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Holiday Homes in Far Southwest Side

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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Holiday Homes in Far Southwest Side

Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is AU$386
includes taxes & fees
22 Sept - 23 Sept
Sun-Drenched 1BR Apartment
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 AU$333
includes taxes & fees
16 Sept - 17 Sept
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 AU$364
includes taxes & fees
16 Sept - 17 Sept
Stylish 1BR in West Loop
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, (10)
"Very clean in a safe neighborhood. I would stay here again"
The price is AU$334
includes taxes & fees
24 Sept - 25 Sept
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 AU$650
includes taxes & fees
16 Sept - 17 Sept
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 AU$609
includes taxes & fees
11 Sept - 12 Sept
Cozy house in the city
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, (11)
"Nice property easy check in. Experience was amazing. Thank you again "
The price is AU$700
includes taxes & fees
8 Sept - 9 Sept
Spacious 3br home near Chicago, fenced yard for pets
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (26)
"Great studio apartment. Needed just one night and worth the price. Would recommend."
The price is AU$257
includes taxes & fees
9 Sept - 10 Sept
Cozy studio in Andersonville Chicago
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

7.4 out of 10, Good, (9)
"Comfy beds and a great house for kids and adults."
The price is AU$765
includes taxes & fees
23 Sept - 24 Sept
4BR Retreat w/ Theater, Game Room & Backyard
13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/
Microwave, oven, stovetop, coffee/tea maker

13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/

2.0 star property
8.4 out of 10, Very good, (5)
"Host was very nice and communicative! Kindly answered all my questions and made our stay amazing. Thanks! "
The price is AU$1,018
includes taxes & fees
8 Sept - 9 Sept
13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/
Homey 1BR Space Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

Homey 1BR Space Apartment

9.2 out of 10, Wonderful, (5)
"This was a wonderful base for the days I spent exploring Chicago. The apartment is clean and comfy and it is located right on the 'L' Brown line in a charming and vibrant neighborhood. I could zip to anywhere in the city I wanted on the L and felt very relaxed coming "home" each night."
The price is AU$298
includes taxes & fees
1 Oct - 2 Oct
Homey 1BR Space Apartment
Cabin 308 by 747 Lofts
Fridge, microwave, oven, dishwasher

Cabin 308 by 747 Lofts

9.4 out of 10, Exceptional, (15)
"Nice place, interesting neighborhood. Very convenient location!"
Cabin 308 by 747 Lofts
Cozy & Furnished 2BR Unit
Interior

Cozy & Furnished 2BR Unit

9.8 out of 10, Exceptional, (7)
The price is AU$328
includes taxes & fees
8 Sept - 9 Sept
Cozy & Furnished 2BR Unit
Charming 2-bedroom house with WiFi in peaceful Hazel Crest
Fridge, microwave, oven, stovetop

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

7.4 out of 10, Good, (9)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is AU$483
includes taxes & fees
9 Sept - 10 Sept
Charming 2-bedroom house with WiFi in peaceful Hazel Crest
Peaceful 1BR Escape in Evanston
1 bedroom, iron/ironing board, travel cot, WiFi

Peaceful 1BR Escape in Evanston

9.4 out of 10, Exceptional, (3)
"Quiet, clean and spacious! A peaceful neighborhood. "
The price is AU$300
includes taxes & fees
15 Sept - 16 Sept
Peaceful 1BR Escape in Evanston
4BR Home with Game Room: Chicago Leisure Escape
Terrace/patio

4BR Home with Game Room: Chicago Leisure Escape

7.0 out of 10, Good, (2)
"Smooth and efficient check in and check out process. The property was both super spacious and had several amenities for my guests and I. There are several spots for groceries in the area if your thing is cooking or grilling."
4BR Home with Game Room: Chicago Leisure Escape
Chic apartment with fitness room and AC in beautiful Chicago
Exterior

Chic apartment with fitness room and AC in beautiful Chicago

7.0 out of 10, Good, (2)
"This was a nice apartment and stay forThe price. Close to train station. However would be nice to add a microwave. I had to reach out by calling the host after no response about check in information on VRBO app. Received the check in information very late the night prior to my stay. Was charged 50 for early check in but when we arrived they were stillCleaning and we had to wait about 15-20minutes outside. Overall with all the inconveniences. It ended up being good stay for the price. "
The price is AU$475
includes taxes & fees
14 Sept - 15 Sept
Chic apartment with fitness room and AC in beautiful Chicago
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel cot, WiFi

Prime City Stay in a 1BR Apt

9.2 out of 10, Wonderful, (9)
The price is AU$289
includes taxes & fees
1 Oct - 2 Oct
Prime City Stay in a 1BR Apt
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Fridge, microwave, oven, stovetop

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

9.6 out of 10, Exceptional, (49)
"Perfect place for an 8 person golf trip! "
The price is AU$498
includes taxes & fees
14 Sept - 15 Sept
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Comfortable 2BR Chicago Apt
2 bedrooms, iron/ironing board, WiFi, bed sheets

Comfortable 2BR Chicago Apt

9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
The price is AU$328
includes taxes & fees
10 Sept - 11 Sept
Comfortable 2BR Chicago Apt
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 Far Southwest Side Hotel Reviews

Find out more about Far Southwest Side

Find out more about Far Southwest Side

Far Southwest Side Holiday Homes information

Number of reviews
Accommodation
388 Holiday Homes
Lowest Price
AU$392
Highest Price
AU$1,342

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