Holiday Homes in Sleepy Hollow

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Featured Holiday Homes in Sleepy Hollow and around

House
King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy

2.0 star property
Cary
The price is €349
includes taxes & fees
24 Nov - 25 Nov
King bed Crystal Lake Mchenry Cary Cozy
Fridge, microwave, oven, stovetop
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Schaumburg
9.8 out of 10, Exceptional, (31)
"What a wonderful property! Roomy, clean, nicely decorated, and in a quiet and pleasant neighborhood. The back yard was awesome, large and fenced in but also lined with mature trees which provide privacy. The host was quickly responsive when messaged with questions."
United States
Jennifer S.
The price is €406
includes taxes & fees
23 Nov - 24 Nov
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom
Outdoor dining
✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton
10.0 out of 10, Exceptional, (54)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is €273
includes taxes & fees
24 Nov - 25 Nov
✽ Charming Cottage ✽ close to College/Town/Station
Paper towels, dining tables
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

streamwood
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is €313
includes taxes & fees
23 Nov - 24 Nov
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Exterior
The Tailor House

The Tailor House

Woodstock
9.8 out of 10, Exceptional, (48)
"I really enjoyed the place "
United States
Ahmed A.
The price is €262
includes taxes & fees
3 Dec - 4 Dec
The Tailor House
Fridge, microwave, oven, stovetop
Spacious Ranch blocks away from downtown McHenry

Spacious Ranch blocks away from downtown McHenry

McHenry
9.6 out of 10, Exceptional, (19)
"Great home and perfect location. "
United States
Steve B.
The price is €290
includes taxes & fees
30 Nov - 1 Dec
Spacious Ranch blocks away from downtown McHenry
Terrace/patio
Riverfront rental

Riverfront rental

South Elgin
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is €186
includes taxes & fees
30 Nov - 1 Dec
Riverfront rental
Interior
The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!

Huntley
9.8 out of 10, Exceptional, (18)
"We loved our stay here, perfect for our family of five. My kids loved the game room! We will definitely be back next time we are in Huntley."
United States
Kristen D.
The price is €262
includes taxes & fees
24 Nov - 25 Nov
The Main Event Game House on the Huntley Square!
Fridge, microwave, oven, stovetop
Beautiful House in Carol Stream near Downtown Chicago

Beautiful House in Carol Stream near Downtown Chicago

Carol Stream
10.0 out of 10, Exceptional, (3)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is €530
includes taxes & fees
1 Dec - 2 Dec
Beautiful House in Carol Stream near Downtown Chicago
Fridge, microwave, oven, stovetop
4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection

Schaumburg
8.4 out of 10, Very good, (5)
"Had a wonderful relaxing & enjoyable stay; would definitely book again!"
United States
Chenae J.
The price is €481
includes taxes & fees
9 Dec - 10 Dec
4BR Near Woodfield Mall & Metra | LCP Collection
Fridge, microwave, oven, stovetop
Spacious 3 Bedroom

Spacious 3 Bedroom

2.0 star property
Cary
Spacious 3 Bedroom
Smart TV, books
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

2.0 star property
Schaumburg
10.0 out of 10, Exceptional, (2)
"Super comfy for families and the nicest host. "
United States
Anonymous traveller
The price is €440
includes taxes & fees
1 Dec - 2 Dec
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Interior
Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16

Carol Stream
9.6 out of 10, Exceptional, (7)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
The price is €628
includes taxes & fees
16 Dec - 17 Dec
Family Heaven Retreat, 6 Bedroom, Sleep 16
Fridge, microwave, oven, stovetop
Relaxing Lake Zurich 3BR + Patio | LCP Collection

Relaxing Lake Zurich 3BR + Patio | LCP Collection

Lake Zurich
8.4 out of 10, Very good, (5)
"Property was newly updated, was in a great location for us and met our needs. We had an issue with heating and owner resolved it. There were a few details that needed attended to, I discussed with owner and am confident that he was listening. Harry is very responsive. We would stay here again."
United States
Liz S.
The price is €406
includes taxes & fees
1 Dec - 2 Dec
Relaxing Lake Zurich 3BR + Patio | LCP Collection
Smart TV
Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond

Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond

McHenry
10.0 out of 10, Exceptional, (2)
"Great location and wonderful home! Perfect for our retreat."
United States
Lauren B.
The price is €968
includes taxes & fees
23 Nov - 24 Nov
Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond
2 bedrooms, iron/ironing board, WiFi, bed sheets
Basement Suite, Separate-entrance in Prime Location

Basement Suite, Separate-entrance in Prime Location

Schaumburg
6.8 out of 10, (6)
"The property was clean and what we needed for our trip. I would suggest adding some hand towels in the bathroom and dish towels or paper towels in the kitchen since it does provide an opportunity to cook. One bed was a little high for the vertically challenged! "
United States
Amy W.
The price is €235
includes taxes & fees
25 Nov - 26 Nov
Basement Suite, Separate-entrance in Prime Location
Property grounds
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

Arlington Heights
9.0 out of 10, Wonderful, (4)
"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "
United States
James b.
The price is €411
includes taxes & fees
25 Nov - 26 Nov
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Interior
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

wheaton
The price is €389
includes taxes & fees
23 Nov - 24 Nov
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
Private kitchen
Modern Suburban Oasis- 14 guest House. Family Friendly!

Modern Suburban Oasis- 14 guest House. Family Friendly!

Elgin
10.0 out of 10, Exceptional, (1)
The price is €952
includes taxes & fees
17 Dec - 18 Dec
Modern Suburban Oasis- 14 guest House. Family Friendly!
A heated pool
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

McHenry
9.2 out of 10, Wonderful, (41)
"Very comfortable… enjoyed the property to the upmost.."
United States
Debra H.
The price is €1,108
includes taxes & fees
24 Nov - 25 Nov
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
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

Hyatt Place Itasca

Hyatt Place Itasca

10/10 Excellent
"The staff was super friendly and efficient, the rooms were nice and clean, the beds were comfortable. Free parking, free breakfast, always a plus. This is the second time we stay here in the past 6 months and we'll be back."
Cristian 2-night trip
Posted 3 days ago
Hyatt Place Itasca

Find out more about Sleepy Hollow

Sleepy Hollow Holiday Homes information

Number of reviews
272
Accommodation
168 Holiday Homes
Lowest Price
€186
Highest Price
€1,108

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