Holiday Hills Vacation Rentals

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Check prices for these dates

Tonight
Jul 27 - Jul 28
Tomorrow
Jul 28 - Jul 29
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

Vacation Rentals in Holiday Hills

Riverfront Libertyville Retreat w/ Outdoor Kitchen
Relax in a spacious room with high ceilings and large windows, featuring a comfortable seating area and a crib for a family-friendly stay.

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.6 out of 10, Excellent, (28)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Steps to Powers Lake: Wisconsin Family Home
Terrace/patio

Steps to Powers Lake: Wisconsin Family Home

10.0 out of 10, Exceptional, (2)
"This lake house was everything we hoped for and more! The property was spotless, beautifully maintained, and surrounded by stunning views. The fishing was incredible—we caught something every day right off the dock. It was the perfect mix of relaxation and outdoor fun; we can’t wait to come back!"
Steps to Powers Lake: Wisconsin Family Home
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Relax in this spacious living room with a large L-shaped sofa, smaller sofa, and chaise lounge.

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (30)
"Had fun"
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Master qtr close to nature & easy urban facilities
Stunning home with a covered porch, large windows, and beautifully landscaped yard.

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (58)
"Great spot."
The price is ￥15,818
￥28,372 total
includes taxes & fees
Jul 28 - Jul 29
Master qtr close to nature & easy urban facilities
Quaint Bungalow, near Great Lakes Naval Base
Enjoy meals in this dining room with a large table and six chairs, a vase with flowers, and a comfortable rug.

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (61)
"Great experience, lots of cooking materials "
The price is ￥19,938
￥44,898 total
includes taxes & fees
Jul 28 - Jul 29
Quaint Bungalow, near Great Lakes Naval Base
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Relax by the pool surrounded by lounge chairs and barbecue grills.

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

9.2 out of 10, Wonderful, (37)
"The house was very clean and spacious. A lot of activities to do "
The price is ￥109,734
￥247,319 total
includes taxes & fees
Aug 26 - Aug 27
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Tiny Home Retreat with hot tub
Outdoor dining

Tiny Home Retreat with hot tub

The price is ￥17,147
￥40,334 total
includes taxes & fees
Jul 28 - Jul 29
Tiny Home Retreat with hot tub
Newly Remodeled in Pistakee Bay on the Chain O' Lakes
Relax in this stylish living area with a round dining table, comfortable sofa, and flat-screen TV.

Newly Remodeled in Pistakee Bay on the Chain O' Lakes

8.6 out of 10, Excellent, (23)
"We had a group of friends stay at this property and overall really enjoyed the relaxation of the large pool, the availability of the boat dock, and the spaciousness of the house. Great time!"
Newly Remodeled in Pistakee Bay on the Chain O' Lakes
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Enjoy a bright and airy space with a dining area for two, large windows, and sliding glass doors leading to an outdoor deck.

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (82)
"wonderful experience from beginning to end"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Enjoy a drink at the hotel's bar, where a long counter and comfortable stools await.

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

5.0 out of 10, (6)
"Room clean, fitness room awful!! Have to request house keeping but they do not change sheets. Bar and restaurant bare minimum. They have a nice bar next to hotel(Not the-one located in the hotel) Would not stay again!"
The price is ￥24,960
￥28,790 total
includes taxes & fees
Jul 28 - Jul 29
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Roxan Corner
Start your day with a warm cup of coffee at the in-room coffee station.

Roxan Corner

8.4 out of 10, Very Good, (35)
"Close to our family and friends. "
Roxan Corner
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Enjoy outdoor cooking on the porch with a barbecue grill and take in the charm of this two-story home.

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (88)
"One of my favorite places I've stayed at "
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Large Group Retreat w/ secluded party room and private pool
Enjoy cooking in this well-equipped kitchen with a microwave, stove, and oven.

Large Group Retreat w/ secluded party room and private pool

8.4 out of 10, Very Good, (16)
"This property is better than advertised, it was exactly what we were hoping for. Pool area is awesome, all of the teenage boys LOVED the clubhouse, plenty of space to host. Communication with JJ was awesome. Would book again in a heartbeat and will have more stays there."
Large Group Retreat w/ secluded party room and private pool
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Relax on the deck with a comfortable table and chairs, surrounded by lush plants and a stylish rug.

Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay at the house. The open spaces and high ceilings made the space feel special. Would love to reserve the space again in the future."
The price is ￥162,311
￥250,482 total
includes taxes & fees
Aug 18 - Aug 19
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Cozy RV in our land with community private beach, fire pit, bring your boat.
Enjoy a serene lakeside retreat with a docked boat and picnic table on the sandy shore.

Cozy RV in our land with community private beach, fire pit, bring your boat.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a nice time visiting Antioch, IL. The property clean, quiet and well maintained. The camper was adorable and very comfortable. Thank you!"
Cozy RV in our land with community private beach, fire pit, bring your boat.
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Enjoy a serene lake view from the comfort of this stylish room, featuring a wooden table, a bench with striped cushions, and a window overlooking the water.

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (61)
"Our family spent Easter weekend at the lake house. The house was filled with thoughtful extras from our host. Snacks in a welcome basket, lots of appliances, cookware, etc., toiletries in the bathrooms and more."
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Charming 3-bedroom house in Grayslake
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and ample storage.

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (12)
"We had a wonderful stay! The home was immaculate and had a great layout that made it easy for our family to relax and connect. The pictures do not to the home justice, it’s even nicer than it appears. Kelly was incredibly kind and responsive throughout our visit. We’d be happy to return the next time we’re in the area!"
The price is ￥31,753
￥63,218 total
includes taxes & fees
Jul 28 - Jul 29
Charming 3-bedroom house in Grayslake
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
Relax by the lake in this serene outdoor seating area, featuring a fire pit and six Adirondack chairs.

Lakefront home with firepit, 2 kitchens, & 2 W/Ds

9.0 out of 10, Wonderful, (12)
"Our family gathered to visit our Carthage (Kenosha) student and view a lacrosse game. There was plenty of space for all and the outdoor area was very nice for eating and relaxing. Loved that there were multiple refrigerators, huge islands in the kitchen and a grill. We rented both units and had plenty of space for 12 people."
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Relax in a shaded outdoor space surrounded by trees, with a seating area featuring two comfortable chairs.

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (3)
"very roomy nice deck good outside for grilling"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Updated Twin Lakes Cottage, Walk to Lake Mary
Enjoy cooking in this well-lit kitchen with a sink and sleek appliances.

Updated Twin Lakes Cottage, Walk to Lake Mary

9.8 out of 10, Exceptional, (41)
"Super cute little town and perfect spot to stay"
Updated Twin Lakes Cottage, Walk to Lake Mary
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 Inn & Suites by Wyndham Richmond

Baymont Inn & Suites by Wyndham Richmond

10/10 Excellent
"Great value for the price. Clean and comfortable beds. Short drive to Lake Geneva for a muck better price"
Kimberly 3-night trip
Posted 22 hours ago
Baymont Inn & Suites by Wyndham Richmond

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?

Riverfront Libertyville Retreat w/ Outdoor Kitchen: You might want to consider this vacation home rental near Holiday Hills, which offers a balcony, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.