Chicago South Side

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Check availability on South Side Romantic Hotels

Our top choices for South Side romantic hotels

Interior

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Miller Beach
9.0 out of 10, Wonderful, (36 reviews)
"Our family of 4 2 dogs stayed here to enjoy the lake. Short walk to the water, nice comfortable house. We had a great stay. Highly reccommend. "
United States
Kat R.
The price is £424
includes taxes & fees
17 Jun - 18 Jun
Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Fridge, microwave, oven, stovetop

Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat`l Park

Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat`l Park
Miller Beach
8.6 out of 10, Excellent, (29 reviews)
"A plus thanks"
United States
Anonymous traveller
The price is £547
includes taxes & fees
17 Jun - 18 Jun
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat`l Park
Fridge, microwave, oven, stovetop

Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities

Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities
Miller Beach
8.0 out of 10, Very good, (22 reviews)
"Short drive to National Park and State Park hikes! Short walk to very nice beach area! Wonderful place to stay, fully stocked and plenty of room for 2 adults and 2 teens… and a dog!"
United States
Erica R.
The price is £568
includes taxes & fees
12 Jul - 13 Jul
Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities
Terrace/patio

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
South Evanston
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property and host. Truly enjoyed our stay. "
United States
Shashi Y.
The price is £346
includes taxes & fees
28 Jun - 29 Jun
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Interior

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (37 reviews)
"Property is very well appointed, very comfortable, and conveniently located. Underground parking was great! Host was super attentive. Would definitely stay again!"
United States
Melinda L.
The price is £257
includes taxes & fees
16 Jun - 17 Jun
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Terrace/patio

Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home
Miller Beach
9.0 out of 10, Wonderful, (38 reviews)
"Had a great time with our family for the weekend. "
United States
Caroline R.
The price is £2,533
includes taxes & fees
12 Jul - 13 Jul
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home
Terrace/patio

Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa

Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
Miller Beach
9.0 out of 10, Wonderful, (51 reviews)
"Great location but the house could use a deep cleaning and touch up repairs "
United States
Sheila R.
The price is £1,895
includes taxes & fees
12 Jul - 13 Jul
Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Side Hotel Reviews

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

8/10 Good
"It's a ok place to stay for the price. Everything is remodeled, so it's clean in the rooms. The pool is still needing remodeling, and it's no restaurant on the property, but it's a clean place to stay"
LATARSHA 2-night trip
Posted 2 hours ago
Chicago Lake Shore Hotel

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