Holiday rentals in Northwest Side
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Top-rated holiday rentals in Northwest Side
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Northwest Side holiday rentals
Other great holiday rentals in Northwest Side
Guest favourite
Rental unit in Chicago
Cozy & Comfy 1bd In Historic Portage Park Bungalow
Guest favourite
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
Guest favourite
Guest suite in Chicago
Eddy Street Upstairs Apartment
Guest favourite
Rental unit in Chicago
Comfy & Private Chicago Studio
Guest favourite
Rental unit in Chicago
Serene Escape with King Sleep Number Bed, No Fees!
Guest favourite
Place to stay in Chicago
NewReno! Cute Chicago Attic Loft
Guest favourite
Rental unit in Chicago
Avondale Cozy 1 Bedroom Attic Apartment 4th FL
Guest favourite
Rental unit in Chicago
Cozy Jefferson Park 2BR Apt
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
- Rentals with a washing machine and dryer Northwest Side
- Rentals with a fireplace Northwest Side
- Family-friendly rentals Northwest Side
- Apartment rentals Northwest Side
- Fitness-friendly rentals Northwest Side
- Smoking-friendly rentals Northwest Side
- House rentals Northwest Side
- Rentals with breakfast Northwest Side
- Pet-friendly rentals Northwest Side
- Rentals with outdoor seating Northwest Side
- Private suite rentals Northwest Side
- Monthly Rentals Northwest Side
- Rentals with a firepit Northwest Side
- Rentals with a patio Northwest Side
- Flat rentals Northwest Side
- Hotel rentals Northwest Side
- Family-friendly rentals Northwest Side
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
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- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom