The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! | Cottage in Highwood
3 Bedroom Cottage in Highwood
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
The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! is located in Highwood. The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! provides accommodation, featuring Wellness Facilities, Fireplace/Heating, Entertainment, among other amenities. This Cottage features Wellness Facilities, Fireplace/Heating, Entertainment, to make your stay a comfortable one.
The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All! has 3 Bedrooms , 2 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Highwood has interesting places to visit. If you want to learn more about the Cottage in Highwood, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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 this property uses eco-friendly cleaning products
