House holiday rentals in The Great Lakes

Modern & Charming Eh-Frame | 4-Season Chalet

Escape the everyday chaos and unwind in this romantic A-frame home. Nestled on 36 acres of forest and marshland, this charming getaway will fulfill any couple’s desire for a private weekend in the woods to indulge in a deep connection with each other and with nature. High loft ceilings, exposed beams, wood burning fireplace, a cozy loft bedroom, spacious shower for two, and sunken soaker bathtub create an intimate and pleasing ambiance for your carefree retreat. Hosts an abundance of wildlife.

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

Indoor Infinity Pool - Outdoor HotTub - Sauna

This home was created for my wife (Sarah) after we received difficult news of her cancer diagnosis (Ewing Sarcoma) while pregnant. We were able to create an uplifting environment to support her as she battled courageously. Unable to leave the home much, we decided to bring life's beauty to her within the home and around the property. Sarah was the ultimate host who loved to bring people together. We now visit for my little kids to remember their mom. We hope you enjoy it as much as we do!

The Sanctuary of Sonoma Lake

Kick back and relax in this calming, stylish home nestled in a quiet neighborhood. Our lovely retreat offers a relaxing getaway with a beautiful backyard featuring zen-like landscaping and ample outdoor seating. Enjoy the tranquility and find inspiration in our dedicated workspace for remote working. Just steps away from a picturesque lake, it's the perfect escape for those seeking a peaceful home away from home. Book your stay now and experience the perfect blend of comfort and relaxation.

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

LUXE Manor With Modern, Elegant Vibes - 4,500 Sq

Modern chic blends with classic sophistication in this late 1800s Historic Manor, The Herman Hayssen House. Enjoy 4,500 sq ft of elegance and character that adorns this well-appointed home. Complete with 4 bedrooms, 3 full baths, and 1 half bath, many different areas for entertaining, both inside and out. The neighborhood is of the most elite in Sheboygan, situated between the lakefront and downtown and is a short drive to Whistling Straights and within an hour of Milwaukee and Green Bay.

The treehouse at Warren Dunes

Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

Moondance Shores

Stunning modern home with 150 feet of pristine private beach at the edge of Lake Michigan's Grand Traverse Bay. Come restore your body and spirit at our new house nestled on 2 acres of sandy woodland with access to great cycling and hiking trails. With toasty radiant floor heating and high speed wifi, this home can be your sanctuary for work or creative reflection. Enjoy the modern wood-burning fireplace and outdoor sauna, Peloton bike, yoga supplies and extraordinary lake views.

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Division St Designer Home In Heart of Wicker Park

Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Point of the Point - Lake Superior Waterfront

Built in 1974, this rustic and architecturally unique cabin is an all wood modified A-Frame nestled in the woods of the Upper Peninsula. Floor to ceiling windows and a lofted second floor allow natural light and gorgeous views of Lake Superior. Enjoy our sandstone swimming hole in the summer, or the cast iron wood stove in the winter. Located 20 minutes from Marquette and 30 minutes from Munising, our home offers a quiet place to relax and feel close to nature.