Holiday rentals with a patio in Downtown Chicago
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Top-rated Holiday Accommodation with Outdoor Verandahs in Downtown Chicago
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Holiday rentals for every style
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Popular amenities for Downtown Chicago Holiday Houses with Outdoor Verandahs
Apartment rentals with a patio
Apartment in Chicago
4.83 out of 5 average rating, 211 reviewsCozy Lincoln Park Studio - Steps to Zoo!
24 Apr – 1 May
Apartment in Berwyn
4.87 out of 5 average rating, 138 reviewsThe Green Bungalow: Charming 1-BR apt. with patio
20–27 Jul
Apartment in Chicago
4.97 out of 5 average rating, 58 reviews*BRAND NEW* Lincoln Park GEM
18–25 Nov
Apartment in Chicago
4.92 out of 5 average rating, 39 reviewsCozy 2BR, Own Entrance, Gated Free Parking Spot
24–31 Oct
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsParadise on the Boulevard!
30 Nov – 7 Dec
Apartment in Chicago
5.0 out of 5 average rating, 5 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
7–14 Sep
Apartment in Chicago
4.97 out of 5 average rating, 35 reviewsFulton House #1 - Studio Only
28 Jul – 4 Aug
Apartment in Oak Park
4.98 out of 5 average rating, 66 reviewsCheerful Oak Park Apartment
30 Sep – 7 Oct
Holiday House Rentals with a Verandah
Home in Chicago
4.91 out of 5 average rating, 88 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
5–12 Dec
Home in Chicago
4.98 out of 5 average rating, 55 reviews2BD/1 BA with summer patio in quiet Roscoe Village
29 Nov – 6 Dec
Home in Chicago
5.0 out of 5 average rating, 11 reviewsCubby Blue home - Wrigley ~Free Parking~
14–21 Jan
Home in Chicago
4.88 out of 5 average rating, 64 reviewsChicago getaway for two!
11–18 Mar
Home in Chicago Ridge
4.91 out of 5 average rating, 53 reviewsQuiet cul-de-sac with huge fenced in backyard
9–16 Mar
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
2–9 Oct
Home in Chicago
4.93 out of 5 average rating, 71 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
15–22 Aug
Home in Chicago
4.97 out of 5 average rating, 75 reviewsCozy/Spacious WFH Family Friendly w Permit Parking
3–10 Nov
Holiday condos with a patio
Condo in Chicago
5.0 out of 5 average rating, 100 reviewsSpacious 4 Bedroom Condo
16–23 Feb
Condo in Chicago
4.98 out of 5 average rating, 104 reviewsInterior designer duplex 2bd 2bath w/ prvt office
22–29 Jan
Condo in Chicago
4.95 out of 5 average rating, 111 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
17–24 Jul
Condo in Chicago
4.96 out of 5 average rating, 101 reviewsLincoln Park 2bed/2bath in Historic Neighborhood
22–29 Sep
Condo in Chicago
4.82 out of 5 average rating, 309 reviewsLively Wicker Park 2br, Steps to Damen Blue Line
20–27 Feb
Condo in Chicago
4.83 out of 5 average rating, 178 reviewsCan't Beat This 2min Walk to Wrigley!
3–10 Mar
Condo in Chicago
4.95 out of 5 average rating, 129 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
3–10 Mar
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
27 Dec – 3 Jan
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Rentals with a patio United States
- Rentals with a patio Chicago
- Family-friendly rentals Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Apartment rentals Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Boutique hotel rentals Downtown Chicago
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- Rentals with an EV charger Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Condo rentals Downtown Chicago
- Rentals with pools Downtown Chicago
- Kid-friendly rentals Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- Rentals with lake access Downtown Chicago
- House rentals Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Waterfront rentals Downtown Chicago
- Rentals with a fire pit Downtown Chicago
- Townhouse rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Beachfront rentals Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Rentals with a home theatre Downtown Chicago
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- Rentals with beach access Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with a patio Milwaukee
- Rentals with a patio Lake Geneva
- Rentals with a patio Illinois
- Rentals with a patio Cook County
- Yurt Rentals United States
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- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
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- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Holiday Apartments Australia
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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