Guest house 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!

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.

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

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!

"Tiny House" Guest House - No Cleaning Fee

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

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.

Cedar Loft on Lake Michigan

A beautiful, charming custom-built guesthouse on 3+ acres with a private, sandy Lake Michigan beach, neighboring 100's of acres of state forest. Amenities include: oversized lakeside windows & vaulted ceilings/skylights, quaint Franklin stove, propane grill, 2 kayaks & beach toys, outdoor patio, beach fire pit & chairs, & more! All of the U.P.'s top attractions are only a short drive away! Whether you want adventure or relaxation, this property has it all!

OMENA Garden Safari Studio - Unique and tranquil

Peaceful setting in spectacular Omena, Leelanau County with a short drive to Sutton's Bay, Northport and Leland. Ground floor studio w/ outside private entrance, large private yard & 2 minute walk to Omena Bay (Lk. Michigan) Walk to Knot Just a Bar, Leelanau Cellars, V Gallery & Omena Country store. Seasonal listing, open late May to mid Oct. Minimum 2 nights, holidays -3. Private car necessary to get around. Enough parking for small boat w/ trailer.