Holiday houses in Oakwood Hills

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Top-rated holiday rentals in Oakwood Hills

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Guest favourite

Loft in West Dundee

4.97 out of 5 average rating, 446 reviews

Hip Urban Loft - Small Town Charm -124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

20–27 Jan

$265 NZD per night

Guest favourite

Apartment in Lake Zurich

4.98 out of 5 average rating, 170 reviews

Take A Pebble Apartments (Studio 3)

Message me if you experiencing difficulties booking Greetings travelers! Come stay in my Studio Apartment located in downtown Lake Zurich, Illinois. A 2 minute walk to our lovely lake. Breakfast Place, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Take A Pebble Properties L.L.C. was named after a song by the great band Emerson Lake & Palmer.

24 Jun – 1 Jul

$252 NZD per night

Guest favourite

Home in McHenry

5.0 out of 5 average rating, 11 reviews

Relaxin' on the River

Relaxing & updated waterfront home ON the Fox River, peaceful countryside setting! Home has an oversized deck, patio, firepit & pier. Updated , 4 beds split between 2 bedrooms, 1 full bath. Great for a weekend or month-long getaway. Updated kitchen, bathroom, flooring, roof, HVAC. Fenced in front yard is pet friendly. Washer & Dryer. The deck in back as great views of the river. Patio & firepit with chairs. 9-10 minute drive from downtown McHenry where you'll have shops, restaurants, Walgreens!

20–27 Oct

$414 NZD per night

Guest favourite

Apartment in McHenry

5.0 out of 5 average rating, 73 reviews

Walk to downtown McHenry @ the heart Fox River

2nd. floor. Few blocks walk east/south to most of the fun, restaurants, bars McHenry has to offer. Across the street from a Pokémon Gym @ Veterans Park. Cozy, with full kitchen, games, toys & extra amenities to make your stay relaxing & comfortable. Fenced backyard. Smoking only outside. 4:20 allowed in backyard & not in view of under the age of 21. 1 block west of the Fox River includes 488 miles of shoreline of the Chain of Lakes. Free boat/kayak launch minutes away. NO PETS ALLOWED

17–24 Sep

$252 NZD per night

Guest favourite

Guesthouse in Hampshire

4.95 out of 5 average rating, 42 reviews

Shiloh Place - Two Minutes Off The Highway

This stylish studio with all the amenities is two minutes off I-90 and just behind Dell Webb in Huntley. A 10 minute drive from the newly built Amazon facility Newly furnished and freshly painted, it features a full size kitchen, separate dining area with a private keyless entrance Sleeps up to four comfortably, featuring a king size memory gel foam mattress with luxurious bedding. Enjoy a 55” TV from the day bed that also opens to a double. The space is very suitable for short or long stays

9–16 Aug

$175 NZD per night

Guest favourite

Guesthouse in McHenry

4.95 out of 5 average rating, 157 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

12–19 Apr

$245 NZD per night

Guest favourite

Home in Round Lake Beach

4.99 out of 5 average rating, 102 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

20–25 Apr

$350 NZD per night

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 295 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

18–25 Apr

$181 NZD per night

Guest favourite

Apartment in Cary

5.0 out of 5 average rating, 155 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

6–13 Oct

$234 NZD per night

Guest favourite

Cottage in Fox River Grove

4.94 out of 5 average rating, 52 reviews

Little Fox Cottage - A Cozy Riverview Getaway

A cozy getaway in the Northwest Suburbs of Chicago. Located 40 miles from the city and just 1.25 miles from the Fox River Grove Metra stop. Get away from the city or 'work from home' in our 1 bedroom cottage with a giant covered outdoor space tucked against the slope of a beautifully terraced hill.

12–19 Mar

$404 NZD per night

Guest favourite

Condo in Crystal Lake

4.87 out of 5 average rating, 173 reviews

Crystal Lake newly updated, walk to beach

We are just minutes from historic downtown and just a few blocks away from Crystal Lake’s beautiful beach. We are block from Route 14 and within walking distance to several restaurants, library and some shopping. Perfect for a long relaxing weekend getaway.

16–23 Jun

$239 NZD per night

Superhost

Apartment in Algonquin

4.88 out of 5 average rating, 16 reviews

Waterfront 2 Room Studio w/Kitchenette, Downtown

Studio apartment overlooking the Fox River. Walking distance to downtown Algonquin with full kitchen and bathroom. Free business class wifi & cable TV. This is an modern apartment in a historic building built in 1873 and run as a hotel since the 1950s.

8–15 Nov

$158 NZD per night