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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

Historic home with easy access to Chicago
Exterior

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

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

9.6 out of 10, Exceptional, (16)
"Home was in a quiet & friendly neighborhood with easy access to everything."
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Geneva Island Park Retreat
Terrace/patio

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

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
Beautiful 5 bedroom home on private lake
Living area

Beautiful 5 bedroom home on private lake

Beautiful 5 bedroom home on private lake
Comforting Retreat Near Woodfield Mall by RedAwning
Property grounds

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
Breathtaking home close to Schaumburg, Chicago
Exterior

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (49)
"The entire family was welcomed and greeted by the Host. The house was immaculate and the location was beautifully landscaped. It was a welcoming neighborhood as we all felt at home. The entire experience was exactly what we were looking for. It was a home away from home and I speak everyone involved when I say we were totally satisfied "
Breathtaking home close to Schaumburg, Chicago
Bliss in Batavia near the Fox River
Fridge, microwave, oven, stovetop

Bliss in Batavia near the Fox River

9.8 out of 10, Exceptional, (18)
"We loved our stay and enjoyed the spacious home with plenty of room for 10 people. It was decorated very nicely and had everything that we needed. I would recommend this to anyone. The area was safe and in a nice neighborhood. The host was very communicative and great to deal with."
The price is AED 937
AED 1,919 total
includes taxes & fees
15 Apr - 16 Apr
Bliss in Batavia near the Fox River
Charming 3-bedroom/ 2 Bath Single Family Home/ Schaumburg
Private kitchen

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
The Tailor House
Exterior

The Tailor House

9.8 out of 10, Exceptional, (40)
"We just wanted to enjoy some local food and small town life. Perfect!"
The price is AED 573
AED 1,098 total
includes taxes & fees
6 Apr - 7 Apr
The Tailor House
- Fully-Equipped Condo - King Bed - Massive yard -
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (26)
"This property exceeded our expectations which were already high after seeing it online. It accommodated our family of six perfectly. It was very comfortable and spacious. We love the semi-secluded property. The manager responded promptly when we needed help. We highly recommend it to others."
The price is AED 514
AED 1,114 total
includes taxes & fees
31 Mar - 1 Apr
- Fully-Equipped Condo - King Bed - Massive yard -
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay
Fridge, microwave, oven, stovetop

3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay

8.0 out of 10, Very Good, (1)
"Wonderful neighborhood! Comfortable beds! Great TV in the living room. Communication with host was fabulous. "
The price is AED 624
AED 1,073 total
includes taxes & fees
31 Mar - 1 Apr
3-bedroom house in awesome Addison with WiFi, AC. Enjoy your stay
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Bar (on property)

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

The price is AED 364
AED 441 total
includes taxes & fees
30 Mar - 31 Mar
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
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, (56)
"We had a blast. We were in town for a cheer competition and had 4 adults and 4 kids. We had plenty of space. Everything was clean. We even went for a walk and there is a cute little neighborhood park down the street. Lots to do around the area. I would recommend to anyone coming to the area looking for a place to stay! "
Spacious open concept home w/ game room + firepit
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (41)
"Just the cutest place!"
The price is AED 624
AED 1,043 total
includes taxes & fees
29 Apr - 30 Apr
✽ Charming Cottage ✽ close to College/Town/Station
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

6.0 out of 10, (1)
"The communication with host was excellent and pricing was upfront and honest. The location is great and easy to find (Walmart only 5 minutes away). The house offers the bare bone minimums and has a lot of potential. Luckily we traveled by vehicle and could bring a lot ofour own items. "
The price is AED 680
AED 1,407 total
includes taxes & fees
1 Apr - 2 Apr
Rumble In the Jungle Charming 3-bedroom house in nice Addison with AC, WiFi
Cozy retreat in a prime location
Shower, hair dryer, towels, soap

Cozy retreat in a prime location

9.6 out of 10, Exceptional, (14)
"This property was absolutely perfect for our group of cousins, Aunts and more cousins! We utilized this space so everyone could maximize quality time together: the four children could play and run around, the adults could visit and join the kids as necessary. There were lots of cards games and board games which was so helpful! This place is beautiful, well taken care of and very thoughtfully presented. I loved the labels on the cupboards in the kitchen and bathrooms to direct us where items...
Cozy retreat in a prime location
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center
Property grounds

"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
Minutes to Downtown Saint Charles, Cozy/Chic Home
Exterior

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
Stylish Escape/Game Room/4 Brs
Fridge, microwave, oven, stovetop

Stylish Escape/Game Room/4 Brs

10.0 out of 10, Exceptional, (2)
"This was a wonderful house . very clean and organized . Will definitely stay here again. "
The price is AED 918
AED 2,103 total
includes taxes & fees
10 Apr - 11 Apr
Stylish Escape/Game Room/4 Brs
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
A heated pool

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
Historic home with easy access to Chicago
Exterior

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
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (41)
"Just the cutest place!"
The price is AED 624
AED 1,043 total
includes taxes & fees
29 Apr - 30 Apr
✽ Charming Cottage ✽ close to College/Town/Station
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.