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Lincoln Park and Zoo Attractions Nearby

38 Reviews
Bedrooms 5
Property type house
Minimum Stay 3 - 4 nights

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Minimum Stay
3 - 4 nights


Photos and Description of this 5 bedroom holiday home in North Side - Brownstone Near Lincoln Park

5 Bedroom, 5 Bathroom & 1-Car Attached Garage

Exceptional 3700sf Brownstone (sleeps 8-14) located in a Chicago's charming Lincoln Park historical neighborhood.

We’ve previously rented vacation homes in Wisconsin and Nantucket for use by our family and friends and we were disappointed with the availability of large rental homes close to downtown Chicago - although there are plenty of Condos. So, we recently acquired this historic home, which features various sleeping configurations for large multi-generational families on multiple floors, recently updated kitchen and baths, a lower level suite perfect for seniors or an au pair/nanny, 1-car indoor attached garage for parking, nearby parks, shopping and restaurants galore. Similar to our Boston Brownstone available at VRBO Listing #383697, this is a perfect residence for a large multi-generational family's vacation in Chicago, a wedding party's out-of-state relatives, a ladies shopping trip to Magnificent Mile, an executive's temporary assignment to Chicago, an executive attending a Master's Program at Loyola, Trade Show attendees/exhibitors, Chicago marathon runners, a Chef attending Le Cordon Bleu College or an actor during a role in a Chicago Broadway play or musical or in a Chicago filming.

Located at 2000 North Orleans, the residence is located only a short 1-block stroll east to Chicago's historic Lincoln Park (home of the Lincoln Park Zoo and from mid-May a Farmer's Market every Wednesday and Saturday during through Fall) and is about a mile from the famed-North End of Chicago's Magnificent Mile of Michigan Avenue shopping and restaurants.

Nearyby Restaurants include Home of Wrigley Field's StanBurger, Stanley's Bar & Grill, an Original House of Pancakes for a big breakfast, famous for its BBQ Baby Back Ribs is Twin Anchors, but nearby Four Farthings has awesome ribs as well as wonderfully large portions of Italian fare, Trattoria Ricardo's has great Italian as well, on Halsted is Rustic House (a well-kept secret) and Summer House both serving great American fare. Next door to our home is a great Thai restaurant, Geja's upscale Fondue style restaurant and a Subway for a quick casual sandwich. A block away is Mello's for great Italian Beef, Italian Sausage and Combo Sandwiches - guaranteed to fill you up!

In addition, our vacation home is about 1.5 miles to Chicago's infamous intersection of State Street & Rush Avenue, home of the following great gastronmic experiences: Gibson's Steakhouse, Morton's Steakhouse, Tavern on Rush, Hugo's Frog Bar and Fish House, Carmine's Italian, RA Sushi, and Dublin's Irish Pub.

Check out the map and some of our recommendations by copying and pasting the following link to your web browser: http://bit.ly/1CTwq2N.

Street Level (Level 1) – (sleeps 6) Entry from 1-car garage off of Orleans Street. Or, enter from the front courtyard lower level entrance directly through the entrance is a Bedroom (King Bed & Sofa Sleeper) perfect for Seniors, Au Pair or Nanny, which has its own Full Bathroom. The Lower Level also includes another ensuite Full Bathroom and Bedroom (two TWIN beds which can be configured as a KING bed upon request). Each lower level bedroom has interior stairs to the next level up and between the two bedrooms is a hallway table with coffee maker and microwave.

Parlor Level (Level 2) - (sleeps 0-2) – Climb the front courtyard stairs to the Main Living Area including Living Room (with Queen Sofa Sleeper), Dining Room (Seats 10), Full Bathroom, and Kitchen and a Deck overlooking the tree terraced Orleans Street (with BBQ).

Third Floor (Level 3) - (sleeps 4-6) – Master Bedroom (King) with ensuite walk-in shower for two, and a Guest Bedroom (King) with ensuite Full Bathroom. Plus, there is a bonus library room with two Day Beds for extra sleeping requirements or simply an area to sit and converse.

Top Floor (Level 4) - small room with desk & printer with an access door to Roof Top Deck - enjoy the sun and views South to the panoramic City of Chicago skyline. If you stand on your tippy toes, you might see Lake Michigan to the East... Plus, it has patio furniture, BBQ & Fridge.

NOTE: The City of Chicago licenses short-term vacation rental properties and collects a 20.4% 'Hospitality Tax.' The licensing process includes a physical inspection of the property. Following our renovations, we have secured our City of Chicago license #2340328. Please become knowledgeable regarding the risks involved of renting an unlicensed vacation home.

WARNING: This property is available exclusively through VRBO and HomeAway and their affiliates. Beware of fraudulent listings on Craig's List using some of our home's photos and descriptions, but maybe using a slightly different address or possibly the same address. We do not advertise on Craig's list or any other sites.

NOTE: We donate 1% of our total revenues in memory of Moreland Grace Stenstrom to the charitable works of The Peapod Project in Chicago (www.thepeapodproject.org), which benefits Chicago's Lurie's Children's Hospital. We thank you.

More Details
  • children welcome
  • non smoking only
  • pets not allowed

Tim Hyland
Member since: 2011
Speaks English
Response time:
Within an hour
Response rate:
Calendar last updated:
18 October, 2016
Call Owner

About Tim Hyland

We love to travel as empty-nesters and spend time with our extended families and friends. Although we primarily live in Scottsdale, Arizona, we love spending time in Chicago and Boston, so we acquired brownstones in both cities to enjoy ourselves and to share with others.

Tim Hyland purchased this house in 2014

Why Tim Hyland chose Chicago

With my parents, sisters, spouses, nieces and nephews and the three of us (my wife and I and our son John), there are 14 of us total. We were unable to find a large short-term rental home in a convenient Chicago area that could sleep all of us comfortably, so we acquired this perfect property furnished it to do just that - just awaiting our City of Chicago vacation rental license.

What makes this house unique

Location, location, location. Just a block from Chicago's historic Lincoln Park and a mile from the North End of the Magnificent Mile shopping district on Michigan Avenue, the location is perfect! You will not be disappointed!


based on 38 holidaymaker reviews

Lincoln Park and Zoo Attractions Nearby
average rating of 4.9473686 based on 38 reviews


  • 5 of 5

We are a group of women who have known each other since our grade school days and get together annually in a different location. Our choice for this year was absolutely "PERFECT". It is a beautiful brownstone located in Lincoln Park and beautifully decorated and very well equipped with the best! The location was ideal for all that we did. I have rented several homes from VRBO and I would have to say this is "my favorite" and Tim, the owner was very easy to work with and prompt with responses. I would love to recommend this place, but the sad part is it is now on the market. Tim and his wife own another brownstone in Boston and if we at some time decide to do Boston, I am sure all our gang would agree, this is the place. Thanks to you both for our wonderful stay!

  • Review Submitted: Oct 4, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
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Wonderful stay in Chicago

  • 5 of 5

This is a beautiful, well decorated, home. We had 9 ladies altogether for a 3 day reunion and it was the perfect place. The house was spacious, comfortable and elegant. The location is absolutely wonderful. All 9 women said their beds and rooms were comfortable and we had plenty of bathrooms for all of us. The outdoor spaces and rooftop deck was lovely. This property is a gem. If I return to Chicago I hope to stay here again. Tim quickly responded to any questions or requests. This is one of the best places I have stayed in from VRBO.

  • Review Submitted: Sep 18, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
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Excellent place to stay

  • 5 of 5

We booked this house for our 60th wedding anniversary. There were 11 in our family that had assembled here from several different parts of the country. Our family group has been renting houses around the country for about 15 years and this was the best so far. We were all pleased.

Although the house is quite old it is in excellent condition and is in an exceptionally good location. It is walking distance to numerous restaurants, grocery stores, a drugstore, the Lincoln Park Zoo and the beach. The furnishings and kitchen appliances were excellent.

Two drawbacks are the steep stairs and lack of parking for a second car. Unfortunately the nearest parking garage is now closed, although there are other parking garages within walking distance. We would stay here again, however.

  • Review Submitted: Sep 11, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

Phenomenal property in Lincoln Park! Ten high school friends met to celebrate our 70th birthdays. Wonderful space to gather! Loved the patio in the front and the awesome roof top area especially at night! Limited parking. Near-by restaurants great, especially Ricardo's!

  • Review Submitted: Sep 10, 2016
  • Date of Stay: Sep 2016
  • Source: VRBO, from HomeAway
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This property is beautiful, perfect location and maintained so well!

  • 5 of 5

I was lucky enough to stay at this beautiful brownstone recently for a business leadership retreat. I can not say enough positive things, not only about the property but the owner Tim Hyland! Tim was so gracious in answering every question and assisting in making this the perfect retreat, even checking in on us (via email) while we were there to make sure all was going well. All of the additional information he provided on the area was instrumental in a successful getaway. The brownstone exceeded all of our expectations, it was luxury accommodations and far more comfortable than a hotel. The bedrooms on the first floor then large living space on the second floor and additional bedrooms on the third made it a perfect setting for 5 coworkers to coexist with plenty of space to be on your own and work together. The kitchen and dining area were so inviting and the outdoor space was so private and comfortable, you really don't want to dine elsewhere :). I was shocked at how quiet it was in the house, with all there was right around the area and major streets so close by, you really never heard any city noise in the house. The best way to sum it up was when one in our group said at the end of every business trip, we are ready to pack it up and head home yet this is a place you just don't want it to end... never want leave!! I want to thank Tim for being so helpful and offering an incredible home for others to enjoy!! We all look forward to returning, possibly on business and definitely for leisure!!

  • Review Submitted: Aug 9, 2016
  • Date of Stay: Jul 2016
  • Source: VRBO, from HomeAway
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Lovely home in a great location . Perfect for families sharing .

  • 5 of 5

Great space for families sharing . Top class furnishings and amenities . Wonderful location . Went to the zoo Everyday . Local restaurants are fab . Tim was Accommodating - all in all , a wonderful choice for us.

  • Review Submitted: Aug 1, 2016
  • Date of Stay: Jul 2016
  • Source: VRBO, from HomeAway
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Location, location, location. We acquired 2000 North Orleans Street in the Lincoln Park neighborhood of Chicago in late March 2014 and completed its renovations in September. This location is perfect - just one block from Lincoln Park!!! Copy and paste the following link to get a map and our guide of attractions and restaurants in the area - http://bit.ly/1CTwq2N.


Prices & Availability

Prices for this holiday house in North Side, Illinois

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Fall 2016
17 Oct 2016 - 22 Dec 2016
3 night minimum stay
for 3 nights
Holiday Season 2016
23 Dec 2016 - 3 Jan 2017
4 night minimum stay
for 4 nights
Fall 2017
17 Oct 2017 - 21 Dec 2017
3 night minimum stay
for 3 nights

Additional pricing information

Housekeeping Fee 7-10 £164 + Tax
Property Damage Protection £65
Housekeeping Fee 11-14 £205 + Tax
Housekeeping Fee up to 6 £123 + Tax
Tax Rate 20.4%

Rates Subject to Change Until Confirmed. "Off-season" Holidays such as Thanksgiving, Christmas, New Years and Easter will be charged the "In-Season" Rates with a 4-night minimum. Chicago Marathon is a Premium Period with rates upon request. Only one of the Housekeeping Fees is Applicable based on your group size and may be higher for if we waive the minimum stay requirement.

Owner's Cancellation Policy

100% refund for cancellations more than 90 days before check-in date.
Enter dates for accurate pricing
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Available arrival


Accommodation and facilities for this holiday house in North Side in Illinois

Property Type:
  • house
  • Self-catering
Floor Area:
  • 3700 sq. ft.
Location Type:
  • Lake View ...
  • village ...
  • Family
  • Historic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Fireplace ...
  • Fitness Room / Equipment ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Refrigerator
  • Hob
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 10 people
  • 5 Bathrooms
  • Lower Level Ensuite Bath 1 - Toilet , Shower Enclosure
    Lower Level Ensuite Bath 2 - Toilet , Bath with Shower
    Top Floor Ensute Bath 1 - Toilet , Bath (no shower) , Shower Enclosure , Walk-in Shower with two shower heads and a separate bath tub
    Top Floor Ensuite Bath 2 - Toilet , Shower Enclosure
    Powder Room Bath on Main Level - Toilet , Shower Enclosure
  • 5 Bedrooms, Sleeps 14
  • Top Floor Guest Bedroom - 1 Extra Lg. Double Bed , Guest Bedroom has a KING bed (sleeps 2)
    Lower Level Small Guest Bedroom - 2 Single Bed , Guest Bedroom - 2 TWINS that can convert to KING (sleeps 2)
    Lower Level Large Bedroom - 1 Extra Lg. Double Bed , 1 Sofa bed/Futon , KING bed plus a Full-Bed Sofa Sleeper (sleeps 2-4).
    Library/Den - 2 Child Bed , Two Day Beds (sleeps 0-2)
    Top Floor - Master Bedroom - 1 Extra Lg. Double Bed , Master Bedroom has KING (sleeps 2)
  • Living Room includes a Queen-Bed Sofa Sleeper as well to sleep an additional 0-2.
  • Books ...
  • DVD Player ...
  • Games ...
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Balcony ...
  • Terrace ...
  • Garden ...
  • Barbecue ...
  • children welcome
  • non smoking only ...
  • pets not allowed ...
  • churches
  • festivals
  • live theatre
  • marina
  • museums
  • playground
  • restaurants
  • zoo
Leisure Activities:
  • beachcombing
  • Boating
  • photography
  • Shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • jet skiing
  • Parasailing
  • roller blading
  • swimming
  • water skiing
  • wind-surfing
Let me share with you what we stock in our home: Bathrooms: Toilet Paper, Kleenix, Hand Soap, Make-up Removers, Make-up Mirrors, Hair Dryers and in each shower there is a bulk dispenser of shampoo, conditioner and bath gel. Plus, for each guest there is a towel, hand towel and wash cloth. Kitchen: We stock sugar and sugar substitutes, salt & pepper and a spice rack, plus dishwasher soap along with all dishes, silverware, glassware and cookware. In the laundry room, we stock Tide laundry detergent and Bounce sheets. There is an ice maker in the freezer. Sheets and blankets are on the two sofa sleepers and in the library armoire for the two day beds, but the six pillows are stored in the mirrored closet in the lower level guest suite. The beds all have clean linens and pillow cases, etc. In the living room, there are various board games, cards, chess and checkers, books, and Chicago Magazines. On the top floor landing there is a small desk and a printer. Enjoy!

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