Search Vacation Homes in Sleepy Hollow

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

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Beautiful, clean, and comfortable! Perfect getaway and wonderful memories were made!"
Historic home with easy access to Chicago

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

9.6 out of 10, Exceptional, (20)
"We have 3 kids and a dog and needed a clean, safe, spacious home to hang out and relax in while visiting family and this had everything we were looking for! I had to work during our stay so the desk in one of the bedrooms was perfect while the rest of the family could watch tv and play in the other areas of the house/yard. The owner was friendly and responsive and made sure we were taken care of. We plan on coming back any time we are in the area!"
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (29)
"Wonderful home, great location, and beautiful little town"
Geneva Island Park Retreat

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 1,550
AED 4,736 total
includes taxes & fees
28 Apr - 29 Apr
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Beautiful 5 bedroom home on private lake

8.0 out of 10, Very Good, (1)
Beautiful 5 bedroom home on private lake

Comforting Retreat Near Woodfield Mall by RedAwning

9.6 out of 10, Exceptional, (14)
"My family and I had a wonderful time in Chicago and would definitely come back to visit this wonderful city and property. Our Communication with the property manager was not only appreciated but he was understanding and respectful. We had a few requests and not only did he meet them but delivered them personally. The home was comfortable and in a safe comfortable community. We were in access of everything needed or a short drive away. We thank you for having us !"
Comforting Retreat Near Woodfield Mall by RedAwning

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (53)
"Great home for a weekend in Palatine with family dinner. There's plenty of space to spread out and connect with family. The dining room was spacious and comfortable. We enjoyed our stay immensely "
Breathtaking home close to Schaumburg, Chicago

Bliss in Batavia near the Fox River

9.8 out of 10, Exceptional, (20)
"The home is located in a very safe neighborhood located blocks away from downtown Batavia and an easy drive into Geneva/St. Charles. I was able to communicate directly with the owner and he was wonderful to work with. The popcorn machine in the basement was a hit with my two daughters. The office space and standing desk made my workdays very comfortable. This is an amazing space and an amazing owner. Thank you!"
The price is AED 973
AED 1,988 total
includes taxes & fees
5 May - 6 May
Bliss in Batavia near the Fox River

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

10.0 out of 10, Exceptional, (3)
"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

9.8 out of 10, Exceptional, (39)
"We just wanted to enjoy some local food and small town life. Perfect!"
The price is AED 573
AED 1,090 total
includes taxes & fees
6 May - 7 May
The Tailor House

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

10.0 out of 10, Exceptional, (28)
"It was a perfect weekend stay, exactly as listed. Plenty of room for Groom/Groomsmen to get ready prior to the ceremony. Highly recommended!"
The price is AED 863
AED 1,535 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

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 779
AED 1,249 total
includes taxes & fees
30 Apr - 1 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 "

6.0 out of 10, (1)
"Room clean, fitness room awful!! Have to request house keeping but they do not change sheets. Bar and restaurant bare minimum. They have a nice bar next to hotel(Not the-one located in the hotel) Would not stay again!"
The price is AED 364
AED 441 total
includes taxes & fees
28 Apr - 29 Apr
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (59)
"Nice house, good location"
Spacious open concept home w/ game room + firepit

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"Everything was great! The host was very kind. Perfect for a short or long stay. It was real nice to have access to washing machine/dryer. Nice & clean. We highly recommend!"
The price is AED 624
AED 1,069 total
includes taxes & fees
29 Apr - 30 Apr
✽ Charming Cottage ✽ close to College/Town/Station

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 735
AED 1,469 total
includes taxes & fees
30 Apr - 1 May
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi

Cozy retreat in a prime location

9.6 out of 10, Exceptional, (14)
"This property was absolutely perfect for our group of cousins, Aunts and more cousins! We utilized this space so everyone could maximize quality time together: the four children could play and run around, the adults could visit and join the kids as necessary. There were lots of cards games and board games which was so helpful! This place is beautiful, well taken care of and very thoughtfully presented. I loved the labels on the cupboards in the kitchen and bathrooms to direct us where items...
Cozy retreat in a prime location

"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

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

10.0 out of 10, Exceptional, (4)
"I would definitely recommend this place to anyone. The place was great! Nice quiet neighborhood, minutes away from great restaurants! The house was stocked with plenty of amenities, from dishes to toothbrushes to batteries! If you needed something it probably had it. Very clean and great atmosphere! We enjoyed ourself so very much!"
The price is AED 1,010
AED 2,196 total
includes taxes & fees
5 May - 6 May
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

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (53)
"Great home for a weekend in Palatine with family dinner. There's plenty of space to spread out and connect with family. The dining room was spacious and comfortable. We enjoyed our stay immensely "
Breathtaking home close to Schaumburg, Chicago

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (59)
"Nice house, good location"
Spacious open concept home w/ game room + firepit

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

6.0 out of 10, (1)
"Room clean, fitness room awful!! Have to request house keeping but they do not change sheets. Bar and restaurant bare minimum. They have a nice bar next to hotel(Not the-one located in the hotel) Would not stay again!"
The price is AED 364
AED 441 total
includes taxes & fees
28 Apr - 29 Apr
"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.