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Top Holiday Rentals in Oakwood Hills

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.6 out of 10, Excellent, (29)
"Amazing property!! Great location communication with owners throughout our stay. This made our stay with our sailor perfect."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (58)
"Great spot."
The price is £155
includes taxes & fees
7 Aug - 8 Aug
Master qtr close to nature & easy urban facilities

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (61)
"Great experience, lots of cooking materials "
The price is £241
includes taxes & fees
10 Aug - 11 Aug
Quaint Bungalow, near Great Lakes Naval Base

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 £1,119
includes taxes & fees
4 Aug - 5 Aug
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Tiny Home Retreat with hot tub

The price is £221
includes taxes & fees
10 Aug - 11 Aug
Tiny Home Retreat with hot tub

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.

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 "

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 £131
includes taxes & fees
24 Aug - 25 Aug
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

Roxan Corner

8.4 out of 10, Very good, (35)
"Close to our family and friends. "
Roxan Corner

New Construction! Community beach access on beautiful Lake Elizabeth!

10.0 out of 10, Exceptional, (27)
"Beautiful home, tons of room for a family. Close easy drive to Lake Geneva. We enjoyed it so much we definitely will be back."
The price is £583
includes taxes & fees
5 Aug - 6 Aug
New Construction! Community beach access on beautiful Lake Elizabeth!

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

Riverfront rental

9.8 out of 10, Exceptional, (30)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is £182
includes taxes & fees
3 Aug - 4 Aug
Riverfront rental

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

10.0 out of 10, Exceptional, (7)
"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 £1,299
includes taxes & fees
18 Aug - 19 Aug
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.

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

10.0 out of 10, Exceptional, (62)
"This clean and well appointed property was the perfect place for our stay to celebrate and spend time with family! The hosts were available and kind and there were so many thoughtful extras provided that made us feel more than at home. We will be back!!!"
Enjoy Spectacular Sunset Views ☀️ On True Lakefront

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 £401
includes taxes & fees
4 Aug - 5 Aug
Charming 3-bedroom house in Grayslake

The Randolph Hotel Apt 201

6.0 out of 10, (2)
"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. "
The price is £223
includes taxes & fees
30 Jul - 31 Jul
The Randolph Hotel Apt 201

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

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

Chain O Lakes Lake Front Channel Lake

10.0 out of 10, Exceptional, (7)
"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."
Chain O Lakes Lake Front Channel Lake
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 Oakwood Hills Hotel Reviews

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.