Lakeside Vacation Rentals

Compare 8 vacation rentals.
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Make Lakeside your next getaway

Explore our Lakeside, MI vacation rentals & cabins

Top Lakeside property types

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House rentals

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Popular amenities for Lakeside vacation rentals

Popular
Dog-friendly Hot tub Internet
Lakeshore Haven
3 Bedroom | 2 Bath | Sleeps 8

Lakeshore Haven - Lakeside, MI

$252 avg / night
(excludes fees and taxes)
4.5 (2)
The Gatehouse on Orchard Beach
3 Bedroom | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$505 avg / night
(excludes fees and taxes)
4.46 (26)
Butterfly Pool House
5 Bedroom | 4 Bath | Sleeps 8

Butterfly Pool House - Lakeside, MI

$576 avg / night
(excludes fees and taxes)
5.0 (6)
Painted Porch Cottage
2 Bedroom | 1 Bath | Sleeps 4

Painted Porch Cottage - Lakeside, MI

$210 avg / night
(excludes fees and taxes)
4.0 (6)
Lakeside Living
2 Bedroom | 1 Bath | Sleeps 4

Lakeside Living - Lakeside, MI

$126 avg / night
(excludes fees and taxes)
4.56 (9)

View 3 more homes

Recent Lakeside guest reviews

Perfect sized home. Great parking. Awesome screen porch. Great to have a washer and dryer. Tons of kitchen item options. Beds are firm.
Troy N. | Oct 2025
Appears this house has been recently remodeled. Great location on Lake shore right across from the entrance to the beach. Everything you need is in the house. Bring k-cups for the coffee machine. Would definitely return.
William G. | Oct 2025
Very close to the designated private beach. Clean, old-school cottage with charm. Very close to Red Arrow Highway, so you have a very short drive to all the nearby restaurants & local attractions. Seamless check-in process, good value overall.
Robert H. | Oct 2025
Lakeside vacation rental FAQ

Yes. 65 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!