Guesthouse holiday rentals in Lake Michigan

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Beach House

This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

Heron's Rest Hideaway, nature lovers' dream

Privacy on 11 acres of conservancy-protected land including two lakes, river access, woods. Rowboat available. Fishing on site. Nature lovers dream! Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

West Wing on the Lake, enjoy view, hot tub, sauna!

Beautiful view of Lincoln Lake. We are in the perfect location, 3 miles to town and 3 miles to the State Park, right on Lincoln Lake. Come and enjoy some time relaxing in a private guest house. Enjoy a hot tub or time in the sauna, after a nice ride on kayaks. Two kayaks are for your use while you visit. Lincoln Lake goes right out into Lake Michigan. We offer Wi-Fi and a fully private kitchen, living room w/ TV, dining room, bedroom, and office. Ludington has a ton of wonderful things to do.

Riverside Retreat—Kayaks included!

Lovely peaceful retreat on Intermediate River. Steps to downtown Bellaire: Short’s beer, unique stores, restaurants and movie theatre. This tranquil space is the perfect romantic getaway for 2 In the heart of Michigan’s prime recreation area, minutes away from championship golf courses, ski runs, hiking, biking trails and beautiful Torch Lake. Enjoy wine tasting, craft beer, Mammoth Craft Distillery and Bee Well Cider and Meadery, or just select a book from our library and relax on the dock!

The Love Shack❤️Cozy Cute 4 Seasons Getaway

Welcome to the Love Shack! Our cozy little cottage is perfect for your relaxing getaway. Use it as a launchpad for your local adventure or just relax & decompress Immediate vicinity: Spikehorn Restaurant, party store, park, playground, pickleball courts, walk to lake 5-10 min drive: South Higgins Lake State Park w/boat launch & dog beach; Houghton Lake DNR boat launch, Markey Park w/dog park, playground, disc golf, fitness track 15 min drive: Sullivan Beach, plenty of dining & shopping

Lola's Pine Tree Cottage

Lola's Pine Tree Cottage is a uniquely perfect old-school Michigan Beach cottage, with modern amenities! Enjoy the quiet of 1.5 acre of combined yard and forest (with friendly deer and wills turkeys!); walk to the beach; snuggle in front of the fire! A perfect hideaway, fall, winter, spring, or summer! Close to all the charms and amenities of Sawyer, Three Oaks, Union Pier, New Buffalo, and St. Joes. Excellent writing retreat, we’ve been told, and a sweet spot for a romantic getaway!

The Twig, near Lake Bellaire

This cottage is unsuitable for anyone with mobility issues. The Twig is a tiny, one-bedroom, 480-square foot cottage on property near Lake Bellaire. Living room/kitchen down, bedroom/bath up. Sofa bed in living room. Very private and an easy 5-minute walk to the lake. The cottage, again, is tiny, and best suited for a single person, a couple, or a couple with children. Two couples might find it awkward. Well-behaved dogs are welcome for $20. There is a two-night minimum stay.

Tiny House In the City

**Important to note: we are currently undergoing an exterior landscape renovation to be complete late Spring of 2026.** Welcome to our tiny home! In 2019 my husband and I set out to renovate this old pool house into a self-sustainable apartment or tiny home in our backyard. As you can imagine… things did not turn out the way we intended and construction was completed in the fall of 2020! The amenities are not lacking within the space and we know you will feel at home!

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.