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Vacation rentals with breakfast in West Side

Find and book unique breakfast rentals on Airbnb

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Popular amenities for West Side breakfast rentals

House rentals with breakfast

Top guest favorite
A spacious living room features a large sectional sofa, complemented by a textured area rug. A collection of round mirrors and framed art pieces adorns the walls. A TV is mounted above a cozy fireplace, with a decorative cabinet positioned nearby.
Home in Highland Park
5 out of 5 average rating, 7 reviews

North Shore - Home Away From Home

MichaelRating, 5 stars1 week ago
We stayed at Rachell and Cyd’s for about 3 months after relocating to the area. We absolutely loved the home as well as the walkable neighborhood, park, and downtown. We were made to feel at home with tons of useful items, abundant clean linens, and a cozy space. Cyd was very responsive at all times. This lovely house is a no-brainer for a comfortable stay on the North Shore. We will miss our time here.
Superhost
Home in Chicago
4.8 out of 5 average rating, 69 reviews

◆◆◆ Work, Play, Eat | 5B/3BA Near Everything ◆◆◆

PhoolRating, 5 stars3 months ago
FANTASTIC!! Great host! Awesome location! Clean house with everything needed available.. my kids loved the house, it felt like home away from home. Peaceful … Wish I could give more stars than 5!!!
Superhost
A cozy living space features a blue sofa and patterned accent chairs. A dining table is positioned nearby, surrounded by four chairs. Natural light fills the room through a front door, and a large mirror reflects the space, enhancing the open atmosphere.
Home in Chicago
4.56 out of 5 average rating, 138 reviews

Huge 2 Story Home/7miles from Downtown Chicago!

CoralRating, 5 stars1 week ago
My family and I rented Kevin's place for my niece's wedding. we enjoyed ourselves and the accommodations. Kevin was super responsive and made us feel welcome. the neighborhood is isolated but peaceful.
Superhost
The living area features a comfortable gray sofa adorned with decorative pillows, positioned opposite a light wood coffee table. A dining table with stylish black chairs accommodates six, set with elegant tableware. Natural light filters through a window, enhancing the airy ambiance.
Home in Bolingbrook
4.73 out of 5 average rating, 22 reviews

Private 3BR w/ Backyard | LCP Collection

CarltonRating, 5 stars11 months ago
this was a great place lovely 😍 will book again and who ever reading this should book to
Superhost
A cozy living room features a dark leather sectional sofa with colorful throw pillows. A wooden coffee table sits in the center, adorned with a floral arrangement. Blue walls are complemented by dark curtains, and a television is positioned against the wall.
Home in Chicago
4.85 out of 5 average rating, 13 reviews

Cozy 4-Bedroom House with Patio

MurrielRating, 5 stars1 week ago
Perfect place to stay for our visit to Chicago with friends! There was ample room in the BnB for all of us, including a spacious dining and living room. The kitchen was very well stocked including coffee, juice, eggs, and toast for us to make our own breakfast (a welcome surprise!). It was very walkable to transit, with a CTA Blue Line station nearby. Thatheu was very responsive and check in was straightforward. Also the later check-out time was very convenient as we were able to take the time for breakfast before heading out for the day. Thanks again for helping us to have a great trip!
Guest favorite
A cozy living room features a spacious sofa and a round coffee table on a patterned area rug. A barn door partially closes off the room, while natural light streams in through two windows adorned with light curtains.
Home in Westmont
4.9 out of 5 average rating, 87 reviews

Chic Cottage close to Metra large enclosed yard.

ThomasRating, 5 stars3 weeks ago
The house was great for what we needed. Small house in a very quiet and neat neighborhood. Thanks for allowing us to stay.
Guest favorite
A spacious spa room features a modern two-person jacuzzi, surrounded by elegant marble walls. The jacuzzi is designed with a clear accent panel, and amenities such as towels are neatly arranged nearby, promoting a calming and relaxing environment.
Home in Whiting
4.85 out of 5 average rating, 155 reviews

The Spa of Downtown Whiting

MelanieRating, 5 stars2 weeks ago
Had a great 2 night stay. Everything was clean and exactly as pictures and described. Very cute decor/theme. The layout was great for us, family with older teens. Lots of space and TVs. Great restaurants and some shopping within walking distance. Really good value. Walk to the beach and trails. We were in town for a nearby event and really enjoyed the area this place was in. Host was very responsive and answered questions beforehand. We had no issues with our stay at all and would absolutely recommend.
Guest favorite
A comfortable living room features a dark sofa and chairs arranged around a coffee table. Two windows allow natural light to fill the space. A ceiling fan adds to the climate control, while decorative art pieces adorn the walls.
Home in Chicago
4.94 out of 5 average rating, 68 reviews

The Ivy 1 minute walk to Wrigley Field

MaxwellRating, 5 stars1 week ago
Perfect for you Chicago Cubs getaway. Steps from the ballpark, sleeps a host of friends and is even across the street from where the players park. The house was clean and accurately described.

Apartment rentals with breakfast

Guest favorite
The front exterior of a modern multi-level building is shown, featuring large windows and a mix of wood and grey siding. A fenced yard with green grass is visible, along with a walkway leading to the entrance. Trees offer shade in the vicinity.
Apartment in Chicago
4.92 out of 5 average rating, 71 reviews

Comfy Solar & Green 2BR Near Hot Hyde Park!

NicoleRating, 5 stars1 week ago
Great house! Very clean and not far from downtown! Location doesn't show up on maps for users but other than that it was awesome! The house description was correct to the house! And, we appreciated the double passcode and security. Thanks so much! It was a magnificent place to stay.
Superhost
A spacious kitchen features a large island with seating along one side. Dark cabinetry complements the exposed brick wall, while modern appliances enhance functionality. Large windows allow natural light to fill the space, framed by soft curtains, creating a warm and inviting atmosphere.
Apartment in Whiting
4.97 out of 5 average rating, 102 reviews

The "Nest", unconventionally modern yet vintage.

CliveRating, 5 stars1 month ago
Felt right at home, right away. Love the mood of the place, beautiful decoration, cozy spaces throughout. My wife loved the soaker tub, melted her stresses away. Always found street parking right in front of the apartment each evening. Smooth trip into Chicago whenever the mood struck us. The mattress is definitely firm. If that suits you and your back, you are going to love this spot like we did!
Top guest favorite
A cozy living area is featured with two large windows allowing natural light to fill the space. A hanging chair adds a unique touch, while a dark sofa and a coffee table sit on a patterned rug. A television is positioned on a stand nearby.
Apartment in Blue Island
4.94 out of 5 average rating, 297 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

ChelseaRating, 5 stars2 weeks ago
Carol's place was lovely. I stayed here with my long distance partner as I was seeing her for the first time and we felt right at home, we almost didnt want to leave. Carol provided a warm and welcoming home for us, gave us all of our bare essentials and we felt very safe. The building is beautiful, comfortable and she was kind enough to provide guides for us as it was my first time staying in the area. She was very responsive and was kind enough to make sure we had an easy time checking in. I highly recommend it here if youre looking for somewhere to call your temporary home on your trip ♡
Guest favorite
A bright sleeping area features a spacious bed adorned with a floral-patterned coverlet. Natural light filters through the window, illuminating the wooden floors. A small desk and comfortable chair are positioned nearby, alongside a mirror reflecting the room's layout.
Apartment in Hillside
4.85 out of 5 average rating, 167 reviews

Easy, Cool, safe place to stay.

MarioRating, 5 stars7 months ago
pasamos una gran semana en este depto la ubicación es genial,desde que llegamos nos sentimos muy cómodos es un pequeño oasis con todo lo necesario para disfrutar cocinar ver películas y descansar y por el precio sin duda esta muy recomendado !!
Guest favorite
A vibrant living area features a large black sectional sofa adorned with colorful throw pillows. Behind, a striking mural adds artistic flair. A small coffee table is positioned in front, and a cocktail cart is visible, filled with glassware and decorative plants. Natural light illuminates the space.
Apartment in Chicago
4.82 out of 5 average rating, 173 reviews

Heart of Wicker Park! Location. Walk to Everything

AustinRating, 5 stars1 week ago
DW was very flexible and responsive. He was very accommodating to allow us to check in early and flexibility on check out as well. The location is good - if you are super sensitive to the noise of the train it may not be ideal, but the proximity to the train stop and Wicker Park was great. You must go to Mindy’s bakery - if I lived this close to a place like that I would gain so much weight 😅. Thanks again!
Guest favorite
A two-story farmhouse stands among mature trees, featuring a front porch with steps leading to the entrance. The exterior showcases light gray siding and white-framed windows, while planted greenery surrounds the home, creating a serene residential setting.
Apartment in Evanston
4.89 out of 5 average rating, 309 reviews

Ashland Ice Cream House

TrenaRating, 5 stars3 weeks ago
As most everyone says, this is a spacious and very comfortable, generous place. There isn't a welcome binder with house instructions, restaurant menus, maps, etc., so we sort of winged it, but Howard was available for questions. The dog(s?) were a little barkier than I'd expected, but not a deal-killer. The apartment is very clean and cheerful, with lots of good light and comfy seating. Recommended!
Top guest favorite
A vibrant garden is visible with two blue Adirondack chairs placed on lush green grass. Potted plants are scattered on a table in the foreground. In the background, a domestic cat can be seen among greenery and flowering plants, creating a serene outdoor setting.
Apartment in Chicago
4.97 out of 5 average rating, 300 reviews

The Garden on Wayne

PaulRating, 5 stars4 days ago
One of the best Airbnb's we have stayed in. The location is great with excellent bars and restaurants nearby, but in a quiet street. The accommodation is as advertised, but also includes everything you need for cooking and generally relaxing. I wouldn't hesitate to recommend this place and if we come to Chicago again I would definitely try and stay here
Superhost
The exterior view of a modern high-rise building is captured against a twilight sky, with the illuminated skyline of Chicago in the background. The building features a sleek design with large glass windows and a rooftop pool area, showcasing the city's vibrant architecture.
Apartment in Chicago
5 out of 5 average rating, 4 reviews

Million Dollar Views! Luxury Downtown Skyhouse!

AnyaRating, 5 stars1 month ago
Great location nice view amazing host

Bed and breakfast rentals with breakfast

Private room in Chicago
4.84 out of 5 average rating, 377 reviews

Bright Room with a Garden View

BrandonRating, 5 stars3 months ago
You get exactly what you look for. The location is awesome and I found parking immediately. Great place
A well-lit bathroom features a classic pedestal sink with a large mirror above. The walls are adorned with light-colored wainscoting and a floral print artwork. A towel is neatly hung, and a window with soft curtains allows natural light to brighten the space.
Private room in Winfield
4.95 out of 5 average rating, 62 reviews

Country Retreat, 2 Block walk to Metra Train

TroyRating, 5 stars69 months ago
This country house is well located, quiet, off the beaten path, but easy to reach. The rooms are super clean and well appointed. The Hosts are very social and take great care and interest in their guests. They are great communicators, and appreciate all feedback. Best advice to potential guests....must like dogs and good conversation,( and movies). And coordinate plans closely with hosts to take advantage of their local tips and advice. and Respect for house rules will make for a smooth stay for everyone. Travelers can not go wrong choosing to stay with Laura and Mike, they were/are the best.
Top guest favorite
A spacious balcony features a black metal table surrounded by two red chairs and a small seating area. A grill is positioned against the wall, and patterned outdoor rugs cover the floor. Overhead, string lights enhance the inviting atmosphere.
Private room in Chicago
5 out of 5 average rating, 119 reviews

Urban Oasis Pilsen - guest room in townhouse

LaceyRating, 5 stars2 weeks ago
I unfortunately had to cancel at the last minute - but Christianne and Patrick were still so incredibly thoughtful. They sent me the weather forecast in advance as a heads up for packing, and even some encouragement for getting through an emergency situation at home (despite the fact that I was doing them a total disservice with a last minute cancellation). I would look to stay with them again in the future as priority #1 if in Chicago! They clearly understand what it means to go above and beyond on the hospitality front!!
Superhost
Private room in Chicago
4.78 out of 5 average rating, 268 reviews

Cloudgate Room, minutes to O'Hare in Safest Area

JessicaRating, 5 stars1 week ago
Very cozy place in a calm tucked away neighborhood. Would definitely stay again!
Guest favorite
A close-up view of a digital keypad lock is displayed, featuring illuminated blue numbers from 0 to 9. The sleek design is highlighted by a shiny silver finish, and a keyhole is visible below the keypad.
Private room in Chicago
4.77 out of 5 average rating, 318 reviews

Chicago River Room near USMLE

JessicaRating, 5 stars2 months ago
Mary's place was a great location for our short trip to Chicago! It was a short Uber drive from the airport, and a short drive to the All-State Arena. We did arrive late at night due to flight delays and opted for an Uber versus the train. I am glad we did cause it seems like the train station is under construction for the side we needed and would have been a bit more of a walk departing from the other side, but definitely not a dealbreaker or anything. The house is a short walk from this breakfast place that we actually went to twice during our short stay, with other options nearby. Overall, the house felt cozy and clean, but we did struggle with getting in the bathroom first thing in the morning with the other guests in the house during our stay. Mary was very responsive and a great host to us during our stay. The bed was comfortable as well and the room had amble space for a large suitcase, a carry-on, and two large bags with space to spare for two people.
An indoor pool is featured, with sunlight streaming through large glass windows. The tranquil water reflects the room's natural light, and several metal and mesh chairs are arranged around the pool area. The space is designed for relaxation, showcasing the pool's clean lines and inviting ambiance.
Private room in Westmont
2.75 out of 5 average rating, 4 reviews

King Bed with Jet Tub

LartezRating, 5 stars2 months ago
Nice chill spot
Top guest favorite
Private room in Chicago
4.99 out of 5 average rating, 112 reviews

Lovely UofC Prof mansion great on campus location

JodiRating, 5 stars1 month ago
We enjoyed our stay! It was great to be able to walk to the University and restaurants. Our windows looked out on trees and backyard, which made for an extra peaceful stay in the middle of the city.
Top guest favorite
Private room in Evanston
4.97 out of 5 average rating, 579 reviews

Classy and Cozy home in Evanston

ArnaldoRating, 5 stars6 days ago
Patricia offered us unparalleled hospitality with a unique balance between privacy and availability, with tasty and varied breakfasts. Friendliness and kindness did the rest making our stay extremely pleasant.

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