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Sep 5 - Sep 7
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Oct 24 - Oct 26

Vacation Homes in South Side

Our top choices for South Side vacation homes

Stylish Evanston Retreat Near NU & Lakefront
Room

Stylish Evanston Retreat Near NU & Lakefront

Stylish Evanston Retreat Near NU & Lakefront
2 Connecting Suites at a 4⭐️ Hotel
Banquet hall

2 Connecting Suites at a 4⭐️ Hotel

The price is ￥80,675
￥108,886 total
includes taxes & fees
Sep 1 - Sep 2
2 Connecting Suites at a 4⭐️ Hotel
Stylish 4BR South Loop Home State 23-202
Fridge, microwave, oven, stovetop

Stylish 4BR South Loop Home State 23-202

10.0 out of 10, Exceptional, (1)
"Very happy with stay. Good communication from property host. "
The price is ￥18,851
￥60,079 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 4BR South Loop Home State 23-202
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Lobby

Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

9.0 out of 10, Wonderful, (2)
"It was nice and everyone was very friendly!!"
The price is ￥16,052
￥21,021 total
includes taxes & fees
Sep 8 - Sep 9
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed
Studio Apt Comfy & Sunlit
Fridge, microwave, oven, stovetop

Studio Apt Comfy & Sunlit

The price is ￥15,925
￥32,979 total
includes taxes & fees
Sep 4 - Sep 5
Studio Apt Comfy & Sunlit
Relax & Unwind in This Comfortable 3BR Unit
Interior

Relax & Unwind in This Comfortable 3BR Unit

10.0 out of 10, Exceptional, (4)
"Lakeia was very accommodating throughout our stay."
The price is ￥23,328
￥49,533 total
includes taxes & fees
Sep 9 - Sep 10
Relax & Unwind in This Comfortable 3BR Unit
Hyde Park Haven | 2BR Retreat
Fridge, microwave, oven, stovetop

Hyde Park Haven | 2BR Retreat

8.0 out of 10, Very Good, (1)
"Very neat and nicely decorated, only a couple of issues"
The price is ￥21,060
￥43,187 total
includes taxes & fees
Sep 1 - Sep 2
Hyde Park Haven | 2BR Retreat
Contemporary 2BR Apartment in Vibrant Hyde Park
Fridge, microwave, oven, stovetop

Contemporary 2BR Apartment in Vibrant Hyde Park

Contemporary 2BR Apartment in Vibrant Hyde Park
Furnished 3BR Apt w/ Laundry
3 bedrooms, iron/ironing board, WiFi, bed sheets

Furnished 3BR Apt w/ Laundry

10.0 out of 10, Exceptional, (2)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
The price is ￥18,114
￥41,760 total
includes taxes & fees
Sep 2 - Sep 3
Furnished 3BR Apt w/ Laundry
1BR in Prime Hyde Park Apt
1 bedroom, iron/ironing board, travel crib, WiFi

1BR in Prime Hyde Park Apt

The price is ￥14,580
￥31,023 total
includes taxes & fees
Sep 16 - Sep 17
1BR in Prime Hyde Park Apt
Hyde Park 1BR w/ Charm
1 bedroom, iron/ironing board, travel crib, WiFi

Hyde Park 1BR w/ Charm

The price is ￥15,316
￥31,885 total
includes taxes & fees
Sep 10 - Sep 11
Hyde Park 1BR w/ Charm
Charming 1BR Apt in Evanston
Dining

Charming 1BR Apt in Evanston

The price is ￥12,960
￥28,956 total
includes taxes & fees
Sep 2 - Sep 3
Charming 1BR Apt in Evanston
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Exterior detail

Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

2.0 star property
10.0 out of 10, Exceptional, (8)
"Very clean in a safe neighborhood. I would stay here again"
The price is ￥21,074
￥29,377 total
includes taxes & fees
Sep 2 - Sep 3
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Honeycomb Hideout w/ 2 bedrooms
Fridge, microwave, oven, stovetop

Honeycomb Hideout w/ 2 bedrooms

The price is ￥19,219
￥62,103 total
includes taxes & fees
Aug 29 - Aug 30
Honeycomb Hideout w/ 2 bedrooms
Cozy house in the city
Outdoor dining

Cozy house in the city

2.0 star property
8.8 out of 10, Excellent, (3)
"it was nice"
The price is ￥26,111
￥58,655 total
includes taxes & fees
Sep 4 - Sep 5
Cozy house in the city
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Fridge, microwave, oven, stovetop

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

2.0 star property
9.6 out of 10, Exceptional, (9)
"Lovely little cottage in great location with excellent restaurants close by. Had everything we needed for our stay. Kitchen was perfectly equipped and having the washer dryer was such a bonus. The communication with the landlord was very good. Would absolutely stay here again. "
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
9.2 out of 10, Wonderful, (10)
"Nice property easy check in. Experience was amazing. Thank you again "
The price is ￥33,401
￥67,400 total
includes taxes & fees
Sep 3 - Sep 4
Spacious 3br home near Chicago, fenced yard for pets
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

8.0 out of 10, Very Good, (8)
The price is ￥8,742
￥73,775 total
includes taxes & fees
Sep 23 - Sep 24
4BR Retreat w/ Theater, Game Room & Backyard
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very Good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is ￥15,316
￥31,885 total
includes taxes & fees
Sep 2 - Sep 3
The One: A 1BR Stay That Feels Like Home
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is ￥15,316
￥31,885 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 1BR in West Loop
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

Find out more about South Side

Find out more about South Side

South Side Vacation Homes information

Number of reviews
125
Accommodation
92 Vacation Homes
Lowest Price
Highest Price

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