
Guesthouse vacation rentals in Lake Michigan
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Top-rated guesthouse rentals in Lake Michigan
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

Cottage in a Garden
Enjoy the serenity of our secret garden from your private guest house. Enjoy privacy on the covered sun porch. Watch butterflies float by in the pollinator garden. Listen to evening quiet on the patio overlooking the garden. Spin some records from the eclectic collection. Stroll the leafy neighborhood. 5 minute walk to Divvy bike station gives you access to all of Chicago and CTA/Metra train. Short ride to lakefront, Northwestern, downtown.

Rainbows End 🌈 Bourgeois
Escape to a pet-friendly cottage in the Midwest. Nestled amidst scenic trails, with access to the South Branch of Galien River. Relax in the whirlpool tub, explore nature, and create cherished memories. Fully equipped kitchen, washer/dryer, and inviting ambiance. 10 mins from Lake Michigan, 3 miles from Fourwinds Casino. Experience rural bliss in this delightful cottage.
Popular amenities for Lake Michigan guesthouse rentals
Family-friendly guest house rentals

Heron's Rest Hideaway, nature lovers' dream

Private Cottage in Gated Nudist Community

Hockey Themed Room w/Hot Tub Access /Wooded Trails

Sunrise House Sweet Dreams room #12

Hidden in the woods

Farm Cottage

Designer's Dream in the North Shore!

D & R Country Cottage
Guest house rentals with a patio

Couples Getaway, Jacuzzi, Sauna, Pool is Open

Cozy Luxe Downtown Valparaiso Stay

Secluded Country Cabin

Newly remodeled Guest Suite

Bird’s Nest Air BnB

Cottage for two with pool & hot tub!

Quiet Home Away from Home!

The Tiny House on the River
Guest house rentals with a washer and dryer

"The Love Shack" Tiny House Getaway

South Bend, 1 Bedroom Cottage Built in 1912

Lola's Retreat, near ferry to Mackinac Island

Make Lasting Memories at Beautiful Lake Chapin

Sue's Place

Stylish Coachhouse in lovely Oak Park!

Tiny House In the City

Serenity Cove Peaceful Setting
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