Holiday Hills Holiday Rentals

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Our top choices for Holiday Hills holiday rentals

9.8 out of 10, Exceptional, (6)
"Our experience at this place was unique; the best relaxing get away I have had in many years. From check-in to total comfort and cleanliness to privacy and coziness. And “Friends-Themed”accents made our stay specially touching. It was a delight walking downtown to great restaurants and stores while admiring beautifully maintained new and old architectural gems that made us feel both amazed and nostalgic. And more than anything, a town we felt safe and welcomed everywhere. It is for sure one of...
United States
Sarah S.
The price is NZ$372
includes taxes & fees
26 Dec - 27 Dec
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
9.8 out of 10, Exceptional, (67)
"Great place and great price. Lots of restaurants around. Minutes from the highway for city access."
United States
Joseph B.
The price is NZ$568
includes taxes & fees
27 Dec - 28 Dec
Quaint Bungalow, near Great Lakes Naval Base

Holiday Home in Waukegan

Home -2 bedroom, 4k projector
2.0 star property
8.8 out of 10, Excellent, (3)
"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.
The price is NZ$414
includes taxes & fees
19 Dec - 20 Dec
Home -2 bedroom, 4k projector
9.8 out of 10, Exceptional, (73)
"Amazing area, loved the feel of it all and very quiet neighborhood."
United States
Joshua K.
The price is NZ$319
includes taxes & fees
23 Dec - 24 Dec
Master qtr close to nature & easy urban facilities
10.0 out of 10, Exceptional, (17)
"The perfect place for a quiet winter weekend getaway. Relax and enjoy!"
United States
Kelly F.
The price is NZ$423
includes taxes & fees
14 Jan - 15 Jan 2026
Little Fox Cottage - A Cozy Riverview Getaway
10.0 out of 10, Exceptional, (11)
"The loft is a great place to stay and we can’t wait to return! "
United States
Chad G.
The price is NZ$371
includes taxes & fees
18 Dec - 19 Dec
Hip Urban Loft-Small Town Charm -124 LOFTS #4
9.8 out of 10, Exceptional, (9)
"This was a great spot to spend the night with our 2 Golden Retrievers. The house had everything you would find at your own home."
United States
Mike W.
The price is NZ$627
includes taxes & fees
12 Jan - 13 Jan 2026
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
2.0 star property
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.
The price is NZ$962
includes taxes & fees
21 Dec - 22 Dec
Newly remodeled-Near Lake 4BR w/ Hot Tub & Games
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.
The price is NZ$439
includes taxes & fees
29 Dec - 30 Dec
This is a VACATION spot with a million dollar view!
2.0 star property
The price is NZ$849
includes taxes & fees
30 Dec - 31 Dec
King bed Crystal Lake Mchenry Cary Cozy
9.6 out of 10, Exceptional, (21)
"Great home and perfect location. "
United States
Steve B.
The price is NZ$566
includes taxes & fees
18 Dec - 19 Dec
Spacious Ranch blocks away from downtown McHenry
10.0 out of 10, Exceptional, (16)
"This is our 3rd time staying here. We will always come back to the Kildahl house.It so clean and comfortable and it’s perfect location for the restaurants and shopping. You will be very happy when you make reservations here."
United States
Kris G.
The price is NZ$423
includes taxes & fees
6 Jan - 7 Jan 2026
Charming Downtown Farmhouse Apartment #3
8.6 out of 10, Excellent, (17)
"If I had to choose a word, it would be thoughtful. From the extra toiletries and towels to the coffee selection and soft bedding, it was an enjoyable stay. It was also wonderful to feel like my doggo was not just allowed but welcomed. Bowls and bed provided, with a short trail cut for us to explore. "
United States
Mary M.
The price is NZ$453
includes taxes & fees
18 Dec - 19 Dec
Apartment Attached to a 1900 historic Farm house

Holiday Home in Woodstock

The Tailor House
9.8 out of 10, Exceptional, (48)
"I really enjoyed the place "
United States
Ahmed A.
The price is NZ$509
includes taxes & fees
29 Dec - 30 Dec
The Tailor House

Holiday Home in Lake Villa

Hot Tub Retreats
2.0 star property
The price is NZ$411
includes taxes & fees
21 Dec - 22 Dec
Hot Tub Retreats
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.
The price is NZ$795
includes taxes & fees
5 Jan - 6 Jan 2026
The Main Event Game House on the Huntley Square!
10.0 out of 10, Exceptional, (11)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is NZ$507
includes taxes & fees
15 Jan - 16 Jan 2026
Richmond No. 267 Boutique Loft Apartment
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is NZ$579
includes taxes & fees
18 Dec - 19 Dec
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Apartment in Arlington Heights

Chic 1BR Apt -Arlington Heights
The price is NZ$280
includes taxes & fees
29 Dec - 30 Dec
Chic 1BR Apt -Arlington Heights
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.
The price is NZ$762
includes taxes & fees
6 Jan - 7 Jan 2026
Relaxing Lake Zurich 3BR + Patio | LCP Collection
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, 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 NZ$319 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?

Home -2 bedroom, 4k projector: 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 Volo Bog State Natural Area, or get out into nature at a spot like Fox River Preserve. 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.