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Our top choices for Holiday Hills holiday rentals

1. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is £338
includes taxes & fees
15 Sept - 16 Sept
King bed Crystal Lake Mchenry Cary Cozy

2. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.0 out of 10, Wonderful, (2 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
The price is £250
includes taxes & fees
6 Oct - 7 Oct
Spacious 3 Bedroom

3. 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, (12 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
The price is £215
includes taxes & fees
27 Sept - 28 Sept
Terrific 3-bedroom family-friendly house close to everything in charming McHenry

4. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is £174
includes taxes & fees
13 Oct - 14 Oct
Little Fox Cottage - A Cozy Riverview Getaway

5. 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, (31 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is £246
includes taxes & fees
14 Sept - 15 Sept
This is a VACATION spot with a million dollar view!

6. 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 £285
includes taxes & fees
14 Sept - 15 Sept
Wonder Lake Elegance: Serene 2BR Townhome Retreat

7. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is £269
includes taxes & fees
14 Sept - 15 Sept
Quaint Bungalow, near Great Lakes Naval Base

8. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (56 reviews)
"Amazing stay. So close to everything!"
United States
Brittany H.
The price is £202
includes taxes & fees
14 Sept - 15 Sept
The Tailor House

9. 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)
"We stayed with our wedding bridal party here, and this massive and beautiful house was the perfect location to spend the weekend with all of our best friends! The house is obviously gorgeous, and the pool, hot tub, fire pit and pool table added an extra tier of fun. We hosted our rehearsal dinner on the back lawn and rented tables and chairs through the property, which was incredibly convenient.The property managers were communicative and very helpful throughout the process. I highly...
United States
Brittany B.
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

10. Richmond No. 267 Boutique Loft Apartment

Richmond No. 267 Boutique Loft Apartment
Richmond
10.0 out of 10, Exceptional, (16 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is £218
includes taxes & fees
15 Sept - 16 Sept
Richmond No. 267 Boutique Loft Apartment

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 £208
includes taxes & fees
14 Sept - 15 Sept
The Main Event Game House on the Huntley Square!

12. Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (20 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 £184
includes taxes & fees
14 Sept - 15 Sept
Apartment Attached to a 1900 historic Farm house

13. 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, (2 reviews)
"Cute little apartment over the top of a boba shop. There is a little hidden bedroom with a twin bed on the other side of the living room that was so cozy. In the bedroom there is a King size bed with a very comfortable mattress and plenty of closet space. The bathroom is small but easy to use, and the kitchen is large and roomy. We didn’t get to spend much time at the place but we enjoyed the location and the quiet neighborhood. On site workers were also so helpful when we needed an extension...
United States
Callie C.
The price is £137
includes taxes & fees
20 Sept - 21 Sept
Lovely 1-bedroom apartment with AC in charming Woodstock

14. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy I loved my stay"
United States
Rosilynn B.
The price is £249
includes taxes & fees
14 Sept - 15 Sept
Hot Tub Retreats

15. 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 £185
includes taxes & fees
14 Sept - 15 Sept
124 Lofts #1 - Downtown Dundee - Walk to Dining

16. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (18 reviews)
"Always a pleasure to stay here when visiting my son!"
United States
Jen C.
The price is £200
includes taxes & fees
14 Sept - 15 Sept
Kildahl House - Boutique Farmhouse Suite #2

17. 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 £181
includes taxes & fees
12 Oct - 13 Oct
124 Lofts #4 - Downtown Dundee - Walk to Dining

18. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Vernon Hills
The price is £87
includes taxes & fees
19 Sept - 20 Sept
1 Queen Bed | Non-Smoking, Kitchen

19. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (17 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 £200
includes taxes & fees
14 Sept - 15 Sept
Kildahl House - Boutique Farmhouse Suite #1

20. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is £165
includes taxes & fees
20 Sept - 21 Sept
Master qtr close to nature & easy urban facilities
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

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, apart-hotels, 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 favorite 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 depends 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 £84 per night. Entering your travel dates in the search wizard you might find 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?

🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲: This holiday home rental outside of Holiday Hills is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.