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

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! 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! Pets are welcome on a case-by-case basis, please mention your pet in your inquiry so we can learn more about them prior to approval and be sure to register them when you select number of guests.

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 guest suite centrally located, but so quiet
IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

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.

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

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

Pretty Suite in Lincoln Park w/HVAC +free parking
Location, location, location! Located in one of Chicago’s best neighborhoods, Lincoln Park near DePaul university. 3 blocks from the CTA trains. Entire Private SUITE with small KITCHENETTE in lower level of 3 story apartment building. Access to all the shopping, restaurants and bars that Lincoln Park has to offer. Leave your car in the free, far right parking space in back of the apartment building, and explore Chicago by foot, bike, Uber or train.

In artistic Pilsen~Continental Breakfast~Near DWTN
Located in the artistic town of Pilsen; minutes away from downtown Chicago, Lake Shore drive, Shedd aquarium, United Center, UIC Pavilion and McCormick Place. Great and convenient location. Walking distance from CTA #60 bus-stop and pink line to downtown. Enjoy charming first floor, full kitchen, & bathroom. Also includes continental breakfast for first day of your stay and street parking with permit.

Seminary Garden 1 min walk to Wrigley Field
Cozy garden apartment just ½ block from Wrigley Field! Less than a 5‑minute walk to the heart of Wrigleyville with restaurants, bars, and shops, yet located on a quiet residential street. Perfect for Cubs games, concerts, or a city getaway. 5 min walk to 2 CTA rapid transit stations 15 min walk to the lakefront & beaches ~15 minutes to downtown Chicago

The "Nest", unconventionally modern yet vintage.
The "Nest" has an open floor plan with a gourmet kitchen and modern appliances, with a comfortable lounge area to make you feel right at home. The dining table can be expanded for conferences or several dinner guests. The quiet, beautifully modern bedroom is large enough to accommodate a king-sized bed and a desk area.
Popular amenities for The Loop accommodations with breakfast
House rentals with breakfast

Historic mini mansion!

West Loop Retreat: High-End, Walk to Everything

Two Kings Chicago. Royal comfort in two king beds

Cozy 4-Bedroom House with Patio

A Comfortable Stay While You are Away in Oak Park

▌360° City Skyline Chicago ▌

The Spa of Downtown Whiting

Soak Up Mid-Century Style in Wrigleyville and Boystown
Apartment rentals with breakfast

Comfy Solar & Green 2BR Near Hot Hyde Park!

Bronzeville Bohemian Loft

Edgewater escape, charming 2 BR, Rooftop Solar

Spacious Chicago Getaway with Balcony and Parking

Charming Unique 2 Bdrm Apartment in Victorian Home

Easy, Cool, safe place to stay.

Ashland Ice Cream House

Fairfield Flat, Airy Vintage Rehab
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)

Sun-Filled King Room in Boutique Wicker Park B&B

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
Quick stats about vacation rentals with breakfast included in The Loop

Total vacation rentals
Explore 10 vacation rentals in The Loop

Nightly prices starting at
The Loop vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Wifi availability
10 of The Loop vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across The Loop rentals

4.8 Average rating
The Loop stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
The Loop’s top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Destinations to explore
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- 875 North Michigan Avenue
- Soldier Field
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- University of Chicago
- Washington Park Zoo
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