Shorewood Holiday Homes
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Our top choices for Shorewood holiday homes

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

A bedroom with a large bed, a nightstand with a lamp, a potted plant, and a mirror.

A compact kitchen with dark blue cabinets, a white refrigerator, a microwave, and a stove. There are two wooden chairs and a small wooden table.

A modern kitchen with blue cabinets, a wooden dining table, and a large window.

1. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Plainfield

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Great host and the home location is awesome for hosting family. "

Yolanda P.

The price is £349

£349

includes taxes & fees

21 Oct - 22 Oct

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

A dining room with a wooden table set for six, flanked by bookshelves, and a view into another room through a glass door.

A modern living room with a sofa, coffee table, and decorative pillows. There is a painting of a bear on the wall and a poster of a park.

A log cabin with a wooden door, two windows, and a sign that reads 'Little House in the Big Woods.'

A bedroom with a bed, a nightstand, a window, and two paintings.

2. Travelers Retreat/King Beds/Game Room/Play House

Travelers Retreat/King Beds/Game Room/Play House

Joliet

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great place to stay"

Ken B.

The price is £364

£364

includes taxes & fees

18 Oct - 19 Oct

Travelers Retreat/King Beds/Game Room/Play House

A sunroom with white walls, wooden flooring, two blue armchairs, a small table with books, and hanging plants.

A dining area with a wooden table set for six, black chairs, a chandelier, and a sofa in the background.

A bedroom with a bed, a TV, a painting, and a window.

A living room with two grey sofas, a wooden coffee table, and a staircase leading to an upper floor.

3. The Heron House, King Bed Suite, Spacious Remodeled House

The Heron House, King Bed Suite, *Spacious Remodeled House*

Joliet

10.0 out of 10, Exceptional, (55 reviews)

10/10

Exceptional

(55 reviews)

"This is a very clean and well appointed house with good parking. The owner was responsive to our requests"

Nancy H.

The price is £338

£338

includes taxes & fees

15 Nov - 16 Nov

The Heron House, King Bed Suite, *Spacious Remodeled House*

A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

A two-story house with a front porch, a garage, and a driveway.

A wooden staircase with a 'Welcome' sign, a coat rack, and a potted plant.

A bedroom with a large bed, two bedside tables, a ceiling fan, and a window with curtains.

4. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Perfect spot for our group of 6! More than enough dishes/silverware etc. the house was clean and comfortable. Would definitely stay again if in the area."

Kathy L.

The price is £393

£393

includes taxes & fees

22 Oct - 23 Oct

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

A dining area with a long table, white chairs, and a decorative runner.

A spacious living area with a stone fireplace, a flat-screen TV mounted above it, and a dining area with a Christmas tree.

A bedroom with a large bed, a ceiling fan, a dresser, a TV mounted on the wall, and a view of the outdoors through a sliding glass door.

5. River Access•Game room•Backyard•King•W/D•Parking

River Access•Game room•Backyard•King•W/D•Parking

Yorkville

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."

Daniela M.

The price is £303

£303

includes taxes & fees

19 Oct - 20 Oct

River Access•Game room•Backyard•King•W/D•Parking

(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

A bedroom with a large bed, a ceiling fan, a window with curtains, and a door leading to another room.

A living room with a fireplace, a sofa, two side tables, and a coffee table.

{PRIVATE OUTDOOR POOL} Soak up the summer sunshine in this backyard haven! Whether you're grilling on the Blackstone, splashing in the private pool, or relaxing under clear blue skies, this stylish stay is the ideal for summer escape.

6. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

Plainfield

9.4 out of 10, Exceptional, (18 reviews)

9.4/10

Exceptional

(18 reviews)

"Great place to stay."

Taylor E.

The price is £535

£535

includes taxes & fees

18 Oct - 19 Oct

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

A living room with a sofa, a glass coffee table, a bookshelf, and a door leading to another room.

A living room with a flat-screen TV, wooden entertainment center, glass coffee table, and a vase with flowers.

A compact kitchen with white cabinets, a refrigerator, and a dining table set with plates.

A room with a desk, chair, and a decorative wall piece.

7. Cozy Cottage Just 5min→Historic Route 66

Cozy Cottage Just 5min→Historic Route 66

Wilmington

9.6 out of 10, Exceptional, (15 reviews)

9.6/10

Exceptional

(15 reviews)

"The house was in excellent condition, the beds were super comfy, and the kitchen had everything we needed for our short stay."

Lucia H.

Cozy Cottage Just 5min→Historic Route 66

A modern living room with a grey sofa, a black coffee table, and a large window with a view of a house and greenery.

A kitchen with a built-in dishwasher, a coffee maker, and a fruit basket on the counter.

A bedroom with a large bed, a bedside table, a mirror, and a window.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden floor.

8. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois

Lockport

8.8 out of 10, Excellent, (5 reviews)

8.8/10

Excellent

(5 reviews)

"The house is very clean. The host was very kind and responsive. "

Susan B.

The price is £327

£327

includes taxes & fees

19 Oct - 20 Oct

Entire home in Lockport, Illinois

A living room with a fireplace, a television, a ceiling fan, and a patterned rug.

A bathroom with a glass shower enclosure, a pedestal sink, a toilet, and a framed artwork on the wall.

A living room with a ceiling fan, a patterned rug, a brown leather sofa, and a door with a stained glass window.

A kitchen with a stainless steel refrigerator, gray cabinets, a white door, and a black stove.

9. Verbena Executive Cottage

Verbena Executive Cottage

Morris

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Great host...very clean house."

Kim A.

The price is £209

£209

includes taxes & fees

17 Oct - 18 Oct

Verbena Executive Cottage

An aerial view of a residential area with a central house featuring a sloped roof, surrounded by trees and a small body of water.

A spacious dining area with a wooden table and chairs, a fruit bowl, and a view into the kitchen.

A bedroom with a large bed, two ceiling fans, a wardrobe, a sliding glass door to a balcony, and a built-in bench.

A clean, well-lit entryway with a wooden staircase, a bench, and a door with a towel hanging on the doorknob.

10. Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Morris

9.8 out of 10, Exceptional, (12 reviews)

9.8/10

Exceptional

(12 reviews)

"Amazing place. Our family group of 9 slept comfortably and had plenty of space to lounge for the holidays. Super clean, awesome water pressure in the shower, will definitely stay again!"

Anonymous traveller

The price is £308

£308

includes taxes & fees

16 Nov - 17 Nov

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

A bedroom with a bed, a desk, and a view of the outdoors.

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

A backyard with a metal table and chairs, a grill, and a wooden fence.

11. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

Aurora

9.2 out of 10, Wonderful, (15 reviews)

9.2/10

Wonderful

(15 reviews)

"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."

Scott D.

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

A large, elegant house with a swimming pool, a covered patio, and a grand staircase leading to the entrance.

A grand staircase with white balustrades and a polished floor leading to a central area with a piano and floral arrangement.

A large estate with a swimming pool, a tennis court, and a well-maintained lawn.

A spacious foyer with a grand staircase, a piano, and a seating area with a chandelier.

12. 12,000 SF Mansion w/Pool & Lakeview

12,000 SF Mansion w/Pool & Lakeview

Morris

9.0 out of 10, Wonderful, (11 reviews)

9.0/10

Wonderful

(11 reviews)

"We enjoyed everything."

Yolanda R.

The price is £905

£905

includes taxes & fees

18 Oct - 19 Oct

12,000 SF Mansion w/Pool & Lakeview

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

A two-story house with a garage, a small front yard, and a satellite dish.

A dining area with a wooden table, two wicker chairs, and a chandelier.

A modern kitchen with wooden cabinets, a dishwasher, a stove, and a coffee maker.

13. PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

Naperville

9.4 out of 10, Exceptional, (33 reviews)

9.4/10

Exceptional

(33 reviews)

"It was a great stay. You will not be disappointed all our needs for a meet"

Kathy R.

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

A modern kitchen with large windows, a dining area with wicker chairs, and stainless steel appliances.

A spacious living room with a grey sofa, a round wooden side table, and a matching ottoman.

A bedroom with a bed, a ceiling fan, two wall-mounted lights, a window with curtains, and a wooden dresser.

14. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown

Naperville

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "

Alicia F.

The price is £471

£471

includes taxes & fees

16 Nov - 17 Nov

4BR Tudor • Wooded Lot • 10 Min to Downtown

A room with a large bed, a sun-shaped wall decoration, and a television on the wall.

A bedroom with a bed, a potted plant, and a staircase.

A kitchen with white cabinetry, a marble countertop, and a wooden floor.

A wooden staircase with a handrail leading to a landing.

15. Spacious 7-bedroom house with AC in wonderful Naperville

Spacious 7-bedroom house with AC in wonderful Naperville

Naperville

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

8.0/10

Very good

(1 review)

"Very smooth booking, checking in, and checking out process. The house was older, and it showed, but was big enough to hold my group. There were problems with the fire detectors randomly beeping, and some mold in the basement, but everything else was fine."

Brett H.

The price is £841

£841

includes taxes & fees

21 Oct - 22 Oct

Spacious 7-bedroom house with AC in wonderful Naperville

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

A kitchen with white cabinets, a stainless steel refrigerator, a stove, and a dining table with chairs.

A hallway with wooden flooring, white walls, and doors leading to rooms.

A living room with a sofa, a coffee table, a TV, and a floor lamp.

16. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Aurora

7.4 out of 10, Good, (3 reviews)

7.4/10

Good

(3 reviews)

"Overall good I would stay there again if I was to travel to Chicago again"

Avo H.

The price is £278

£278

includes taxes & fees

2 Nov - 3 Nov

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

A single-story house with a garage, a front lawn, and a large tree.

A dining area with a table set for six, surrounded by chairs, a chandelier, and artwork on the walls.

A dining area with a dark wooden table, two chairs, a chandelier, and a view of a backyard with a tree and chickens.

17. 4 bedroom country house in Morris

4 bedroom country house in Morris

Morris

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"Host was great, property was clean and well kempt."

Brandon H.

The price is £392

£392

includes taxes & fees

21 Oct - 22 Oct

4 bedroom country house in Morris

A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

A bedroom with a wooden bed, white bedding, and a cityscape wall art.

A modern kitchen with white cabinets, a glass dining table, and stainless steel appliances.

A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a coffee bar.

18. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen

Bolingbrook

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"Excellent just what we were looking for"

Sue B.

The price is £622

£622

includes taxes & fees

17 Oct - 18 Oct

River Park Paradise w/ Fire Pit & Chef's Kitchen

A living room with a large window, a sofa, a chair, and a desk with a vase of flowers.

A modern kitchen with stainless steel appliances, a central island with bar stools, and a skylight.

A ping pong table with a ball and paddle in the foreground, a sofa with cushions in the background, and a wall with framed pictures.

A bedroom with a bed, a bedside table with a lamp, a clock, and a window with curtains.

19. Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville

The price is £373

£373

includes taxes & fees

21 Oct - 22 Oct

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

A room with a bunk bed, a red rug, a white door, and a small trash can.

A living room with a glass coffee table, leather sofa, and a red accent wall.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

20. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Lisle

9.4 out of 10, Exceptional, (36 reviews)

9.4/10

Exceptional

(36 reviews)

"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "

Ella A.

The price is £269

£269

includes taxes & fees

19 Oct - 20 Oct

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

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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