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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Vacation Homes in Highwood

Microwave, oven, stovetop, dishwasher
Home -2 bedroom, 4k projector

Vacation Home in Waukegan

2.0 star property
10.0 out of 10, Exceptional, (2)
"The host was so amazing! Made many accommodations to make my stay very enjoyable! The host was very responsive and available. I would recommend this home on Vrbo to anyone having to go to Great Lakes Illinois. I was able to attend my son’s Navy graduation which wasn’t far from this location. Great stay! "
United States
You Tha Truth B.
The price is AED 367
AED 880 total
includes taxes & fees
23 Nov - 24 Nov
Home -2 bedroom, 4k projector
Dining
Quaint Bungalow, near Great Lakes Naval Base

Vacation Home in Mundelein

9.8 out of 10, Exceptional, (66)
"Great place and great price. Lots of restaurants around. Minutes from the highway for city access."
United States
Joseph B.
The price is AED 496
AED 1,207 total
includes taxes & fees
24 Nov - 25 Nov
Quaint Bungalow, near Great Lakes Naval Base
Interior
Sleeps 24+ Luxury house Near Chicago 12 king beds

Vacation Home in Des Plaines

10.0 out of 10, Exceptional, (2)
"We really enjoyed staying in this house. It was very clean and spacious. Excellent for larger groups!"
United States
TheBrittinghams
The price is AED 18,365
AED 24,358 total
includes taxes & fees
24 Nov - 25 Nov
Sleeps 24+ Luxury house Near Chicago 12 king beds
Smart TV
Getaway Near ORD With Great Local Amenities

Vacation Home in Des Plaines

9.0 out of 10, Wonderful, (4)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
United States
Stephanie G.
The price is AED 256
AED 1,030 total
includes taxes & fees
25 Nov - 26 Nov
Getaway Near ORD With Great Local Amenities
Exterior detail
Master qtr close to nature & easy urban facilities

Vacation Home in Riverwoods

9.8 out of 10, Exceptional, (73)
"Perfect secluded neighborhood. Very quiet which is what we needed to just get away from everything. Shopping and restaurants are all within 10 minutes. Owner always answered my questions right away. Would stay there again for a little retreat."
United States
Timothy
The price is AED 331
AED 681 total
includes taxes & fees
23 Nov - 24 Nov
Master qtr close to nature & easy urban facilities
Fitness facility
Theater • Game Room • Gym • Firepit • 4BR Home

Vacation Home in Belmont Cragin

2.0 star property
The price is AED 900
AED 2,784 total
includes taxes & fees
29 Nov - 30 Nov
Theater • Game Room • Gym • Firepit • 4BR Home
Fridge, microwave, oven, stovetop
Wonderful in Wood Dale, right by O’Hare airport!

Vacation Home in Wood Dale

10.0 out of 10, Exceptional, (17)
"Great property and great host!"
United States
Darin H.
Wonderful in Wood Dale, right by O’Hare airport!
Outdoor dining
Hot Tub Retreats

Vacation Home in Lake Villa

2.0 star property
The price is AED 585
AED 869 total
includes taxes & fees
23 Nov - 24 Nov
Hot Tub Retreats
Fridge, microwave, oven, stovetop
Luxury House minutes away from O'Hare and Downtown Chicago

Vacation Home in Bensenville

10.0 out of 10, Exceptional, (1)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is AED 684
AED 2,134 total
includes taxes & fees
23 Nov - 24 Nov
Luxury House minutes away from O'Hare and Downtown Chicago
Fridge, microwave, oven, stovetop
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

Vacation Home in South Evanston

2.0 star property
10.0 out of 10, Exceptional, (2)
"Good place to hang out with friends."
United States
Brendan W.
The price is AED 2,104
AED 3,920 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
3 bedrooms, WiFi
3 bedroom near O'Hare Airport- King bed, 1 Story!

Vacation Home in River Grove

3 bedroom near O'Hare Airport- King bed, 1 Story!
Fridge, microwave, oven, stovetop
North Chi retreatNavySaunaTiki BarGames

Vacation Home in North Chicago

10.0 out of 10, Exceptional, (13)
"Home was cute and as advertised, outdoor area great for families to relax. Only recommendation to have some information at the home for guests in the event the alarm system is activated so it can be acknowledged quickly. "
United States
Noel B.
North Chi retreatNavySaunaTiki BarGames
Private kitchen
Your Next Vacation Home

Vacation Home in Oakton

9.6 out of 10, Exceptional, (54)
"Clean and spacious, very gracious and responsive host, house is well-stocked. Quiet and safe area."
United States
Maricar W.
The price is AED 698
AED 1,285 total
includes taxes & fees
3 Dec - 4 Dec
Your Next Vacation Home
TV, fireplace
Walk to Wrigley Field! Townhouse w/ Pool Table

Vacation Home in Lakeview

2.0 star property
Walk to Wrigley Field! Townhouse w/ Pool Table
Smart TV, books
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Vacation Home in Schaumburg

2.0 star property
10.0 out of 10, Exceptional, (2)
"Super comfy for families and the nicest host. "
United States
Anonymous traveler
The price is AED 1,124
AED 1,823 total
includes taxes & fees
1 Dec - 2 Dec
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
8 bedrooms, iron/ironing board, travel crib, WiFi
Sleeps 18 • 8BR • Game Room • Gym • Theater

Vacation Home in Portage Park

2.0 star property
The price is AED 753
AED 3,552 total
includes taxes & fees
30 Nov - 1 Dec
Sleeps 18 • 8BR • Game Room • Gym • Theater
Fridge, microwave, oven, stovetop
Cozy Home by O'Hare + EV Plug

Vacation Home in Des Plaines

9.0 out of 10, Wonderful, (4)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is AED 709
AED 1,387 total
includes taxes & fees
20 Dec - 21 Dec
Cozy Home by O'Hare + EV Plug
Fridge, microwave, oven, stovetop
Relaxing Lake Zurich 3BR + Patio | LCP Collection

Vacation Home in Lake Zurich

8.4 out of 10, Very Good, (5)
"Property was newly updated, was in a great location for us and met our needs. We had an issue with heating and owner resolved it. There were a few details that needed attended to, I discussed with owner and am confident that he was listening. Harry is very responsive. We would stay here again."
United States
Liz S.
The price is AED 716
AED 1,713 total
includes taxes & fees
3 Dec - 4 Dec
Relaxing Lake Zurich 3BR + Patio | LCP Collection
Property grounds
Harbor Haven/Game Room/Gym

Vacation Home in Winthrop Harbor

10.0 out of 10, Exceptional, (9)
"As advertised. Marta was great to work with. "
United States
Chris H.
The price is AED 1,028
AED 2,258 total
includes taxes & fees
8 Dec - 9 Dec
Harbor Haven/Game Room/Gym
Property grounds
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

Vacation Home in Arlington Heights

9.0 out of 10, Wonderful, (4)
"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "
United States
James b.
The price is AED 702
AED 1,690 total
includes taxes & fees
25 Nov - 26 Nov
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
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 Highwood Hotel Reviews

Four Points by Sheraton Chicago O'Hare Airport

Four Points by Sheraton Chicago O'Hare Airport

10/10 Excellent
"Staff was very friendly, shuttles to and from airport were great & easy check-in, Along with park n fly - safe!"
Deanna 1-night trip
Posted 15 hours ago
Four Points by Sheraton Chicago O'Hare Airport