Title: Sleepy Hollow Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca

 

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# Sleepy Hollow Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Sleepy Hollow Vacation Homes

![House](https://images.trvl-media.com/lodging/120000000/119340000/119339100/119339038/1ad84e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/120000000/119340000/119339100/119339038/ca4db8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/120000000/119340000/119339100/119339038/w3000h1926x0y2-82835581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/120000000/119340000/119339100/119339038/w3000h1999x0y2-02c30ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King bed Crystal Lake Mchenry Cary Cozy

Cary

CA $185

CA $567 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Cary-Hotels-King-Bed-Crystal-Lake-Mchenry-Cary-Cozy.h119339038.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/74fd5890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/efc46a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/33e3710c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/22ea0396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Schaumburg

9.8/10

Exceptional

(31)

"What a wonderful property! Roomy, clean, nicely decorated, and in a quiet and pleasant neighborhood. The back yard was awesome, large and fenced in but also lined with mature trees which provide privacy. The host was quickly responsive when messaged with questions."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer S.

CA $307

CA $652 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Mid-Century-House-Great-For-Family-Close-To-Entertainment.h88174445.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/bf01096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/fd69f00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/5e34eeff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/w1096h1452x0y0-f7b35f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ✽ Charming Cottage ✽ close to College/Town/Station

Wheaton

10/10

Exceptional

(54)

"Great place for a family visit to Wheaton! Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $240

CA $439 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information)

![Paper towels, dining tables](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496991/191aa557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496991/b90e3e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496991/cfa1dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496991/w905h683x60y0-49fbdf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

streamwood

10/10

Exceptional

(2)

"Was nice would recommend staying with you folks"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard W.

CA $182

CA $483 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chicago-Hotels-Cozy-Family-Retreat-King-Beds.h104496991.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67410000/67408000/67407979/d0500ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67410000/67408000/67407979/699efa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/68000000/67410000/67408000/67407979/43f39203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/68000000/67410000/67408000/67407979/610d86ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tailor House

Woodstock

9.8/10

Exceptional

(48)

"I really enjoyed the place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ahmed A.

CA $206

CA $415 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Woodstock-Hotels-Woodstocks-Newest-And-Oldest-Vrbo-On-The-Square.h67407979.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105130000/105128700/105128636/519977e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105130000/105128700/105128636/f09f8aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105130000/105128700/105128636/c70e0f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105130000/105128700/105128636/122772ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Ranch blocks away from downtown McHenry

McHenry

9.6/10

Exceptional

(19)

"Great home and perfect location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve B.

CA $317

CA $461 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/McHenry-Hotels-Spacious-Ranch-Blocks-Away-From-Downtown-McHenry.h105128636.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/c661ec25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/c3173cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/8bcb17ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/56000000/55320000/55312100/55312090/2eae9573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverfront rental

South Elgin

9.8/10

Exceptional

(34)

"Luci was an excellent host and our stay was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle C.

CA $183

CA $296 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/South-Elgin-Hotels-Riverfront-Rental.h55312090.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78720000/78718200/78718198/50b911ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78720000/78718200/78718198/fe755fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/79000000/78720000/78718200/78718198/842d1d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78720000/78718200/78718198/27ddb274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Main Event Game House on the Huntley Square!

Huntley

9.8/10

Exceptional

(18)

"We loved our stay here, perfect for our family of five. My kids loved the game room! We will definitely be back next time we are in Huntley."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen D.

CA $179

CA $417 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Huntley-Hotels-Newly-Updated-Historic-Home-Off-The-Huntley-Square.h78718198.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90005100/90005028/4784f48a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90010000/90005100/90005028/1ecf7860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/91000000/90010000/90005100/90005028/f8ebf524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90010000/90005100/90005028/5c7fa9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful House in Carol Stream near Downtown Chicago

Carol Stream

9.6/10

Exceptional

(4)

"The property was nice. Perfect for our guys trip. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jay S.

CA $250

CA $805 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Chicago-Hotels-Beautiful-House-Near-Downtown-Chicago.h90005028.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/d53396f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/5b29180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/86e9ed37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/faabfac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4BR Near Woodfield Mall & Metra | LCP Collection

Schaumburg

8.4/10

Very good

(5)

"Had a wonderful relaxing & enjoyable stay; would definitely book again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chenae J.

CA $289

CA $762 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122690000/122683800/122683773/w1024h682x0y0-dd6b1f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122690000/122683800/122683773/w1024h682x0y0-9a76fd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122690000/122683800/122683773/w1024h682x0y0-10a1603a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122690000/122683800/122683773/w1024h682x0y0-96bf23af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3 Bedroom

Cary

CA $159

CA $438 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Cary-Hotels-Spacious-3-Bedroom.h122683773.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/121000000/120570000/120560100/120560017/40da6613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120570000/120560100/120560017/a0ca263f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120570000/120560100/120560017/8d5cbf72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120570000/120560100/120560017/c6479f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg

10/10

Exceptional

(2)

"Super comfy for families and the nicest host. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $431

CA $700 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Chicago-Hotels-When-Comfort-Meets-Convenience.h120560017.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102080000/102077900/102077861/f8f1b705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102080000/102077900/102077861/9d1b0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102080000/102077900/102077861/bb2a705d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102080000/102077900/102077861/dcb8bbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Heaven Retreat, 6 Bedroom, Sleep 16

Carol Stream

9.6/10

Exceptional

(7)

"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniella S.

CA $271

CA $1,003 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Chicago-Hotels-Family-Heaven-Retreat.h102077861.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1200h800x0y1-081e5e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1200h799x0y1-733fb317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1200h800x0y1-44ed8862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269652/w1199h799x1y1-c4a135ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing Lake Zurich 3BR + Patio | LCP Collection

Lake Zurich

8.4/10

Very good

(5)

"Property was newly updated, was in a great location for us and met our needs. We had an issue with heating and owner resolved it. There were a few details that needed attended to, I discussed with owner and am confident that he was listening. Harry is very responsive. We would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Liz S.

CA $259

CA $644 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Lake-Zurich-Hotels-Relaxing-Lake-Zurich-3BR-Patio-LCP-Collection.h99269652.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115010000/115010000/115009937/c5b3dcbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115010000/115010000/115009937/07ed4c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115010000/115010000/115009937/ac389c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115010000/115010000/115009937/c898de67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious A-Frame sleeps 25 on 5 wooded acres with a private fishing pond

McHenry

10/10

Exceptional

(2)

"Great location and wonderful home! Perfect for our retreat."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren B.

CA $794

CA $1,388 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/McHenry-Hotels-Spacious-A-Frame-Sleeps-25-On-5-Wooded-Acres-With-A-Private-Fishing-Pond.h115009937.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102348600/102348578/26bf8c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102350000/102348600/102348578/1387df9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102348600/102348578/4b86a492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102348600/102348578/2aa084a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Basement Suite, Separate-entrance in Prime Location

Schaumburg

6.8/10

(6)

"The property was clean and what we needed for our trip. I would suggest adding some hand towels in the bathroom and dish towels or paper towels in the kitchen since it does provide an opportunity to cook. One bed was a little high for the vertically challenged! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy W.

CA $282

CA $378 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Chicago-Hotels-Basement-Suite.h102348578.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w919h683x58y0-31d034cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w906h683x59y0-2973bb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w907h683x58y0-94ff0a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104496900/104496834/w908h683x58y0-533f601d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

Arlington Heights

9.0/10

Wonderful

(4)

"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James b.

CA $267

CA $646 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Chicago-Hotels-2-Car-Garage-Access-Cal-King-Bed-Fenced-Yard.h104496834.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w905h683x60y0-9f601b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w905h683x60y0-1cb91c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels, dining tables](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w905h683x60y0-969d6891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104500000/104497000/104496906/w904h683x60y0-65480874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

wheaton

CA $210

CA $580 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chicago-Hotels-Spacious-Quaint-Home-Game-Room-LOTS-Of-Beds.h104496906.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/105000000/104530000/104521700/104521621/cbe8e602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104530000/104521700/104521621/2015e1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104530000/104521700/104521621/53757a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104530000/104521700/104521621/46db66fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Suburban Oasis- 14 guest House. Family Friendly!

Elgin

10/10

Exceptional

(1)

CA $986

CA $1,516 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Modern-Suburban-Oasis-14-Guest-House-Family-Friendly.h104521621.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/73000000/72540000/72538100/72538049/3b93f066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72540000/72538100/72538049/5bdd42f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/73000000/72540000/72538100/72538049/4c510b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72540000/72538100/72538049/060012a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

McHenry

9.2/10

Wonderful

(41)

"Very comfortable… enjoyed the property to the upmost.."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra H.

CA $533

CA $1,708 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/McHenry-Hotels-HUGE-Crystal-Lake-7-Acre-Ranch-WPool-Hot-Tub.h72538049.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-06&endDate=2025-12-07&regionId=3000435324&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Limited-time deals: save up to 50% on select hotels

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSleepy-Hollow-Private-Vacation-Homes.d3000435324-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSleepy-Hollow-Private-Vacation-Homes.d3000435324-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Sleepy Hollow Hotel Reviews

![Eaglewood Resort and Spa](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0_y.jpg)

### Eaglewood Resort and Spa

10/10 Excellent

"The staff were nice and welcoming! Great place for a fun wedding "

[](https://expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information)

![Chez Hotel Arlington Heights](https://images.trvl-media.com/lodging/102000000/101050000/101044900/101044822/9b222c7c_y.jpg)

### Chez Hotel Arlington Heights

10/10 Excellent

"Nice "

[](https://expedia.ca/Chicago-Hotels-Chez-Hotel-Arlington-Heights.h101044822.Hotel-Information)

![Motel 6 Arlington Heights, IL - Chicago North Central](https://images.trvl-media.com/lodging/1000000/60000/50900/50834/0eb64df5_y.jpg)

### Motel 6 Arlington Heights, IL - Chicago North Central

10/10 Excellent

"Well kept clean, quiet, and safe convenient location. Both dryer's need maintenance. Thank you!"

[](https://expedia.ca/Chicago-Hotels-Motel-6-Arlington-Heights.h50834.Hotel-Information)

![Embassy Suites by Hilton Chicago Schaumburg Woodfield](https://images.trvl-media.com/lodging/1000000/20000/12100/12042/bd6e8176_y.jpg)

### Embassy Suites by Hilton Chicago Schaumburg Woodfield

10/10 Excellent

"The room was clean, the front desk was super courteous and helpful! Highly recommend a stay here!"

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Schaumburg-Woodfield.h12042.Hotel-Information)

![Country Inn & Suites by Radisson, Elk Grove Village/Itasca](https://images.trvl-media.com/lodging/2000000/1200000/1195200/1195140/3b8d69af_y.jpg)

### Country Inn & Suites by Radisson, Elk Grove Village/Itasca

10/10 Excellent

"Everything was great, we would surely stay here again."

[](https://expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h1195140.Hotel-Information)

![DoubleTree by Hilton Chicago - Arlington Heights](https://images.trvl-media.com/lodging/1000000/10000/9600/9551/a48ab1c2_y.jpg)

### DoubleTree by Hilton Chicago - Arlington Heights

10/10 Excellent

"Nice clean facility "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Arlington-Heights.h9551.Hotel-Information)

![Hyatt Place Itasca](https://images.trvl-media.com/lodging/1000000/50000/42100/42029/97595919_y.jpg)

### Hyatt Place Itasca

10/10 Excellent

"The staff was super friendly and efficient, the rooms were nice and clean, the beds were comfortable. Free parking, free breakfast, always a plus. This is the second time we stay here in the past 6 months and we'll be back."

[](https://expedia.ca/Chicago-Hotels-Hyatt-Place-Itasca.h42029.Hotel-Information)

![Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts](https://images.trvl-media.com/lodging/1000000/10000/2100/2014/3fd9634f_y.jpg)

### Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

10/10 Excellent

"Good clean"

[](https://expedia.ca/Chicago-Hotels-Red-Roof-Inn-Chicago-OHare-AirportArlington-Heights.h2014.Hotel-Information)

![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg)

### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

10/10 Excellent

"Clean rooms Friendly front desk. Warm cookies in check in a nice touch!"

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information)

## Find out more about Sleepy Hollow

## Sleepy Hollow Vacation Homes information

| Number of reviews | |
| --- | --- |
| Accommodation | Vacation Homes |
| Lowest Price | |
| Highest Price | |

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-   [Flights from Algonquin](https://www.expedia.ca/lp/flights/601912/flights-from-algonquin)
-   [Flights from Elgin](https://www.expedia.ca/lp/flights/7817/flights-from-elgin)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [Algonquin Vacations](https://www.expedia.ca/Algonquin.d601912.Destination-Travel-Guides)
-   [Visit Algonquin](https://www.expedia.ca/Algonquin.dx601912)
-   [Elgin Vacations](https://www.expedia.ca/Elgin.d7817.Destination-Travel-Guides)
-   [Visit Elgin](https://www.expedia.ca/Elgin.dx7817)
-   [Santa's Village](https://www.expedia.ca/Santas-Village-East-Dundee.d553248621532658557.Vacation-Attraction)

-   [Car rentals in Budget Intl Airport, 3974 W 500 N](https://www.expedia.ca/Budget-at-Intl-Airport.v7817.Car-Rental-Guide-Location)
-   [Car rental Algonquin](https://www.expedia.ca/Car-Rentals-In-Algonquin.d601912.Car-Rental-Guide)
-   [Car rental Carpentersville](https://www.expedia.ca/Car-Rentals-In-Carpentersville.d3000346164.Car-Rental-Guide)
-   [Car rental Elgin](https://www.expedia.ca/Car-Rentals-In-Elgin.d7817.Car-Rental-Guide)
-   [Foco Rental Cars in Elgin](https://www.expedia.ca/Foco-Car-Rentals-In-Elgin.d7817-c1111.Car-Rental-Guide-Suppliers)
-   [National Car Rental Rental Cars in Elgin](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Elgin.d7817-c42.Car-Rental-Guide-Suppliers)
-   [Pickup Car Rentals in Elgin](https://www.expedia.ca/Pickup-Car-Rentals-In-Elgin.d7817-tPickup.Car-Rental-Guide-Class)

-   [Algonquin Vacation Rentals](https://www.expedia.ca/Algonquin-Vacation-Rentals.d601912.Travel-Guide-VacationRentals)

-   [Things to do in East Dundee](https://www.expedia.ca/Things-To-Do-In-East-Dundee.d553248634983561217.Travel-Guide-Activities)

-   [Book Vacation Homes in Sleepy Hollow on Expedia.com](https://www.expedia.com/Sleepy-Hollow-Private-Vacation-Homes.d3000435324-aaPrivateVacationHomes.Travel-Guide-Accommodation)