Oakwood Hills Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that Oakwood Hills has to offer?

Riverfront Libertyville Retreat w/ Outdoor Kitchen : This holiday home rental outside of Oakwood Hills 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 that you can cook with friends or family.

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Holiday Rentals in Oakwood Hills

Relax in a spacious room with high ceilings and large windows, featuring a comfortable seating area and a crib for a family-friendly stay.

"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."

Stunning home with a covered porch, large windows, and beautifully landscaped yard.

"Great spot."

includes taxes & fees

24 July - 25 July

Enjoy meals in this dining room with a large table and six chairs, a vase with flowers, and a comfortable rug.

"Great experience, lots of cooking materials "

includes taxes & fees

20 July - 21 July

Relax by the pool surrounded by lounge chairs and barbecue grills.

"The house was very clean and spacious. A lot of activities to do "

includes taxes & fees

20 July - 21 July

Relax in this stylish living area with a round dining table, comfortable sofa, and flat-screen TV.

"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!"

Enjoy a drink at the hotel's bar, where a long counter and comfortable stools await.

"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!"

includes taxes & fees

22 July - 23 July

Enjoy a bright and airy space with a dining area for two, large windows, and sliding glass doors leading to an outdoor deck.

"wonderful experience from beginning to end"

Start your day with a warm cup of coffee at the in-room coffee station.

"Close to our family and friends. "

Enjoy a serene lakeside retreat with a docked boat and picnic table on the sandy shore.

"We had a nice time visiting Antioch, IL. The property clean, quiet and well maintained. The camper was adorable and very comfortable. Thank you!"

Enjoy al fresco dining on the covered patio with a dining table, chairs, and a side table amidst a beautifully maintained lawn.

"Beautiful home, tons of room for a family. Close easy drive to Lake Geneva. We enjoyed it so much we definitely will be back."

includes taxes & fees

27 July - 28 July

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.

"Love it. Great place but not for babies or toddlers."

Enjoy cooking in this well-equipped kitchen with a microwave, stove, and oven.

"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."

Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and ample storage.

includes taxes & fees

22 July - 23 July

Relax by the lake in this serene outdoor seating area, featuring a fire pit and six Adirondack chairs.

"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."

Relax on the patio with a sofa set, armchairs, and a small table, surrounded by a lush lawn and trees.

"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."

includes taxes & fees

22 July - 23 July

Relax on the deck with a comfortable table and chairs, surrounded by lush plants and a stylish rug.

"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."

includes taxes & fees

19 Aug - 20 Aug

Enjoy cooking in this well-lit kitchen with a sink and sleek appliances.

"Super cute little town and perfect spot to stay"

Enjoy cooking in this well-equipped kitchen with appliances and a central island.

"Enjoyed peaceful time on the lake, house was clean and comfortable. Close to all kinds of food and places we liked to go. Would recommend."

Guests can enjoy serene lakeside views from the dock, surrounded by lush greenery.

"Staying in the Round Lake Beach area to visiting family. Room is great and clean. Pretty view of Fox Lake. Only draw back is it is over a bar. Karaoke comes right up through the floor. Not to much of a problem as the bar closes at 11:00. So just have to suffer through the drunken super star want a be singers. It is good for some laughs. Over all I would recommend this place in a heartbeat. "

includes taxes & fees

30 July - 31 July

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Everything you need to know about Oakwood 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 Oakwood 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 Oakwood Hills holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Oakwood Hills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakwood 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakwood 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 Oakwood Hills holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakwood Hills rentals

At Expedia, we put the best Oakwood 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 Oakwood 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 Oakwood 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 Oakwood 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 Oakwood Hills?

Yes, there are holiday rentals close to the most popular sights in Oakwood 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 Oakwood Hills has to offer?

Riverfront Libertyville Retreat w/ Outdoor Kitchen: This holiday home rental outside of Oakwood Hills 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 that you can cook with friends or family.

What’s there to see and do in Oakwood Hills?

Explore the area and family-friendly sights such as Santa's Village, or get out into nature at a spot like Fox River Preserve. Three Oaks Recreation Area and Crystal Lake City Hall are a couple of places you'll find in the wider area.

What’s a holiday rental in Oakwood Hills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakwood Hills. Holiday rentals feature extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment 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 option for family trips.

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Oakwood Hills Holiday Rentals

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Holiday Rentals in Oakwood Hills

Riverfront Libertyville Retreat w/ Outdoor Kitchen

Master qtr close to nature & easy urban facilities

Quaint Bungalow, near Great Lakes Naval Base

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

Newly Remodeled in Pistakee Bay on the Chain O' Lakes

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

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

Roxan Corner

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

New Construction! Community beach access on beautiful Lake Elizabeth!

8 Mi to Nature Center: Streamwood Gem w/ Yard!

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Large Group Retreat w/ secluded party room and private pool

Charming 3-bedroom house in Grayslake

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

Riverfront rental

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

Updated Twin Lakes Cottage, Walk to Lake Mary

Chain O Lakes Lake Front Channel Lake

The Randolph Hotel Apt 201

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