Beachfront holiday rentals in North Side
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Top-rated beachfront rentals in North Side
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in North Side
Pet-friendly beachfront home rentals
Apartment in Chicago
4.71 out of 5 average rating, 17 reviewsModern Duplex Condo With Advanced 4K LED TV’s/PS5
Room in Chicago
4.77 out of 5 average rating, 131 reviewsBasic accomodation equipped for short terms stays.
Room in Mundelein
Large Updated & Open Kitchen Almost Right on Lake
Flat in Chicago
4.94 out of 5 average rating, 85 reviews420 at Cheltenham 4BR
Flat in Chicago
4.86 out of 5 average rating, 102 reviewsRock Star Beach Pad on Lake Michigan with parking
Private beachfront home rentals
Guest house in East Chicago
4.63 out of 5 average rating, 51 reviewsLoft
Villa in Chicago
4.55 out of 5 average rating, 42 reviewsRooftop | Villa | Parking
Home in Fox River Grove
Riverfront, Walk to the Norge Ski Jump & Metra!
Apartment in Chicago
Gorgeous N. Kenwood/Hyde Park
Cottage in Gary
4.11 out of 5 average rating, 28 reviewsLake Street Home-A short reach to the beach!
Flat in Evanston
4.86 out of 5 average rating, 29 reviewsModern|Spacious|New Renovation|1BR|Evanston
Guest suite in Evanston
4.85 out of 5 average rating, 86 reviewsHistoric Manor House Private Guest Suite Evanston
Flat in Evanston
4.7 out of 5 average rating, 115 reviews✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Luxury beachfront home rentals
Apartment in Chicago
4.89 out of 5 average rating, 170 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
Flat in Magnificent Mile
5.0 out of 5 average rating, 7 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
Townhouse in Chicago
5.0 out of 5 average rating, 212 reviewsSpacious 4-Level/4-Bedroom Townhouse in West Loop
Townhouse in Chicago
4.8 out of 5 average rating, 158 reviewsHistoric lux Townhouse on Chicago's Gold Coast
Home in Highland Park
4.93 out of 5 average rating, 40 reviewsWitness Sunrise Over Lake Michigan
Home in Chicago
4.86 out of 5 average rating, 29 reviewsOnly Urban Beach House in Chicago
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
- Beachfront rentals Chicago
- Beachfront rentals Downtown Chicago
- Beachfront rentals Illinois
- Rentals with lake access North Side
- Rentals with a patio North Side
- Rentals with an EV charger North Side
- Townhouse rentals North Side
- Flat rentals North Side
- Guest house rentals North Side
- House rentals North Side
- Rentals with a firepit North Side
- Monthly Rentals North Side
- Rentals with beach access North Side
- Loft rentals North Side
- Rentals with a hot tub North Side
- Family-friendly rentals North Side
- Apartment rentals North Side
- Family-friendly rentals North Side
- Rentals with outdoor seating North Side
- Rentals with a balcony North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with a fireplace North Side
- Rentals with breakfast North Side
- Pet-friendly rentals North Side
- Fitness-friendly rentals North Side
- Private suite rentals North Side
- Bed and breakfasts North Side
- Rentals with a washing machine and dryer North Side
- Waterfront rentals North Side
- Smoking-friendly rentals North Side
- Yurt Rentals United States
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