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Compare 131 Vacation Homes in Sleepy Hollow with updated reviews, rates, and availability.

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (45)
"We had unexpected changes last minute for Thanksgiving and our Host was so great and accommodating. The space was roomy and beautiful with the rooms flowing into each other so little groups of people could talk and nosh and enjoy the food and company. The light coming in from the windows and the backyard is a little piece of nature to enjoy. At our request, our wonderful host even snuck in to start a fire for us in the firepit, making it even more homey. My husband, myself, my sister, and my...
Breathtaking home close to Schaumburg, Chicago

"St Geneva" Private With River View! 7 minutes to the QCenter

10.0 out of 10, Exceptional, (66)
"House was amazing and host was even more amazing "
"St Geneva" Private With River View! 7 minutes to the QCenter

Fox River Retreat

9.8 out of 10, Exceptional, (27)
"The stay was set up nice. Really no complaints other than only one bed room had a tv so the other guest had to sit in the living room the majority of the night. Other than that no Complaints "
Fox River Retreat

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.8 out of 10, Exceptional, (6)
"This was the perfect place for us to gather for the holidays. We definitely enjoyed our stay!"
Pet-Friendly Bartlett Farmhouse w/ Deck!

Discover Wheaton's charm.

9.8 out of 10, Exceptional, (9)
"Larry's property.... I can't even call it a property. It's a HOME!!!! As soon as we walked in, it felt like we were coming to a loved one's house. It was so perfect!!!! We traveled FAR to get there, with our two little girls and our dogs. We were exhausted and overwhelmed after the drive and the Thanksgiving holiday chaos. But walking in, we were immediately so comfortable and cozy. He had towels and cloths set up on the dressers in every room (something I do for my own guests in our own home!)...
Discover Wheaton's charm.

Squeaky clean and cozy house, walk to AH downtown, fenced yard, pets, infants

9.8 out of 10, Exceptional, (10)
"We thoroughly enjoyed our stay at this property. Very clean, with all the conveniences you would need. Great location...nice neighborhood with easily accessible stores, restaurants, etc all within reasonably short driving distances. Would absolutely recommend staying here!"
Squeaky clean and cozy house, walk to AH downtown, fenced yard, pets, infants

Paradise in Schaumburg

8.0 out of 10, Very Good, (3)
"We arrived on Wednesday evening and checked out on Friday morning. It was a nice stay?, we had all that was needed. A few things in the home need repair, such as towel holders in both bathrooms, and the king bed lists to the right, due to one of the bed supports not working correctly. "
The price is SAR 418
SAR 1,761 total
includes taxes & fees
2 Jan - 3 January 2025
Paradise in Schaumburg

Cheerful 2 bedroom townhouse with free parking.

10.0 out of 10, Exceptional, (1)
"Worked out for a short temporary stay; close proximity to everything you might need"
Cheerful 2 bedroom townhouse with free parking.

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is SAR 413
SAR 661 total
includes taxes & fees
30 Dec - 31 Dec
Riverfront rental with fun activities

Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12

10.0 out of 10, Exceptional, (14)
"Three family’s came from 3 states for a wedding, and it was the perfect place for us to visit and enjoy one another! Thank you to the host who is terrific! "
Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (51)
"Beautiful place! Close to family which made it the perfect place for us. Very clean and all we needed."
Spacious open concept home w/ game room + firepit

Comforting Retreat Near Woodfield Mall by RedAwning

9.6 out of 10, Exceptional, (11)
"House is located close to pretty much anything you could need. You’re close enough to Chicago to enjoy it but far enough away to avoid all the traffic. Very quiet neighborhood overall. The house is very well maintained and very clean. "
Comforting Retreat Near Woodfield Mall by RedAwning

The Tailor House

9.8 out of 10, Exceptional, (39)
"A relaxing well appointed home with easy walking distance to downtown Woodstock!"
The price is SAR 1,235
SAR 1,872 total
includes taxes & fees
3 Jan - 4 January 2025
The Tailor House

Basement Suite, Separate-entrance in Prime Location

8.0 out of 10, Very Good, (3)
"This was listed as a full basement apartment, it was not it had a tiny sink smaller than a bathroom sink I had to bend down and was dishes in under another counter. There was only a hot plate to cook on. If I had known this I would have planned differently. Also it left a lot to be desired in the cleaning department. We found trash under the couch and cabinet in the bathroom. In the shower a dirty used bar of soap. The floors where sticky and dirty and made our feet and socks black. No wash...
The price is SAR 282
SAR 432 total
includes taxes & fees
2 Jan - 3 January 2025
Basement Suite, Separate-entrance in Prime Location

KING bed | Crystal Lake | McHenry | Cary | COZY

10.0 out of 10, Exceptional, (6)
"Place was great. Is in a nice location close to a very cute town with some great local bars and pizza joints. Tons of lakes lots of stuff to do. We came out for the Rise up music festival. House was great. It was comfortable beds were amazing. Will come again. We just loved the house. "
The price is SAR 324
SAR 925 total
includes taxes & fees
29 Dec - 30 Dec
KING bed | Crystal Lake | McHenry | Cary | COZY

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

9.6 out of 10, Exceptional, (14)
"This nicely updated house is located in a quiet neighborhood. It has everything you will need. The backyard was nice as we were traveling with our two dogs for an event in town. The only issue was the master bath. The shower was excellent, but the overall space was so small that you could not really get to the toilet. It is wedged into the corner with the sink right in front of it! The hall bath is fine and we just used that one. Communication with the owner was ok. We had to pay as...
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

The Main Event Game House on the Huntley Square!

9.8 out of 10, Exceptional, (11)
"We had an amazing time during our stay! The house had a lot of character with antique details, like an old record player, tv and radio. There were many modern updates as well. The kitchen seemed pretty new and all of the appliances worked great! The house was clean and there was a lot of attention to detail. The hot and cold water are flipped in the shower, so beware! It is an older house, so be prepared for occasional creaking and settling noises. The game room is detached from the house and in...
The price is SAR 984
SAR 1,618 total
includes taxes & fees
14 Jan - 15 January 2025
The Main Event Game House on the Huntley Square!

Charming 4 Bedroom home in the heart of Elgin

9.8 out of 10, Exceptional, (21)
"Had a high school friends getaway. House was perfect for hanging out and close to areas we wanted to travel. Couldn’t be happier with the choice to stay here."
Charming 4 Bedroom home in the heart of Elgin

Great location-King beds-Kids playroom

10.0 out of 10, Exceptional, (19)
"Super clean Perfect for families Nicely decorated Great location Loved the extra toy room and toys to keep kids busy!"
Great location-King beds-Kids playroom

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
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

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

9.2 out of 10, Wonderful, (31)
"The spacious, well-maintained home was perfect for our group. The bedrooms were roomy, and the living areas provided plenty of space to relax and enjoy time together. The fully equipped kitchen made meal prep easy. A highlight was the neighboring estate with horses. The children loved it! The outdoor spaces were ideal for relaxation, with patios for morning coffee. Overall, this rental was the perfect setting for a memorable getaway. "
The price is SAR 3,023
SAR 6,569 total
includes taxes & fees
2 Jan - 3 January 2025
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (45)
"We had unexpected changes last minute for Thanksgiving and our Host was so great and accommodating. The space was roomy and beautiful with the rooms flowing into each other so little groups of people could talk and nosh and enjoy the food and company. The light coming in from the windows and the backyard is a little piece of nature to enjoy. At our request, our wonderful host even snuck in to start a fire for us in the firepit, making it even more homey. My husband, myself, my sister, and my...
Breathtaking home close to Schaumburg, Chicago

"St Geneva" Private With River View! 7 minutes to the QCenter

10.0 out of 10, Exceptional, (66)
"House was amazing and host was even more amazing "
"St Geneva" Private With River View! 7 minutes to the QCenter
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.