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Holiday Hills Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Holiday Hills holiday rentals

A wooden deck with a table and chairs, surrounded by lush greenery and trees.

1. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.4 out of 10, Exceptional, (3 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is AU$427
includes taxes & fees
29 Oct - 30 Oct
Spacious 3 Bedroom
An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

2. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (19 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is AU$274
includes taxes & fees
19 Oct - 20 Oct
Little Fox Cottage - A Cozy Riverview Getaway
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

3. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is AU$625
includes taxes & fees
20 Oct - 21 Oct
King bed Crystal Lake Mchenry Cary Cozy
A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

4. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry
McHenry
8.6 out of 10, Excellent, (13 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
The price is AU$500
includes taxes & fees
18 Oct - 19 Oct
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
Living area

5. Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake Elegance: Serene 2BR Townhome Retreat
Wonder Lake
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. Quiet neighborhood."
United States
Ken S.
The price is AU$514
includes taxes & fees
21 Oct - 22 Oct
Wonder Lake Elegance: Serene 2BR Townhome Retreat
A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

6. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (57 reviews)
"Thank you. Would definitely stay again."
United States
Brandon B.
The price is AU$362
includes taxes & fees
22 Oct - 23 Oct
The Tailor House
A two-story house with a swimming pool, outdoor seating, and a stone chimney.

7. 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, (46 reviews)
"This place was amazing. We had a large group and it did not disappoint. The place was clean and well stocked. The host was so accommodating and the communication was great. We would stay here again for sure."
United States
Darlene C.
The price is AU$1,966
includes taxes & fees
20 Oct - 21 Oct
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A lakeside deck with chairs and a table, a wooden dock extending into the water, and a covered area in the background.

8. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites
Algonquin
The price is AU$879
includes taxes & fees
3 Nov - 4 Nov
Waterfront - Private Dock - Two Suites
A red house with a porch, a wooden staircase, and a flag.

9. Lovely 1-bedroom apartment with AC in charming Woodstock

Lovely 1-bedroom apartment with AC in charming Woodstock
Woodstock
8.0 out of 10, Very good, (3 reviews)
"Everything was great! The property is close to everything and was easy to access. The only drawback was the air conditioning in the bedroom was very loud. Other than that no problems."
United States
Beth B.
The price is AU$261
includes taxes & fees
18 Oct - 19 Oct
Lovely 1-bedroom apartment with AC in charming Woodstock
A two-story house with a stone chimney, a front porch with steps, and a flag.

10. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (76 reviews)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
The price is AU$500
includes taxes & fees
8 Nov - 9 Nov
Quaint Bungalow, near Great Lakes Naval Base
A two-story house with a front porch, a stone exterior on the right side, and a green door.

11. The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
The price is AU$364
includes taxes & fees
19 Oct - 20 Oct
The Main Event Game House on the Huntley Square!
A bedroom with a brick wall, a bed, a desk, and a window with a view.

12. 124 Lofts #4 - Downtown Dundee - Walk to Dining

124 Lofts #4 - Downtown Dundee - Walk to Dining
West Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Awesome loft. Perfect for an overnight stay. Convenient parking and lots of restaurants to choose from."
United States
Shannon
The price is AU$352
includes taxes & fees
18 Oct - 19 Oct
124 Lofts #4 - Downtown Dundee - Walk to Dining
A house by a lake with docked boats and a flag.

13. 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, (34 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is AU$385
includes taxes & fees
22 Oct - 23 Oct
This is a VACATION spot with a million dollar view!
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

14. 124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic hosts, fantastic spot!"
United States
Haggard A.
The price is AU$325
includes taxes & fees
15 Nov - 16 Nov
124 Lofts #1 - Downtown Dundee - Walk to Dining
A spacious living area with a grey sofa, wooden flooring, and a kitchen area with a bar.

15. Richmond No. 267 Boutique Loft Apartment

Richmond No. 267 Boutique Loft Apartment
Richmond
10.0 out of 10, Exceptional, (17 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is AU$422
includes taxes & fees
1 Nov - 2 Nov
Richmond No. 267 Boutique Loft Apartment
Private kitchen

16. Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
Woodstock
8.0 out of 10, Very good, (1 review)
"I was very surprised that the property was by itself on a 2 lane road. We initially drove past it because there was nothing on the side of the road with the address. It was next to an odd and ugly"building." It was less than 10 minutes frim town, which was good. The house was clean, but REEKED of mildew. We bought stuff to help with the smell (which we left for future guests), but it was still bad. There was no toaster or microwave, and there was someone elase's Culver's in the freezer....
United States
Anonymous traveller
The price is AU$527
includes taxes & fees
25 Oct - 26 Oct
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
A wicker tray with a pitcher and glasses on a wooden table on a porch.

17. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"I would stay here again in a heartbeat!"
United States
Rebecca R.
The price is AU$374
includes taxes & fees
19 Oct - 20 Oct
Kildahl House - Boutique Farmhouse Suite #2
A wicker tray with a pitcher and glasses on a wooden table on a porch.

18. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (18 reviews)
"This is a lovely place to call “home base” while visiting Chicago and surrounding communities. Comfortable, clean, quiet and nicely decorated. My little dogs even had a welcome basket! I wish I could have stayed a bit longer"
United States
Thea
The price is AU$374
includes taxes & fees
18 Oct - 19 Oct
Kildahl House - Boutique Farmhouse Suite #1
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

19. Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.8 out of 10, Excellent, (21 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
The price is AU$345
includes taxes & fees
19 Oct - 20 Oct
Apartment Attached to a 1900 historic Farm house
An outdoor patio with a hot tub, wicker chairs, and a table.

20. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
6.0 out of 10, (2 reviews)
"Very disgusting wanted us to throw our poop paper in a waste basket and not flush it down the toilet told me that the previous people that rented took off with the key never changed the locks. Just had to deal with it. Very bad poor communication no information prior to arriving worst place ever."
United States
April R.
The price is AU$467
includes taxes & fees
18 Oct - 19 Oct
Hot Tub Retreats
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

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

10/10 Excellent
"Nice breakfast good size room"
Lorraine 1-night trip
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Find out more about Holiday Hills

Everything you need to know about Holiday Hills holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Holiday Hills holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Holiday Hills holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Holiday Hills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Holiday Hills. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Holiday Hills holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Holiday Hills holiday rentals we have selected for you start as low as AU$121 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Holiday Hills rentals

At Expedia, we put the best Holiday Hills holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Holiday Hills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Holiday Hills holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Holiday Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Holiday Hills?

Yes, there are holiday rentals close to the most popular sights in Holiday Hills, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Holiday Hills has to offer?

Pleasant 3-bedroom house with occupied basement separate entrance.: This holiday home rental outside of Holiday Hills has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Holiday Hills?

Explore the area and family-friendly sights such as Six Flags Great America, or get out into nature at a spot like Petersen Park Beach. Moraine Hills State Park and Volo Auto Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Holiday Hills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Holiday Hills. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.