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Compare 127 Vacation Homes in Sleepy Hollow with updated reviews, rates, and availability.

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (48)
"This home was clean, comfortable, spacious and inviting. Michael met us to provide key and a review of all the home offered. Spacious pantry and kitchen had everything we needed for entertaining. The large dining table and comfy couches were perfect for enjoying the football game Everone complimented the home’s beauty and lovely backyard setting. Would highly recommend and we will be back. Thank you!"
Breathtaking home close to Schaumburg, Chicago

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

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 1,925
AED 5,184 total
includes taxes & fees
18 Feb - 19 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

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!

Fox River Retreat

9.6 out of 10, Exceptional, (28)
"We stayed for two weeks over the holidays visiting family nearby. Home was great. Very clean and owners were very responsive to any questions we had. Beds were comfortable, kitchen was large and clean. We could occasionally hear people in the unit below at night, but not enough to keep us awake. Overall, the place was great and I'd rent it again."
Fox River Retreat

Charming 4 Bedroom home in the heart of Elgin

9.6 out of 10, Exceptional, (24)
"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

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (40)
"We love staying at this rental! We have stayed multiple times. It is cozy, clean and well equipped with everything we need to feel at home. "
The price is AED 624
AED 1,065 total
includes taxes & fees
24 Feb - 25 Feb
✽ Charming Cottage ✽ close to College/Town/Station

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (24)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is AED 459
AED 702 total
includes taxes & fees
18 Feb - 19 Feb
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

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

Basement Suite, Separate-entrance in Prime Location

8.0 out of 10, Very Good, (4)
"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 AED 496
AED 646 total
includes taxes & fees
19 Feb - 20 Feb
Basement Suite, Separate-entrance in Prime Location

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 AED 973
AED 1,955 total
includes taxes & fees
25 Feb - 26 Feb
Bliss in Batavia near the Fox River

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 AED 672
AED 1,198 total
includes taxes & fees
2 Mar - 3 Mar
The Tailor House

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

9.6 out of 10, Exceptional, (15)
"The home was perfect for us. Very comfortable and the dogs enjoyed the back yard."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

Be My Valentine Sale! Downtown St. Charles, View of River, Charming design, 3 BR

2.0 star property
10.0 out of 10, Exceptional, (7)
"I recently stayed with Luxesleeps with a group of family and friends (6 in total) during the winter holiday season. Everything was as listed within the description. David and Karen ensure you are informed of every detail prior to your stay. Everything was as described. The hosts are very communicative and responsive. I have visited St. Charles several times in the past. It is a quaint town in Illinois boasting a number of delicious restaurants and charming boutiques. It is a lovely town with...
The price is AED 1,028
AED 2,092 total
includes taxes & fees
18 Feb - 19 Feb
Be My Valentine Sale! Downtown St. Charles, View of River, Charming design, 3 BR

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

9.6 out of 10, Exceptional, (19)
"Loved the mattresses and bedding. Great location and neighborhood for this basement unit. Heated floor in the bathroom was a real plus!"
Chicago-burb -Medinah -1 King and 1 Queen beds

Fox Valley Farmhouse Overlooking The Fox River!

10.0 out of 10, Exceptional, (34)
"We enjoyed our stay at the Fox Valley Farmhouse. The home was clean, beautifully decorated, and had an inviting energy. Stephanie was an amazing host! Communication was top notch. Thank you for putting the welcome mat out for our group! We will be back. "
Fox Valley Farmhouse Overlooking The Fox River!

Massive 4BR, 4-level 3,300 sq ft House, WiFi + Pool Table

10.0 out of 10, Exceptional, (2)
"The home is very spacious and lots of different areas to spend time if you have a big group. We ended up mostly spending time in the kitchen and living room area but other areas were used for remote work which was great. The washer and dryer on site was great.The hosts were very kind and easy to connect with and responsive. "
Massive 4BR, 4-level 3,300 sq ft House, WiFi + Pool Table

River View, walk to town, stylish, Spacious

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was a very well-equipped house in a great location in St Charles. Very walkable to a lot of bars and restaurants, and also right next to the river and some parks. The house was very clean, and the beds were comfortable. Ninna was a super responsive house and very helpful. We would definitely stay here again."
River View, walk to town, stylish, Spacious

Elegant New Home Near Lakes - Relax & Unwind!

10.0 out of 10, Exceptional, (3)
"Host was great and prompt with responses. The location and place were great and as described. Great get away for anyone that will be in the area."
The price is AED 547
AED 1,125 total
includes taxes & fees
24 Feb - 25 Feb
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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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 "
The price is AED 1,925
AED 5,184 total
includes taxes & fees
18 Feb - 19 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

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.