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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Vacation Homes in Southport Station

Our top choices for Southport Station vacation homes

Belmont House, Classy & Chic/walk to Wrigley Field
Interior

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (50)
"Great bang for your buck. Great area and great communication "
Belmont House, Classy & Chic/walk to Wrigley Field
New home w/view & party deck - 2nd Floor
Fridge, microwave, oven, stovetop

New home w/view & party deck - 2nd Floor

3.0 star property
10.0 out of 10, Exceptional, (24)
"Great location. Host was accessible and prompt to respond. "
New home w/view & party deck - 2nd Floor
Lincoln Park Living - Suite 1
Fridge, microwave, oven, stovetop

Lincoln Park Living - Suite 1

9.6 out of 10, Exceptional, (31)
"Ideal location and plenty of beds. Communication was easy. My friends and I kept saying how lucky we were to find this place. Highly recommend! "
Lincoln Park Living - Suite 1
Wrigley Field/Lakeview -Entire Home- Large Groups!
Fridge, microwave, oven, stovetop

Wrigley Field/Lakeview -Entire Home- Large Groups!

10.0 out of 10, Exceptional, (83)
"This was the perfect stay for our family while we were in town for our daughter's graduation. The house was plenty big to accommodate our group, and the location is excellent. The host was very accommodating and easy to get in touch with. It was one of our best VRBO experiences yet."
Wrigley Field/Lakeview -Entire Home- Large Groups!
Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking
Fridge, microwave, oven, stovetop

Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking

10.0 out of 10, Exceptional, (17)
"This was such a nice place in a great location. Really clean, comfortable, everything we needed. I would stay here again. Thank you!"
Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
TV

The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence

9.6 out of 10, Exceptional, (170)
"Great place to stay to experience Wrigley."
The Original Wrigleyville Coach House- 2 Story, Private, Single Family Residence
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
Exterior

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

9.8 out of 10, Exceptional, (25)
"Great location that was walking distance to everything we needed. There was more than enough room for our group and it was a comfortable stay."
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!
Desk, iron/ironing board, free WiFi, bed sheets

Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay! The property was perfect for kids — safe, clean, and had plenty of space to play. The outdoor space is perfect for morning coffee, lounging, afternoon cocktails, and dinner under the stars. This location was unbeatable, close to everything we wanted to do. Couldn’t have asked for a better spot for a family getaway in the city. Highly recommend!"
Spacious Newly Renovated Home in Lincoln Park w/ Outdoor Living & Dining Area!
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Fridge, microwave, oven, stovetop

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

4.0 star property
9.4 out of 10, Exceptional, (41)
"The large number of bedrooms provides privacy for a lot of people."
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Walk to Bars/Restaurants/Cubs Games! Sleeps 16 in a HUGE house!
Fridge, microwave, oven, stovetop

Walk to Bars/Restaurants/Cubs Games! Sleeps 16 in a HUGE house!

10.0 out of 10, Exceptional, (2)
"This place was fantastic. We had almost all our family (12 in total) here including two 2-year-olds. There was plenty of room; everything clean and new. Decor of the home was enjoyed by all. Close to Wrigley, restaurants and other shops. Host was very accessible and caring. Will definitely rent again when going to a game! Thank you!"
Walk to Bars/Restaurants/Cubs Games! Sleeps 16 in a HUGE house!
Luxurious, custom built single family home near Wrigley
Terrace/patio

Luxurious, custom built single family home near Wrigley

10.0 out of 10, Exceptional, (12)
"Wonderful!"
Luxurious, custom built single family home near Wrigley
Eddy House, Roscoe Village Haven
Fridge, microwave, oven, stovetop

Eddy House, Roscoe Village Haven

10.0 out of 10, Exceptional, (16)
"Great house . "
Eddy House, Roscoe Village Haven
Wrigley Penthouse w/Private Roof Deck and Parking
Fridge, microwave, oven, stovetop

Wrigley Penthouse w/Private Roof Deck and Parking

9.2 out of 10, Wonderful, (9)
"Enjoyed comfortable and cozy place. Location was close to public transportation which was a plus for us."
Wrigley Penthouse w/Private Roof Deck and Parking
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Beach nearby

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

9.8 out of 10, Exceptional, (175)
"Great place for our large group. Lots of room for the bridal girls to get ready for the wedding. "
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Lincoln Park Living - 3 Queen Beds - Sleeps 6!
TV

Lincoln Park Living - 3 Queen Beds - Sleeps 6!

9.6 out of 10, Exceptional, (15)
"Nice area! Very clean! Would stay again"
Lincoln Park Living - 3 Queen Beds - Sleeps 6!
Stunning / Spacious 6BD Home + garage - Bucktown!
Fridge, microwave, oven, stovetop

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (40)
"The house was very nice. It had a wonderful kitchen-living area for gathering. The location and neighborhood were perfect for our needs. We walked the area several times, finding great food and breweries. It was close enough to downtown as well."
Stunning / Spacious 6BD Home + garage - Bucktown!
Light and bright 3BD duplex in Avondale, Chicago
Fridge, microwave, oven, stovetop

Light and bright 3BD duplex in Avondale, Chicago

10.0 out of 10, Exceptional, (24)
"Great place in a good location. Very comfortable & clean accommodations. "
Light and bright 3BD duplex in Avondale, Chicago
Beautiful Roscoe Village/Hamlin Park 4 bed 3 bath.
Fridge, microwave, oven, stovetop

Beautiful Roscoe Village/Hamlin Park 4 bed 3 bath.

10.0 out of 10, Exceptional, (14)
"Everything was easy and perfect. The house is conveniently located, spacious, perfect for a large family or group"
Beautiful Roscoe Village/Hamlin Park 4 bed 3 bath.
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!
Terrace/patio

The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!

9.8 out of 10, Exceptional, (81)
"We stayed for the first time last week and found it to be perfect. Well stocked kitchen, towels were great and the beds very comfortable "
The Wrigleyville VIP- 200 steps to Wrigley- Super Clean!
Spacious House ~3min walk WrigleyField~Free Prkg
Interior

Spacious House ~3min walk WrigleyField~Free Prkg

9.6 out of 10, Exceptional, (24)
"great property with convenient location and great spaces, just note that the noise from the train is quite loud. Comfortable, but it could use a deeper clean and better maintenance. "
Spacious House ~3min walk WrigleyField~Free Prkg
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 Southport Station Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco Bell , primark , aquarium etccc love it there and would definitely come back another time !!! The city is such a vibe and lots of people walking the street even at 10:00 at night a lot of people out and about and it made me feel safe and not alone ! "
Miracle 3-night trip
Posted 1 day ago
Congress Plaza Hotel

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