Bungalow holiday rentals in The Great Lakes

The Enniskillen House (Stunning Property)

In the heart of wine country located on the famous Niagara Parkway, this newly renovated bungalow is on a large 1.5 Acre property surrounded by fruit farms, vineyards and the beautiful Niagara River. Short walk or drive to great restaurants & Wineries. Walking/Biking trails all with scenic views right from your front door. As you enter you will find a open concept living room, dining room and kitchen where you can relax after a day of seeing what Niagara on the Lake has to offer. The 2 bedroom bungalow offers you all the amenities you need to make your stay comfortable and enjoyable. Property includes 4 parking spaces, 2 outdoor patios, free wifi, 2 smart TV'S and a large newly landscaped back yard perfect for relaxing. Main living area includes a full kitchen, full living room, sun room, desk in each bedroom ETC. Your hosts/ Property Managers, Judy and Don, live a few doors away will be available to provide help and assistance during your stay and ensure you have the best stay possible Please note that the whole property will be yours to use as well as the whole main floor (Bungalow). There is a basement apartment which has no connection and no shared areas with the Rental Unit as well as no shared parking. Use the house as your own!

ColdSnap Studio, set in the north woods.

This home is a spacious converted barn with 2 bedrooms, and kitchen/family room, studio, loft and one bathroom. It is set in the woods just a few miles from Lake Superior. Being off the shore of Lake Superior has it's advantages--it is quieter and at night so dark that if it is clear you can reach out and touch the millions of stars in the sky. The grounds are ample with a large covered patio and fire ring. Reservations less than 2 day prior please message us we will do our best to accommodate.

Newly renovated cottage at LongPoint (DogFriendly)

Welcome to our newly renovated 2-bedroom cottage — bright, airy & just steps from public beach access! ✨ Features you’ll love: * Fully renovated in 2021 * Cozy fireplace, fully stocked kitchen, BBQ & fire pit * Fully fenced backyard & fully fenced front porch — perfect for kids & pets * Dog-friendly stay. Unfortunately we cannot welcome cats because our child is allergic 🐾 * High chair & playpen (new in 2025) Please note: * 2 night minimum stay * Cleaning fee waived for weeklong bookings!

Glory View Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Adorn Abode

Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

Romantic Bungalow with Hot Tub near Lake Erie

Take a break and unwind at this peaceful beachy bungalow. Our place is a 3-minute walk to the private beach located in Woodland Beach Association. It's a small space to get away to relax and enjoy the beach without spending a lot of money. New outdoor private hot tub just installed October 2024. Soak in our claw foot bathtub. Perfect place to stay for a couples get away, working remote, or working in the Monroe area. Cozy! Private! Romantic! Perfect for the fisherman as well.

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Beach-chic | Palm Springs design | Close to beach

Take up the fine art of daydreaming at “The Sun,” one of two units at the Swell House. If an easy-breezy minimalist design with a boho twist is the kind of aesthetic that makes you swoon, you’ll love staying here and soaking in everything this beachside town offers. In only 1-2 hours, you can escape the city to a historic beach bungalow just a 5-8 minute walk from the beach strip, but be warned you may never want to leave after seeing the private resort-style backyard.

The Couple's Cottage

For over 100 years the Gilded Eagle Inn has soared above the shore of Lake Erie. No where on the PA shoreline will you find a more intimate, inviting setting to celebrate that special day. Anniversaries, birthdays, honeymoons… or just a romantic getaway…there is no better “I Love You” than watching a breath taking Lake Erie sunset with your one true love. Are you a business traveler? Or just someone who needs a few nights to regroup by yourself? No worries!

Horse Ranch with Hot tub

Your very own house with lots of open space outdoors. Equipped with wifi and many home comforts. Enjoy taking a dip in the Hot tub, feeding and petting horses, walking forest trails, BBQ, have a picnic for lunch. Options are limitless to spend your time in the country and take a break from the city life. Relax with whole family or friends at this peaceful place to stay!

P- Dog-Friendly Home Large Fenced Yard, Beach fun

Beach days and backyard nights await at Always Philo—just 1 mile from Lake Michigan. This pet-friendly 3BR/2BA bungalow features a large fenced yard perfect for dogs and kids, plus space to relax after exploring Muskegon’s beaches, trails, and downtown. Close to marinas and the Lake Express ferry, it’s an easy, comfortable stay in every season.

★ Lakeside Bungalow | Mahalo Home Collection

Our island inspired boutique bungalow is located within walking distance from Muskegon Lake, just a ten minute bike ride to the beach and ten minutes to downtown. Enjoy our quiet Lakeside neighborhood while being close to breweries, restaurants, shopping, and the farmers market. (Check out our guidebook below for year-round activities!)