Default HTG hotel image

Holiday Hills Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Holiday Hills vacation rentals

Outdoor dining

1. 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 AED 413
AED 703 total
includes taxes & fees
18 Aug - 19 Aug
Little Fox Cottage - A Cozy Riverview Getaway
Outdoor dining

2. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
8.0 out of 10, Very Good, (1 review)
"Conveniently located near restaurants and downtown. Apartment was clean. Nicely decorated. Cute coffee station. Big table in dining area."
United States
Kim B.
The price is AED 526
AED 1,305 total
includes taxes & fees
23 Aug - 24 Aug
Spacious 3 Bedroom
House | 2 bedrooms

3. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is AED 490
AED 1,609 total
includes taxes & fees
17 Aug - 18 Aug
King bed Crystal Lake Mchenry Cary Cozy
Interior

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, (10 reviews)
"It was very conveniently located"
United States
Rita L.
The price is AED 628
AED 1,090 total
includes taxes & fees
17 Aug - 18 Aug
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
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, (28 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is AED 1,102
AED 1,779 total
includes taxes & fees
16 Aug - 17 Aug
This is a VACATION spot with a million dollar view!
Exterior

6. 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 AED 555
AED 1,043 total
includes taxes & fees
17 Aug - 18 Aug
The Tailor House
TV

7. 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 AED 832
AED 1,544 total
includes taxes & fees
14 Sep - 15 Sep
Wonder Lake Elegance: Serene 2BR Townhome Retreat
Exterior detail

8. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (73 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is AED 496
AED 1,308 total
includes taxes & fees
8 Sep - 9 Sep
Quaint Bungalow, near Great Lakes Naval Base
Private kitchen

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, (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 AED 551
AED 670 total
includes taxes & fees
26 Aug - 27 Aug
Lovely 1-bedroom apartment with AC in charming Woodstock
Interior

10. 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 AED 514
AED 958 total
includes taxes & fees
8 Sep - 9 Sep
Apartment Attached to a 1900 historic Farm house
1 bedroom, in-room safe, WiFi (free), bed sheets

11. Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.8 out of 10, Excellent, (10 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is AED 331
AED 426 total
includes taxes & fees
16 Aug - 17 Aug
Spacious 27’ RV on horse farm
1 bedroom

12. Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Anonymous traveler
The price is AED 339
AED 375 total
includes taxes & fees
1 Sep - 2 Sep
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Exterior detail

13. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (86 reviews)
"Lovely, quiet property with easy access to retail & restaurants. Perfect for a long weekend away."
United States
Suzanne H.
The price is AED 426
AED 802 total
includes taxes & fees
20 Aug - 21 Aug
Master qtr close to nature & easy urban facilities
Living area

14. 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 AED 646
AED 1,098 total
includes taxes & fees
14 Sep - 15 Sep
Richmond No. 267 Boutique Loft Apartment
Outdoor dining

15. 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 AED 878
AED 1,238 total
includes taxes & fees
17 Aug - 18 Aug
Hot Tub Retreats
Interior

16. 4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!

4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!
Twin Lakes
10.0 out of 10, Exceptional, (47 reviews)
"Second time at the home - was clean and comfortable."
United States
Leshonda
The price is AED 753
AED 1,705 total
includes taxes & fees
17 Aug - 18 Aug
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!
Property grounds

17. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Always a pleasure to stay here when visiting my son!"
United States
Jen C.
The price is AED 768
AED 973 total
includes taxes & fees
16 Aug - 17 Aug
Kildahl House - Boutique Farmhouse Suite #2
1 bedroom, desk, iron/ironing board, WiFi

18. 124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"We were in town visiting family and it was the perfect spot to stay for a day or two. We loved that it was right above a local cafe (which was also fantastic by the way!!), and the check-in/out process was a breeze! Owner was very communicative, would definitely stay here again!"
United States
Adamm I.
The price is AED 709
AED 899 total
includes taxes & fees
16 Aug - 17 Aug
124 Lofts #3 - Downtown Dundee - Walk to Dining
Outdoor dining

19. Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub
Lake Villa
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
The price is AED 841
AED 1,576 total
includes taxes & fees
20 Aug - 21 Aug
Tiny Home Retreat with hot tub
Private kitchen

20. 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 traveler
The price is AED 1,010
AED 1,409 total
includes taxes & fees
16 Aug - 17 Aug
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Holiday Hills Hotel Reviews

Hampton Inn Chicago - Gurnee

Hampton Inn Chicago - Gurnee

10/10 Excellent
"The staff was super nice"
Azenith 2-night trip
Posted less than an hour ago
Hampton Inn Chicago - Gurnee

Frequently asked questions

Can I find vacation rentals in Holiday Hills?

Yes, we have vacation rentals near popular sights in Holiday Hills, or you can go with a more remote option if you're looking for a relaxing stay.

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

Pleasant 3-bedroom house with occupied basement separate entrance.: Visitors like this Holiday Hills vacation home rental. It 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 McHenry Shores Beach Park. Moraine Hills State Park and Volo Auto Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Holiday Hills like?

Vacation rentals are private properties you can stay in for short or long periods in Holiday Hills. Vacation rentals feature extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for small groups.