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Holiday Hills Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Holiday Hills holiday rentals

2 bedrooms

1. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is HK$1,146
HK$3,666 total
includes taxes & fees
17 Sept - 18 Sept
King bed Crystal Lake Mchenry Cary Cozy
Outdoor dining

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 HK$1,123
HK$2,744 total
includes taxes & fees
27 Sept - 28 Sept
Spacious 3 Bedroom
Interior

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 HK$1,299
HK$2,249 total
includes taxes & fees
27 Sept - 28 Sept
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
Outdoor dining

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 HK$1,165
HK$1,816 total
includes taxes & fees
27 Sept - 28 Sept
Little Fox Cottage - A Cozy Riverview Getaway
Marina

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 HK$1,372
HK$2,593 total
includes taxes & fees
15 Sept - 16 Sept
This is a VACATION spot with a million dollar view!
TV

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 HK$1,599
HK$2,941 total
includes taxes & fees
16 Sept - 17 Sept
Wonder Lake Elegance: Serene 2BR Townhome Retreat
Exterior detail

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 HK$1,059
HK$2,784 total
includes taxes & fees
15 Sept - 16 Sept
Quaint Bungalow, near Great Lakes Naval Base
Exterior

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 HK$1,200
HK$2,211 total
includes taxes & fees
22 Sept - 23 Sept
The Tailor House
Pool

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
Living area

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 HK$1,353
HK$2,300 total
includes taxes & fees
15 Sept - 16 Sept
Richmond No. 267 Boutique Loft Apartment
Exterior

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 HK$1,074
HK$2,128 total
includes taxes & fees
15 Sept - 16 Sept
The Main Event Game House on the Huntley Square!
Interior

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 HK$988
HK$1,853 total
includes taxes & fees
15 Sept - 16 Sept
Apartment Attached to a 1900 historic Farm house
Exterior

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 HK$1,176
HK$1,413 total
includes taxes & fees
20 Sept - 21 Sept
Lovely 1-bedroom apartment with AC in charming Woodstock
Outdoor dining

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 HK$1,874
HK$2,626 total
includes taxes & fees
15 Sept - 16 Sept
Hot Tub Retreats
1 bedroom, desk, iron/ironing board, WiFi

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 HK$1,514
HK$1,903 total
includes taxes & fees
17 Sept - 18 Sept
124 Lofts #1 - Downtown Dundee - Walk to Dining
Property grounds

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 HK$1,639
HK$2,060 total
includes taxes & fees
17 Sept - 18 Sept
Kildahl House - Boutique Farmhouse Suite #2
1 bedroom, desk, iron/ironing board, WiFi

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 HK$1,514
HK$1,903 total
includes taxes & fees
20 Sept - 21 Sept
124 Lofts #4 - Downtown Dundee - Walk to Dining
Exterior

18. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Vernon Hills
The price is HK$835
HK$923 total
includes taxes & fees
15 Sept - 16 Sept
1 Queen Bed | Non-Smoking, Kitchen
Property grounds

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 HK$1,639
HK$2,060 total
includes taxes & fees
4 Oct - 5 Oct
Kildahl House - Boutique Farmhouse Suite #1
Exterior detail

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 HK$1,012
HK$1,762 total
includes taxes & fees
30 Sept - 1 Oct
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

Baymont By Wyndham Schaumburg Chicago Northwest

Baymont By Wyndham Schaumburg Chicago Northwest

10/10 Excellent
"In town for the Vintage Computer Fest and this hotel could have not been more convenient, close to the convention center with ample parking, a nice restaurant inside and good coffee shops between it and the convention center for day 2. The staff was friendly and professional and the room was clean and let me tell you the shower was nice and hot. Just how we like it, we will be back."
Lance 1-night trip
Posted less than an hour ago
Baymont By Wyndham Schaumburg Chicago Northwest

Find out more about Holiday Hills

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Look no further and take a look at our great range of rental properties in Holiday Hills!

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.