Condo holiday rentals in North Side
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Top-rated condo rentals in North Side
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Popular amenities for North Side condo rentals
Weekly condo rentals
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
27 Apr – 4 May
Condo in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
5–12 Dec
Condo in Chicago
4.96 out of 5 average rating, 112 reviewsBest Lincoln Square location. Spacious 2 bedroom
7–14 Dec
Condo in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
21–28 Oct
Condo in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
17–24 Sep
Condo in Chicago
4.97 out of 5 average rating, 100 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
3–10 Sep
Condo in Chicago
4.98 out of 5 average rating, 282 reviewsSunny Apartment Just 2 Blocks from Wrigley and Boystown
12–19 Aug
Condo in Chicago
4.98 out of 5 average rating, 102 reviewsInterior designer duplex 2bd 2bath w/ prvt office
13–20 Mar
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 567 reviewsSpacious Evanston Unit - Walk to Northwestern U
18–25 Feb
Condo in Chicago
4.99 out of 5 average rating, 213 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
16–23 Mar
Condo in Chicago
4.91 out of 5 average rating, 297 reviewsSusie's Space. 2BR easy parking & pet friendly
19–26 Jul
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
18–25 Oct
Condo in Lincoln Park
4.78 out of 5 average rating, 199 reviewsModern Luxury In Old Town - Sleeps 4
20–27 Oct
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lakeview Location
30 Oct – 6 Nov
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
14–21 Jul
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
21–28 Jul
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
2–9 Dec
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
26 Oct – 2 Nov
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
28 Jan – 4 Feb
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
2–9 Oct
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
3–10 Nov
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
21–28 Jul
Room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
11–18 Dec
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Condo rentals Chicago
- Condo rentals Downtown Chicago
- Condo rentals Milwaukee
- Condo rentals Illinois
- Beachfront rentals North Side
- Rentals with a balcony North Side
- Family-friendly rentals North Side
- Bed and breakfasts North Side
- Waterfront rentals North Side
- Rentals with a fire pit North Side
- Smoking-friendly rentals North Side
- Guesthouse rentals North Side
- Rentals with a hot tub North Side
- Monthly Rentals North Side
- Loft rentals North Side
- Rentals with an EV charger North Side
- Rentals with a fireplace North Side
- Townhouse rentals North Side
- Rentals with pools North Side
- Private suite rentals North Side
- House rentals North Side
- Pet-friendly rentals North Side
- Rentals with breakfast North Side
- Apartment rentals North Side
- Rentals with outdoor seating North Side
- Rentals with beach access North Side
- Hotel rentals North Side
- Rentals with lake access North Side
- Fitness-friendly rentals North Side
- Kid-friendly rentals North Side
- Rentals with a patio North Side
- Rentals with a washing machine and dryer North Side
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