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

Fox River Retreat
9.8 out of 10, Exceptional, (16)
"Very nice, clean roomy home. Would be great for family stay. Convenient to downtown St Charles and S. Elgin. Family that came over were very impressed."
Fox River Retreat
Breathtaking home close to Schaumburg, Chicago
9.8 out of 10, Exceptional, (39)
"Great yard. Good area."
Breathtaking home close to Schaumburg, Chicago
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
9.2 out of 10, Wonderful, (10)
"The property was nicely furnished and had all of the basic necessities. It was clean and smelled fresh. There was a welcome sign on the kitchen island but not very many details/rules so we weren't sure where to leave the used linens upon .Overall, the house was very nice.departure."
The price is SAR 826
SAR 1,626 total
includes taxes & fees
30 Sep - 1 Oct
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
- Fully-Equipped Condo - King Bed - Massive yard -
10.0 out of 10, Exceptional, (16)
"As good as the pictures on VRBO are of this site, they don't quite capture the charming character of this house. And it is a house (the lower floor), an absolute classic from the late 1800s. Beautifully and thoughtfully appointed in all regards. Main living areas, kitchen, bathrooms - all excellent. The bedding is top notch (love those pillows). The deck is a great place for coffee in the AM, or wine in the afternoon. The owner is super responsive and helpful. Location is super...
The price is SAR 638
SAR 1,286 total
includes taxes & fees
20 Oct - 21 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
Chicago&O’Hare/King Bed/High-Speed WiFi/Deck&Fence
10.0 out of 10, Exceptional, (19)
"We traveled for a big family birthday celebration hosted by my brother. The house was perfect for us. Clean, comfortable, close to airport, with plenty of room for the 4 of us. Game room was a welcome getaway. We will be back. "
The price is SAR 914
SAR 1,750 total
includes taxes & fees
25 Sep - 26 Sep
Chicago&O’Hare/King Bed/High-Speed WiFi/Deck&Fence
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (20)
"Sweet house on the Fox River away from the city craziness, but plenty of stuff nearby. Host was beyond accommodating! And we can't think them enough! 10/10"
The price is SAR 657
SAR 948 total
includes taxes & fees
25 Sep - 26 Sep
Riverfront rental with fun activities
Modern Open Concept Home with Pool Table by Train Station
8.8 out of 10, Excellent, (15)
"The home was very comfortable - it was modern and the beds were good. Unfortunately the repairs to make it rentable were not high quality. The bathroom sink in the half bath was leaking when we arrived. The door frame of the basement bathroom had fallen off & was lying on the floor when we arrived. The shower door in the upstairs bathroom would not stay on the track. However , none of these problems would deter me from renting again. They were just inconveniences."
Modern Open Concept Home with Pool Table by Train Station
Historic home with easy access to Chicago
9.6 out of 10, Exceptional, (159)
"Amazing home. More stunning than pictures. Lots of places to gather as a group or have solitude. Beds very comfortable. Kitchen well equipped. Neighborhood quiet and walkable. Enjoyed outdoor dining on deck, quiet porch swing mornings, happy hour toasting in the sunroom, playing the grand piano, and cozing up in the living room for a movie. 5 adult family members gathering for graduation from a graduate program at Midwestern University.. Highly recommend!"
Historic home with easy access to Chicago
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (34)
"This is an older home that has been renovated into a cute rental. The place was clean when we arrived. The rooms were just as described in the listing. The only bathroom is upstairs. The only concern I had was that the stairs were those older home steep stairs and there were no handrails. We had our older parents with us and them going up and down made me quite nervous. It is near the train tracks, as are many places in Wheaton, so you did hear the trains coming through frequently. "
The price is SAR 638
SAR 1,088 total
includes taxes & fees
25 Sep - 26 Sep
✽ Charming Cottage ✽ close to College/Town/Station
The Best of Wheaton, Family and Pet Friendly
9.8 out of 10, Exceptional, (6)
"The house was perfect for our stay. Located on a quiet street in a great area. Had everything needed and Larry was a great host."
The Best of Wheaton, Family and Pet Friendly
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
10.0 out of 10, Exceptional, (19)
"We needed a place to stay since we were coming from different locations and this house was great. Kitchen was well stocked with cooking supplies. Hot tub was great! House was clean and fun in a nice quiet neighborhood."
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.
Relaxing Riverfront Home with Pier
9.8 out of 10, Exceptional, (7)
"Very spacious on the inside & nicely decorated. The outside has lots of room too. We enjoyed having a fire at night. It was fun just sitting on the deck watching the boats go by. We would most definitely stay here again!"
Relaxing Riverfront Home with Pier
The Adorable "Blue Breeze" near lake and town!
9.8 out of 10, Exceptional, (9)
"Home and everything was great . Loved the area even though it was about a hour out of Chicago. All around the lakes is beautiful"
The Adorable "Blue Breeze" near lake and town!
OutdoorOasis-King bed-Fire Pit-Mins to town-EV charger
10.0 out of 10, Exceptional, (21)
"Beautiful home. Everything you need."
OutdoorOasis-King bed-Fire Pit-Mins to town-EV charger
The River House/Stunning Riverfront/Scenic Views/Water Sports/Steps to Marina
10.0 out of 10, Exceptional, (5)
"The home had everything we needed and more! Having the river right out the back door and downtown shops just a quick walk away was perfect. "
The River House/Stunning Riverfront/Scenic Views/Water Sports/Steps to Marina
Great location-King beds-Kids playroom
10.0 out of 10, Exceptional, (16)
"Clean property with great amenities and outdoor space. Family friendly for my infant and toddler. Would stay here again if we're in the neighborhood."
Great location-King beds-Kids playroom
NEW Renovated Art Gala in Rolling Meadows
2.0 star property
NEW Renovated Art Gala in Rolling Meadows
Glen Ellyn Country Side Home
9.4 out of 10, Exceptional, (15)
"Clean property, comfortable furniture and beds. Great pool! Communication with host was excellent. Would recommend!!"
Glen Ellyn Country Side Home
Spacious open concept home w/ game room + firepit
9.8 out of 10, Exceptional, (47)
"Our family of 4 had a wonderful stay here! Great neighborhood and a spacious home! The beds were super comfy & the home was decorated nicely! Thank you for having us Amanda! We’ll be back :) "
Spacious open concept home w/ game room + firepit
Schaumburg Pool House
10.0 out of 10, Exceptional, (11)
"Checked in ahead of our daughter’s wedding with multiple family members. Terrific floor plan, comfortable for everyone and the backyard, especially the pool can’t be beat! Many, many laps completed. Note re:pool. It’s a diving pool, so the deep end is very deep and the drop off pretty quick. There is a ledge that goes around the perimeter of the pool, which is good. We had a four year old with us and all good. Would definitely book again."
Schaumburg Pool House
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Other property types in Sleepy Hollow

WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (220)
"Mucho olor a marihuana, y que no limpian las habitaciónes solo si pagas adicional y allí dice que cada 14 días limpian y solo es si pagas debería ser un derecho por estar alojado allí por lo menos una vez a la semana no te dan cambio de sábanas ni toallas "
The price is SAR 338
SAR 358 total
includes taxes & fees
25 Sep - 26 Sep
WoodSpring Suites Chicago Addison
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.6 out of 10, Exceptional, (28)
"Huge property with amazing basement and pool. Comfortably slept 14 (almost everyone had their own bed) and close to great golf courses plus Kief’s Reef Bar and McHenry. Would highly recommend. "
The price is SAR 1,873
SAR 5,186 total
includes taxes & fees
25 Sep - 26 Sep
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Chicago&O’Hare/King Bed/High-Speed WiFi/Deck&Fence
10.0 out of 10, Exceptional, (19)
"We traveled for a big family birthday celebration hosted by my brother. The house was perfect for us. Clean, comfortable, close to airport, with plenty of room for the 4 of us. Game room was a welcome getaway. We will be back. "
The price is SAR 914
SAR 1,750 total
includes taxes & fees
25 Sep - 26 Sep
Chicago&O’Hare/King Bed/High-Speed WiFi/Deck&Fence
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.