Oakwood Hills Holiday Rentals

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Holiday Rentals in Oakwood Hills

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
10.0 out of 10, Exceptional, (3)
"Barrington was an adorable town tucked away just an hour out of Chicago. This property is the perfect spot for a getaway with your loved one. My boyfriend and I had an amazing weekend and will definitely stop by again in the future!"
United States
Cierra F.
The price is NZ$376
includes taxes & fees
16 Nov - 17 Nov
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
9.8 out of 10, Exceptional, (9)
"Visitations to residence occurred when we left the property. No communication was made of this occurring."
United States
Jack U.
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Little Fox Cottage - A Cozy Riverview Getaway
10.0 out of 10, Exceptional, (15)
"Great place if you want to get away. Clean and cozy with a lot of nice little touches."
United States
Tim A.
The price is NZ$369
includes taxes & fees
6 Nov - 7 Nov
Little Fox Cottage - A Cozy Riverview Getaway
Master qtr close to nature & easy urban facilities
9.8 out of 10, Exceptional, (69)
"Great trip "
United States
VIncent L.
The price is NZ$326
includes taxes & fees
4 Nov - 5 Nov
Master qtr close to nature & easy urban facilities
Quaint Bungalow, near Great Lakes Naval Base
9.8 out of 10, Exceptional, (66)
"Wonderfully charming home in a great location!"
United States
Bradley G.
The price is NZ$574
includes taxes & fees
11 Nov - 12 Nov
Quaint Bungalow, near Great Lakes Naval Base
This is a VACATION spot with a million dollar view!
9.8 out of 10, Exceptional, (16)
"Was a great place to stay at Fox Lake. The owners were helpful and we had a great time boating, fishing, and swimming. Highly recommend."
United States
Sarah T.
The price is NZ$443
includes taxes & fees
4 Nov - 5 Nov
This is a VACATION spot with a million dollar view!
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is NZ$618
includes taxes & fees
4 Nov - 5 Nov
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Hot Tub Retreats
2.0 star property
The price is NZ$415
includes taxes & fees
4 Nov - 5 Nov
Hot Tub Retreats
The Tailor House
10.0 out of 10, Exceptional, (46)
"Lovely little historic home in Woodstock, walking distance to the town square and the beautiful historic neighborhoods. Perfect for our stay!"
United States
Scott R.
The price is NZ$450
includes taxes & fees
4 Nov - 5 Nov
The Tailor House
Value Stay: Home - 2 Bedrooms
2.0 star property
The price is NZ$424
includes taxes & fees
4 Nov - 5 Nov
Value Stay: Home - 2 Bedrooms
Tiny Home Retreat with hot tub
8.8 out of 10, Excellent, (3)
"NICE PLACE, NICE NEIGHBORHOOD"
United States
stephen w.
Tiny Home Retreat with hot tub
Apartment Attached to a 1900 historic Farm house
9.0 out of 10, Wonderful, (16)
"I stayed at Ma's place for a few months for a work project. I absolutely loved it there."
United States
Ashley B.
The price is NZ$457
includes taxes & fees
14 Nov - 15 Nov
Apartment Attached to a 1900 historic Farm house
Charming Downtown Farmhouse Apartment #3
10.0 out of 10, Exceptional, (15)
"I have stayed at the K-House a couple of times now, and it is consistently excellent. "
United States
Keith B.
The price is NZ$439
includes taxes & fees
2 Dec - 3 Dec
Charming Downtown Farmhouse Apartment #3
The Main Event Game House on the Huntley Square!
9.8 out of 10, Exceptional, (18)
"Beautiful, accommodating, activities for all ages"
United States
Anonymous traveller
The price is NZ$798
includes taxes & fees
17 Nov - 18 Nov
The Main Event Game House on the Huntley Square!
Hip Urban Loft-Small Town Charm - 124 LOFTS #3
9.8 out of 10, Exceptional, (20)
"We have stayed at this property several times and have always had a great experience. The loft is spacious, convenient and comfortable!"
United States
Jen C.
The price is NZ$386
includes taxes & fees
2 Dec - 3 Dec
Hip Urban Loft-Small Town Charm - 124 LOFTS #3
Recharge in This Charming 1BR Apt
The price is NZ$338
includes taxes & fees
16 Nov - 17 Nov
Recharge in This Charming 1BR Apt
Elegant New Home Near Lakes - Relax & Unwind!
2.0 star property
10.0 out of 10, Exceptional, (7)
"I would give this vacation rental 6 stars if I could! The place is impeccably clean, spacious, and beautifully decorated. Its location is perfect, and it comes fully equipped with everything you might need. The transaction with the property manager was incredibly smooth, making the entire experience hassle free. I highly recommend it 100%!"
United States
Maryelizabeth R.
The price is NZ$516
includes taxes & fees
4 Nov - 5 Nov
Elegant New Home Near Lakes - Relax & Unwind!
Cozy Outdoor Space + BBQ | LCP Collection
9.0 out of 10, Wonderful, (2)
"Good"
United States
Bridget O.
Cozy Outdoor Space + BBQ | LCP Collection
Riverfront rental
9.8 out of 10, Exceptional, (34)
"Beautiful views, conveniently stocked, lots of family time, we slept so good, very clean and accommodating. Can’t wait to stay there again!"
United States
Joy L.
The price is NZ$430
includes taxes & fees
4 Nov - 5 Nov
Riverfront rental
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
9.0 out of 10, Wonderful, (4)
"Check in was easy, house very clean and well maintained. Only hitch was garage door opener was not working. A bit inconvenient but quick responses from owner. "
United States
Diane B.
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
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

Find out more about Oakwood Hills

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 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 NZ$326 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?

Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.: This holiday home rental outside of Oakwood Hills is located near skiing, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.