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Search Vacation Homes in Far Southeast Side

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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov

Our top choices for Far Southeast Side holiday homes

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

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (53)
"Great bang for your buck. Great area and great communication "
Belmont House, Classy & Chic/walk to Wrigley Field
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Property grounds

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

9.2 out of 10, Wonderful, (53)
"The building is from the 19th century which made it a really unique experience. The hosts were amazing and quick to respond. We went to check out the Linkin Park concert in the United Center and it was a 5min walk from the property. "
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (33)
"The house had a lot of gnats and we were bit up"
The price is HK$1,050
HK$2,447 total
includes taxes & fees
29 Sept - 30 Sept
LUXE 3 BR, 2 BA + Hot Tub
Theater • Game Room • Gym • Firepit • 4BR Home
Dining

Theater • Game Room • Gym • Firepit • 4BR Home

7.6 out of 10, Good, (10)
"Comfy beds and a great house for kids and adults."
The price is HK$670
HK$4,155 total
includes taxes & fees
6 Oct - 7 Oct
Theater • Game Room • Gym • Firepit • 4BR Home
A Home Away From Home!
4 bedrooms, desk, iron/ironing board, WiFi

A Home Away From Home!

9.6 out of 10, Exceptional, (11)
"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "
A Home Away From Home!
Full entire cozy home + Free Wi-Fi + Free parking + Central area
Microwave, oven, stovetop, dishwasher

Full entire cozy home + Free Wi-Fi + Free parking + Central area

6.0 out of 10, (1)
"The pictures are accurate as seen on the website . However, the amenities left a lot to be desired. The six bath towels were good and the 7 washcloths were horrible as some had bleach stains on them and they were very thin. No hand towels were provided to dry your hands on in the bathroom. Nor were there paper towels in the bathroom for that purpose. The other rooms were clean but the bathroom needs a deep cleaning . No cleaning products were provided either. "
Full entire cozy home + Free Wi-Fi + Free parking + Central area
Cozy 3-bedroom house in family-oriented Melrose Park.
Property grounds

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (22)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
Cozy 3-bedroom house in family-oriented Melrose Park.
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
9.0 out of 10, Wonderful, (12)
"Nice property easy check in. Experience was amazing. Thank you again "
The price is HK$1,763
HK$3,534 total
includes taxes & fees
28 Sept - 29 Sept
Spacious 3br home near Chicago, fenced yard for pets
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
9.8 out of 10, Exceptional, (13)
"We loved Retro House, a real treasure inside Chicago. Comfortable, quiet and safe."
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
2BR Traveler`s Favorite • Modern and Clean
Fridge, microwave, oven, stovetop

2BR Traveler`s Favorite • Modern and Clean

10.0 out of 10, Exceptional, (1)
"The place was really nice and clean, an excellent stay that ill consider again my next trip to chicago"
The price is HK$457
HK$2,765 total
includes taxes & fees
7 Oct - 8 Oct
2BR Traveler`s Favorite • Modern and Clean
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Terrace/patio

Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

2.0 star property
9.0 out of 10, Wonderful, (9)
"Great"
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
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)
"We had a fantastic experience staying here. The layout was spacious and worked perfectly for our group of 10 adults—plenty of room for everyone to relax and spread out. The home was clean, well-kept, and exactly as described. Check-in and check-out were a breeze, and the neighborhood was quiet and welcoming with easy access to public transportation, which made getting around simple. Overall, a 10/10 stay—we really enjoyed our time and would definitely book again!"
Wrigley Field/Lakeview -Entire Home- Large Groups!
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, (176)
"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
Inspiring Stone Grotto Sleeps 10-20 & Free Parking
Exterior

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

9.8 out of 10, Exceptional, (27)
"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
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Fridge, microwave, oven, stovetop

Enjoy Chicago/suburbs 2BR townhouse fully equipped

10.0 out of 10, Exceptional, (12)
"I would recommend to anyone. "
Enjoy Chicago/suburbs 2BR townhouse fully equipped
Sleeps 18 • 8BR • Game Room • Gym • Theater
8 bedrooms, desk, iron/ironing board, travel cot

Sleeps 18 • 8BR • Game Room • Gym • Theater

5.4 out of 10, (3)
"Great space for large groups. Park across the street is a great "feature"."
The price is HK$964
HK$6,755 total
includes taxes & fees
30 Sept - 1 Oct
Sleeps 18 • 8BR • Game Room • Gym • Theater
Amazing 3-bedroom house with WiFi and AC in awesome Chicago
3 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

10.0 out of 10, Exceptional, (1)
Amazing 3-bedroom house with WiFi and AC in awesome Chicago
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, (42)
"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!!
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (60)
"The stay was excellent. "
Great 3 bedroom rental unit near Logan Square
Historic luxury townhouse on Chicago's Gold Coast
Fridge, microwave, oven, stovetop

Historic luxury townhouse on Chicago's Gold Coast

9.4 out of 10, Exceptional, (76)
"Large houseClean and well furnishedMix-up on checkin but manager on site fixed quickly.I highly recommend and would stay here again"
Historic luxury townhouse on Chicago's Gold Coast
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 Southeast Side Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Love the view but wish i was on a higher floor than the 12th floor."
Kelly 4-night trip
Posted 3 days ago
The Royal Sonesta Chicago Downtown

Find out more about Far Southeast Side

Find out more about Far Southeast Side

Far Southeast Side Vacation Homes information

Number of reviews
601
Accommodation
326 Vacation Homes
Lowest Price
HK$2,447
Highest Price
HK$6,755

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