Entire home

The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!

Family-friendly cottage with water park and fitness centre

Photo gallery for The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!

Fridge, oven, stovetop, dishwasher
Exterior
Property grounds
Property grounds
Smart TV, fireplace, books, stereo

Entire home

3 bedrooms3 bathrooms153 sq m

Popular amenities

  • Outdoor space
  • Barbecue grill
  • Kitchen
  • Fireplace
  • Washer
  • Dryer

Explore the area

View map
Highwood, IL
  • Place, Chicago Botanic Garden
    ‪7 min drive‬
  • Place, Lake Forest College
    ‪9 min drive‬
  • Place, Naval Base Great Lakes
    ‪17 min drive‬
  • Airport, Chicago, IL (PWK-Chicago Executive)
    ‪18 min drive‬

Room options

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About the area

Highwood

A family-friendly stay in Highwood awaits you at this cottage. You'll be 1.8 km (1.1 mi) from Lake Michigan and 1.7 km (1.1 mi) from Moraine Park. .Accommodation features a washing machine, free WiFi and 2.5 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a stovetop and a dishwasher. A fireplace, a patio and a living room are also available. Housekeeping is available on request. .Enjoy the water park and gym. Other amenities include laundry facilities, a garden and barbecues.

What's nearby

  • Chicago Botanic Garden - 7 min drive - 7.0 km
  • Ravinia Park - 8 min drive - 5.7 km
  • Ravinia Pavilion - 8 min drive - 6.7 km
  • Lake Forest College - 9 min drive - 7.4 km
  • Naval Base Great Lakes - 17 min drive - 17.6 km

Getting around

  • Highwood Station - 12 min walk
  • Chicago, IL (PWK-Chicago Executive) - 24 min drive

Restaurants

  • ‪NorthShore Highland Park Hospital - ‬3 min drive
  • ‪28 Mile Vodka Company - ‬15 min walk
  • ‪Starbucks at NorthShore Highland Park Hospital - ‬3 min drive
  • ‪Tala Coffee Roasters - ‬12 min walk
  • ‪Wooden Nickel - ‬16 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!

Greetings from The Pleasant Hill Cottage Keepers!

Built in the 1930s, she carries nearly a century of stories within her charactered bones, stories she wears with pride. From the moment you arrive, there’s a quiet sense you’ve stepped out of time. Even the crabapple tree arches its limbs over the pathway to greet you, while morning light dances through the leaves & the boxwood-lined stairway as they guide you toward her custom arched castle-like front door.

Cross the threshold, and it feels as though the warmth of the past 100 years gently wraps around you, welcoming, familiar, and timeless. Guests often say it’s like stepping into a vintage dollhouse, where every perfectly placed detail whispers stories of the past, hoping to awaken the childlike wonder you may have tucked away. Here, curiosity finds room to wander, imagination is nourished, and the clock loosens its grip, letting each moment linger longer.

The Pleasant Hill Cottage unfolds across three levels, with three bedrooms (in addition, a quaint attached sleeping room with 2 twin beds "The Rapunzel Room") and three bathrooms. Each bath and the kitchen have been lovingly renovated to honor her original charm while offering modern comforts. The creaks in the floor remain, an intentional choice, adding a familiar soundtrack of a home well-lived in and well-loved for decades.

Nature wraps around her in every season. Wild gardens bloom like paintings beyond each window, mature trees stand guard, and a neighborhood cat may sun itself in the distance in the afternoon. Mornings begin with a chorus of birdsong and evenings are for sunsets. The golden glow floods it's light on the feont porch, through the front door, living room, dining room, and the sweet “Rapunzel Room's” arched window.

The Pleasant Hill Cottage welcomes you with a quiet enchantment, wrapping you in her timeless embrace. We hope you depart with a heart full of inspiration, a spirit restored, and a gentle balance that lingers long after you’ve returned home.

Should you choose her as your haven, we’d be honored to weave your chapter into her endless tale...

a story nearly 100 years in the making…
and still unfolding strong...

with warmth & gratitude,
Your Cottage Keepers

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Property amenities

Beach

  • Beach towels

Ski

  • Cross-country skiing nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Lobster/crab pot
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 12 steps to reach entrance
  • Area rugs in public areas
  • Cobblestone flooring in public areas
  • Hardwood flooring in public areas
  • No lift
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina

Things to do

  • Bicycle parking
  • Gym
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Rock climbing nearby
  • Sailing nearby
  • Swimming nearby
  • Theme park nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Double-glazed windows
  • Eco-friendly cleaning products used
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Recycling
  • Reusable coffee/tea filters
  • Unit size: 1,650 square feet
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please close all windows.
Please place used towel in bathtubs.
Belongings unclaimed will be donated after 7 days.
Failure to complete these may result in a negative review from the host.

Rules

We kindly ask that you remove your shoes when in the cottage. Thank you!
We Kindly ask that you only put toilet paper down the toilet, nothing else please. The cottage has an old system and is very sensitive. Thank you!
Please don't put suitcases or bags on the beds, we have all white linens. We have multiple luggage racks in each room, please use them. Thank you!

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Not childproofed - please mind & store breakables.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. This property uses eco-friendly cleaning products. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Frequently asked questions

Are there any beaches close to The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!?

The closest beach to The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! is Park Avenue Boating-Fishing Beach (2.2 km).

Does The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! have a pool?

No, this cottage doesn't have a pool.

Does The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! have a waterslide?

No, but it has a waterpark and lazy river.

Is The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! family-friendly?

You bet! With amenities such as a water park and laundry facilities, as well as baby monitors and highchairs, it's no surprise that The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! is a winner with our family travellers.

Is there a free airport shuttle available at The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!?

No, The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! does not offer an airport shuttle service.

What time are check-in & check-out at The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!?

No, pets are not allowed.