
Holiday rentals in Lakeside
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Top-rated holiday rentals in Lakeside
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside
Top guest favourite

Farm stay in Buchanan
4.97 out of 5 average rating, 63 reviewsVerdant Hollow Farm Stay-Tigerman Black Barn
Guest favourite

Home in Lakeside
5 out of 5 average rating, 22 reviewsPrivate! Warren Woods Pool Retreat
Guest favourite

Cottage in Lakeside
4.97 out of 5 average rating, 37 reviewsLakeside House w/ Private Beach Access
Guest favourite

Home in Sawyer
5 out of 5 average rating, 5 reviewsBoho Cottage
Guest favourite

Home in Union Pier
4.9 out of 5 average rating, 68 reviewsDesigner's Own Cozy Cottage
Guest favourite

Home in Lakeside
5 out of 5 average rating, 12 reviewsCabin w/heated pool, near beach
Superhost

Cottage in Union Pier
4.82 out of 5 average rating, 100 reviewsBlue Plate Cottage
Guest favourite

Cabin in Three Oaks
5 out of 5 average rating, 43 reviewsKnotty but Nice-sleeps 6-one minute to lake
Destinations to explore
- Downtown Chicago Holiday rentals
- West Side Holiday rentals
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- Grand Rapids Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- Holland Holiday rentals
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- Millennium Park
- Navy Pier
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- University of Notre Dame
- Lincoln Park
- Museum of Science and Industry
- Washington Park Zoo
- Lincoln Park Zoo
- Willis Tower
- Potato Creek State Park
- Silver Beach Carousel
- Chicago Cultural Center
- Adler Planetarium
- DuSable Museum of African American History
- Chicago History Museum
- Culver Academies Golf Course
- Promontory Point
- Buckingham Fountain
- Deep River Waterpark