Lakeside Vacation Rentals

Compare 10 vacation rentals.
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USA > Michigan > Lakeside

Make Lakeside your next getaway

Explore our Lakeside, MI vacation rentals & cabins

Explore Lakeside house rentals, and more

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House rentals

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Popular amenities for Lakeside vacation rentals

Popular
Dog-friendly Hot tub Internet
Painted Porch Cottage
2 Bedroom | 1 Bath | Sleeps 4

Painted Porch Cottage - Lakeside, MI

$241 avg / night
(excludes fees and taxes)
4.33 (3)
Lake Michigan Adventures
2 Bedroom | 1.5 Bath | Sleeps 4

Lake Michigan Adventures - Lakeside, MI

$262 avg / night
(excludes fees and taxes)
4.26 (19)
The Gatehouse on Orchard Beach
3 Bedroom | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$619 avg / night
(excludes fees and taxes)
4.57 (23)
Lakeside Living
2 Bedroom | 1 Bath | Sleeps 4

Lakeside Living - Lakeside, MI

$182 avg / night
(excludes fees and taxes)
4.83 (6)
Friendly Farms
3 Bedroom | 3.5 Bath | Sleeps 6

Friendly Farms - Lakeside, MI

$512 avg / night
(excludes fees and taxes)
4.77 (22)

View 5 more homes

Recent Lakeside guest reviews

House was perfect for our family. Great location!
Alicia G. | Jul 2025
So close to beach
ERIN K. | Jul 2025
The layout of this home is ideal with two bedrooms on opposite sides of the house each having their own bathroom. Our family reunion worked out great because of multiple large sitting areas indoors and out. Initially, we had trouble with locating trash cans, but finally did find them out in front of the house. Other than one bathroom toilet that requires jiggling to stop running. And the chain keeps coming off i would have given Five stars
Margaret S. | Jul 2025
Lakeside vacation rental FAQ

Yes. 75 of our Lakeside vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Lakeside vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Lakeside team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Lakeside, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Situated on the shores of Lake Michigan, the aptly named Lakeside offers comfortable and family-friendly accommodations in a cozy waterfront community. Our Lakeside, MI vacation rentals are the perfect spot to bring your family, and with St. Joseph about a thirty-minute drive north, you’ll never be short on things to do. Pier Street Beach, a public access beach, sits right in the middle of Lakeside, making it an ideal spot for fun in the sun. Outdoors enthusiasts will love exploring Grand Mere State Park, a bit north of town, and Warren Dunes State Park. Whether you’re traveling from Chicago or somewhere else, you’ll find yourself refreshed by a stay in one of our Lakeside, MI cabin rentals or vacation homes. Book today!

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