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Search Highwood Cottage Rentals from CA $74

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Highwood

A multi-story building with a parking lot in front.

1. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,004 reviews)
"Overall nice hotel to stay in."
United States
Abdelbassat
The price is CA $125
CA $139 total
includes taxes & fees
Dec 6 - Dec 7
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A hotel entrance with a sign reading "Homewood Suites Hilton".

2. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
3.0 star property
Lincolnshire
9.2 out of 10, Wonderful, (1,001 reviews)
"A fine space for a short stay"
United States
David
The price is CA $155
CA $173 total
includes taxes & fees
Dec 5 - Dec 6
Homewood Suites by Hilton Chicago-Lincolnshire
A hotel with a modern design, featuring a prominent 'HYATT' sign, landscaped surroundings, and a well-lit entrance.

3. Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.8 out of 10, Excellent, (1,327 reviews)
"Great hotel"
United States
Jinna
The price is CA $135
CA $152 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Deerfield
A modern building with a curved glass facade, a water feature in front, and a landscaped area with shrubs.

4. Hilton Garden Inn Lake Forest Mettawa

Hilton Garden Inn Lake Forest Mettawa
3.0 star property
Lake Forest
9.0 out of 10, Wonderful, (1,004 reviews)
"Well kept, clean, nice and helpful stop"
United States
Rene
The price is CA $166
CA $184 total
includes taxes & fees
Nov 20 - Nov 21
Hilton Garden Inn Lake Forest Mettawa
A multi-story building with a sign reading "Embassy Suites."

5. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
4.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,367 reviews)
"Great stay!"
United States
Brandy C
The price is CA $177
CA $201 total
includes taxes & fees
Nov 23 - Nov 24
Embassy Suites by Hilton Chicago North Shore Deerfield
A hotel with a covered entrance, brick facade, and a sign for 'Hamilton Inn & Suites'.

6. Hampton Inn & Suites Chicago/Lincolnshire

Hampton Inn & Suites Chicago/Lincolnshire
2.5 star property
Lincolnshire
9.2 out of 10, Wonderful, (1,004 reviews)
"Convenient location, nice rooms and good breakfast place."
United States
Justin
The price is CA $143
CA $160 total
includes taxes & fees
Dec 4 - Dec 5
Hampton Inn & Suites Chicago/Lincolnshire
A hotel with a large building, a fountain, and a pond.

7. Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG
3.5 star property
Vernon Hills
8.4 out of 10, Very good, (1,003 reviews)
"Very nice place to stop for the night after traveling all day."
United States
Raven
The price is CA $144
CA $160 total
includes taxes & fees
Dec 6 - Dec 7
Hotel Indigo Chicago-Vernon Hills by IHG
A multi-story brick building with a central entrance, numbered 6, and air conditioning units on the facade.

8. Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL
2.0 star property
Prospect Heights
8.2 out of 10, Very good, (1,880 reviews)
"Clean room, parking was very accessible. I really enjoyed the stay"
United States
Mariam
The price is CA $75
CA $84 total
includes taxes & fees
Nov 16 - Nov 17
Motel 6 Prospect Heights, IL
A large, symmetrical building with a central entrance, flanked by two wings, and surrounded by well-maintained lawns and hedges.

9. Staybridge Suites, Lincolnshire by IHG

Staybridge Suites, Lincolnshire by IHG
3.0 star property
Half Day
9.0 out of 10, Wonderful, (1,002 reviews)
"Wonderful property and staff"
United States
RoseMarie
The price is CA $155
CA $174 total
includes taxes & fees
Nov 23 - Nov 24
Staybridge Suites, Lincolnshire by IHG
A building entrance with a brick facade, a covered walkway, and trees framing the entrance.

10. Holiday Inn Express Chicago NW - Vernon Hills by IHG

Holiday Inn Express Chicago NW - Vernon Hills by IHG
2.5 star property
Vernon Hills
8.8 out of 10, Excellent, (1,000 reviews)
"Was a great place and clean/ comfortable rooms."
United States
ryan
The price is CA $144
CA $160 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Chicago NW - Vernon Hills by IHG
A Best Western hotel with a modern design, featuring a prominent sign and a well-maintained lawn in front.

11. Best Western Glenview -Chicagoland Inn and Suites

Best Western Glenview -Chicagoland Inn and Suites
2.5 star property
Glenview
8.8 out of 10, Excellent, (1,261 reviews)
"Nice stay."
United States
Nancy
The price is CA $129
CA $146 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Glenview -Chicagoland Inn and Suites
A hotel entrance with a covered driveway, a sign indicating an entrance, and a parking lot.

12. Sleep Inn near Great Lakes Naval Base

Sleep Inn near Great Lakes Naval Base
2.5 star property
Lake Bluff
8.4 out of 10, Very good, (1,001 reviews)
"amazing service, great breakfast/coffee overall amazing stay"
United States
alexa
The price is CA $125
CA $144 total
includes taxes & fees
Dec 6 - Dec 7
Sleep Inn near Great Lakes Naval Base
A Baymont hotel with a modern facade, a prominent entrance, and a clear sky.

13. Baymont by Wyndham Glenview

Baymont by Wyndham Glenview
3.0 star property
Glenview
7.4 out of 10, Good, (1,002 reviews)
"Nice area, staff friendly, rooms are clean. Only stay 2 nights, family loved the breakfast"
United States
Maria
The price is CA $108
CA $122 total
includes taxes & fees
Nov 22 - Nov 23
Baymont by Wyndham Glenview
A hotel with a modern design, featuring a prominent 'Downtown' sign and a 'Chase' sign indicating nearby banking services.

14. DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
4.0 star property
Skokie
8.6 out of 10, Excellent, (1,177 reviews)
"Very comfortable bed and pillows. Great short stay"
United States
Mojisola
The price is CA $167
CA $191 total
includes taxes & fees
Dec 6 - Dec 7
DoubleTree by Hilton Chicago - North Shore Conference Center
A hotel entrance with a sign, American flag, and a well-maintained lawn.

15. Comfort Inn & Suites Mundelein-Vernon Hills

Comfort Inn & Suites Mundelein-Vernon Hills
2.5 star property
Mundelein
7.8 out of 10, Good, (1,000 reviews)
"Had a great stay would definitely recommend"
United States
Justin
The price is CA $117
CA $130 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Mundelein-Vernon Hills
A large hotel with a prominent Hampton Inn & Suites sign, a Caribana Island Bar & Grill, and a parking lot.

16. Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie
3.0 star property
Skokie
9.2 out of 10, Wonderful, (1,093 reviews)
"Great stay, breakfast and clean rooms. I would stay here again"
United States
Peter
The price is CA $173
CA $198 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Chicago-North Shore/Skokie
A Courtyard by Marriott hotel entrance with a landscaped garden and a sign.

17. Courtyard Chicago Waukegan Gurnee

Courtyard Chicago Waukegan Gurnee
3.0 star property
Waukegan
9.2 out of 10, Wonderful, (999 reviews)
"Great hotel and proximity to the naval base."
United States
Sonia
The price is CA $178
CA $199 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard Chicago Waukegan Gurnee
A residential building with a brick facade, a pitched roof, and a front porch with columns.

18. Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee
3.0 star property
Waukegan
8.8 out of 10, Excellent, (1,749 reviews)
"The breakfast was amazing and the staff putting it together"
United States
Kathryn
The price is CA $150
CA $168 total
includes taxes & fees
Nov 22 - Nov 23
Sonesta ES Suites Chicago Waukegan Gurnee
A two-story house with a stone chimney, a visible front door, and a well-maintained garden with a bench and a birdbath.

19. Staybridge Suites Chicago - Glenview by IHG

Staybridge Suites Chicago - Glenview by IHG
3.0 star property
Glenview
8.8 out of 10, Excellent, (1,004 reviews)
"Buffet area was plentiful and tasty. Property very clean ."
United States
Sandra C
The price is CA $167
CA $188 total
includes taxes & fees
Nov 29 - Nov 30
Staybridge Suites Chicago - Glenview by IHG
A Holiday Inn Express & Suites building with a covered entrance, stone pillars, and a clear blue sky.

20. Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG
3.0 star property
Prospect Heights
9.0 out of 10, Wonderful, (1,004 reviews)
"Love everything about this hotel their coffee it’s the best !"
United States
Claudia
The price is CA $146
CA $163 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Prospect Heights by IHG
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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Photo by Tara Jabbari
Open Photo by Tara Jabbari

Top reviews in Highwood

A hotel entrance with a sign reading "Homewood Suites Hilton".
Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
Lincolnshire

10/10 Excellent

Great place to stay
Canada
JONATHON
Reviewed October 31, 2025
Homewood Suites by Hilton Chicago-Lincolnshire

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