Northwest Side Vacation Homes

Northwest Side Vacation Homes
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Illinois
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Bloomingdale Trail, The 606, is an elevated pedestrian trail that travels through the Bucktown and Humboldt Park neighborhoods on Chicago's northwest side. Streets of Chicago.

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Our top choices for Northwest Side holiday homes

Game Room • Fire-pit • Playground • Gym • Billiard

Belmont Cragin

The price is HK$688

HK$688

HK$3,523 total

includes taxes & fees

8 Mar - 9 Mar

Game Room • Fire-pit • Playground • Gym • Billiard

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

Portage Park

The price is HK$962

HK$962

HK$6,695 total

includes taxes & fees

12 Mar - 13 Mar

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

Sleeps 22 • Modern Multi-Unit • Gym • Workspaces

Irving Park

The price is HK$2,729

HK$2,729

HK$8,447 total

includes taxes & fees

30 Mar - 31 Mar

Sleeps 22 • Modern Multi-Unit • Gym • Workspaces

2 bedrooms, desk, iron/ironing board, travel cot

A quiet stay while you are away

Oak Park

9.8 out of 10, Exceptional, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"

Fred D.

The price is HK$739

HK$739

HK$1,875 total

includes taxes & fees

10 Mar - 11 Mar

A quiet stay while you are away

3 bedrooms, iron/ironing board, travel cot, free WiFi

The Comfy King RanchKing Bed Suite*Fast Wi-Fi

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

Worth

9.4 out of 10, Exceptional, (57 reviews)

9.4/10

Exceptional

(57 reviews)

"Home was exactly what we were needing fir our stay. Host was responsive and timely. "

Stephanie H.

The price is HK$1,251

HK$1,251

HK$2,631 total

includes taxes & fees

16 Mar - 17 Mar

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

8.0 out of 10, Very good, (21 reviews)

8.0/10

Very good

(21 reviews)

"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"

JOSE S.

The price is HK$1,161

HK$1,161

HK$2,363 total

includes taxes & fees

9 Mar - 10 Mar

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

4 bedrooms, desk, iron/ironing board, free WiFi

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Westchester

9.8 out of 10, Exceptional, (20 reviews)

9.8/10

Exceptional

(20 reviews)

"Great place Great location "

Josh W.

The price is HK$1,125

HK$1,125

HK$3,102 total

includes taxes & fees

8 Mar - 9 Mar

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

10.0 out of 10, Exceptional, (59 reviews)

10/10

Exceptional

(59 reviews)

"Great place for a family visit to Wheaton! Thanks!"

Lisa

The price is HK$1,329

HK$1,329

HK$2,411 total

includes taxes & fees

9 Mar - 10 Mar

✽ Charming Cottage ✽ close to College/Town/Station

1 bedroom, desk, iron/ironing board, free WiFi

Master qtr close to nature & easy urban facilities

Riverwoods

9.8 out of 10, Exceptional, (77 reviews)

9.8/10

Exceptional

(77 reviews)

"Nice , private and peaceful definitely will be back "

BRANDEN J.

The price is HK$767

HK$767

HK$1,517 total

includes taxes & fees

16 Mar - 17 Mar

Master qtr close to nature & easy urban facilities

Modern 4BR Retreat Near MDW | LCP Collection

Burbank

8.6 out of 10, Excellent, (7 reviews)

8.6/10

Excellent

(7 reviews)

"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "

Stephanie S.

The price is HK$1,447

HK$1,447

HK$3,589 total

includes taxes & fees

9 Mar - 10 Mar

Modern 4BR Retreat Near MDW | LCP Collection

2 bedrooms, desk, iron/ironing board, free WiFi

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Oak Park

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."

Willow M.

The price is HK$1,443

HK$1,443

HK$2,636 total

includes taxes & fees

9 Mar - 10 Mar

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Vintage Urban Retreat

Oak Park

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."

Beryl I.

The price is HK$1,618

HK$1,618

HK$4,314 total

includes taxes & fees

8 Mar - 9 Mar

Vintage Urban Retreat

4 bedrooms, iron/ironing board, travel cot, WiFi

4BR Near Woodfield Mall & Metra | LCP Collection

Schaumburg

8.4 out of 10, Very good, (5 reviews)

8.4/10

Very good

(5 reviews)

"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."

Randy G.

The price is HK$1,376

HK$1,376

HK$3,947 total

includes taxes & fees

8 Mar - 9 Mar

4BR Near Woodfield Mall & Metra | LCP Collection

Oak Park Victorian by FLW Studio

Oak Park

10.0 out of 10, Exceptional, (29 reviews)

10/10

Exceptional

(29 reviews)

"Great location and walkable to restaurants. "

Laura B.

The price is HK$1,463

HK$1,463

HK$4,137 total

includes taxes & fees

9 Mar - 10 Mar

Oak Park Victorian by FLW Studio

Enamored in Elmhurst

Elmhurst

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"Clean rooms, very helpful and friendly host, the house had everything we needed"

Kaitlyn M.

The price is HK$1,845

HK$1,845

HK$4,077 total

includes taxes & fees

8 Mar - 9 Mar

Enamored in Elmhurst

Near Lake and Museum • Modern • Game Area

South Shore

The price is HK$547

HK$547

HK$3,975 total

includes taxes & fees

8 Mar - 9 Mar

Near Lake and Museum • Modern • Game Area

3 bedrooms, iron/ironing board, WiFi, bed sheets

LUXE 3 BR, 2 BA + Hot Tub

Elmhurst

8.8 out of 10, Excellent, (39 reviews)

8.8/10

Excellent

(39 reviews)

"Great place to stay. Plenty of backyard space. "

Terrence M.

The price is HK$860

HK$860

HK$2,217 total

includes taxes & fees

25 Mar - 26 Mar

LUXE 3 BR, 2 BA + Hot Tub

3 bedrooms, desk, iron/ironing board, travel cot

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Lombard

9.6 out of 10, Exceptional, (17 reviews)

9.6/10

Exceptional

(17 reviews)

"This house was perfect for an intimate family and friends get together."

Alyssa R.

The price is HK$911

HK$911

HK$2,258 total

includes taxes & fees

8 Mar - 9 Mar

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Smart TV, table football, ping pong, books

3 bedrooms, desk, iron/ironing board, free WiFi

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!

Schaumburg

9.6 out of 10, Exceptional, (33 reviews)

9.6/10

Exceptional

(33 reviews)

"We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. "

Mary M.

The price is HK$1,723

HK$1,723

HK$3,592 total

includes taxes & fees

9 Mar - 10 Mar

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Lisle

9.4 out of 10, Exceptional, (23 reviews)

9.4/10

Exceptional

(23 reviews)

"Had a nice time. Great location!"

Jinjer M.

The price is HK$805

HK$805

HK$2,129 total

includes taxes & fees

9 Mar - 10 Mar

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

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 Northwest Side Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"The location of the hotel is amazing, its really in the center, so its really convenient. The view of the hotel is amazing. "

Elizama 1-night trip

Posted 3 hours ago

LondonHouse Chicago, Curio Collection by Hilton

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Lots of shops/restaurants near by/grocerie store across the street!"

gerald edward 1-night trip

Posted 3 hours ago

Embassy Suites by Hilton Chicago Downtown River North

Hyatt Regency Chicago

8/10 Good

"More options for breakfast would be nice"

zorica 4-night trip

Posted 3 hours ago

Hyatt Regency Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"Our stay was very pleasant the parking fee of $65 did catch me by surprise and shock for that matter,"

Julie 1-night trip

Posted 3 hours ago

DoubleTree by Hilton Chicago - Magnificent Mile

L7 Chicago by LOTTE

10/10 Excellent

"Seriously beautiful hotel and an amazing location! Will definitely stay there again!"

Kaitlyn M 1-night trip

Posted 3 hours ago

L7 Chicago by LOTTE

Eurostars Magnificent Mile

8/10 Good

"Location is great. Not as updated as the website makes it seem"

Madison 2-night trip

Posted 3 hours ago

Eurostars Magnificent Mile

Hyatt Centric The Loop Chicago

10/10 Excellent

"The hotel was very nice, but our room was in a terrible state. There were bottle caps everywhere, and the sheets were not cleaned. I reported the issue to the front desk, and they cleaned the room up. It was a bit disappointing, especially since I arrived late."

Aniya 2-night trip

Posted 3 hours ago

Hyatt Centric The Loop Chicago

Hotel Riu Plaza Chicago

10/10 Excellent

"Every clean, quiet. Perfect location "

Gretchen 2-night trip

Posted 4 hours ago

Hotel Riu Plaza Chicago

Palmer House a Hilton Hotel

8/10 Good

"The property is friendly. Awesome location and lobby."

Daniela 1-night trip

Posted 4 hours ago

Palmer House a Hilton Hotel

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