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$208

3 BR / 2 BA / Sleeps 8

2 Reviews

$208

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Old Chicago Inn's 3 BR Lake County Cottage

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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(2)

Once inside this charming lakeside cottage you’ll find it hard to believe the city of Chicago is less than 50 miles away. Nestled at the foot of a hill along a spring-fed non-motor lake is the Old Chicago Inn’s Lake County Cottage. This two story, three bedroom cottage can sleep up to eight people. It has a …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children - ask

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Reviews

(2)

This place is great!

Left on Oct 19, 2013 for a stay in June 2013

We were very impressed with this little place in the middle of Lake County and feel fortunate that we found a gem where there aren't many options like this. Description and photos are accurate. Property was cleaned and well maintained. The house is really located right on the lake and gives beautiful views during the entire day. While it is on a busy road, you can still walk to downtown Grayslake…

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$150

1 BR / 1 BA / Sleeps 3

5 Reviews

$150

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Nice 1 BR in Lincoln Park, Chicago

1 BR / 1 BA / Sleeps 3 | Quick view
“ Very Good ” 5 Reviews

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Reviews

(5)

Wireless Internet Flat Screen TV in bedroom and living room Cable Clean sheets and towels Silverware, pots & pans Very large bedroom and living room Wall unit AC's in bedroom and living room Washer & Dryer is downstairs on first floor This is an ideal location for visitors. Nice restaurants around the …
  • Internet Access
  • A/C or climate control
  • Linens Provided
  • Towels Provided
  • Safe
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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Reviews

(5)

Superb location yet reasonably priced; extremely comfortable, quiet, and relaxing.

Left on Aug 24, 2014 for a stay in July 2014

Vintage Chicago apartment. Really spacious. Everything you need is there: just bring your clothes and toiletries! Can't get a more convenient location. Nice owners to work with. Felt very safe at all times.

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$80

0 BR / 1 BA / Sleeps 2

3 Reviews

$80

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Uptown studio, express to downtown

0 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Furnished Studio. Double bed, full bath, and full kitchen. Unique location. You don't need a car living here. Plenty of transit options. A couple of blocks to Red line train station. Direct express bus to Chicago downtown stops right around the corner. 20 minutes to the city center by public transportation and 8 …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - elevator access

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Reviews

(3)

home away from home

Left on Jul 08, 2014 for a stay in June 2014

the location of the apartment we stayed was convenient enough:only some min away from the red line train and a min from the bus stop,so getting to downtown is easy.we got a great tip from property owner and bought all the food in mariano's food mart(5min walk through a nice park)the flat is very clean .there is everything necessary :iron,hairblower,tv,laptop,aircond.,good wifi ,fully equipped …

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$250

2 BR / 1 BA / Sleeps 4

BEAUTIFULLY FURNISHED APARTMENT IN LOVELY HISTORIC HOME - Illinois vacation rentals
1 / 14

$250

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BEAUTIFULLY FURNISHED APARTMENT IN LOVELY HISTORIC HOME

2 BR / 1 BA / Sleeps 4 | Quick view

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Brilliantly sunny top floor of historic two flat on a lovely tree lined street. The well appointed apartment is beautiful. It has been furnished very thoughtfully, with comfort and simplicity in mind - It boasts of old world charm along with modern conveniences. Steps away from the quaint neighborhood main street , …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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$305

2 BR / 2 BA / Sleeps 8

6 Reviews

$305

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Magnificent Mile Gold Coast Luxury Brownstone [1]

2 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 6 Reviews

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Reviews

(6)

Apartment - 2 Bedrooms + Convertible bed(s) - 2 Baths - (Sleeps 4-8) Another First Class Chicago property! City of Chicago Vacation Rental License #2125365. Rent Legally! You've found it! Location, Location, Location! An historic 1890's brownstone in the heart of the exclusive Gold Coast where Chicago's elite reside…
  • Waterfront
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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Reviews

(6)

Perfect location and ambiance!

Left on Jan 09, 2013 for a stay in December 2012

My wife and I stayed in the second floor condo the first part of December. The weather was great which made everything seem perfect. The condo is in a very good location, and really felt like home. The furnishings were very comfortable, and the updated kitchen is fabulous. The flat screen has HD and tivo. Very well maintained. We both agreed that we would stay here again. Communications with the …

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$671

6 BR / 3 BA / Sleeps 14

Teri's Chicago Guest House on Newport Avenue - Illinois vacation rentals
1 / 37

$671

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Teri's Chicago Guest House on Newport Avenue

6 BR / 3 BA / Sleeps 14 | Quick view

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CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --128 Reviews on TRIPADVISOR Ranked #1 of 51 Specialty Lodging in Chicago! ************************* Beautiful & Spacious--Filled With Charm & Character! The Guest House on Newport Avenue has two apartments in the building offering plenty…
  • Internet Access
  • A/C or climate control
  • Central heating
  • Porch
  • Garage
  • Suitable for children
  • Suitable for the elderly

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$500

2 BR / 2 BA / Sleeps 6

7 Reviews

$500

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Pier Gold - B & B Boatel - For Chicago get-a-ways

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

Beautiful B & B Boatel Yacht - Pier Gold offers Chicago visitors a great alternative to regular hotel stays. Located at Chicago's most sought after harbor in the heart of our city waterfront; at Burnham Harbor you will enjoy waking up at your floating waterfront boatel at our harbor with stunning skyline views day …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Suitable for children

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Reviews

(7)

Off the Charts Experience!!!

Left on Apr 15, 2012 for a stay in August 2011

Pier Gold was absolutely amazing! A group of four of us booked through Mary last august looking for an alternative to the typical "hotel" and could not have scored more of a home run! The location is off the charts - soldier field and the the best of the Chicago skyline is right there. And on top of the views, the community that spends their weekends in the harbor are all about relaxing and …

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$159

2 BR / 2 BA / Sleeps 6

6 Reviews

$159

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Chicago North Shore Luxurious 2 bedroom condo

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Residnence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. A very quiet and secure 4 unit building with front lobby entrance. Property manager on site to answer any questions and to make sure that your stay at Residence on the Avenue is a wonderful experience. The …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(6)

Great time!

Left on Oct 10, 2012 for a stay in September 2012

My 2 sisters, 2 nieces, and I decided to spend the weekend in Chicago. I found this condo on Vrbo & Homeaway. William was very helpful and patient with all my questions and concerns. The condo was perfect for our needs and centrally located for easy access into downtown. Ross, the building manager, was also very helpful and nice. The condo was clean and very comfortable. All in all we had a great…

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$300

2 BR / 1 BA / Sleeps 4

1 Reviews

$300

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Penthouse LUXURY LOFT 27th FL Amazing A+ City View

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. Michigan Avenue at 21st street 2BR / 1Ba 1100ft2 condo …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Great apartment, helpful host

Left on Dec 09, 2014 for a stay in December 2014

The view really is amazing and the apartment is well-equipped. After a little trouble getting in (which was solved by friendly staff right away), we found everything we needed.

Buses are close, a little supermarket is right across the street (a Jewel Osco is at Roosevelt Station, a bit further away). Metra (at McCormick Congress Center) and CTA blue line are a 10-min walk, buses stop right …

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$766

11 BR / 6 BA / Sleeps 21

1 / 49

$766

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Teri's Chicago Guest House on Lakewood Avenue

11 BR / 6 BA / Sleeps 21 | Quick view

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Looking for Space? You've Come to the Right Place! The Lakewood Avenue property has three apartments in the building offering plenty of space for your larger gathering while at the same time providing some privacy when you need those 'alone' times! 10 Bedrooms (13 beds) & 6 Bathrooms total--Sleeps up to 21 Adults. …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly

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$189

3 BR / 1 BA / Sleeps 6

36 Reviews

$189

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Vintage historic 3 bedroom Chicago/Andersonville

3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 36 Reviews

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Reviews

(36)

City of Chicago Vacation LICENSE NO.: 2087699 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville. Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street where you can find …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(36)

Christmas in andersonville

Left on Jan 11, 2012 for a stay in December 2011

I stayed here for a week at Christmas and really enjoyed it. The neighborhood is really wonderful and convenient. The home has three bedrooms, each with a large bed. A lot of attention to detail is obvious in the decoration. I especially liked the large eat-in kitchen and the heated sun porch. Wifi was flawless, which is very important to me. One improvement would be higher wattage lamps, as they…

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$110

2 BR / 1 BA / Sleeps 4

11 Reviews

$110

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Just north of Chicago

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

2 Bedroom Cottage, private brick patio, full kitchen, full bath, Ac, wifi. Walking distance to train, buses, village of Winnetka, beaches and parks. Lovely, quiet, tree lined suburb 19 miles (31km) north of downtown Chicago. Trains/buses make access to Chicago very easy.
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(11)

Comfortable and homey

Left on Dec 01, 2011 for a stay in October 2011

We very much enjoyed our stay - the cottage was comfortable and perfectly located for our needs, with very easy walking-distance access to the Metra. Maggi & Joe were very nice and extremely helpful - we enjoyed meeting them and will very likely plan another stay in their "home away from home"!

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$280

3 BR / 1 BA / Sleeps 10

1 / 6

$280

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I Love Chicago! Beautiful Apartment.

3 BR / 1 BA / Sleeps 10 | Quick view

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Hey, I have a great apartment available in one of the safest area in Chicago,Wrigleyville! My place is very clean, comfortable and a great fit for you! This unit is in a great location rigth across from wrigley field! It is furnished with nice furniture. A great living room that is very cozy and relaxing. The 3 …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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