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Simply Adorable Home!

(39 Reviews)

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Last updated: 01/20/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:3 nights
  • Sleeps:6
  • Bedrooms:3
  • Bathrooms:2
  • Property type:Condo
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:No

About the Property

2nd Floor of Guest House / 3b-2bth on Quiet Tree Lined Street

City of Chicago License Number's:
#2084364, #2084365, #2084368,#2084370,#2084371, #2084372

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

Featured Property in Three Unit Building
2ND Floor / 3 Bedroom-2 Bath / 4 beds (Sleeps 4-6)

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.

Send email


Member since: 2005

Speaks: english
Response time: Within 12 hours
Response Rate: 100%
Calendar last updated: 01/20/2017

Property Type

  • Condo
  • On floor 2
  • 1100 sq. ft.

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals


  • Events Allowed
  • Long-Term Renters Welcome
  • Minimum Age Limit For Renters:

    Minimum 30 years of age. Exceptions can be made with owner approval....moreless

  • Children Welcome:

    Always! Cribs, Pack'n'Plays, Highchairs, Baby Gates provided upon request....moreless

  • Non Smoking Only
  • Pets Not Allowed
  • Wheelchair Inaccessible

Bedrooms: 3 Bedrooms, Sleeps 6, Beds for 6

  • Bedroom 1: 1 queen


  • Bedroom 2: 1 queen


  • Bedroom 3: 2 twin/ single


  • Two Queen size Beds--100% cotton linens and down comforters, Two Single Beds -- 100% cotton linens and down comforters. Upon Request: Baby Cribs (1) portable crib, small cots, pack 'n' play, high-chairs....moreless

Bathrooms: 2 Bathrooms

  • Bathroom 1: toilet, combination tub/shower, jetted tub


  • Bathroom 2: toilet, shower


  • Provided: Bath & Facial Tissue, Hand/Body Lotion, Shampoo, Body Wash, Q-Tips, 100% Cotton Bath Linens...moreless


  • Books
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Toys


  • Family
  • Historic
  • Tourist Attractions


  • Cinemas
  • Health/Beauty Spa
  • Live Theater
  • Museums
  • Restaurants
  • Theme Parks
  • Zoo

Local Services & Businesses

  • ATM/Bank
  • Fitness Center
  • Groceries
  • Hospital
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Antiquing
  • Boating
  • Shopping
  • Sight Seeing
  • Walking

Sports & Adventure Activities

  • Cycling
  • Fishing
  • Freshwater Fishing
  • Golf
  • Hiking
  • Ice Skating
  • Kayaking
  • Roller Blading
  • Sailing
  • Swimming
  • Tennis


  • Child's Highchair
  • Dining Area
  • Seating for 6 people


  • Air Conditioning:

    Central Air...moreless

  • Clothes Dryer
  • Garage:

    1 off street parking spot for each apartment rented. FREE!!!!...moreless

  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided:

    100% Cotton Bath Linens...moreless

  • Living Room
  • Parking:

    Garage Space and/or Visitor's Parking Passes. FREE!!!!...moreless

  • Parking Off Street:

    Visitor's street parking permits provided at no additional cost...moreless

  • Towels Provided
  • Washing Machine:

    Washer/Dryer in the Apartment Detergent Provided...moreless

  • Wireless Internet


  • Catering Available:

    Personal chef or catering available upon request...moreless

  • Coffee Maker
  • Cooking Utensils:

    Everything You Need and More...moreless

  • Dishes & Utensils:

    Settings for Twice the Occupancy of the Unit (12)...moreless

  • Dishwasher
  • Kitchen:

    Fully Equipped--Everything you need and more! And all related accessories (dishwasing detergents, paper towels, etc.)...moreless

  • Microwave
  • Oven
  • Pantry Items:

    Basics provided: Salt/Pepper/ Olive Oil, Balsamic Vinegar, Misc Spices...moreless

  • Refrigerator
  • Stove
  • Toaster


  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill


Write a review 4.9
from 39 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Jan 3 - Feb 28, 2017
3 night min stay
$1,307 $2,614
Mar 1 - Apr 27, 2017
3 night min stay
High Season
Apr 28 - Nov 6, 2017
3 night min stay
My Standard Rate
3 night min stay
* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Refundable Damage Deposit $500
  • Cleaning Fee $150
  • 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 for cancellations more than 14 days before check-in date.

100% refund for cancellations more than 30 days before check-in date.

Don't forget your vacation protection! Get protected now

Adding our Vacation Protection services can make sure your getaway goes smoothly, no matter what. We offer Cancellation Protection and Damage Protection so you can truly relax.

Protect your payments in case you need to cancel.
Travel with peace of mind.
Ensure you're prepared in case of accidental damage.


Last updated: 01/20/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


  • Southport Corridor

    "Chicago Guest House Lakeview / Wrigleyville My CHOICE for the BEST SHOPPING in LAKEVIEW / WR..."

  • Wrigley Field Tours

    "Stroll through the home of the Chicago Cubs and get the chance to see what happens behind th..."

  • Wrigley Field

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE Way to SPEND AN AFTERNOON! Whether ..."

  • Mercury Theater

    "Chicago Guest House in Wrigleyville/Lakeview The beautifully renovated Mercury Theater Chica..."

  • Briar Street Theater

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE FUN EVENING OUT! Lakeview is Often ..."

  • Uncommon Ground

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE PLACE FOR OPEN MIC NIGHT! UNCOMMON ..."

  • Alta Vista Terrace

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE STREET IN WRIGLEYVILLE! Alta Vista ..."

  • Mia Francesca

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE ITALIAN FOOD Always crowded, always..."

  • Rise Sushi & Sake Lounge

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE SUSHI & SAKE in WRIGLEYVILLE 3401 N..."

  • Lowcountry

    "Chicago Guest House Lakeview / Wrigleyville MY FAVORITE CAJUN in WRIGLEYVILLE! LOW COUNTRY 3..."

  • Tango Sur

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE Argentinean Steak Joint in Wrigleyv..."

  • Southport & Irving

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE PLACE for COCKTAILS in WRIGLEYVILLE..."

  • Julius Meinl

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE PLACE FOR A GRRRRRRRREAT CUP OF COF..."

  • Julius Meinl Cafe

  • Southport Grocery & Cafe

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE NEIGHBORHOOD LUNCH SPOT! This is o..."

  • Cozy Noodle & Rice

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE THAI in Wrigleyville!"

  • Music Box Theatre

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE PLACE TO SEE A CULT MOVIE! MUSIC BO..."

  • iO

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE WRIGLEYVILLE IMPROV! iO 'Improv Oly..."

  • The ComedySportz Theatre

    "ComedySportz Theatre offers a unique blend of fast and funny improv comedy shows that is app..."

  • Jeni's Splendid Ice Creams

    "Chicago Guest House in Wrigleyville/Lakeview MY FAVORITE for a SWEET ICE CREAM TREAT in Wrig..."

  • Graceland Cemetery & Crematorium

    "Graceland Cemetery is one of Chicago’s finest hidden treasures. On the North Side, amongst t..."

  • Lincoln Park Zoo


  • Lakefront Trail

    "Walk or ride along the spectacular lakefront to downtown. Divvy Bikes are available everywhe..."

15 Miles
Nearest Airport
O'Hare or Midway
1.2 Miles
Nearest Golf
Waveland (9 holes)
0.25 Miles
Nearest Train
Red or Brown Line 'EL'
3 Miles
Nearest Motorway
2 Miles
Nearest Beach
North Avenue

Car: Not Necessary




Home to our beloved Cubs. Whether you get to see a game or not, you don't want to miss taking a stroll over to the corner of Clark and 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!


Spend the day shopping Southport Avenue’s trendy boutiques and Belmont Avenue’s quirky shops and vintage stores for those one of a kind finds!


Live music and dancing for the young and old alike


Comedy & Improv at it’s best--guaranteed a good time!


Tamales to Tiramisu --the dining choices are endless!

Though you may be tempted to never leave the neighborhood, it would be a shame to miss out on all the city has to offer! Jump on either a Brown or Red Line train--either will take you direct to downtown and all of Chicago's attractions!

Or if you're up to the challenge, walk or ride along the spectacular lakefront to downtown. Divvy Bikes are available in the neighborhood and there is really no better way to really see this amazing city! Ride alongside the beautiful boat filled harbors, and through the lush and colorful gardens of Lincoln Park and while you’re there, catch a glimpse of some of the animals at the zoo. And though it’s only a four mile ride, you may enjoy a little energy break at one of the three beach side bistro's along the way! Once downtown, you can park the bike at any of hundreds of stations throughout the city.


Owner info

Chicago Guest House LLC

Year Purchased: 2005

About the owner: Someone once told me "Find a job you love and never work a day in your life." Glad I followed that advice. Chicago Guest House is my passion, not my job and I think it shows! Looking back I wish I would have taken some more good advice! Ha!

Why the Owner Chose Lake View, Chicago, IL, USA:
This is not your typical cookie-cutter rental--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.

The Unique Benefits at this Condo:
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.

Contact us

Speaks: english
Response time: Within 12 hours
Response Rate: 100%
Calendar last updated: 01/20/2017

Send email

Links to more information:



  • Formal Dining for Six

    Formal Dining for Six

  • Dining Room / Living Room

    Dining Room / Living Room

  • Queen Bedroom

    Queen Bedroom

  • Queen Bedroom

    Queen Bedroom

  • Full Bath With Jetted Tub

    Full Bath With Jetted Tub

  • Historic Greystone in Wrigleyville

    Historic Greystone in Wrigleyville

  • Living Room

    Living Room

  • Full Equipped Kitchen

    Full Equipped Kitchen

  • Twin Bedroom

    Twin Bedroom

  • Full Bath With Shower Only

    Full Bath With Shower Only

  • Garden With Outdoor Dining & Gas Grill

    Garden With Outdoor Dining & Gas Grill

  • Garden With Outdoor Dining & Gas Grill

    Garden With Outdoor Dining & Gas Grill

VRBO #59725

This listing was first published here in 2005.

Date last modified - Saturday, January 21, 2017

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