
Beachfront holiday rentals in Cook County
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Top-rated beachfront rentals in Cook County
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Popular amenities for beachfront rentals in Cook County
Pet-friendly beachfront home rentals

1 Room for up to 3, Near NU & Old Orchard Mall
We had an absolutely wonderful time. Nancy was truly kind and made various thoughtful arrangements to ensure our family felt comfortable. Her dog, Pepper, was also very friendly and played with my daughter. The room was impeccably clean and left nothing to be desired. The bathroom, in particular, was spotless, allowing us to relax in the bath with peace of mind. Thank you so much!

Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Excellent location, great space, responsive host.

Chateau Cassandra
We had a very pleasant stay! The home is just a few short blocks from the Wells Street Beach near the Indiana Dunes National Park. The home was modern and clean, with plenty of amenities. Our host was very responsive and helpful. The location is also just a few miles from the Portage South Shore rail station, allowing for an easy trip into Chicago. If you're looking for a relaxing stay near the Indiana Dunes, don't hesitate to stay here!

Comfort and Relaxation! Kitchen, Free Breakfast
Needed a last minute spot walking distance to the train stations in Chicago that accommodated us and our pet! There was a little mix up with our room but they situated it before we had a chance to worry. Definitely will look into staying here again when we make it back to Chicago. Super friendly check in and check out staff and we felt right at home. Thank you!

Experience Chicago! Full Kitchen, Free Breakfast!
Wonderful location for our visit.

Pet-Friendly Stay w/ Breakfast with Lake View!
Private beachfront home rentals

✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
great location. well back from street so quiet. dedicated free parking a big bonus in this area.

Rooftop | Villa | Parking
We had an excellent time here. Our whole dance team was able to stay comfortably and safely. We managed to fit 5 cars in the parking which was essential to us. It was all clean close to everything we came to Chicago for. The communication with the host was great and always prompt. We loved it here.

Historic Coach House in Evanston Near Beach & Town
Janet was very easy to communicate with, and the accommodations were spotless, welcoming, and complete with all needed amenities. The walk to the lake was easy, and walking to restaurants, grocery stores, and shops was convenient. The accommodations fit the description, the photos were accurate, and Janet was as helpful as can be.

Steps to Lake Michigan Beach: Gary Vacation Rental
Nice place. Had everything I needed. Would definitely stay there again..

Modern|Aesthetic|2BR|Evanston|Near Beach
Loved this place.

New renovation|1BR|Stylish|Modern|Next to the Lake
This stay in Evanston was so convenient! It was a 15 minute walk from the Purple line, which made it easy to get to the city. The beach was also beautiful and it was only a 2 minute walk!

Pristine Lakeview| Boystown |Wrigley Haven |Beach.
Great location for being in the Northalsted (Boystown) area and being able to catch the bus to go downtown.
Luxury beachfront home rentals

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!

Lakefront Family Retreat w/ Grill: Steps to Beach!
beautiful house, beautiful beach access. was a great place for our little family reunion event. thank you!

Historic lux Townhouse on Chicago's Gold Coast
The house was great! Located right where we needed to be, we were in walking distance to many of the activities we had planned. Not to mention there were restaurants right at the corner. We were a family of 6 so our vehicle couldn’t fit in the garage however Julian has accommodating parking stickers that allowed us to park on the street. The house was beautiful from top to bottom and well maintained. Downside was walking up the steps with all our luggage but hey always good to burn some calories. I would honestly stay here again. Thank you again Julian for your hospitality

Only Urban Beach House in Chicago
This is a beautiful, old house right by the park and beach, plus a playground and adorable summer snack shack just a few minutes walk away. There's a lovely private back yard and deck for summer evenings. We especially appreciated the kitchen, which was well-stocked with all the dishes and equipment we needed to cook full meals for our large family. We stayed for an extended time, and whenever anything came up, our wonderful hosts were quick to respond and help. Thanks Keith for your hospitality!

Gold Coast Pristine 3BD|2BR| Patio |Parking| Views
Rasheed was a great host and went out of his way to make our stay comfortable. Thanks!

Historic Manor House Private Guest Suite Evanston
Charming and Historic. The house is on a quiet streat in a beautiful area. Janet's place is an easy drive to everything Chicago or a quick walk to the beach. Evanston has great restaurants and shops too.

Steps from the beach and a mile from National Park
Wir hatten einen großartigen Aufenthalt in dem tollem Haus - der Indiana Dunes National Park ist dabei fußläufig zu erreichen! Das Haus hat viele tolle Annehmlichkeiten, wie z.B. ein tolles Außengelände mit vielen gemütlichen Sitzgelegenheiten, eine Dampfdusche und auch viele kleinere weitere Extras! Wir haben uns sehr wohl gefühlt und können das Haus uneingeschränkt weiterempfehlen - vor allen Dingen werden sich Familien sehr gut aufgehoben fühlen. Die Umgebung lädt zu langen Strandspaziergängen ein, die Kommunikation mit Angie war dabei ausgezeichnet. Sie war äußerst hilfsbereit, reagierte immer sehr schnell auf Nachfragen und gab wichtige Tipps!
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Lincoln Park
- Museum of Science and Industry
- Willis Tower
- Chicago History Museum
- Brookfield Zoo
- Flossmoor Golf Club
- Illinois Beach State Park
- Skokie Country Club
- Garfield Park Conservatory
- Chicago Cultural Center
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