Search Vacation Homes in Holiday Hills

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Dec 26 - Dec 28
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Jan 16 - Jan 18
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Feb 13 - Feb 15

Our top choices for Holiday Hills vacation homes

Dining
Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
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
Dec 27 - Dec 28
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
Exterior
This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (19)
"So easy to get to, right in the water. Has a dock for your boat. Sonja is very welcoming. "
United States
Kristina H.
$240 nightly
The price is $254
Dec 29 - Dec 30
Total with taxes and fees
This is a VACATION spot with a million dollar view!
Microwave, oven, stovetop, dishwasher
Home -2 bedroom, 4k projector

Home -2 bedroom, 4k projector

Home -2 bedroom, 4k projector
2.0 star property
Waukegan
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.
$226 nightly
The price is $240
Dec 19 - Dec 20
Total with taxes and fees
Home -2 bedroom, 4k projector
TV
Elegant New Home Near Lakes - Relax & Unwind!

Elegant New Home Near Lakes - Relax & Unwind!

Elegant New Home Near Lakes - Relax & Unwind!
Bull Valley
10.0 out of 10, Exceptional, (7)
"The new place was amazing. I wished my work trip was longer so I could have stayed longer. The owner was also very responsive with messages and was great to talk to. I would definitely stay again the next time I'm in town. "
United States
Adam M.
$258 nightly
The price is $273
Dec 16 - Dec 17
Total with taxes and fees
Elegant New Home Near Lakes - Relax & Unwind!
Exterior
The Tailor House

The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (48)
"I really enjoyed the place "
United States
Ahmed A.
$262 nightly
The price is $278
Dec 16 - Dec 17
Total with taxes and fees
The Tailor House
Exterior detail
Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (73)
"Amazing area, loved the feel of it all and very quiet neighborhood."
United States
Joshua K.
$174 nightly
The price is $185
Dec 23 - Dec 24
Total with taxes and fees
Master qtr close to nature & easy urban facilities
House
King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
$390 nightly
The price is $413
Dec 18 - Dec 19
Total with taxes and fees
King bed Crystal Lake Mchenry Cary Cozy
Paper towels, dining tables
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
streamwood
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
$312 nightly
The price is $334
Dec 16 - Dec 17
Total with taxes and fees
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Interior
The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
9.8 out of 10, Exceptional, (18)
"Our stay was wonderful and was exactly as described. Able to walk into town and the games were a lot of fun."
United States
Christine C.
$279 nightly
The price is $296
Dec 16 - Dec 17
Total with taxes and fees
The Main Event Game House on the Huntley Square!
Smart TV, fireplace, video games, foosball
3BR House with Pickleball, Game Room, Foosball, Arcade, Cereal Bar, Darts &Grill

3BR House with Pickleball, Game Room, Foosball, Arcade, Cereal Bar, Darts &Grill

3BR House with Pickleball, Game Room, Foosball, Arcade, Cereal Bar, Darts &Grill
Lake Zurich
10.0 out of 10, Exceptional, (5)
"Very great stay. The home is perfect for a small family. Walking distance to 2 nice parks/playgrounds. Home has everything you need. Would stay again!"
United States
Michael R.
3BR House with Pickleball, Game Room, Foosball, Arcade, Cereal Bar, Darts &Grill
Outdoor dining
Hot Tub Retreats

Hot Tub Retreats

Hot Tub Retreats
2.0 star property
Lake Villa
$226 nightly
The price is $240
Dec 16 - Dec 17
Total with taxes and fees
Hot Tub Retreats
Fridge, microwave, oven, stovetop
Newly remodeled-Near Lake 4BR w/ Hot Tub & Games

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games

Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
2.0 star property
Gages Lake
10.0 out of 10, Exceptional, (1)
"The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. "
United States
Danielle S.
$543 nightly
The price is $556
Dec 21 - Dec 22
Total with taxes and fees
Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
Fridge, microwave, oven, stovetop
Relaxing Lake Zurich 3BR + Patio | LCP Collection

Relaxing Lake Zurich 3BR + Patio | LCP Collection

Relaxing Lake Zurich 3BR + Patio | LCP Collection
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 16 - Dec 17
Total with taxes and fees
Relaxing Lake Zurich 3BR + Patio | LCP Collection
Fridge, microwave, oven, stovetop
Spacious Ranch blocks away from downtown McHenry

Spacious Ranch blocks away from downtown McHenry

Spacious Ranch blocks away from downtown McHenry
McHenry
9.6 out of 10, Exceptional, (21)
"Great home and perfect location. "
United States
Steve B.
$312 nightly
The price is $331
Dec 16 - Dec 17
Total with taxes and fees
Spacious Ranch blocks away from downtown McHenry
Fridge, microwave, oven, stovetop
Spacious 3 Bedroom

Spacious 3 Bedroom

Spacious 3 Bedroom
2.0 star property
Cary
$279 nightly
The price is $296
Dec 19 - Dec 20
Total with taxes and fees
Spacious 3 Bedroom
Interior
The Cozy Lake House

The Cozy Lake House

The Cozy Lake House
Wonder Lake
9.2 out of 10, Wonderful, (10)
"Great stay, great location! Steve was very responsive and helpful. "
United States
Ilana R.
$499 nightly
The price is $529
Dec 23 - Dec 24
Total with taxes and fees
The Cozy Lake House
Outdoor dining
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!

4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!

4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!
Twin Lakes
10.0 out of 10, Exceptional, (38)
"Great place to stay! "
United States
Gabriel N.
$408 nightly
The price is $430
Dec 16 - Dec 17
Total with taxes and fees
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!
A heated pool
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
McHenry
9.2 out of 10, Wonderful, (42)
"The property management team, maintenance and cleaning staff are excellent. Communication was thorough and response time was quick. We enjoyed the pool very much."
United States
Allison K.
$1,027 nightly
The price is $1,089
Dec 16 - Dec 17
Total with taxes and fees
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Smart TV
Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond

Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond

Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond
McHenry
10.0 out of 10, Exceptional, (2)
"Great location and wonderful home! Perfect for our retreat."
United States
Lauren B.
$914 nightly
The price is $969
Dec 16 - Dec 17
Total with taxes and fees
Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond
Fridge, microwave, oven, stovetop
Casa de Chicago in Schaumburg!

Casa de Chicago in Schaumburg!

Casa de Chicago in Schaumburg!
Schaumburg
$316 nightly
The price is $338
Dec 31 - Jan 1, 2026
Total with taxes and fees
Casa de Chicago in Schaumburg!
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 Holiday Hills Hotel Reviews

Embassy Suites by Hilton Chicago Schaumburg Woodfield

Embassy Suites by Hilton Chicago Schaumburg Woodfield

10/10 Excellent
"Great stay .. Easy everything and quiet. Breakfast is wonderful!"
Gerald 3-night trip
Posted 2 days ago
Embassy Suites by Hilton Chicago Schaumburg Woodfield

Find out more about Holiday Hills

Holiday Hills Vacation Homes information

Number of reviews
351
Accommodation
268 Vacation Homes
Lowest Price
$185
Highest Price
$1,089

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