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Holiday Hills Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Holiday Hills vacation rentals

House | 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 ￥21,413
￥71,553 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥16,167
￥47,443 total
includes taxes & fees
Oct 1 - Oct 2
Spacious 3 Bedroom
Outdoor dining

3. 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 ￥21,053
￥33,551 total
includes taxes & fees
Sep 28 - Sep 29
Little Fox Cottage - A Cozy Riverview Getaway
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, (12 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
The price is ￥26,667
￥45,946 total
includes taxes & fees
Sep 22 - Sep 23
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
Exterior detail

5. 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 ￥21,053
￥54,044 total
includes taxes & fees
Sep 30 - Oct 1
Quaint Bungalow, near Great Lakes Naval Base
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 ￥24,640
￥44,954 total
includes taxes & fees
Sep 22 - Sep 23
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 ￥32,102
￥60,797 total
includes taxes & fees
Oct 19 - Oct 20
Wonder Lake Elegance: Serene 2BR Townhome Retreat
Living area

8. 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 ￥26,901
￥45,734 total
includes taxes & fees
Oct 5 - Oct 6
Richmond No. 267 Boutique Loft Apartment
Exterior

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 ￥23,393
￥28,098 total
includes taxes & fees
Oct 18 - Oct 19
Lovely 1-bedroom apartment with AC in charming Woodstock
Interior

10. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites
Algonquin
The price is ￥42,885
￥102,179 total
includes taxes & fees
Sep 22 - Sep 23
Waterfront - Private Dock - Two Suites
Outdoor dining

11. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Everything nice neat and clean"
United States
Anonymous traveler
The price is ￥15,013
￥16,610 total
includes taxes & fees
Oct 11 - Oct 12
1 King Bed | Non-Smoking, Kitchen
Exterior

12. 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 ￥24,536
￥46,540 total
includes taxes & fees
Sep 21 - Sep 22
The Main Event Game House on the Huntley Square!
Interior

13. 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 ￥19,650
￥37,848 total
includes taxes & fees
Sep 27 - Sep 28
Apartment Attached to a 1900 historic Farm house
Exterior detail

14. 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 ￥18,106
￥33,734 total
includes taxes & fees
Sep 30 - Oct 1
Master qtr close to nature & easy urban facilities
Marina

15. 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, (32 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is ￥70,178
￥103,958 total
includes taxes & fees
Sep 30 - Oct 1
This is a VACATION spot with a million dollar view!
Pool

16. 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.
The price is ￥64,700
￥201,434 total
includes taxes & fees
Sep 21 - Sep 22
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Outdoor dining

17. 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 ￥37,272
￥51,895 total
includes taxes & fees
Sep 20 - Sep 21
Hot Tub Retreats
TV

18. Chic 1BR Apt -Arlington Heights

Chic 1BR Apt -Arlington Heights
Arlington Heights
8.0 out of 10, Very good, (1 review)
"Parking was a problem "
United States
Brian W.
The price is ￥13,256
￥38,746 total
includes taxes & fees
Oct 7 - Oct 8
Chic 1BR Apt -Arlington Heights
Property grounds

19. 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 ￥32,594
￥40,967 total
includes taxes & fees
Sep 27 - Sep 28
Kildahl House - Boutique Farmhouse Suite #2
1 bedroom, desk, iron/ironing board, WiFi

20. 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 ￥30,098
￥37,842 total
includes taxes & fees
Oct 7 - Oct 8
124 Lofts #4 - Downtown Dundee - Walk to Dining
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

Red Roof Inn Gurnee - Waukegan

Red Roof Inn Gurnee - Waukegan

8/10 Good
"Great staff"
Nicole 2-night trip
Posted 3 hours ago
Red Roof Inn Gurnee - Waukegan

Find out more about Holiday Hills

Search for holiday rentals in Holiday Hills on Expedia! You can easily find your home rentals, villas, holiday apartments in Holiday Hills using one of the methods below:

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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 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?

Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR: Visitors like this Holiday Hills vacation home rental. It offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of the selection of games in this rental home to help you unwind.

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 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.