Sleepy Hollow Holiday Rentals, Illinois: Private House Rentals

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Our top choices for Sleepy Hollow hotels

A modern outdoor seating area with wicker furniture and a hanging chair, surrounded by a building with large windows and balconies.

A Best Western PLUS hotel with a modern design, featuring a central entrance with a covered walkway, stone pillars, and potted plants.

A hotel room with two beds, a large window with sheer curtains, a wall-mounted lamp, and a painting.

A spacious lobby with a mix of seating areas, a reception desk, and large windows providing natural light.

1. Best Western Plus Elgin - Chicago

West Dundee

Nicole

฿2,924

฿3,274 total

includes taxes & fees

12 Oct - 13 Oct

A hotel lobby with a brown leather sofa, round tables, a reception desk, and a stone accent wall.

A modern hotel lobby with a mix of seating areas, a buffet, and a stone accent wall.

A conference room with a long table, yellow chairs, a framed abstract artwork, a flat-screen TV, and a circular ceiling light.

A hotel room with a large bed, a desk with a computer, a chair, and a window with curtains.

2. Holiday Inn Chicago Northwest-Elgin by IHG

Elgin

Susan

฿4,594

฿5,236 total

includes taxes & fees

14 Oct - 15 Oct

A hotel room with a kitchenette, a bed, a sofa, a desk with a chair, and a large window.

A spacious lobby with a seating area, a reception desk, and a large window providing a view of the outside.

A reception area with a stone wall, a neon sign, and a vending machine.

An indoor swimming pool with clear water, surrounded by a tiled deck. There are chairs and tables around the pool, and a window with a view of trees outside.

3. Comfort Suites Elgin Northwest

Elgin

Kelly

฿3,528

฿4,021 total

includes taxes & fees

27 Oct - 28 Oct

A restaurant with booths, tables, and framed pictures on the wall.

A multi-story hotel with a flat roof, a covered entrance, and a parking lot.

A hotel room with two beds, a nightstand with a lamp, and a bathroom visible in the background.

4. Elgin Inn

Elgin

Marlene

฿2,951

฿3,363 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a red armchair, a small desk, a mirror, a bathroom with a bathtub, and a shower.

A swimming pool with a lifeguard chair, a sign warning of no lifeguard on duty, and a checkered wall pattern.

A modern living room with a blue sofa, a fireplace, and a clock on the wall.

A Country Inn & Suites building with a dark exterior, multiple windows, and a covered entrance area.

5. Country Inn & Suites by Radisson, Elgin, IL

Elgin

Aneerban

฿2,657

฿3,028 total

includes taxes & fees

9 Nov - 10 Nov

A modern hotel room with a large bed, bedside tables, a nightstand, a lamp, and a large window with a view.

A modern building with a covered entrance, stone pillars, and a parking lot.

Rows of red velvet chairs with gold frames, likely in a formal setting.

A breakfast station with a flat-screen display, a pancake maker, and a coffee machine.

6. Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Hoffman Estates

Irmarie

฿3,722

฿4,205 total

includes taxes & fees

30 Oct - 31 Oct

A hotel room with two beds, a nightstand with a lamp, and two framed pictures on the walls.

A reception area with a reception desk, a clock, framed awards, and a green carpet with the hotel name.

A lobby with a tufted leather sofa, a glass coffee table with a vase of flowers, a framed cityscape picture on the wall, and a lamp on a side table.

A lobby with a leather sofa, a glass coffee table, a lamp, and a framed cityscape picture on the wall.

7. Quality Inn Elgin I-90

Elgin

Beverly

฿2,521

฿2,874 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a modern chandelier, seating areas, and a reception desk.

A spacious lobby with a central round table, a grand piano, and a chandelier.

A modern conference room with a long table, multiple chairs, and a unique ceiling light fixture.

A modern hotel lobby with a long wooden conference table, comfortable seating, and a decorative wall with a geometric pattern.

8. Chicago Marriott Northwest

Hoffman Estates

Ariel

฿3,286

฿3,712 total

includes taxes & fees

25 Oct - 26 Oct

A breakfast area with a sign that reads "HAPPY BREAKFAST STARTS HERE," a fruit bowl, and a wall with a "HEAT" sign.

An indoor swimming pool with clear blue water, surrounded by large windows offering views of the outdoors.

A modern hotel room with a large bed, a bedside table, a nightstand, and a bathroom visible through an open door.

An outdoor patio with tables and chairs, covered by large umbrellas, and a grill.

9. Hampton Inn by Hilton Huntley Chicago

Huntley

Kourtney

฿3,962

฿4,576 total

includes taxes & fees

26 Oct - 27 Oct

A modern lobby with a curved seating area, a reception desk, and a fireplace.

A multi-story hotel with a modern design, featuring a prominent "Hyatt Place" sign at the entrance.

An indoor swimming pool with clear glass ceiling, built-in seating, and a tiled floor.

A sign for The Arboretum, featuring a stone wall and greenery.

10. Hyatt Place Chicago/Hoffman Estates

Hoffman Estates

Jesse

฿3,688

฿4,167 total

includes taxes & fees

18 Oct - 19 Oct

A hotel corridor with a herringbone floor, white walls, and dark wood doors.

A hotel room with a bed, a desk, a chair, and large windows offering a city view.

A hotel room with a desk, two chairs, a lamp, a plant, and a TV on the wall.

A hotel entrance with a wooden door, a staircase, and a tiled mat.

11. Sinclair Suites

West Dundee

Shana

฿5,975

฿8,944 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with a large sofa, a coffee table, and a flat-screen TV mounted on a wall. There is a kitchen area in the background with a bar and seating.

A hotel room with a large bed, a desk with a television, a chair, and a map on the wall.

A swimming pool with a tiled edge, a seating area with chairs, and a door leading to another room.

A Hampton Inn & Suites hotel with a prominent sign, large windows, and a well-lit entrance.

12. Hampton Inn & Suites Chicago/Hoffman Estates

Hoffman Estates

Sadie

฿3,134

฿3,541 total

includes taxes & fees

1 Nov - 2 Nov

A spacious indoor area with multiple seating arrangements, including tables and chairs, and a herringbone patterned floor.

A bar area with a counter, shelves of liquor bottles, and two TVs mounted on the wall.

A lobby with red armchairs, a reception desk, and a coffee station.

A modern bathroom with a large bathtub, a shower, and a sink. There is a television on a stand in the corner.

13. Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Crystal Lake

Steven John

฿3,621

฿4,091 total

includes taxes & fees

15 Oct - 16 Oct

A spacious lobby with a central seating area, a reception desk, and a display of amenities.

A spacious living room with a fireplace, seating area, and a kitchen in the background.

A swimming pool with a tiled deck, a lounge area with chairs, and exercise equipment in the background.

A modern dining area with a wooden table and chairs, a fireplace, and large windows offering a view of the outdoors.

14. Hilton Garden Inn Hoffman Estates

Hoffman Estates

Armonte

฿3,547

฿4,007 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a staircase, a sofa, a coffee table, and a fireplace.

A spacious lobby with a wooden reception desk, a staircase, and a seating area with a fireplace.

A gym with treadmills, an elliptical, and a mirrored wall.

A buffet area with various food options, a coffee machine, and a beverage dispenser.

15. Country Inn & Suites by Radisson, Crystal Lake, IL

Crystal Lake

Lauren

฿3,497

฿3,951 total

includes taxes & fees

18 Oct - 19 Oct

A bed with white bedding and pillows against a wooden headboard.

A Holiday Inn Express hotel with a brick facade, a covered entrance, and a parking lot.

A gym with treadmills, elliptical machines, and exercise balls.

A hotel lobby with multiple seating areas, a coffee station, and a fireplace.

16. Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Algonquin

Nicholas

฿3,588

฿3,982 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bathtub, two beds, a sofa, a small table, and two wall-mounted lamps.

A hotel dining area with multiple tables and chairs, a coffee station, and a counter with a menu.

A hotel lobby with a stone fireplace, a television mounted on the wall, a blue sofa, a desk with a computer, and a lamp.

An indoor swimming pool with clear water, tiled walls, and a blue chair near the pool.

17. Comfort Inn Crystal Lake - Algonquin

Crystal Lake

Jacob

฿3,247

฿3,669 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a high ceiling, modern lighting fixtures, a seating area with sofas and chairs, a reception desk, and a digital display.

A hotel entrance with a sign reading "Wingate by Wyndham" and the number "50" above the doors.

A hotel hallway with a kitchen area, including wooden cabinets, a microwave, and a refrigerator.

A hotel room with a large bed, a desk with a chair, a bathroom with a bathtub, and a nightstand with a lamp.

18. Wingate by Wyndham Chicago Schaumburg

Schaumburg

Craig

฿3,004

฿3,454 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a sofa, a wooden table, a TV on a dresser, a lamp, and a window with curtains.

A modern living room with a flat-screen TV, a sofa, a coffee table, and a TV stand with framed pictures.

A two-story building with a beige facade and red trim, featuring a central entrance with glass doors and a small awning.

A compact kitchen with white cabinets, a microwave, a refrigerator, and a dishwasher.

19. MainStay Suites Chicago Hoffman Estates

Hoffman Estates

Rishika

฿2,252

฿2,544 total

includes taxes & fees

31 Oct - 1 Nov

A modern bar area with a curved granite countertop, bar stools, and a variety of liquor bottles.

A gym with treadmills, dumbbells, and exercise machines.

A hotel room with a bed, a sofa, a coffee table, a TV, and a painting on the wall.

A hotel room with a bed, a seating area with a sofa and ottoman, a small table with a plant, and a painting on the wall.

20. Hyatt Place Chicago/ Schaumburg

Schaumburg

Courtney

฿3,387

฿3,894 total

includes taxes & fees

29 Oct - 30 Oct

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Top Sleepy Hollow Hotel Reviews

Comfort Inn & Suites Arlington Heights - Schaumburg

8/10 Good

"Convenient location near main highway into downtown."

DoubleTree by Hilton Chicago - Arlington Heights

10/10 Excellent

"Great stay"

Motel 6 Rolling Meadows, IL - Chicago Northwest

10/10 Excellent

"La habitacion lumpia"

Hyatt Place Itasca

10/10 Excellent

"Had an amazing time staying here. Staff were friendly and helpful! Loved my room!"

Baymont By Wyndham Schaumburg Chicago Northwest

10/10 Excellent

"Ac was great and bed was comfy"

Country Inn & Suites by Radisson, Schaumburg, IL

10/10 Excellent

"Nice clean room. We enjoyed the drinks and snacks in the evening. Easy access as well. Nice breakfast ad well"

More cheap stays in Sleepy Hollow

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL

฿1,893

฿2,177 total

25 Oct - 26 Oct

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Hoffman Estates

2500 Hassell Road Hoffman Estates IL

฿1,931

฿2,182 total

1 Nov - 2 Nov

includes taxes & fees

Baymont By Wyndham Schaumburg Chicago Northwest

1725B E Algonquin Rd Schaumburg IL

฿2,238

฿2,573 total

19 Oct - 20 Oct

includes taxes & fees

6.2/10 (256 reviews)

Red Lion Inn & Suites Elk Grove Village

1925 E Higgins Rd Elk Grove Village IL

฿2,682

฿3,031 total

12 Oct - 13 Oct

includes taxes & fees

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL

฿2,876

฿3,307 total

26 Oct - 27 Oct

includes taxes & fees

7.2/10 Good! (1,005 reviews)

Quality Inn Schaumburg - Chicago near the Mall

600 North Martingale Rd Schaumburg IL

฿3,249

฿3,735 total

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Sleepy Hollow?

Eaglewood Resort and Spa, located 16.5 mi (26.5 km) from the heart of Sleepy Hollow, is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Hyatt Regency Schaumburg Chicago and DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove. See all available top hotels, or vacation rentals in Sleepy Hollow.

If I need to cancel my hotel reservation in Sleepy Hollow, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sleepy Hollow.

How is it to stay in Sleepy Hollow?

Visitors can enjoy all that Sleepy Hollow has to offer, including its bars. There are 498 hotels and other accommodation options in the surrounding area. Find out more about Sleepy Hollow.

What should I do while I'm visiting Sleepy Hollow?

Places to visit in the wider area include Santa's Village, Randall Oaks Golf Club and Hemmens Cultural Center. You'll also find Grand Victoria Casino and Algonquin Historic Village Hall in the area. Take a look at what more there is to see and do in Expedia's Sleepy Hollow guide.

What's the seasonal weather like in Sleepy Hollow?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sleepy Hollow are January, November, February and October, with each month seeing an average of 17 cm of snowfall.

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Find hotels in Sleepy Hollow, IL from ฿2,177

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sleepy Hollow

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sleepy Hollow hotels

1. Best Western Plus Elgin - Chicago

2. Holiday Inn Chicago Northwest-Elgin by IHG

3. Comfort Suites Elgin Northwest

4. Elgin Inn

5. Country Inn & Suites by Radisson, Elgin, IL

6. Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

7. Quality Inn Elgin I-90

8. Chicago Marriott Northwest

9. Hampton Inn by Hilton Huntley Chicago

10. Hyatt Place Chicago/Hoffman Estates

11. Sinclair Suites

12. Hampton Inn & Suites Chicago/Hoffman Estates

13. Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

14. Hilton Garden Inn Hoffman Estates

15. Country Inn & Suites by Radisson, Crystal Lake, IL

16. Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

17. Comfort Inn Crystal Lake - Algonquin

18. Wingate by Wyndham Chicago Schaumburg

19. MainStay Suites Chicago Hoffman Estates

20. Hyatt Place Chicago/ Schaumburg

Top Sleepy Hollow Hotel Reviews

Comfort Inn & Suites Arlington Heights - Schaumburg

DoubleTree by Hilton Chicago - Arlington Heights

Motel 6 Rolling Meadows, IL - Chicago Northwest

Hyatt Place Itasca

Baymont By Wyndham Schaumburg Chicago Northwest

Country Inn & Suites by Radisson, Schaumburg, IL

More cheap stays in Sleepy Hollow

Motel 6 Rolling Meadows, IL - Chicago Northwest

Red Roof Inn PLUS+ Chicago - Hoffman Estates

Baymont By Wyndham Schaumburg Chicago Northwest

Red Lion Inn & Suites Elk Grove Village

Comfort Inn Chicago Schaumburg - O'Hare Airport

Quality Inn Schaumburg - Chicago near the Mall

Frequently asked questions

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