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

Hip Urban Loft-Small Town Charm -124 LOFTS #4
Hip Urban Loft-Small Town Charm -124 LOFTS #4West Dundee
10.0 out of 10, Exceptional, (11)
The price is HK$973
HK$1,644 total
includes taxes & fees
12 Jan - 13 Jan 2026
The price is HK$1,012
HK$1,642 total
includes taxes & fees
15 Dec - 16 Dec

Just remodeled apartment close to airport and mall
Just remodeled apartment close to airport and mallElk Grove Village
10.0 out of 10, Exceptional, (15)
The price is HK$1,051
HK$1,974 total
includes taxes & fees
15 Dec - 16 Dec

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

✽ Charming Cottage ✽ close to College/Town/Station
✽ Charming Cottage ✽ close to College/Town/StationWheaton
10.0 out of 10, Exceptional, (55)
The price is HK$1,323
HK$2,426 total
includes taxes & fees
16 Dec - 17 Dec

Little Fox Cottage - A Cozy Riverview Getaway
Little Fox Cottage - A Cozy Riverview GetawayFox River Grove
10.0 out of 10, Exceptional, (17)
The price is HK$1,323
HK$2,005 total
includes taxes & fees
6 Jan - 7 Jan 2026

3BR House with Pickleball, Game Room, Foosball, Arcade, Cereal Bar, Darts &Grill
3BR House with Pickleball, Game Room, Foosball, Arcade, Cereal Bar, Darts &GrillLake Zurich
10.0 out of 10, Exceptional, (5)
The price is HK$1,401
HK$3,350 total
includes taxes & fees
15 Dec - 16 Dec

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike TrailGeneva
9.8 out of 10, Exceptional, (31)
The price is HK$740
HK$2,046 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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