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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Where Your Best Memories Begin!

Bedrooms 11
Space 1,800 sq. ft.
Property type condo
Minimum Stay 3 - 4 nights


About the property

Guest House With Three Separate Apartments. Great for Large Groups!

City of Chicago License Numbers:

#2209309, #2209310, #2209311, #2209312, #2209213, #2209314, #2209315

$500 Will Secure Your Reservation / Balance Due 30 Days Prior To Arrival

Call Teri Direct 312 952 5150 No service fees!

Beautiful & Spacious Vintage Gem!

Featured Property in Three Unit Building: 1st Floor Unit 'Wrigley Suite'

5 Bedrooms-2 Baths_6 Beds (Sleeps 6-9)

The BEST Choice in Chicago's Wrigleyville/Lakeview Neigbhorhood for Business and Leisure travelers looking for a place to call 'Home' while staying in Chicago!

Each of the six apartments are distinctive, warm & inviting. Comfortably furnished, fully equipped and guaranteed to exceed your expectations; my promise!

Located approximately 4 miles north of the heart of downtown in Lakeview / Wrigleyville, one of Chicago’s many amazing, lively and very family friendly neighborhoods. I have no doubt you’ll love it here.

Year round the neighborhood is known for its wonderful restaurants, local theatres and unique shops & boutiques. Come April, the crowds flock in to enjoy a baseball game at the historic Wrigley Field--home to our beloved Chicago Cubs and 2016 World Series Champions!

Bring your family & friends; share a unique & unforgettable experience at Chicago Guest House! You'll be glad you did!

More Details

Teri Smith
Member since: 2005
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
August 18, 2017

About Teri Smith

First thing you need to know? I still pick up the phone, so if you want to $ave some $$$ on service fees, interested in knowing who you're renting from or have questions you'd like answered; give me a call! I'd love to hear from you!

Moving on.....

Someone once told me 'Find a job you love & never work a day in your life' Glad I took that advice! Running Chicago Guest House was the BEST decision I ever made in my life!

Looking back, I probably should have taken a lot more good advice; guess it's never too late! :o)

Teri Smith purchased this condo in 2005

Why Teri Smith chose North Side

This is not your typical cookie-cutter rental---there's no doubt my personality & style comes shining through!

My goal has always been for my Guests to experience the sense of having arrived ‘home’ when they walk through the front the door---to feel as comfortable and relaxed here in Chicago as they do their own home.

To experience something special and memorable.

What makes this condo unique

The Guest House on Lakewood Avenue has three apartments, each floor can be rented separately or rent them together for larger gatherings--up to 21.

It's great to all be under one roof, without being on top of one another--the three separate spaces offer privacy when you need it.

And best of all--the little piece of nature outside the back door. The garden is private & peaceful--perfect place to decompress, relax and enjoy.


Wrigleyville Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
Building Type:
  • building
  • Guests provide their own meals
Floor Area:
  • 1800 sq. ft.
House Rules:
  • Check-in: 3:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 9
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
  • pets not allowed
  • non smoking only ...
  • Budget
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Covered Parking
  • Garage
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Parking Off Street ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 11 Bedrooms, Sleeps 9
  • Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
    Bedroom 4 - 2 twin/ single , 1 sleep sofa /futon
    Bedroom 5 - 1 twin/ single
    Bedroom 6 - 1 queen , 2nd Floor Apartment
    Bedroom 7 - 2 twin/ single , 2nd Floor Apartment
    Bedroom 8 - 1 queen , 2nd Floor Apartment
    Bedroom 9 - 1 king , 3rd Floor Apartment
    Bedroom 11 - 1 queen , 3rd Floor Apartment
    Bedroom 1 - 1 queen , 1st floor Apartment
    Bedroom 10 - 1 queen
  • 3-Flat (3 separate Rental apartments) FEATURED: 1st floor Wrigley Suite (5b-2bth): Queen / Queen / Queen / Twins (2) / Twin(1) --Sleeps 9 2nd Floor Shoreline Suite (3b-2bth): Queen / Queen / Twins (2)--Sleeps 6 3rd Floor Lakeview Suite (3b-2bth): Queen / Queen / King--(sleeps 6)
  • Books
  • CD Player
  • DVD Player
  • Games
  • Satellite / Cable
  • Stereo
  • Television
  • Deck / Patio ...
  • Outdoor Grill
  • Long-term Renters Welcome
  • wheelchair inaccessible
Pool / Spa:
  • jetted tub
  • botanical garden
  • churches
  • festivals
  • health/beauty spa
  • live theater
  • marina
  • museums
  • restaurants
  • synagogues
  • theme parks
  • zoo
Leisure Activities:
  • antiquing
  • boating
  • miniature golf
  • outlet shopping
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • ice skating
  • kayaking
  • roller blading
  • sailing
  • swimming
  • tennis


Exceptional! 5/5 -
(92 traveler reviews)

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Where Your Best Memories Begin!
average rating of 4.978261 based on 92 reviews

Great Easter Vaction

  • 5 of 5

We had a great time. the house was beautiful and well kept. Parking was available in the back and we did not have to worry about street parking. Walking distance from the stadium. Everything you ever need for cooking was there and the grill in the back made for an excellent out door experience.

  • Submitted: Apr 20, 2017
  • Stayed: Apr 2017
  • Source: HomeAway
Owner's Response: Tricia, So glad you enjoyed your stay! Parking sure does come in handy when all those folks show up to watch baseball! Ha! And I'm glad the weather worked out so you could grill out. Garden isn't in full bloom yet, but still nice to sit out there. Hope to have you back again!
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Riverside, CA

Amazing property!

  • 5 of 5

We had a great time. Nine adults (our kids and friends) fit well in the five bedrooms. Wonderful location in Wrigleyville area of the city. Kitchen and bathrooms are modern. The rest if the house is period correct (except they thankfully have AC) and reminds me of my grandmothers house. Five stars for sure!! Thank you Teri.

  • Submitted: Jul 25, 2017
  • Stayed: Jul 2017
  • Source: HomeAway
Owner's Response: Thank you--so happy you enjoyed yourself! Ah! 'period correct'----vintage perfectly paired with modern amenities! If you only knew how much easier it would have been to pull everything out (it was all painted)--but Nooooooo, keeping the integrity of the 1903 historic home meant everything to me. Months of stripping all that wood almost killed me! LOL Glad my hard work was appreciated! Teri
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Plymouth Mi

Lovely home. Great location.

  • 5 of 5

Well equipped. Lots of room to spread out. Close to park for kids. Easy to get to train. Nice outdoor space.

  • Submitted: Jul 4, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
Owner's Response: Yes--plenty of room and outdoor space! Nice place to hang out with a glass of wine! And you wonder why anyone would stay at a hotel?! :o) Look forward to having you back one day soon! Teri
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Kingston Ontario

Excellent Property! Close to everything. Excellent service by owner. I strongly recommend it!

  • 5 of 5

Excellent Property! We (several colleagues and myself) were in town for a meeting and rented two units (8 bedrooms) in the same building. Everything about our experience was fantastic - from beginning to end. The rental process was simple - Teri answered all questions promptly and all information was received in a timely manner. The property was exactly as promised. The house was clean and modern, tasteful decor, bedrooms were comfortable, and the kitchen well appointed. The backyard and front porch were fantastic places to relax! The metro was very close. Very easy to get downtown for our meeting. The area itself was close to Wrigley field and numerous bars and restaurants were steps away. The local pub (Guthrie's) is just 2 blocks down the street and Southport was only a couple of blocks away and Wrigleyville a few blocks in the other direction. No shortage of things to do, places to eat, or grab a cold one! I would highly recommend this place. We have stayed in many vacation rentals for meetings and this, by far, was the best one yet.


  • Submitted: May 1, 2017
  • Stayed: Apr 2017
  • Source: HomeAway
Owner's Response: You rock! Thank you for the A-MA-ZING review! I’m glad it wasn't all work and no play so you found time to get a taste of the neighborhood AND you found Guthrie’s. I love that place!! No one notices it because it off the beaten path, hence mostly filled with locals playing board games and watching sports. Wish they had food; I’d be there all the time! I look forward to hearing from you again for future events!
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Perfect for family get together

  • 5 of 5

We rented all three apartments in order to accommodate our children and grandchildren who were joining us for the week. We were greeted by beautiful flowers, notebooks full of suggested shops, sites and restaurants, and a lovely private back yard which was totally unexpected. Teri has thought of everything that you could want in your own home. We ALL were sad to leave. Don't miss this one!

  • Submitted: Jul 10, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
Owner's Response: Sad to leave? Start planning your next family trip!! Ha! Glad you enjoyed the beautiful yard and the flowers--not always that way, but at this time of year; everything is blooming and I like to bring some of the outside in! Teri
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Wrigleyville Suite-Chicago Guest House

  • 5 of 5

Fabulous place! It had everything we needed. Well maintained and super clean with great space for our group. Owner, Teri, was great about keeping us informed prior to our trip and the property manager (Lucy?) was there the first day to check and make sure we didn't need anything. They have thought of everything from umbrellas to a cart to carry your groceries if needed. Wrigleyville is within walking distance and there is a Jewel Osco that is close as well. We took the train up so we had no vehicle, but we didn't need one. Highly recommend this suite, especially if you are taking in a Cubs game and want to explore the surrounding neighborhood.

  • Submitted: Jun 24, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
Owner's Response: Thank you! Thank you! Looking forward to having you back! Teri
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Nearest Airport
13 Miles
Midway or O'hare
Nearest Barpub
0.25 Miles
Too many to mention
Nearest Golf
1.2 Miles
Waveland Golf Course / 9 Holes
Nearest Train
0.5 Miles
Red or Brown Line EL
Nearest Restaurant
0.25 Miles
Too many to mention
Nearest Beach
2 Miles
North Ave
Nearest Point of Interest
Wrigley Field
Nearest Point of Interest
Clark Street
Nearest Point of Interest
Brown Line Train
Nearest Point of Interest
Red Line Train
Nearest Point of Interest
Southport Ave
Nearest Point of Interest
Belmont Avenue
Nearest Point of Interest
Belmont Harbor
Nearest Point of Interest
Nearest Point of Interest
Metro/Smart Bar
Car: not necessary

Located on a quiet tree-lined street in Wrigleyville--approximately 4 miles north of the heart of downtown. This is one of Chicago’s most amazing, vibrant and family friendly neighborhoods; I have no doubt you’ll love it here!!



Whether there is a game or not, you don’t want to miss taking stroll over to the corner of Clark & Addison to see one of baseball’s oldest ball parks nestled among the historic Greystone buildings that make up this charming neighborhood—a beautiful sight!


Looking for that one of a kind find? Spend the afternoon on Southport Avenue ducking in and out of trendy boutiques or head over to Belmont Avenue for the quirky shops & vintage stores.


Sports Bars, nightclubs and live music; a plethora of hot spots that attract both the young and old alike.


Ranging from nationally known comedy at the Lakeshore Theater, Improv at Comedy Sportz, Blue Man Group at the Briar Street, Drama at the American Theatre--- something for everyone!


Tamales to tiramisu, you won’t find a more diverse selection of dining options.

Although you may never want to leave the neighborhood, it would be a shame to miss out on all this amazing city has to offer. Jump on a Red or Brown Line Train (2-5 blocks from the homes) and you’ll be downtown in a flash.

For those of you who enjoy walking or biking—we’re approx 1 mile west of the lakefront path. Follow it south past the yacht filled harbors, to the Zoo, down along side our beautiful sandy beaches, and if you’re up to the challenge head straight for the Hancock building; you’ll be downtown in no time!

Come see for yourself why the Chicago Guest House properties are the perfect place to stay while you're in Chicago.


Rates & Availability

Wrigleyville Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
High Season
Apr 28 2017 - Nov 6 2017
3 night minimum stay
Fall / Winter
Nov 7 2017 - Dec 21 2017
3 night minimum stay
Christmas / New Years
Dec 22 2017 - Jan 1 2018
4 night minimum stay
Winter 2018
Jan 2 2018 - Mar 31 2018
3 night minimum stay
Spring 2018
Apr 1 2018 - May 1 2018
3 night minimum stay
Summer 2018
May 2 2018 - Sep 30 2018
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Cleaning Fee $150
Damage Deposit $500

All Guests staying in the home will be asked to sign a lease agreement upon booking the apartment.
Sample agreement can be found on the Chicago Guest House . Com website under policies

2 Nights 'MAY' be available for last minute bookings or for week day stays--please ask.

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.