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Holiday rentals in Oakwood Hills

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Top-rated holiday rentals in Oakwood Hills

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Loft in West Dundee
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
18–25 AugProfessional Host,
£138 per night
4.97 out of 5 average rating, 433 reviews
Guest favourite
Guest house in McHenry
"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.
27 Nov – 4 DecIndividual Host,
£117 per night
4.95 out of 5 average rating, 153 reviews
Guest favourite
Townhouse in Hoffman Estates
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.
28 Dec – 4 JanIndividual Host,
£86 per night
4.91 out of 5 average rating, 284 reviews

Popular amenities for Oakwood Hills holiday rentals

Other great holiday rentals in Oakwood Hills

Superhost
Home in McHenry
The Acorn @ Oaks on The Fox
27 Mar – 3 Apr
£173 per night
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Algonquin
Waterfront 2 Room Studio w/Kitchenette, Downtown
25 Apr – 2 MayProfessional Host,
£75 per night
4.87 out of 5 average rating, 15 reviews
Superhost
Home in Oakwood Hills
2 BR remodeled home near Cary/Crystal Lake/McHenry
13–20 FebProfessional Host,
£199 per night
4.79 out of 5 average rating, 75 reviews
Superhost
Home in Cary
KING bed | Crystal Lake | McHenry | Cary | COZY
5–12 JunProfessional Host,
£195 per night
4.81 out of 5 average rating, 36 reviews
Guest favourite
Home in Cary
Spacious 3 Bedroom
25 Apr – 2 MayIndividual Host,
£212 per night
4.84 out of 5 average rating, 49 reviews
Guest favourite
Home in McHenry
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
23–30 MarProfessional Host,
£875 per night
4.89 out of 5 average rating, 61 reviews
Guest favourite
Home in Round Lake Beach
Round Lake Getaway Retreat
31 Mar – 5 AprIndividual Host,
£138 per night
4.99 out of 5 average rating, 95 reviews
Guest favourite
Guest house in Hampshire
Shiloh Place - Two Minutes Off The Highway
9–16 Aug
£83 per night
4.92 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Fox River Grove
Little Fox Cottage - A Cozy Riverview Getaway
25 Dec – 1 JanIndividual Host,
£223 per night
4.93 out of 5 average rating, 43 reviews
Guest favourite
Flat in McHenry
Downtown McHenry @ the Heart of the Fox River
13–20 Oct
£127 per night
5.0 out of 5 average rating, 61 reviews
Guest favourite
Cabin in McHenry
Riverside Retreat : A Nature Lover’s Dream!
31 Oct – 7 Nov
£271 per night
4.97 out of 5 average rating, 63 reviews
Guest favourite
Cottage in Crystal Lake
Modern Cottage by the Beach
6–13 MayIndividual Host,
£138 per night
4.92 out of 5 average rating, 25 reviews

Destinations to explore

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  3. Illinois
  4. McHenry County
  5. Oakwood Hills