Vacation Rentals in Chicago
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Neighbourhood
Distance from
5 km
50 rentals in Chicago.
The following properties within 32 kms of Chicago match all your filters:
Logan Square 2 BR/1 BA-modern, near METRA
Condo/Apartment in North Side, Logan Square
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
North-Side of Chicago near Wrigley
Condo/Apartment in Irving Park, Northwest Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Bright & Clean Apt in Front of Lovely Park!
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
Holiday Rental House in North Side, Logan Square
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Family-friendly, stylish Chicago Apartment in Logan Square
Condo/Apartment in North Side, Logan Square
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
North-Side of Chicago near Wrigley + 90/94 + CTA Addison Blue Line Station
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Modern 3-Bed Stay w/ Firepit, 15 Minutes to Downtown
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Spacious Penthouse Suite 10 Mins From DTW Chicago
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Chicago Modern Condo- Perfect for family time or a good time in Chicago.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
3/1 HOME APT | NORTHSIDE | CUBS
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Greystone, 3500 sq ft, Rooftop Access, Sleeps 16
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Clean & Cozy entire 3 bedroom unit 7 miles from downtown
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Amazing, sunny and spacious 3BD/ 1BA-minutes from Downtown
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Great Chicago getaway
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
CPS3 Logan Square Corner 3BR Apt Walkable to Highlights
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Lovely & Cozy 1-bedroom Suite 8 mins from UIC
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Minutes from Downtown Gorgeous ,spacious 2BD/ 1BA w/ Parking
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
LA1 3-BR Gem with Parking and In-Unit Laundry
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
LA3 3BR Comfy Apt in Logan Square
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Spacious Chicago Brick stone
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Beautiful 5BR Reunion Home near O'Hare and Downtown Chicago
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Quiet Chicago Townhome - 7 Mi to Downtown!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
BoHo House - Hip hangout spot near local bars+eats
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
3710 W Diversey · Lovely Logan Square 2 Bedroom
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
FREE PARKING! Desirable Logan Square Location with Modern Touches and Beautiful
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Vintage/Modern Hideaway in Logan Square
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Home away from home. Perfect for remote workers.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Stylish 1,400SQFT Top-Floor| 18 min drive to S. Loop|Parking, W/D, Backyard
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Chicago Vacation Rental ~ 7 Miles to Downtown
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Brand new private 2 bedroom unit
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Retro 2 bedroom bungalow in Chicago's Avondale neighborhood
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
home sweet home chicago - garage parking & downtown in 20m
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Spacious 4BR2BA in Logan Square
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Cozy 2 Bedroom on a Quite Street
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Perfect 4 Bedroom + 2 Bath unit on 2 separate floors, Free parking, CUBS
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
LA2 Relaxing 3BR Logan Square with King Beds & Washer
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Cozy Private Bedroom and bathroom with full kitchen
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
La Villita - Gateway to Chicago (2 bedroom apartment 10 mins from downtown)
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pvt Rm Bdrm 4 Comfy Pvt Rm - Shared Bath/Liv
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Bdrm 1 Comfy Pvt Rm - Shared Bath/Liv
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Bedroom 2 Comfy Pvt - Shared BA - Living Room - Washer Dryer - Pet & Family Fr.
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Pvt Rm Bdrm 3 Comfy Pvt Rm - Shared Bath/Liv
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Airy Avondale Getaway with King Bed
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Charming Chicago Retreat with Modern Comforts - Spa Bath
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
AVONDALE - LOGAN SQUARE - 1 Bedroom Apartment - Near Expressway & Subway
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
In the Heart of Little Mexico! Shared Stylish Apartment in Chicago
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Chic Chicago Getaway w/ Deck, 7 Mi to Downtown!
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Bright, Modern 2 BR in Logan Square w/ Parking
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Cozy Urban Retreat in the Heart of Chicago
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Showing results 1-50 of 50
Frequently Asked Questions about Chicago
- Yes, here are some popular holiday rentals in Chicago that have a pool:
- LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
- Lovely & Cozy 1-bedroom Suite 8 mins from UIC
- Family-friendly, stylish Chicago Apartment in Logan Square
- Yes, here are some popular holiday rentals in Chicago that have internet access:
- LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
- Lovely & Cozy 1-bedroom Suite 8 mins from UIC
- Family-friendly, stylish Chicago Apartment in Logan Square
- Some of the most popular kid friendly rentals in Chicago are:
- LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
- Lovely & Cozy 1-bedroom Suite 8 mins from UIC
- Family-friendly, stylish Chicago Apartment in Logan Square