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Waterfront Vacation Rentals in Chicago


Chicago is one of the most fabulous cities in the country and the largest city in the state of Illinois. It is known as the Windy City and is home to unique architecture and high rise buildings but also a renowned local cuisine all its own with items such as the Chicago Deep Dish pizza or hot dogs. There are also many five star restaurants serving up some of the best French, Italian and eclectic cuisine in the country. Chicago is also the birthplace of some of nation's unique musical genres such as Gospel and the Chicago Blues. The city hosts the largest free jazz and blues festivals in the world and has some amazing public parks such as Millennium Park and Grant Park which has one of the biggest fountains in the world; Buckingham Fountain.

Chicago has some incredible hotels where travelers can choose to check into during their stay, but a great number of them are opting instead for vacation rental homes instead. This is especially true with tourists traveling with their families or with a group of friends. Getting a vacation rental house, townhome or condo is a great alternative to booking multiple hotel rooms which can be very expensive. Many travelers also like the convenience of having their own kitchen which can be a good way to save money instead of always eating at restaurants. The also enjoy having their own private amenities on their trip. Since the Windy City is located right on Lake Michigan an increasing number of travelers are also looking into getting waterfront vacation rentals in Chicago to enjoy views of the water.




Waterfront Vacation Rentals in Chicago

By far, the best area to look for waterfront vacation rentals in Chicago is near the downtown area and North Michigan Avenue. Here you can be close to everything such as the Magnificent Mile which has some of the best dining and shopping in town with numerous shopping malls, high end boutiques and specialty shops. There are also a number of art galleries, museums and high rise buildings that you can visit. Millennium Park with its many amenities and attractions is also close by and a great source of fun for all ages

Getting waterfront vacation rentals in Chicago's downtown area is also a great way to have access to the beach on Lake Michigan where you can engage in many water sports, take a walk, bike, go for a run, rent a boat or ferry or lounge around in the summer. Vacation rentals here also mean that you are close to Navy Yard which has unlimited family fun and entertainment.

Waterfront Vacation Rentals in Chicago



So if you look into waterfront vacation rentals homes in Chicago's downtown area, you can be sure that you are not only close to many of the city's best attractions but that you can look out your window and have access to some of the best views around. Keep in mind however that vacation rentals in this area can be expensive but if you're traveling with a group, they are bound to be less expensive than a hotel.

If you want to look into waterfront vacation rentals in Chicago but not in the noisy and crowded downtown area, you can look for lakeside villas and cottages in East Chicago in places such as Gary, Beverly Shores, Harbor Country, and Michigan City where you can be not too far from the city but in the midst of spectacular natural surroundings and beauty.


Waterfront and Lake View vacation rentals in Chicago, IL

Lovely 2-flat In Lincoln Park, Near Downtown Chicago, Museums, Shopping, Lake Mi


Our classic Chicago apartment is located in a traditional brick and stone 2 unit walk up. It has been lovingly restored and updated to provide both a sense of Chicago&039;s past and the comforts of today. Lincoln Park is a vibrant area of restaura...


Apartment in Chicago IL
Bedrooms: 3 Sleeps: 6 Baths: 1 Half Baths: 0

Spacious Vintage South Shore Retreat


SOUTH SHORE is a working-class community located along Chicago&039;s southern lakefront with great access to the beach, a bike trail, 2 golf courses and a harbor and marina. This large (approx. 1700 sq. ft.) vintage 2 bedroom, 2 bath apartment has har...


Apartment in Chicago IL
Bedrooms: 2 Sleeps: 4 Baths: 2 Half Baths: 0

Charming Studio Next To The Lake


Super cozy studio next to the park and Foster Ave Beach (Montrose Beach only 10 min away). Very close to downtown, only 20 minutes by bus or subway. The Space This very spacious, modern furnished studio is perfect for anyone. The place has a one...


Condo in Chicago IL
Bedrooms: 0 Sleeps: 2 Baths: 1 Half Baths: 0

Penthouse #6 - Wow, This Place Is Extraordinary!


This Penthouse level unit is a magnificent unique rental in Chicago. Towering 55 Floors above the city, this Penthouse gives you the ultimate in city living. It&039;s all about the views and location. The city unfolds before you with Lake Michigan as ...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 6 Baths: 2 Half Baths: 0

South Shore 2 Bedroom Condo-in-the-sky. Lake Michigan. 2.5 Mile To U Of Chicago


Beautiful view of tree-tops, sunrise, moonrise, Lake Michigan. Master bedroom has a queen bed and an en-suite bathroom. Guest bedroom has a full bed. Large flat-screen TV in living room. Floor-to-ceiling windows. Biking/walking trail and Lake Mic...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 4 Baths: 2 Half Baths: 0

Short Stay Chicago (green Apartment)


All of our furnished apartments are set back in a courtyard building; just a few minutes walk from the Magnificent Mile, the beaches of Lake Michigan, Lincoln Park and nightlife of the Gold Coast. All units are professionally furnished and include...


Apartment in Chicago IL
Bedrooms: 0 Sleeps: 2 Baths: 1 Half Baths: 0

Short Stay Chicago (red Apartment)


All of our furnished apartments are set back in a courtyard building; just a few minutes walk from the Magnificent Mile, the beaches of Lake Michigan, Lincoln Park and nightlife of the Gold Coast. All units are professionally furnished and include...


Condo in Chicago IL
Bedrooms: 0 Sleeps: 2 Baths: 1 Half Baths: 0

Short Stay Chicago (blue Apartment)


All of our furnished apartments are set back in a courtyard building; just a few minutes walk from the Magnificent Mile, the beaches of Lake Michigan, Lincoln Park and nightlife of the Gold Coast. All units are professionally furnished and include...


Condo in Chicago IL
Bedrooms: 0 Sleeps: 2 Baths: 1 Half Baths: 0

Affordable And Charming Lake View Chicago 1 Bedroom Urban \"home Away From Home\"


Welcome to your future vacation \"Home Away From Home!\" Our Junior 1 Bedroom Apartment will provide you with the perfect urban oasis in Chicago&039;s hip East Lakeview neighborhood on the city&039;s Northside. Ideal for business travelers, solo travelers


Apartment in Chicago IL
Bedrooms: 1 Sleeps: 4 Baths: 1 Half Baths: 0

Comfy 3bd/1ba, Garage Spot Included


Beautifully furnished 3 BD/1 BA condo perfect for a family vacation, getaway with friends, visit to Depaul campus or Wrigley Field. Located in the heart of Northcenter, bordering Lincoln Square, Wrigleyville, Lincoln Park, Andersonville, and Lake...


Apartment in Chicago IL
Bedrooms: 3 Sleeps: 6 Baths: 1 Half Baths: 0

Incredible Location-everything Steps From Your Door,trader Joes,walmart,tjmaxx


RING IN THE NEW YEAR or simply GET READY FOR THE HOLIDAYS, shop Michigan Avenue for Holiday Gifts or enjoy Live Theatre! INCREDIBLE LOCATION Lincoln Park /East Lakeview 2 bedroom INCLUDES Utilities, HEAT/Central Air-Conditioning,Cable (HBO), Wate...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 6 Baths: 1 Half Baths: 0

Stunning 2 Bedroom 5 Minutes From Gold Coast/lake Front


-Fully Furnished, Two Bedroom Condominium -Prime River West Location -Within walking distance of world class dining and entertainment -Amenities include: Kitchen w/all appliances and huge granite island, two-person Jacuzzi tub, brand new de...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 4 Baths: 2 Half Baths: 0

Fabulous Garden Apartment In Lincoln Park, Licensed Vrbo Unit, Walk To Beach


Chicago Vacation Rental License #236988 6 reasons our apartment is perfect for your stay: * Perfect location close to the Loop, the Lincoln Park zoo, incredible restaurants, Lake Michigan and the &039;L&039;; * Lowest-priced one-bedroom in Chicago&039;


Apartment in Chicago IL
Bedrooms: 1 Sleeps: 4 Baths: 1 Half Baths: 0

*1, 2 Or 3br Apts For 2-20. Lake Views, Parking, Pets Ok, Off Michigan Ave/rush


Welcome to Ritchie Manor, the opulent former estate of the Maxwell House coffee magnate family... Built in 1888, you can choose, 1, 2 or 3BR apartments (or combine them for up to 14 guests) in this mansion with sweeping views of Lake Michigan and...


House in Chicago IL
Bedrooms: 1 Sleeps: 6 Baths: 1 Half Baths: 0

3br East Lakeview Charm By Flatbook


Modern home with great character, located in the heart of East Lakeview and just a few steps away from Lake Michigan and Wrigley Field of the Chicago Cubs. Flatbook manages apartments all over the world, so you always have a home when you need it...


Apartment in Chicago IL
Bedrooms: 3 Sleeps: 6 Baths: 1 Half Baths: 0

Chic 2br Lake View Apt By Flatbook


Enjoy this nice open floor plan with the living room, dining area and kitchen all in the bright front room. The condo is new and has all upgrades and finishes of a luxury Chicago custom-built home including; granite, stainless steel, hardwood flo...


Apartment in Chicago IL
Bedrooms: 2 Sleeps: 6 Baths: 2 Half Baths: 0

Large Vintage 3-br In Historic Buena Park Section Of Chicago - Great Value!!


This property is located on a beautiful tree-lined block of Buena Park, a historic area in the southeast corner of Chicago&039;s Uptown neighborhood. Buena Park is a laid-back \"hidden gem\" near the lake with many long-time residents in some of the cit..


Apartment in Chicago IL
Bedrooms: 3 Sleeps: 8 Baths: 1 Half Baths: 0

Stylish Mag Mile, Walk To Grant Park, Family, Pet And Parking Friendly


Walk to beautiful Lake Michigan, Riverwalk, Navy Pier, Millennium and Grant Parks, museums, restaurants, and THE best shopping. Stylish 2 bedroom, 2 bath apartment with sweeping views of the city. A murphy bed in living room provides an extra sl...


Apartment in Chicago IL
Bedrooms: 3 Sleeps: 6 Baths: 1 Half Baths: 0

The Biddle House Of Old Town - Walk To Lake And Magnificent Mile!


Chicago Vacation Rental License #2120297, #2120298 PLEASE NOTE: At Home Inn Chicago has multiple properties on VRBO and dozens more fully furnished units available on our website – please see link below under &039;Manager Info&039;. All of our vacati


House in Chicago IL
Bedrooms: 4 Sleeps: 10 Baths: 2 Half Baths: 0

Penthouse Suite,roscoe Village, Lakeview, Skylights,cubs, A+


New 3 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family or friends, consider our newly rehabbed Guesthouse on Hoyne St...


Apartment in Chicago IL
Bedrooms: 3 Sleeps: 8 Baths: 2 Half Baths: 0

View The Lake And The &039;magnificent Mile&039; From Our Beautiful 2 Bed 2 Bath Condo


Walking distance to world class dining, shopping and the beach of Lake Michigan. Close to major Chicago attractions such as theaters and museums. If you must work, \"the loop\" home to many international corporations, is also close at hand. Enjoy ac...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 5 Baths: 2 Half Baths: 0

1 King 1 Bedroom Premium View Suite - Located Steps Away From Magnificent Mile


Homewood Suites by Hilton Chicago Downtown/Magnificent Mile. This downtown Chicago hotel is located steps away from Michigan Avenue’s Magnificent Mile and boasts stunning views of Lake Michigan. This family-friendly Chicago hotel’s prime locatio...


Hotel in Chicago IL
Bedrooms: 1 Sleeps: 4 Baths: 1 Half Baths: 0

Chicago Navy Pier Furnished Studio


The Space Available as early as September 16 (contact us) for a minimum stay of one month or longer, is this turn-key condo located in Chicago&039;s Navy Pier neighborhood and steps from Lake Michigan and Michigan Avenue. A wide choice of restaurants...


Studio in Chicago IL
Bedrooms: 1 Sleeps: 2 Baths: 1 Half Baths: 0

Chicago Gold Coast 1 Bedroom Condo


ONE MONTH MINIMUM. Well-appointed, fully furnished one bedroom hotel-style condo with parking available. Located at Lasalle & Division in Chicago&039;s Gold Coast; a short walk or cab ride from Lake Michigan dining/shopping. Gourmet granite kitchen wi...


Condo in Chicago IL
Bedrooms: 1 Sleeps: 2 Baths: 1 Half Baths: 0

Large Single Family Home In Chicago, Walk To Lake And Wrigley Field!


Wonderful Victorian three flat that was converted to a single family home. 4 levels of living space. Large back yard with deck. The first floor living room has a gas fireplace with new hardwood floors. Enjoy the two sided fireplace in the din...


House in Chicago IL
Bedrooms: 4 Sleeps: 10 Baths: 2 Half Baths: 1

Downtown City & Lake Views


Downtown City Views Spacious downtown Condo perfect for your business and family needs. Great City Views near all Major Attractions with full amenity building. Easy access to Public Transportation and close proximity to your business and leisur...


Cottage in Chicago IL
Bedrooms: 3 Sleeps: 6 Baths: 2 Half Baths: 1

Comfortable, Top-floor 2 Bedroom Apartment Is A Great Lakeview Location


Wonderful top floor apartment in Chicago&039;s Lakeview neighborhood. Walking distance to Wrigley Field, Public Transportation and all that Chicago has to offer. One king bed bedroom, one queen bed bedroom. Clean, cozy, and downright affordable! ...


Apartment in Chicago IL
Bedrooms: 2 Sleeps: 4 Baths: 1 Half Baths: 0

Gorgeous Vintage Apartment In Se Lakeview


Exquisite 1929 vintage building; hardwood floors, barrel vaulted entrance foyer; decorative fireplace; 2000 SF, city and lake views. New Kitchen, 2 bedrooms, 2 full baths, central air. Walk to shops, bars, restaurants and lake. Minutes from Wrigle...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 4 Baths: 2 Half Baths: 0

Recently Renovated 2br Condo In Old Town Chicago - Walk To Lake Michigan!


Chicago, with its towering skyscrapers and sandy beaches, is one of the most visited cities in the Midwest, and it’s easy to see why. From the lively nightlife, to world class shopping and dining, museums, festivals, and sports, this vivacious ci...


Condo in Chicago IL
Bedrooms: 2 Sleeps: 5 Baths: 2 Half Baths: 0

Lovely Streeterville Apartment Just Steps From Michigan Avenue And Lakefront!


Streeter Place is a remarkable new building designed for those who enjoy the very best that Chicago has to offer. From its progressive architecture to its distinctive lobby décor, Streeter Place offers a unique concept in urban living. Located in ...


Apartment in Chicago IL
Bedrooms: 1 Sleeps: 3 Baths: 1 Half Baths: 0

Penthouse With Stunning View Of Chicago


Fantastic location in the center of downtown Chicago.The building is located in the heart of Chicago and is very close to the river and the lake as well as Magnificent mile. Enjoy the fabulous view of the city and sunset over the city skyline!!...


Apartment in Chicago IL
Bedrooms: 2 Sleeps: 6 Baths: 2 Half Baths: 0

Penthouse Views!


Are you planning a trip to Chicago? You can rent furnished luxury condos, some with beautiful views of downtown Chicago and the lake. We stay in the apartments often so they are stocked with most anything you would need to cook and entertain with....


Condo in Chicago IL
Bedrooms: 1 Sleeps: 4 Baths: 1 Half Baths: 0

Lakeview/lincolnpark 2br/1ba Updated Vintage Apartment


Chicago Lic. # 2074500 Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. Stroll 2 blocks t...


Apartment in Chicago IL
Bedrooms: 2 Sleeps: 6 Baths: 1 Half Baths: 0