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    Ray's Bucktown Bed and Breakfast

    4.9 (110 reviews)
    Closed 6:00 am - 6:00 pm
    Updated 2 months ago

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    tasty red potatoes, avacado toast and a poached egg
    Tammy D.

    My 2 Golden Retrievers loved their stay! Daisy and Trinity were very at home and met several new human friends. Everyone was so nice. The staff couldn't do enough for us! They were so accommodating from letting us check in early, giving us indoor parking, and making us a delicious breakfast. This was our 3rd stay there and once again cannot recommend a better bed and breakfast in the area. We were completely happy at Ray's!

    Sandra K.

    This place takes the cake for service and style. It's a cute little throwback to Europe and antique collecting and the made to order breakfasts are out of this world. From the omelette to the pancake to the tofu veggie scramble we have been super impressed. The raspberry Chipotle bacon is also spot on. The staff is so nice at every turn of the way. What a find!

    Dan W.

    The house is a museum, when people come to see 'em. There are fascinating things and artwork all around the common areas. Some of these items are displayed as large collections, for instance Pez dispensers and angel food cake slicers. Nice deck out back. In my room ("The Davinci Room") there was interesting art. And some good art books. Also lots of space and three beds. The words funky and quirky don't do it justice. This place is great. The staff were all friendly and helpful. And the breakfast made to order with lots of choices was superb. I didn't want to leave.

    The Welcome Board
    Mi-Yung R.

    Quaint and quirky B&B in the Bucktown neighborhood northwest of the Loop. Dogs and cats welcome. Mismatched furniture; arts and crafts of all kinds adorn walls, shelves, and cabinets; a dry erase board lists the first names of all the two-footed and four-footed guests, as well as the hosts. Our room slept four, plus our dog, and was located on the second floor up about 20 stairs so beware if you have mobility issues (like an 85-year-old mother). WiFi and big screen tv. A binder in the room provided house rules; transportation info; and local cafes, restaurants, bars, groceries, etc. There's a rooftop patio with a BBQ and a full kitchen. There is free parking but the spaces are first-come-first-serve, but street parking after 2pm was ample and free (confirm with staff though). However, we elected to use Lyft to venture out rather than move the car around. Very easy and convenient. The neighborhood is residential and quiet and felt very safe to walk Howard at night. The staff is friendly, helpful, and while not onsite in the evening, easily accessible by phone or text. Finally, 'breakfast is included' and is made-to-order (definitely not the bagels, cereal and juice spread that some chains tout as an amenity). Our breakfast would easily have cost $20-30 per person at a decent urban brunch place. Omelettes, pancakes, bread pudding, toast, fresh fruit, oatmeal, coffee, juice--all healthy, fresh, and delicious. Bonus was the communal table where we chatted with guests from Pennsylvania and the UK. Not for everyone, but for social, easygoing, no frills types, this is a wonderful place to call home base.

    Home away from home.... Rays exceeded my wishes . My daughter who is privileged in college studying the arts thought I was the coolest for picking this place, my 3 years old Son fell in love with the home and all its trinckets and toys and especially the lovely staff and managers Kat and Ashley! My husband loved everything about it and my mother in law especially loved the food. They had everything you could possibly think of. Although we had a lot of plans while there we really loved hanging out the bed and breakfast from our breakfast to our late night tea in one of the Lounge areas while our 3 year old played everywhere especially in "his little house" under the stairs. Thank you so much for such wonderful memories!! I could go on an on but my picture speak for themselves!

    Olivia S.

    Ray, how can I even express the delight this stay brought me. If you are trying to find accommodations in the area, you must MUST must stay at Ray's B&B. Our Airbnb fell through randomly NYE weekend, and we had the absolute fortune to switch our plans to staying at Ray's. Ray is a gem. He welcomed us warmly with complimentary bottles of water and showed us to our room. We weaved through a maze of eclectic couches, stocked shelves, and trinkets to our delightful Woodpecker room (equipped with our own private bathroom with heated tile floors!). Ray even took us on a tour of the whole house. There's plenty of common spaces to hang out in, and lovely full kitchen with fridges for leftovers and plenty of snacks. There's even a steam room and a sauna in the basement (hello!!!). Every guest gets a fluffy bathrobe, and all guests were comfortably walking around the house in their robes hanging out. Ray was so willing to help with everything and get us anything we needed. Each room has a key and the front door has a keypad with a code, so it feels really safe. There is a whole menu for breakfast cooked to order! My special eggs Benedict was delicious. The chefs were super nice, quick, and helpful. Check in and check out was super easy. I need to go back to Chicago just to stay here again, I swear. I'm in love with this place. Thank you Ray!

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    11 years ago

    This place is beyond AMAZING. Five star breakfast, wonderful staff, best location in Chicago - we don't want to leave!!

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    9 years ago

    Great stay! Breakfast was awesome, room was nice, location was ideal. I'll be back.

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    Page 3 of 3

    Ask the Community - Ray's Bucktown Bed and Breakfast

    Review Highlights - Ray's Bucktown Bed and Breakfast

    Ray's Bucktown B&B is clean, fun, in a great location, and becoming a bit of a home away from home for me.

    Mentioned in 9 reviews

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    The Publishing House Bed and Breakfast - Upstairs Hangout area

    The Publishing House Bed and Breakfast

    4.8(30 reviews)
    3.0 miWest Loop, Near West Side

    I hope not to stay in another hotel in Chicago again. The Publishing House is just that charming…read moreand wonderful. The rooms have everything I want: a place to hang my clothes, shelves to put my things, a desk to work upon, an easy to connect to bluetooth speaker, nice bath products, and a comfy bed with great sheets. There's a closet with clothing steamers (a must have hotel item for me!), irons and DISTILLED WATER. Anyone who is serious about steaming uses distilled water to do it. (Thank you for knowing this, Publishing House!) I went directly to this closet to get myself a steamer! There's a kitchen where you can make yourself a pot of tea (or coffee) any time, a fridge you can put your food in, and a beautifully appointed living room that you can hang out in (with, or without, your friends). I don't usually eat breakfast but the breakfast (included in your stay!) is too good to pass up! Glorious cooked breakfasts plus fruit, granola, yogurt, and homemade baked goods. The staff is made up of talented and attractive staff who are also kind and helpful. The Publishing House is my dream come true. If I could find a place like it in New York, Toronto, and LA I'd be 10X happier to travel to those cities.

    Had an incredible stay here. This was my first time in Chicago and this was in a great location and…read morebeautifully designed. Our room was quite large and felt very homey. Staff was super attentive via text if we had any questions/concerns.

    Photos
    The Publishing House Bed and Breakfast - View from soda

    View from soda

    The Publishing House Bed and Breakfast - Bellow

    Bellow

    The Publishing House Bed and Breakfast - Upton Sinclair room

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    Upton Sinclair room

    Villa D' Citta - View from the front door

    Villa D' Citta

    4.2(58 reviews)
    1.7 miLincoln Park, DePaul

    It's seems odd that so many Yelp reviews are from years ago. My wife and I had a wonderful…read morestaycation at the Villa. Gina and Don were friendly, attentive, and flexible. The mansion is stunningly beautiful and the ambiance transported us far from the daily grind. Breakfasts exceeded expectations. Snacks, including homemade banana nut bread, and a large variety of beverages are always available. HVAC and shower temperatures could have been better but those issues pale in comparison to the total experience. The mansion was built in the 1870's so retrofitting can't be perfect. Our stay, however, was close to perfect. The location of the villa could not be better for exploring Chicago away from downtown shopping districts. We will return. Highly recommended!

    We experienced an amazing three nights in the Venetian Suite at Villa D' Citta. This was our first…read morevisit. This historic building was built in the late 1800's. It has been updated and featured beautiful furnishings and artwork. Don, who is the owner, was a gracious and proud host. He makes the check-in process easy and sends guests daily updates via text.. Although a continental breakfast was provided each day, a cook prepared breakfast tacos and tortillas our first two mornings. Both were very tasty. The kitchen is available around the clock if you want to make a panni sandwich. They also had housemade lasagna in the refrigerator for a quick 2-minute reheating in the microwave. Our charming unit is probably one of the smallest in the building, but it was perfect for us, as we were visiting relatives nearby. It included a bed, desk, bath and fireplace. It did have an outdoor patio and direct access to the complex's hot tub. The unit's shower is in the hallway near the front door, not in the bath itself. That was odd, but we made it work. Staying in late February, our $189 night rate was extremely fair for what we received. We plan to return soon.

    Photos
    Villa D' Citta - Pour yourself a glass of sangria in the evenings. It was strong and delicious

    Pour yourself a glass of sangria in the evenings. It was strong and delicious

    Villa D' Citta - Lobby

    Lobby

    Villa D' Citta - Lovely stocked kitchen. Help yourself to whatever you'd like

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    Lovely stocked kitchen. Help yourself to whatever you'd like

    Harvey House Bed & Breakfast

    Harvey House Bed & Breakfast

    4.2(41 reviews)
    5.9 mi

    We stayed six nights and had a wonderful experience. It is a very charming B&B with a lovely living…read moreroom and patio. Our room and bathroom were very clean and comfortable. The innkeeper, Beth Harvey, could not have been more accommodating. The location was terrific: walking distance to the Wright attractions, restaurants, and trains to Chicago

    I didn't stay at Harvey House but had made a reservation to stay there for a visit to Chicago…read more Very bad experience. First, they made me put a $350 deposit down and told me that if I did not cancel at the 2 weeks to go time point I would then be liable for the cost of my full stay if they did not fill the room. Then, I learned from reviews, and after my wife talked to the owner, that the "breakfast" part of the deal was not quite the B&B experience I'm used to. It's more like a continental set-up with like hot scrambled eggs. Not the home-cooked interesting breakfast items served by the house, different items each day. This was not disclosed to me when I called to make the reservation. Then, when I decided to cancel (mainly for those reasons), 3 weeks out from my date, the house withheld $50 of my $350. This was not disclosed to me when I called to make the reservation. The lady said it was on the "small print" of the email, and indeed it was. BAD PRACTICE! Maybe if you are a frequent visitor and you've enjoyed your stay, great. If you're coming from out of town and never went there, consider these practices. NOT GOOD.

    Photos
    Harvey House Bed & Breakfast
    Harvey House Bed & Breakfast
    Harvey House Bed & Breakfast

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    The Greenleaf House

    The Greenleaf House

    4.0(6 reviews)
    6.3 miRogers Park

    I wouldn't even give this place 1 star... complete rip off scam and they lie - owner is impossible…read moreto get ahold of... When I booked the room it said that it included free private parking at the location... less then 24hrs hours before check in I get an email stating ( there are 3 parking spots that's first come first serve and parking on road in front of house) ok well that should be put on the description before u book the hotel cause I would've never booked with them if I'd known u had to park over 2 miles from the hotel... We got their at 3:11pm check in was 3pm - we got there and no parking for over 2 miles away from house on the side of a road in a sketchy area... We had no way of knowing about this until we arrived because their description was a lie and not detailed enough... They didn't say they had 6 rooms but only 3 parking spaces... We had 2 large suitcases, a large duffel bag. And a large cooler that they expected us to walk over 2 miles with to the house to check in... We never made it in the building - after about a half hour of calling and messaging with no response from owners we left to book another hotel over 20 minutes further and at another 200.00 in costs... we had no way to cancel the room backseat we couldn't get ahold of anyone so they said because we didn't cancel they are kept 80.00 of the 94.05 we paid to book the room stating well we said parking was first come first serve.... YEAH LESS THEN 24HRS BEFORE OUR RESERVATION WHEN IT WAS ALREADY TO LATE TO CANCEL THE ROOM.... SCAM SCAM SCAM WITH NO RESPONSE OWNERS STAY AWAY FROM THIS HOUSE - It completely ruined me from ever staying at a bed and breakfast and definitely check out all their other bad reviews...

    Green leaf is amazing! The house is so cute, and it's in a great area. It's affordable and it feels…read morelike home, instead of staying at a sterile hotel. There's friendly notes everywhere and fun art. There's even a gold ET In the TV room. The kitchen is open and is stocked with breakfast deliciousness. honestly, I don't know there are t more reviews. We have to go to Rockford, but my kid loves it here and would rather be here the whole time. He's 9 and is super hard to please. Making reservations and getting g in was super easy. love love love Greenleaf.

    Photos
    The Greenleaf House
    The Greenleaf House
    The Greenleaf House - Room with View

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    Room with View

    Ray's Bucktown Bed and Breakfast - bedbreakfast - Updated June 2026

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