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Holiday Homes in Cary

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Our top choices for Cary holiday homes

A wooden deck with a table and chairs, surrounded by lush greenery and trees.

A kitchen with white cabinets, a microwave, stove, oven, and dishwasher.

A living room with a sofa, coffee table, and a TV. There are curtains on the window and a lamp on the left.

A bedroom with a bed, a desk, a chair, a television, and a wardrobe.

1. Spacious 3 Bedroom

Spacious 3 Bedroom

Cary

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Nice quiet spot to rest a Travelers head"

Dan K.

The price is €270

€270

includes taxes & fees

25 Oct - 26 Oct

Spacious 3 Bedroom

A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

A modern bedside table with a white lamp and a small potted plant.

A bedroom with a bed, a ceiling fan, and a vent on the wall.

2. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy

2.0 star property

Cary

The price is €375

€375

includes taxes & fees

25 Oct - 26 Oct

King bed Crystal Lake Mchenry Cary Cozy

A lakeside deck with chairs and a table, a wooden dock extending into the water, and a covered area in the background.

A bathroom with a glass-enclosed shower, a toilet, and a sink with a mirror above it.

A living room with a flat-screen TV mounted on the wall, leather sofas arranged around a small round table, and a sliding glass door leading to an outdoor area.

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

3. Waterfront - Private Dock - Two Suites

Waterfront - Private Dock - Two Suites

Algonquin

The price is €558

€558

includes taxes & fees

3 Nov - 4 Nov

Waterfront - Private Dock - Two Suites

A two-story house with a swimming pool, outdoor seating, and a stone chimney.

A bedroom with a large bed, a ceiling fan, a TV, and a view of a deck through large windows.

A spacious living room with two sofas, a coffee table, and patterned chairs.

A spacious interior with high ceilings, large windows, and a grand staircase.

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

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

McHenry

9.2 out of 10, Wonderful, (47 reviews)

9.2/10

Wonderful

(47 reviews)

"This place was amazing. We had a large group and it did not disappoint. The place was clean and well stocked. The host was so accommodating and the communication was great. We would stay here again for sure."

Darlene C.

The price is €1,305

€1,305

includes taxes & fees

3 Nov - 4 Nov

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

A two-story house with a front porch, a stone exterior on the right side, and a green door.

A colorful arcade room with various gaming machines, a stage with a 'WELCOME TO THE FABULOUS MAIN EVENT' banner, and a pool table.

A house with a covered porch, a ceiling fan, string lights, and outdoor furniture.

A spacious living room with hardwood floors, a brown leather sofa, a wooden cabinet, and a staircase with wooden railings.

5. The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!

Huntley

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."

BENJAMIN B.

The price is €299

€299

includes taxes & fees

4 Nov - 5 Nov

The Main Event Game House on the Huntley Square!

A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

A modern living room with a sectional sofa, a coffee table, a flat-screen TV, and recessed ceiling lights.

A bedroom with a sloped ceiling, a bed with patterned bedding, a vanity with lights, and a white door.

6. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

Elgin

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Great place"

Sthendall M.

The price is €299

€299

includes taxes & fees

2 Nov - 3 Nov

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

A bedroom with a large bed, wooden dresser, and a chair.

A cozy living room with a wooden ceiling, a dining area with a chandelier, and a staircase leading to another level.

7. The Tailor House

The Tailor House

Woodstock

9.8 out of 10, Exceptional, (57 reviews)

9.8/10

Exceptional

(57 reviews)

"Thank you. Would definitely stay again."

Brandon B.

The price is €231

€231

includes taxes & fees

22 Oct - 23 Oct

The Tailor House

A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

A compact kitchen with dark wooden cabinets, a stainless steel refrigerator, and a built-in dishwasher.

A room with a wooden bench, a sliding barn door, a framed picture, and a bathroom with a sink and mirror.

A kitchen with dark wooden cabinets, a stainless steel stove, and a refrigerator.

8. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry

McHenry

8.6 out of 10, Excellent, (13 reviews)

8.6/10

Excellent

(13 reviews)

"Nearby lots of restaurants and business as well as a nice park."

Cj D.

The price is €319

€319

includes taxes & fees

22 Oct - 23 Oct

Terrific 3-bedroom family-friendly house close to everything in charming McHenry

A modern living room with a dining area, a sofa, a TV, and a fireplace.

A spacious living area with a sofa, a dining table with chairs, a kitchen in the background, and a large sliding glass door leading to an outdoor area.

A spacious living room with a grey sofa, red chairs, a TV, and a fireplace.

A stone pathway leading to a fire pit with Adirondack chairs.

9. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Elgin

10.0 out of 10, Exceptional, (25 reviews)

10/10

Exceptional

(25 reviews)

"This was a great house with a beautiful property!"

Malcolm S.

The price is €437

€437

includes taxes & fees

26 Oct - 27 Oct

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

A two-story house with a stone chimney, a front porch with steps, and a flag.

A two-story house with a covered patio, a brick exterior, and a wooden fence.

A dining room with a wooden table, four chairs, a vase with flowers, a chandelier, and a large mirror on the wall.

A kitchen with white cabinets, a wooden dining table with chairs, a stove, and a dishwasher.

10. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base

Mundelein

9.8 out of 10, Exceptional, (76 reviews)

9.8/10

Exceptional

(76 reviews)

"We had a great stay! The area was peaceful and felt safe. "

Yoselin V.

The price is €323

€323

includes taxes & fees

25 Oct - 26 Oct

Quaint Bungalow, near Great Lakes Naval Base

A Cadillac SUV parked on a paved driveway with a gated entrance, surrounded by trees with autumn foliage.

A forest scene with large trees and a path.

A wood-burning stove with a fire burning inside, a wooden shelf with items on it, and a corrugated metal wall in the background.

A backyard with a barbecue grill, potted plants, and a dog.

11. Perfect Family Getaway: Spacious 5BR Home in Barrington

Perfect Family Getaway: Spacious 5BR Home in Barrington

Barrington

The price is €3,329

€3,329

includes taxes & fees

2 Nov - 3 Nov

Perfect Family Getaway: Spacious 5BR Home in Barrington

12. Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

Woodstock

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"I was very surprised that the property was by itself on a 2 lane road. We initially drove past it because there was nothing on the side of the road with the address. It was next to an odd and ugly"building." It was less than 10 minutes frim town, which was good. The house was clean, but REEKED of mildew. We bought stuff to help with the smell (which we left for future guests), but it was still bad. There was no toaster or microwave, and there was someone elase's Culver's in the freezer....

Anonymous traveller

Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

A staircase with a wooden handrail and black metal railings, leading to an upper floor.

A room with a wooden floor, a wooden chair with a cushion, a small table, a clock, and a door leading to another room.

A room with a wooden floor, a desk with fishing equipment, a window overlooking a lake, and a sign reading "HANDMADE LURES INC."

A kitchen with wooden cabinets, a white refrigerator, a dining table with chairs, and pendant lights.

13. Riverfront rental

Riverfront rental

South Elgin

10.0 out of 10, Exceptional, (51 reviews)

10/10

Exceptional

(51 reviews)

"Incredible host and property."

John V.

The price is €237

€237

includes taxes & fees

2 Nov - 3 Nov

Riverfront rental

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

A living room with a brown leather sofa, two blue armchairs, a dark coffee table, and a patterned rug.

A modern living room with a wooden bench, two black leather sofas, a marble coffee table, and a grey patterned rug.

A living room with a brick fireplace, a blue armchair, a brown leather sofa, and a wooden coffee table.

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

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

streamwood

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Was nice would recommend staying with you folks"

Richard W.

The price is €340

€340

includes taxes & fees

18 Nov - 19 Nov

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

A modern house with a covered porch, large windows, and a well-maintained garden with various plants and flowers.

A room with a desk, a chair, a TV mounted on the wall displaying various streaming services, a window with a blind, and a framed picture on the wall.

A large bed with a wooden headboard, two bedside tables with lamps, and a window with a view of trees.

A hanging flower basket with purple flowers, a brick wall, and a green lawn with trees in the background.

15. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities

Riverwoods

9.8 out of 10, Exceptional, (88 reviews)

9.8/10

Exceptional

(88 reviews)

"Great spot, safe, clean, and beautiful environment would highly recommend!"

Chris F.

The price is €190

€190

includes taxes & fees

27 Oct - 28 Oct

Master qtr close to nature & easy urban facilities

A house by a lake with docked boats and a flag.

A kitchen with white cabinets, a wooden dining table, and a chandelier.

A lakeside deck with outdoor seating, a covered boat, and a flagpole.

A two-story house with a balcony, a flag, and outdoor seating.

16. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!

fox lake

9.8 out of 10, Exceptional, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"Great location!! Beautiful place!!!"

Jason C.

The price is €605

€605

includes taxes & fees

23 Oct - 24 Oct

This is a VACATION spot with a million dollar view!

A modern TopGolf facility with a prominent entrance, multiple levels, and a parking area.

A bed with black and white patterned pillows, a black metal headboard, and a view of trees through sheer curtains.

A room with a blue sofa, a yellow curtain, and a plant.

A modern living room with two blue armchairs, a wooden coffee table, and a large plant.

17. Family Getaway Near O’Hare

Family Getaway Near O’Hare

Schaumburg

9.6 out of 10, Exceptional, (36 reviews)

9.6/10

Exceptional

(36 reviews)

"Host was amazing, house was clean and easy to access! "

Central A.

The price is €368

€368

includes taxes & fees

25 Oct - 26 Oct

Family Getaway Near O’Hare

A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

A modern living room with a sofa, coffee table, and chairs, a kitchen with white cabinets and a dining area with bar stools.

A spacious living room with a red sofa set, a coffee table, a wicker side table, and a lamp. There are two windows with blinds, a staircase, and a view of a fence.

A modern living room with a sofa, coffee table, and dining area.

18. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

Libertyville

Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

A sectional sofa with a glass coffee table in a sunroom with large windows.

A grand staircase with white balusters and black handrails, leading to an upper level.

A spacious kitchen with white cabinets, a marble island, and a dining area with a table and chairs.

A staircase with white balusters and dark wood flooring leading to a landing.

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

Modern Suburban Oasis- 14 guest House. Family Friendly!

Elgin

6.0 out of 10, (2 reviews)

6.0/10

(2 reviews)

The price is €857

€857

includes taxes & fees

21 Nov - 22 Nov

Modern Suburban Oasis- 14 guest House. Family Friendly!

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

A bedroom with a large TV on the wall displaying a scenic image, a desk with a laptop, and a bed with a pink blanket.

A barbecue grill in a backyard with a wooden fence, a tree, and a play structure.

A modern kitchen with a black refrigerator, white cabinets, and a colorful rug.

20. Family Home, Fire Pit, Pool Table • Near Woodfield

Family Home, Fire Pit, Pool Table • Near Woodfield

Schaumburg

9.8 out of 10, Exceptional, (28 reviews)

9.8/10

Exceptional

(28 reviews)

"Cozy atmosphere, great kitchen. Very much enjoyed the fact that there was a grill and fireplace. Will definitely recommend this place to people looking to visit the area. "

Luke K.

The price is €402

€402

includes taxes & fees

27 Oct - 28 Oct

Family Home, Fire Pit, Pool Table • Near Woodfield

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 Cary Hotel Reviews

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

10/10 Excellent

"Clean"

Marshawn 3-night trip

Posted 4 hours ago

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Comfort Inn & Suites Arlington Heights - Schaumburg

10/10 Excellent

"Everything in this hotel excellent"

Joseph 3-night trip

Posted 8 hours ago

Comfort Inn & Suites Arlington Heights - Schaumburg

Hyatt Place Itasca

10/10 Excellent

"Check in was easy. Room was clean and better than I expected. Breakfast was really good. I’d go back!"

Joe 1-night trip

Posted 9 hours ago

Hyatt Place Itasca

DoubleTree by Hilton Chicago - Arlington Heights

10/10 Excellent

"Clean and spacious room. Great staff"

Steven 5-night trip

Posted 14 hours ago

DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Libertyville - Mundelein

10/10 Excellent

"Breakfast was underwhelming. Cost was high for typical hotel breakfast which would be included at other places. There was loud rock music which made for a poor experience."

Carolyn 3-night trip

Posted 2 days ago

DoubleTree by Hilton Libertyville - Mundelein

Country Inn & Suites by Radisson, Schaumburg, IL

8/10 Good

"Staff was great"

John 1-night trip

Posted 5 days ago

Country Inn & Suites by Radisson, Schaumburg, IL

Find out more about Cary

Cary Holiday Homes information

Number of reviews	482
Accommodation	309 Holiday Homes
Lowest Price	€190
Highest Price	€3,329

Holiday Homes in Cary

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cary holiday homes

1. Spacious 3 Bedroom

2. King bed Crystal Lake Mchenry Cary Cozy

3. Waterfront - Private Dock - Two Suites

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

5. The Main Event Game House on the Huntley Square!

6. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

7. The Tailor House

8. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

9. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

10. Quaint Bungalow, near Great Lakes Naval Base

11. Perfect Family Getaway: Spacious 5BR Home in Barrington

12. Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

13. Riverfront rental

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

15. Master qtr close to nature & easy urban facilities

16. This is a VACATION spot with a million dollar view!

17. Family Getaway Near O’Hare

18. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

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

20. Family Home, Fire Pit, Pool Table • Near Woodfield

Find holiday rentals that suit your style

Top Cary Hotel Reviews

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Find out more about Cary

Cary Holiday Homes information