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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 167 Vacation Homes in Sleepy Hollow with updated reviews, rates, and availability.

Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Fridge, microwave, oven, stovetop

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

9.8 out of 10, Exceptional, (21)
"The home was perfect for us. Very comfortable and the dogs enjoyed the back yard."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Geneva Island Park Retreat
Terrace/patio

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (31)
"Great location"
Geneva Island Park Retreat
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

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

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is AED 1,756
AED 4,972 total
includes taxes & fees
12 May - 13 May
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Beautiful 5 bedroom home on private lake
Living area

Beautiful 5 bedroom home on private lake

9.0 out of 10, Wonderful, (2)
Beautiful 5 bedroom home on private lake
Comforting Retreat Near Woodfield Mall by RedAwning
Property grounds

Comforting Retreat Near Woodfield Mall by RedAwning

9.6 out of 10, Exceptional, (14)
"Nice place to stay, will definitely stay again. "
Comforting Retreat Near Woodfield Mall by RedAwning
Breathtaking home close to Schaumburg, Chicago
Exterior

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (54)
"Fit our whole family nicely."
Breathtaking home close to Schaumburg, Chicago
Bliss in Batavia near the Fox River
Fridge, microwave, oven, stovetop

Bliss in Batavia near the Fox River

9.8 out of 10, Exceptional, (20)
"My family and I enjoyed staying at the house while we were in town! The place was beautiful, very clean and plenty of space for us to enjoy. The house was close to downtown with a lot of local businesses to enjoy. Would highly recommend!"
The price is AED 937
AED 1,915 total
includes taxes & fees
13 May - 14 May
Bliss in Batavia near the Fox River
Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg
Private kitchen

Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg

10.0 out of 10, Exceptional, (4)
"We stayed here to attend the Axpona Hi Fi show as well as trips into Chicago. Great accommodation. Host is top rate, I highly recommend this VRBO. Thanks again to the hosts."
Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg
The Tailor House
Exterior

The Tailor House

9.8 out of 10, Exceptional, (39)
"Lovely little historic home in Woodstock, walking distance to the town square and the beautiful historic neighborhoods. Perfect for our stay!"
The price is AED 672
AED 1,205 total
includes taxes & fees
18 May - 19 May
The Tailor House
- Fully-Equipped Condo - King Bed - Massive yard -
Fridge, microwave, oven, stovetop

- Fully-Equipped Condo - King Bed - Massive yard -

10.0 out of 10, Exceptional, (28)
"This was an incredible stay in Geneva. The location of this property was top notch, as was the property itself. A ton of space for my family of five and it had everything we needed during our stay. Would definitely recommend to anyone looking in Geneva. "
The price is AED 735
AED 1,381 total
includes taxes & fees
18 May - 19 May
- Fully-Equipped Condo - King Bed - Massive yard -
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay
Fridge, microwave, oven, stovetop

3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay

8.0 out of 10, Very Good, (1)
"Wonderful neighborhood! Comfortable beds! Great TV in the living room. Communication with host was fabulous. "
The price is AED 867
AED 1,348 total
includes taxes & fees
21 May - 22 May
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Bar (on property)

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

8.0 out of 10, Very Good, (2)
"Smooth check-in, clean room and wonderful bar that serves food.I would definitely stay again"
The price is AED 430
AED 508 total
includes taxes & fees
10 May - 11 May
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Spacious open concept home w/ game room + firepit
Microwave, dishwasher, coffee/tea maker, toaster

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (59)
"Perfect stay"
Spacious open concept home w/ game room + firepit
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"House is super clean, pictures are accurate. Would stay again! "
The price is AED 624
AED 1,069 total
includes taxes & fees
12 May - 13 May
✽ Charming Cottage ✽ close to College/Town/Station
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Fridge, microwave, oven, stovetop

Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

8.0 out of 10, Very Good, (2)
"The property was perfect for hosting my birthday celebration of a group of 10. It provided adequate space and location. I was very pleased with the property."
The price is AED 771
AED 1,513 total
includes taxes & fees
21 May - 22 May
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Cozy retreat in a prime location
Shower, hair dryer, towels, soap

Cozy retreat in a prime location

9.6 out of 10, Exceptional, (14)
"Quick stay for us over Thanksgiving so we needed something simple, clean, with a central.location to visit family. This checked the box for us. Noticed lots of baby/toddler amenities which would be great for familues with young kids"
Cozy retreat in a prime location
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center
Property grounds

"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

10.0 out of 10, Exceptional, (71)
"Michael was a great host. The property was very clean. The beds were very comfortable. The sculpture park across the street along the river was wonderful for walks in the evening. There are also other quaint cities near by to see."
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center
Minutes to Downtown Saint Charles, Cozy/Chic Home
Exterior

Minutes to Downtown Saint Charles, Cozy/Chic Home

10.0 out of 10, Exceptional, (6)
"Perfect location Very clean house and lots of rooms"
Minutes to Downtown Saint Charles, Cozy/Chic Home
Stylish Escape/Game Room/4 Brs
Fridge, microwave, oven, stovetop

Stylish Escape/Game Room/4 Brs

10.0 out of 10, Exceptional, (4)
"This was a wonderful house . very clean and organized . Will definitely stay here again. "
Stylish Escape/Game Room/4 Brs
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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Other property types in Sleepy Hollow

The Arlington Heights Breakaway - 6 Luxury Bed House NEW
Fridge, microwave, oven, stovetop

The Arlington Heights Breakaway - 6 Luxury Bed House NEW

The price is AED 551
AED 1,462 total
includes taxes & fees
13 May - 14 May
The Arlington Heights Breakaway - 6 Luxury Bed House NEW
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

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

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is AED 1,756
AED 4,972 total
includes taxes & fees
12 May - 13 May
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Bar (on property)

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

8.0 out of 10, Very Good, (2)
"Smooth check-in, clean room and wonderful bar that serves food.I would definitely stay again"
The price is AED 430
AED 508 total
includes taxes & fees
10 May - 11 May
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
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.