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
Flat in Chicago
4.54 out of 5 average rating, 99 reviewsHome in heart of Lincoln Park & Lake Sea and beach
Apartment in Chicago
4.72 out of 5 average rating, 18 reviewsModern Duplex Condo With Advanced 4K LED TV’s/PS5
Home in Gary
4.6 out of 5 average rating, 144 reviewsMiller Beach Dune House
Home in Miller Beach
4.54 out of 5 average rating, 124 reviewsSmart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Home in Gary
4.74 out of 5 average rating, 35 reviewsChateau Cassandra
Flat in Chicago
Lovely & spacious 1B by the lake
Room in Chicago
4.77 out of 5 average rating, 133 reviewsBasic accomodation equipped for short terms stays.
Room in Mundelein
Large Updated & Open Kitchen Almost Right on Lake
Private beachfront home rentals
Guest suite in Gary
4.82 out of 5 average rating, 57 reviewsBeachfront Walkout on Lake Michigan
Townhouse in Gary
4.91 out of 5 average rating, 33 reviewsLakefront Family Retreat w/ Grill: Steps to Beach!
Flat in Chicago
4.81 out of 5 average rating, 37 reviewsWoodlawn Oasis
Flat in Evanston
4.77 out of 5 average rating, 87 reviewsModern|Aesthetic|2BR|Evanston|Near Beach
Guest house in East Chicago
4.64 out of 5 average rating, 53 reviewsLoft
Home in Gary
4.79 out of 5 average rating, 29 reviewsCozy Gary Vacation Rental: Steps to Beach!
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!
Luxury beachfront home rentals
Home in Gary
New place to stayPool & Beach Haven-private pool, steps to beach!
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
Townhouse in Chicago
4.81 out of 5 average rating, 160 reviewsHistoric lux Townhouse on Chicago's Gold Coast
Home in Highland Park
4.93 out of 5 average rating, 41 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
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- Beachfront rentals Chicago
- Beachfront rentals Downtown Chicago
- Beachfront rentals Illinois
- Townhouse rentals North Side
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- Family-friendly rentals North Side
- Loft rentals North Side
- Smoking-friendly rentals North Side
- House rentals North Side
- Rentals with beach access North Side
- Hotel rentals North Side
- Rentals with pools North Side
- Rentals with a firepit North Side
- Fitness-friendly rentals North Side
- Bed and breakfasts North Side
- Rentals with an EV charger North Side
- Guest house rentals North Side
- Rentals with lake access North Side
- Rentals with a fireplace North Side
- Rentals with a hot tub North Side
- Apartment rentals North Side
- Rentals with a washing machine and dryer North Side
- Rentals with breakfast North Side
- Monthly Rentals North Side
- Family-friendly rentals North Side
- Rentals with outdoor seating North Side
- Private suite rentals North Side
- Pet-friendly rentals North Side
- Flat rentals North Side
- Rentals with a patio North Side
- Rentals with a balcony North Side
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