Sleepy Hollow Holiday Rentals
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Our top choices for Sleepy Hollow holiday rentals

Apartment in Arlington Heights
Sunny 1BR Apartment in the Surburbs5.4 out of 10, (3)
The price is HK$467
HK$1,259 total
includes taxes & fees
15 Dec - 16 Dec

Holiday Home in Medinah
Chicago-burb -Medinah -1 King and 1 Queen beds9.6 out of 10, Exceptional, (33)

Holiday Home in McHenry
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub9.2 out of 10, Wonderful, (42)
The price is HK$1,946
HK$8,326 total
includes taxes & fees
15 Dec - 16 Dec

Apartment in Barrington
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC9.8 out of 10, Exceptional, (6)
The price is HK$981
HK$1,674 total
includes taxes & fees
26 Dec - 27 Dec

Condo in Geneva
- Beautiful Condo - King Bed - Free Waffle Breakfast -10.0 out of 10, Exceptional, (20)
The price is HK$1,518
HK$2,921 total
includes taxes & fees
13 Jan - 14 Jan 2026

Holiday Home in McHenry
Spacious Ranch blocks away from downtown McHenry9.6 out of 10, Exceptional, (21)
The price is HK$1,752
HK$2,549 total
includes taxes & fees
15 Dec - 16 Dec

Holiday Home in Arlington Heights
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard9.0 out of 10, Wonderful, (4)

Condo in Elk Grove Village
Just remodeled apartment close to airport and mall10.0 out of 10, Exceptional, (15)
The price is HK$1,051
HK$1,974 total
includes taxes & fees
15 Dec - 16 Dec
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 Sleepy Hollow Hotel Reviews

Eaglewood Resort and Spa
10/10 Excellent
Find out more about Sleepy Hollow
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