seating Chicago
- Rentals with an EV charger Chicago
- Fitness-friendly rentals Chicago
- Beachfront rentals Chicago
- Rentals with a sauna Chicago
- Luxury rentals Chicago
- Family-friendly rentals Chicago
- House rentals Chicago
- Rentals with a balcony Chicago
- Rentals with beach access Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Waterfront rentals Chicago
- Rentals with a patio Chicago
- Mansion rentals Chicago
- Private suite rentals Chicago
- Townhouse rentals Chicago
- Guesthouse rentals Chicago
- Loft rentals Chicago
- Rentals with a washer and dryer Chicago
- Rentals with an accessible height bed Chicago
- Apartment rentals Chicago
- Boutique hotels Chicago
- Rentals with pools Chicago
- Lakehouse rentals Chicago
- Hotel rooms Chicago
- Pet-friendly rentals Chicago
- Rentals with a fireplace Chicago
- Serviced apartment rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with lake access Chicago
- Rentals with a fire pit Chicago
- Bed and breakfasts Chicago
- Rentals with breakfast Cook County
- Rentals with breakfast Illinois
- Rentals with breakfast United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- The 606
- Things to do Chicago
- Sports activities Chicago
- Sightseeing Chicago
- Tours Chicago
- Art and culture Chicago
- Food and drink Chicago
- Nature and outdoors Chicago
- Things to do Cook County
- Food and drink Cook County
- Sports activities Cook County
- Nature and outdoors Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Tours Cook County
- Things to do Illinois
- Tours Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Nature and outdoors Illinois
- Food and drink Illinois
- Art and culture Illinois
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Entertainment United States






