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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 nights


About the property

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

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


'Tweener' Deal$ --Mid-Week Stays

Can be found on my website

Dates highlighted in Yellow are 20% off normal nightly rates

AND only require a 2 Night minimum stay.

NOT Combined with any other offers or dates

Mention 'Tweener's when you call / email.


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!

ALWAYS call / email to confirm availability. I have 6 apartments and do my best to accommodate all of my guests.

City of Chicago License Number's:

#2084364, #2084365, #2084368,#2084370,#2084371, #2084372

More Details

Teri Smith
Member since: 2005
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
April 25, 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 Chicago

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.


Lake View Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 1
Building Type:
  • building
  • Guests provide their own meals
Floor Area:
  • 1800 sq. ft.
House Rules:
  • Max. occupancy: 9
  • non smoking only ...
  • pets not allowed
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
  • 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

Learn more about this vacation rental at the owner's website:


Exceptional! 5/5 -
(89 traveler reviews)

Where Your Best Memories Begin!
average rating of 4.977528 based on 89 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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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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Continued Excellence

  • 5 of 5

Teri's guest house in Wrigleyville, was again, a great place to stay. We had a large group that was in town for some baseball and the house was ready and welcoming when we arrived. Checking in is easy, the house is well appointed and very comfortable. We met some of the staff that keeps the house up and running and they were extremely pleasant and helpful as well. We will continue to stay here as long as we visit Chicago on a regular basis.

Thanks Teri.

  • Submitted: Jun 21, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
Owner's Response: Thank you!!! Look forward to having you back next year! Teri
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Great place, great location

  • 5 of 5

Our group of aging college buddies had a great time. How can you not like being 3 blocks from Wrigley field. Wonderful neighborhood - Uber pickup service was outstanding.

5 bedrooms - all visitors happy with accommodations - will return

  • Submitted: May 13, 2016
  • Stayed: May 2016
  • Source: HomeAway
Owner's Response: That's right! How can you NOT like being that close to Wrigley Field!? No cars needed! Glad you enjoyed your stay! Teri
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Home away from home

  • 5 of 5

This was my second time staying at this location. The first time was about eight years ago with some friends. This year I attended a fire conference in Indianapolis and told my coworker's that we should go to Chicago afterwards and I knew the perfect place to stay. Once again, we enjoyed ourselves and the accommodations were more than expected.

Teri goes out of her way to make sure any question you have will be answered before you have a chance to ask. When you arrive there are two notebooks that detail the home, appliances, amenities, the surrounding attractions and the greater Chicago area. I'm not a baseball fan but if were this would be the location to stay and see the Cubs, Wrigley Field is a short walk away.

The kitchen was great and it accommodated five firefighters cooking daily meals. We walked 10 minutes to Whole Foods for groceries and took a short drive to Trader Joe's as well. The kitchen is well stocked with the necessary tools to feed a family and there's a gas grill out back as well. After dinner we usually walked to Dairy Queen and then walked everything off just strolling around the neighborhood.

I myself don't like to travel home with dirty laundry so I was happy to find a full size washer and dryer in the basement. Speaking of the basement level, there's a huge jetted tub in the bathroom that I forgot about until writing this review.

There's a two car garage, a parking space next to the garage and in one of the folders I mentioned earlier there's a daily parking sticker for on street parking. I promise you won't find a better location in Wrigleyville or Chicago. Chicago Guesthouse has so much more to offer than a hotel or bed and breakfast. Quiet comfort in a busy bustling city that's well worth the money.

  • Submitted: Apr 25, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
Owner's Response: That's awesome. If I knew there was a chance for me to get a first class fire fighters home cooked meal I would have crashed that party! Ha! So glad you all had another enjoyable stay! 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 Motorway
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

Lake View Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Mar 1 2017 - Apr 27 2017
3 night minimum stay
High Season
Apr 28 2017 - Nov 6 2017
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Cleaning Fee $150
Refundable damage deposit $500
Tax Rate 21.4%

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.

Enter dates for accurate pricing

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