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Top Holiday Rentals in Oakwood Hills

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, 11 reviews
"Thank you especially to the front desk clerk, he was very friendly and helpful. Place was clean and nice"
The price is £187
includes taxes & fees
30 Jun - 1 Jul
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, 41 reviews
"We loved our stay at Cora Cottage. Everything was so beautifully decorated and clean. My husband and I appreciated all the small touches that welcomed us during our stay. We will definitely be coming back"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
8.0 out of 10, Very good, 2 reviews
"We enjoyed our stay with plenty of space for two couples. Separate bedrooms/baths were perfect. Furnature in the living room needs updating."
The price is £204
includes taxes & fees
30 Jun - 1 Jul
Great Amenities Onsite! Pool, Private Parking, Free Breakfast, Close to Legoland
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House with great location!
10.0 out of 10, Exceptional, 13 reviews
"Wonderful town. The trail was steps from the front door of this great little cottage. We enjoyed every minute of our visit."
The price is £212
includes taxes & fees
23 Jun - 24 Jun
House with great location!
Pistakee Marina Boat House
10.0 out of 10, Exceptional, 3 reviews
"We brought our boat to the chain o lakes with family. This house was perfect for us. We were able to use the fire pit and gas grill. The house was on the water so we were able to have access to the boat the entire stay. There is a restaurant next door to the house as well. Very quiet neighborhood too. Will stay here again!!"
Pistakee Marina Boat House
Roxan Corner
8.8 out of 10, Excellent, 19 reviews
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
Beautiful and spacious lakefront home! Close to everything!
9.8 out of 10, Exceptional, 26 reviews
"Great stay in Antioch! Hope to visit again!"
Beautiful and spacious lakefront home! Close to everything!
The Tailor House
10.0 out of 10, Exceptional, 34 reviews
"We enjoyed our stay at your property. The neighborhood, the house, and its surroundings were so charming. We came to Woodstock to visit with family and when we return, we will return to your beautiful property! Thank you so much!"
The price is £218
includes taxes & fees
23 Jun - 24 Jun
The Tailor House
Pet-Friendly Hotel Suite! Laundry & Outdoor BBQ Grill, Near Independence Grove Dog Park
4.0 out of 10, 1 review
"I left early to get another hotel."
The price is £106
includes taxes & fees
30 Jun - 1 Jul
Pet-Friendly Hotel Suite! Laundry & Outdoor BBQ Grill, Near Independence Grove Dog Park
Pet Friendly Huge Lake Front Home with Stunning Views
9.8 out of 10, Exceptional, 40 reviews
"Our stay was quiet and cozy for our new Navy graduate fresh from bootcamp. It was important to her to have a nice low key stay without a lot of activity surrounding her. We were even able to extend one more day to be able to spend extra time with her."
Pet Friendly Huge Lake Front Home with Stunning Views
Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
7.6 out of 10, Good, 11 reviews
"I've rented 26 homes in three years since I started using short term rentals. This is the worst I've ever had. Starting with check-in. NOT mentioned in the ad is the fact that you have to download a separate app to open the doors. This is a full-on registration...email/phone/etc. Shouldn't be needed and now I'm already getting fresh new spam! Yay! House rules: Don't use laundry room, it's unsafe. Oh but if you need to clean something, go ahead and use the laundry! OK, now the house. I WISH I...
The price is £198
includes taxes & fees
19 Jun - 20 Jun
Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
Game room/King Bed /Wi-Fi/Deck + Fire Pit
10.0 out of 10, Exceptional, 15 reviews
"Highly recommend this house! I would 100% stay here again when we are back in the area. The kids loved the activities and watching TV in the basement."
The price is £378
includes taxes & fees
23 Jun - 24 Jun
Game room/King Bed /Wi-Fi/Deck + Fire Pit
Schaumburg Pool House
9.8 out of 10, Exceptional, 6 reviews
"Great place and neighborhood, lots of restaurants and mall close by. Place was clean and conveniently located. We enjoyed our stay!"
Schaumburg Pool House
Cozy Getaway by the Lake
10.0 out of 10, Exceptional, 2 reviews
"The Maple Manor was exactly what we were looking for. It was true to the pictures, very clean, and the beds were comfortable. We were in town for a graduation party and basically just slept there, but we wished we could have had more time there."
Cozy Getaway by the Lake
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.8 out of 10, Exceptional, 25 reviews
"Such a great house and the owner was very responsive. Thank you!"
The price is £1,640
includes taxes & fees
19 Jun - 20 Jun
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Lakefront Home w/ Game Room, Theater & Dock!
9.8 out of 10, Exceptional, 16 reviews
"Christmas family getaway was everything we expected. The house is beautiful. Perfect set up so our littel one could go to bed and we could play games in the game room. Looking forward to returning during the summer and being able to use all the outside amenities. Property manager was a delight and extremely helpful with everything."
Lakefront Home w/ Game Room, Theater & Dock!
Fully Updated home. Great for the entire family!
7.6 out of 10, Good, 10 reviews
"My impression of the inside was good. However the outside needs some work. Maybe some up grades in the furniture would be beneficial. Other then that it was an enjoyable experience Thank u"
Fully Updated home. Great for the entire family!
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, 32 reviews
"This house has everything you need for a great getaway! It was clean, very well-appointed, and had lots of space to spread out. The beds were comfy, the coffee bar was well stocked, and there was even a station set up with waffle mix, makers, and fixins'. Mike (property owner) responded quickly to our questions and Carrie (property manager) was delightful! There is a reason this place has so many glowing reviews...HIGHLY RECOMMEND!"
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
Lake/Beach Getaway (Remodeled)
10.0 out of 10, Exceptional, 15 reviews
"The view is to die for lots of places walk dogs. The house gave us everything we needed. It is very peaceful. Thank you"
The price is £165
includes taxes & fees
17 Jul - 18 Jul
Lake/Beach Getaway (Remodeled)
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
9.4 out of 10, Exceptional, 23 reviews
"We booked this home for a long weekend for our book club. Honestly, we are all counting down the days until we have an excuse to do it again! The house is beautiful, well cared for and the hosts were super responsive. The layout is great for multiple couples, offering nice sized bedrooms and multiple full bathrooms. The fire pit on the water was a fan favorite as well, a perfect setting for sunset views. We can’t say enough about our experience and will definitely be returning yearly!"
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
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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.

Other types of properties in Oakwood Hills you may be interested in

La Quinta Inn & Suites by Wyndham Chicago Gurnee
2.5 star property
7.4 out of 10, Good, 1,019 reviews
"Check in was quick, room is clean and sufficient. Pool area was a little grimy and underwhelming. Staff was attentive to requests. "
The price is £63
includes taxes & fees
24 Jun - 25 Jun
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Wyndham Garden Schaumburg Chicago Northwest
3.0 star property
7.0 out of 10, Good, 1,012 reviews
"A good budget friendly place to stay if you are trying to save a buck while attending a convention. It's a nice 10ish min walk from the back of the hotel on a pathway, around a beautiful pond, and up a small grassy knoll to parking lot."
The price is £76
includes taxes & fees
7 Jul - 8 Jul
Wyndham Garden Schaumburg Chicago Northwest
Motel 6 Rolling Meadows, IL - Chicago Northwest
2.0 star property
6.4 out of 10, 1,014 reviews
"From the booking proccess to the check in it was a great start! I loved how easy the booking process was and how accurate the pricing was on the website! When I checked in, it was super easy and quick and affordable! I was super excited and grateful that they allow pets at this motel. I know not all rooms are pet friendly rooms but the important thing is that they have pet friendly rooms for anyone with their furr baby! The staff here is amazing! The morning staff I dealt with was a gentleman...
The price is £52
includes taxes & fees
26 Jun - 27 Jun
Motel 6 Rolling Meadows, IL - Chicago Northwest
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.

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, apart-hotels, 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 favorite 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 depends 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 £106 per night. Entering your travel dates in the search wizard you might find 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?

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking: This holiday home rental outside of Oakwood Hills is located in the city centre, and offers a BBQ, air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Three Oaks Recreation Area. Moraine Hills State Park and Crystal Lake Park 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.

Recent reviews of Oakwood Hills properties
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