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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Vacation Homes in Sleepy Hollow

Charming 4 Bedroom home in the heart of Elgin
Fridge, microwave, oven, stovetop

Charming 4 Bedroom home in the heart of Elgin

9.6 out of 10, Exceptional, (30)
"Perfect for traveling as a family. Would definitely visit again "
Charming 4 Bedroom home in the heart of Elgin
Chicago-burb -Medinah -1 King and 1 Queen beds
Terrace/patio

Chicago-burb -Medinah -1 King and 1 Queen beds

9.4 out of 10, Exceptional, (22)
"The property was very clean and comfortable!"
Chicago-burb -Medinah -1 King and 1 Queen beds
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (46)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
The price is AED 624
AED 1,069 total
includes taxes & fees
4 Aug - 5 Aug
✽ Charming Cottage ✽ close to College/Town/Station
8 Mi to Nature Center: Streamwood Gem w/ Yard!
Exterior

8 Mi to Nature Center: Streamwood Gem w/ Yard!

10.0 out of 10, Exceptional, (1)
8 Mi to Nature Center: Streamwood Gem w/ Yard!
Geneva Retreat – 4BR, Big Yard, Near Downtown, Shops, and Riverwalk
Interior

Geneva Retreat – 4BR, Big Yard, Near Downtown, Shops, and Riverwalk

The price is AED 1,140
AED 1,549 total
includes taxes & fees
21 Jul - 22 Jul
Geneva Retreat – 4BR, Big Yard, Near Downtown, Shops, and Riverwalk
5BR Family Home + Backyard | LCP Collection
Fridge, microwave, oven, stovetop

5BR Family Home + Backyard | LCP Collection

9.0 out of 10, Wonderful, (2)
"I greatly enjoyed our stay at the property and the host was very gracious to us and communicated effectively. I would like to give the propefty a 5-star review, but unfortunately during our stay the beds lacked all bedding and the bathrooms only had 2 towels between them. But the host was very nice and supported us by delivering beddings. We appreciate the host and their communication in helping us have an amazing stay!"
The price is AED 1,587
AED 2,921 total
includes taxes & fees
5 Aug - 6 Aug
5BR Family Home + Backyard | LCP Collection
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

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

9.2 out of 10, Wonderful, (37)
"The house was very clean and spacious. A lot of activities to do "
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Riverfront rental
Terrace/patio

Riverfront rental

9.8 out of 10, Exceptional, (30)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is AED 551
AED 814 total
includes taxes & fees
22 Jul - 23 Jul
Riverfront rental
Family Heaven Retreat, 6 Bedroom, Sleep 16
Interior

Family Heaven Retreat, 6 Bedroom, Sleep 16

9.4 out of 10, Exceptional, (6)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
The price is AED 629
AED 2,381 total
includes taxes & fees
22 Jul - 23 Jul
Family Heaven Retreat, 6 Bedroom, Sleep 16
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, (67)
"Nice house, good location"
Spacious open concept home w/ game room + firepit
Glen Ellyn Country Side Home
Pool

Glen Ellyn Country Side Home

9.2 out of 10, Wonderful, (16)
"Great host great home great trip"
Glen Ellyn Country Side Home
Minutes to Downtown Saint Charles, Cozy/Chic Home
TV

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Perfect location Very clean house and lots of rooms"
Minutes to Downtown Saint Charles, Cozy/Chic Home
Near Chicago&O’Hare/King Bed/WiFi+Game room
Fridge, microwave, oven, stovetop

Near Chicago&O’Hare/King Bed/WiFi+Game room

10.0 out of 10, Exceptional, (27)
"Good location and easy check in"
Near Chicago&O’Hare/King Bed/WiFi+Game room
Spacious 4BR Home with Game Room - LCP Collection
TV, fireplace, offices

Spacious 4BR Home with Game Room - LCP Collection

10.0 out of 10, Exceptional, (5)
"Great Location and spacious with four bedrooms. Worked well with three adult children."
The price is AED 1,631
AED 3,223 total
includes taxes & fees
13 Aug - 14 Aug
Spacious 4BR Home with Game Room - LCP Collection
Charming 3-bedroom house in Lake Zurich with AC, fitness room, WiFi
Private kitchen

Charming 3-bedroom house in Lake Zurich with AC, fitness room, WiFi

10.0 out of 10, Exceptional, (1)
"The property was good. it has a plethora of books, antiques and comfort. Although it is an older home it was comfortable, just watch your head in the upstairs bedrooms. "
Charming 3-bedroom house in Lake Zurich with AC, fitness room, WiFi
Stylish Escape/Game Room/4 Brs
Fridge, microwave, oven, stovetop

Stylish Escape/Game Room/4 Brs

10.0 out of 10, Exceptional, (6)
"This was a wonderful house . very clean and organized . Will definitely stay here again. "
Stylish Escape/Game Room/4 Brs
3BR with Gameroom, Nintendo, Wi-Fi, Kids Fun Room
Smart TV, fireplace, video games, books

3BR with Gameroom, Nintendo, Wi-Fi, Kids Fun Room

10.0 out of 10, Exceptional, (2)
"Our family had to make a short notice trip to Chicago for a few nights and found this property. It was exactly as advertised. It was a great fit for a family if you’re preferring space over a hotel room."
3BR with Gameroom, Nintendo, Wi-Fi, Kids Fun Room
Chic hotel with WiFi, fitness room, AC in lovely Schaumburg
1 bedroom, iron/ironing board, WiFi, bed sheets

Chic hotel with WiFi, fitness room, AC in lovely Schaumburg

The price is AED 331
AED 519 total
includes taxes & fees
21 Jul - 22 Jul
Chic hotel with WiFi, fitness room, AC in lovely Schaumburg
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, (3)
"Only complaint was the fact that the yard was not cut and the grass needed to maintained"
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Elegant New Home Near Lakes - Relax & Unwind!
TV

Elegant New Home Near Lakes - Relax & Unwind!

10.0 out of 10, Exceptional, (5)
"Beautiful condo close to Wonder Lake. I would recommend this property to everyone."
The price is AED 988
AED 1,673 total
includes taxes & fees
28 Jul - 29 Jul
Elegant New Home Near Lakes - Relax & Unwind!
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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Top Sleepy Hollow Hotel Reviews

Holiday Inn Express Chicago NW - Arlington Heights by IHG

Holiday Inn Express Chicago NW - Arlington Heights by IHG

10/10 Excellent
"Would stay here again, room was fairly spacious, clean, and clean smelling. Bed was comfortable."
William 1-night trip
Posted 2 days ago
Holiday Inn Express Chicago NW - Arlington Heights by IHG