Northwest Side Vacation Rentals

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Our top choices for Northwest Side vacation rentals

1. Cozy Studio in Portage Park

Cozy Studio in Portage Park
Portage Park
$135 nightly
The price is $149
Nov 30 - Dec 1
Total with taxes and fees
Cozy Studio in Portage Park

2. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
United States
Jacob
$294 nightly
The price is $363
Nov 15 - Nov 16
Total with taxes and fees
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

3. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
$230 nightly
The price is $271
Nov 17 - Nov 18
Total with taxes and fees
Studio Near Wrigley • Sleeps 4 • Games • Fireplace

4. Portage Park 1BR Retreat

Portage Park 1BR Retreat
Portage Park
$202 nightly
The price is $217
Nov 15 - Nov 16
Total with taxes and fees
Portage Park 1BR Retreat

5. 1BR Retreat: Roomy & Well-Appointed

1BR Retreat: Roomy & Well-Appointed
Belmont Cragin
10.0 out of 10, Exceptional, (1 review)
"Perfect but be ready for parking"
United States
Sylvia B.
$205 nightly
The price is $221
Nov 15 - Nov 16
Total with taxes and fees
1BR Retreat: Roomy & Well-Appointed

6. 1BR 1BA Windy City Hideout

1BR 1BA Windy City Hideout
Belmont Cragin
$153 nightly
The price is $168
Nov 17 - Nov 18
Total with taxes and fees
1BR 1BA Windy City Hideout

7. Chic, Quiet 1BR Near Dining Options– Perfect for 2

Chic, Quiet 1BR Near Dining Options– Perfect for 2
Belmont Cragin
2.0 out of 10, (1 review)
"This whole experience of this was the worst possible way to get embarrassed humiliated disrespectful and unprofessional things to happen on your birthday I mean I hope that no one has to endure this"
United States
Durente
$220 nightly
The price is $238
Nov 30 - Dec 1
Total with taxes and fees
Chic, Quiet 1BR Near Dining Options– Perfect for 2

8. 1BR Apartment with a Warm & Welcoming Feel

1BR Apartment with a Warm & Welcoming Feel
Irving Park
$201 nightly
The price is $216
Nov 16 - Nov 17
Total with taxes and fees
1BR Apartment with a Warm & Welcoming Feel

9. Lovely 2BR w/ Parking Near United Center & Wrigley

Lovely 2BR w/ Parking Near United Center & Wrigley
Portage Park
$184 nightly
The price is $201
Nov 18 - Nov 19
Total with taxes and fees
Lovely 2BR w/ Parking Near United Center & Wrigley

10. 2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
4.0 out of 10, (1 review)
"Unlisted expenses and check in process, stopped responding after I checked in. Asks unnecessary information about my personal life"
United States
Edward
$185 nightly
The price is $203
Nov 15 - Nov 16
Total with taxes and fees
2BR Chic & Comfortable Furnished Unit

11. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.2 out of 10, Wonderful, (12 reviews)
"Truly wonderful experience and amazing hosts that are responsive!"
United States
Dev J.
$270 nightly
The price is $319
Nov 16 - Nov 17
Total with taxes and fees
Sleeps 7 • Huge Projector • Designated Workspace

12. Stylish 1BR Stay in Irving Vibes

Stylish 1BR Stay in Irving Vibes
Irving Park
$159 nightly
The price is $175
Nov 16 - Nov 17
Total with taxes and fees
Stylish 1BR Stay in Irving Vibes

13. Cozy 2BR Apartment w/ Washer & Dryer

Cozy 2BR Apartment w/ Washer & Dryer
Portage Park
10.0 out of 10, Exceptional, (1 review)
"Overall experience was wonderful. I would stay again and definitely recommend to anyone traveling to the area 5 stars all around! "
United States
Cristy D.
$192 nightly
The price is $211
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2BR Apartment w/ Washer & Dryer

14. Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking
Portage Park
$202 nightly
The price is $223
Dec 8 - Dec 9
Total with taxes and fees
Homey 2BR Apt w/ Parking

15. 1BR Gem by Shops & Dining

1BR Gem by Shops & Dining
Portage Park
$201 nightly
The price is $216
Nov 17 - Nov 18
Total with taxes and fees
1BR Gem by Shops & Dining

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

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
9.8 out of 10, Exceptional, (8 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
$443 nightly
The price is $538
Nov 15 - Nov 16
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home

17. Relaxing 3BR Getaway Close to Dining & Shopping

Relaxing 3BR Getaway Close to Dining & Shopping
Portage Park
9.8 out of 10, Exceptional, (10 reviews)
"Great stay for a family weekend - we were within easy uber distance of our family and downtown - where we went to watch the Chicago marathon."
United States
Surya B.
$201 nightly
The price is $219
Nov 17 - Nov 18
Total with taxes and fees
Relaxing 3BR Getaway Close to Dining & Shopping

18. Cozy 2BR Apt for a Seamless Stay

Cozy 2BR Apt for a Seamless Stay
Portage Park
$194 nightly
The price is $214
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2BR Apt for a Seamless Stay

19. Smart & Stylish 2-Bedroom Unit

Smart & Stylish 2-Bedroom Unit
Irving Park
$224 nightly
The price is $249
Nov 16 - Nov 17
Total with taxes and fees
Smart & Stylish 2-Bedroom Unit

20. Arcade • Theater • Gym • Office • Sleeps 15

Arcade • Theater • Gym • Office • Sleeps 15
Portage Park
9.2 out of 10, Wonderful, (5 reviews)
"Great home, clean ample space. Host was responsive and helpful. I would certainly stay again."
United States
Latasha C.
Arcade • Theater • Gym • Office • Sleeps 15
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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