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Dec 5 - Dec 7
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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.
$227 nightly
The price is $241
Dec 1 - Dec 2
Total with taxes and fees
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.
$310 nightly
The price is $329
Nov 30 - Dec 1
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
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.
$263 nightly
The price is $278
Nov 30 - Dec 1
Total with taxes and fees
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
$184 nightly
The price is $195
Dec 1 - Dec 2
Total with taxes and fees
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
$452 nightly
The price is $550
Dec 2 - Dec 3
Total with taxes and fees
Theater • Game Room • Gym • Firepit • 4BR Home
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.
$266 nightly
The price is $285
Dec 7 - Dec 8
Total with taxes and fees
Cozy Home by O'Hare + EV Plug
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.
$371 nightly
The price is $393
Nov 30 - Dec 1
Total with taxes and fees
Wonderful in Wood Dale, right by O’Hare airport!
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.
$560 nightly
The price is $594
Nov 30 - Dec 1
Total with taxes and fees
Luxury House minutes away from O'Hare and Downtown Chicago
Outdoor dining
Hot Tub Retreats

Vacation Home in Lake Villa

2.0 star property
$223 nightly
The price is $237
Nov 30 - Dec 1
Total with taxes and fees
Hot Tub Retreats
Private kitchen
Your Next Vacation Home

Vacation Home in Oakton

9.6 out of 10, Exceptional, (54)
"The home was spacious, with ample supplies in the kitchen & bathrooms. We enjoyed the outdoor space as well!"
United States
Alissa S.
$282 nightly
The price is $302
Dec 1 - Dec 2
Total with taxes and fees
Your Next Vacation Home
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.
$780 nightly
The price is $886
Dec 1 - Dec 2
Total with taxes and fees
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
TV, fireplace
Walk to Wrigley Field! Townhouse w/ Pool Table

Vacation Home in Lakeview

2.0 star property
$559 nightly
The price is $680
Dec 1 - Dec 2
Total with taxes and fees
Walk to Wrigley Field! Townhouse w/ Pool Table
Fridge, microwave, oven, stovetop
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Vacation Home in Skokie

10.0 out of 10, Exceptional, (34)
"Great place to congregate with family and a pet. Lots of room to gather."
United States
Leone W.
$612 nightly
The price is $655
Dec 1 - Dec 2
Total with taxes and fees
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
8 bedrooms, iron/ironing board, travel crib, WiFi
Sleeps 18 • 8BR • Game Room • Gym • Theater

Vacation Home in Portage Park

2.0 star property
$786 nightly
The price is $957
Nov 30 - Dec 1
Total with taxes and fees
Sleeps 18 • 8BR • Game Room • Gym • Theater
Fridge, microwave, oven, stovetop
Relaxing Lake Zurich 3BR + Patio | LCP Collection

Vacation Home in Lake Zurich

8.8 out of 10, Excellent, (6)
"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.
$416 nightly
The price is $441
Dec 3 - Dec 4
Total with taxes and fees
Relaxing Lake Zurich 3BR + Patio | LCP Collection
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, (3)
"Super comfy for families and the nicest host. "
United States
Anonymous traveler
$485 nightly
The price is $519
Dec 1 - Dec 2
Total with taxes and fees
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
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.
$517 nightly
The price is $530
Nov 30 - Dec 1
Total with taxes and fees
North Chi retreatNavySaunaTiki BarGames
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.
$454 nightly
The price is $486
Nov 30 - Dec 1
Total with taxes and fees
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
TV
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

Vacation Home in Des Plaines

9.2 out of 10, Wonderful, (9)
"5 experience awesome environment for everyone,this is " home away from home". Anytime I am visiting Chicago again this my new stay going forward ."
United States
Oluwaseun A.
$490 nightly
The price is $524
Nov 30 - Dec 1
Total with taxes and fees
Huge 4BR w/ Yard | Sleeps 8 | 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.
$580 nightly
The price is $615
Dec 8 - Dec 9
Total with taxes and fees
Harbor Haven/Game Room/Gym
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

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent
"Great"
John 5-night trip
Posted 17 hours ago
Embassy Suites by Hilton Chicago O'Hare Rosemont

Find out more about Highwood

Highwood Vacation Homes information

Number of reviews
293
Accommodation
322 Vacation Homes
Lowest Price
$195
Highest Price
$957

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