Evanston Main Street Station holiday rentals
We found 3,433 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within easy reach of Evanston Main Street Station. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Evanston Main Street Station
Showing deals for:26 Sept - 3 Oct
Image gallery for Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
10% off
Price is AU$7,414
AU$7,414
AU$1,059 per night
includes taxes & fees
Image gallery for Cozy, Comfortable and Convenient apartment. Close to everything!
9.89.8 out of 10 rating
Exceptional
(64 reviews)
Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park, IL
8% off
Price is AU$2,278
AU$2,278
AU$325 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.69.6 out of 10 rating
Exceptional
(8 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is AU$7,206
AU$7,206
AU$1,029 per night
includes taxes & fees
Image gallery for Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Oak Park, Illinois
6% off
Price is AU$2,171
AU$2,171
AU$310 per night
includes taxes & fees
Image gallery for Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
1010 out of 10 rating
Exceptional
(38 reviews)
Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Chicago, IL
7% off
Price is AU$3,900
AU$3,900
AU$557 per night
includes taxes & fees
Image gallery for #1810 - Kasa Magnificent Mile Chicago
9.29.2 out of 10 rating
Wonderful
(9 reviews)
#1810 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$3,296
AU$3,296
AU$471 per night
includes taxes & fees
Image gallery for Spacious 5 BR / King Size Beds + Private Parking!
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Spacious 5 BR / King Size Beds + Private Parking!
Chicago, IL
8% off
Price is AU$7,405
AU$7,405
AU$1,058 per night
includes taxes & fees
Image gallery for Luxury Designer Penthouse North - Pool - Gold Coast
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Luxury Designer Penthouse North - Pool - Gold Coast
Chicago, Illinois
8% off
Price is AU$9,121
AU$9,121
AU$1,303 per night
includes taxes & fees
Image gallery for Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Beautiful Luxury Loft in Fulton Market, Sleeps 12 | Featured In Architectural Di
Chicago, IL
7% off
Price is AU$9,097
AU$9,097
AU$1,300 per night
includes taxes & fees
Image gallery for Beautiful Unit CHI in Prime River North - 2
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Beautiful Unit CHI in Prime River North - 2
Chicago, Illinois
15% off
Price is AU$6,076
AU$6,076
AU$868 per night
includes taxes & fees
Image gallery for #1402 - Kasa Magnificent Mile Chicago
9.49.4 out of 10 rating
Exceptional
(25 reviews)
#1402 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$5,458
AU$5,458
AU$780 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Fast Wifi | Chicago
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Kasa | Family Friendly 3 BD + Fast Wifi | Chicago
Chicago, Illinois
8% off
Price is AU$9,407
AU$9,407
AU$1,344 per night
includes taxes & fees
Image gallery for The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Chicago, IL
16% off
Price is AU$4,879
AU$4,879
AU$697 per night
includes taxes & fees
Image gallery for Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
Chicago, IL
7% off
Price is AU$9,585
AU$9,585
AU$1,369 per night
includes taxes & fees
Image gallery for Spacious 3 bedroom in ideal Roscoe village location
1010 out of 10 rating
Exceptional
(44 reviews)
Spacious 3 bedroom in ideal Roscoe village location
Chicago, IL
7% off
Price is AU$2,926
AU$2,926
AU$418 per night
includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$5,841
AU$5,841
AU$834 per night
includes taxes & fees
Image gallery for Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Spacious, Sunny and Clean Apartment 25 min from Downtown Chicago
Berwyn, IL
8% off
Price is AU$2,282
AU$2,282
AU$326 per night
includes taxes & fees
Image gallery for Kasa | Modern 2 BD + Near Local Eateries | Chicago
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Kasa | Modern 2 BD + Near Local Eateries | Chicago
Chicago, Illinois
8% off
Price is AU$5,678
AU$5,678
AU$811 per night
includes taxes & fees
Image gallery for Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
9.89.8 out of 10 rating
Exceptional
(112 reviews)
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
Lake Forest, IL
14% off
Price is AU$3,612
AU$3,612
AU$516 per night
includes taxes & fees
Image gallery for Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
1010 out of 10 rating
Exceptional
(11 reviews)
Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
Chicago, IL
7% off
Price is AU$4,833
AU$4,833
AU$690 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 902 - Terrace - River North
8.88.8 out of 10 rating
Excellent
(5 reviews)
Luxury Loft Collection 902 - Terrace - River North
Chicago, Illinois
8% off
Price is AU$11,332
AU$11,332
AU$1,619 per night
includes taxes & fees
Image gallery for Elegant 5400sqft Escape –5BR/4.5BA w/Spacious Yard - The Executive Residence
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Elegant 5400sqft Escape –5BR/4.5BA w/Spacious Yard - The Executive Residence
Prospect Heights, IL
8% off
Price is AU$7,863
AU$7,863
AU$1,123 per night
includes taxes & fees
Image gallery for Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
1010 out of 10 rating
Exceptional
(22 reviews)
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Chicago (and vicinity), IL
13% off
Price is AU$3,364
AU$3,364
AU$481 per night
includes taxes & fees
Image gallery for Spacious 5-Bedroom Retreat in Forest Park
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Spacious 5-Bedroom Retreat in Forest Park
Forest Park, IL
32% off
Price is AU$4,671
AU$4,671
AU$667 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Evanston Main Street Station
Showing deals for: 23 Sept - 26 Sept
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
The current price is AU$1,036
AU$1,036
for 3 nights, 1 apartment
AU$345 per night
includes taxes & fees
Family Apartment w/ Deck + Yard Near Northwestern
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
The current price is AU$1,247
AU$1,247
for 3 nights, 1 apartment
AU$416 per night
includes taxes & fees
Best Winter Vacay Spot U Will Find - Beautiful & Quiet Unit Chicago - SuperHost!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The current price is AU$1,504
AU$1,504
for 3 nights, 1 apartment
AU$501 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value