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

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

9.6 out of 10, Exceptional, (16)
"Perfect location to make training visits to the area. Close to places to eat & grocery stores."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

Beautiful 5 bedroom home on private lake

Beautiful 5 bedroom home on private lake

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (26)
"All good except for towel shortage in upstairs bathroom. I was a bit surprised to see an extra perdons charge as 6 folks in 3 bedrooms seems normal. That said, the cottage is darling."
Geneva Island Park Retreat

Comforting Retreat Near Woodfield Mall by RedAwning

9.6 out of 10, Exceptional, (12)
"We really enjoyed our stay! The house was cozy and very quiet! We will definitely stay again! Check in was so simple! Loved the big back yard for our dog. Location was super convenient and we felt right at home. My only recommendation would be to make the shower hotter. You will definitely enjoy this property. It’s a must stay near Chicago!"
Comforting Retreat Near Woodfield Mall by RedAwning

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

10.0 out of 10, Exceptional, (26)
"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 SAR 563
SAR 1,181 total
includes taxes & fees
23 Mar - 24 Mar
- Fully-Equipped Condo - King Bed - Massive yard -

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

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (49)
"Enjoyed our stay. Lots of common areas to work remotely and to socialize."
Breathtaking home close to Schaumburg, Chicago

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

10.0 out of 10, Exceptional, (1)
"I had a fantastic stay at this property! The house was spotless, beautifully decorated, and had everything I needed for a comfortable and relaxing visit. The kitchen was well-stocked, the beds were incredibly comfortable, and the outdoor space was perfect for our dogs.Gergana was the perfect host responsive, friendly, and made sure everything was just right for my stay.I would absolutely stay here again and highly recommend it to anyone looking for a wonderful home away from home!"
Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg

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

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 548
SAR 1,070 total
includes taxes & fees
18 Mar - 19 Mar
The Tailor House

OutdoorOasis-King bed-Fire Pit-Mins to town-EV charger

10.0 out of 10, Exceptional, (24)
"we were shocked at hoe lovely this home was. It was perfectly organized with everything you could possibly need. The house is even cuter in person than the pics. "
OutdoorOasis-King bed-Fire Pit-Mins to town-EV charger

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (54)
"We had such a wonderful time in your home. Great communication with Amanda! Highly recommended!"
Spacious open concept home w/ game room + firepit

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (41)
"Just the cutest place!"
The price is SAR 638
SAR 1,080 total
includes taxes & fees
24 Mar - 25 Mar
✽ Charming Cottage ✽ close to College/Town/Station

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.8 out of 10, Exceptional, (7)
"My family of four had a good time at the house. The property is as listed on line. Jaime the owner was an awesome communicator."
Pet-Friendly Bartlett Farmhouse w/ Deck!

Bliss in Batavia near the Fox River

9.8 out of 10, Exceptional, (17)
"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 SAR 859
SAR 1,831 total
includes taxes & fees
18 Mar - 19 Mar
Bliss in Batavia near the Fox River

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

9.8 out of 10, Exceptional, (69)
"Michael was a wonderful host! He even brought down a sled for my husband since my husband has never seen so much snow or even been sledding in his life lol. He had lots of tasty snacks available as well!"
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (24)
"I'll be back for sure"
The price is SAR 469
SAR 717 total
includes taxes & fees
18 Mar - 19 Mar
Riverfront rental with fun activities

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (163)
"everything about this house was wonderful. The beds were comfortable. Everything was clean. The family had a lot of fun. We were able to invite other family members over to visit. My daughter loved playing the piano, just made the mini family reunion perfect. Thank you for sharing your amazing home."
Historic home with easy access to Chicago

New! Spacious Home 6BD/3BTH - Sleeps 16! in Hoffman Estates!

New! Spacious Home 6BD/3BTH - Sleeps 16! in Hoffman Estates!

Historic Glen Ellyn Home with Optional Carriage House

2.5 star property
10.0 out of 10, Exceptional, (1)
"My family loved our stay at Bob's home. In the description, he mentions that he loves for people to stay here and that definitely shines through in the overall experience. Whether it was the easy communication with Bob throughout or the numerous amenities, he made us feel very welcome. Unlike other rentals we have stayed in that are vacation properties, this felt more like we were staying at the home of a friend. All the rooms were comfortable and we had everything we could possible need. We...
Historic Glen Ellyn Home with Optional Carriage House
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

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

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

9.6 out of 10, Exceptional, (16)
"Perfect location to make training visits to the area. Close to places to eat & grocery stores."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

Beautiful 5 bedroom home on private lake

Beautiful 5 bedroom home on private lake
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.