Lakeside Vacation Rentals

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USA > Michigan > Lakeside

Make Lakeside your next getaway—choose from 10 great vacation rentals

Explore our Lakeside, MI vacation rentals & cabins

Explore Lakeside house rentals, and more


House rentals

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Lakeside vacation rentals for every getaway

Dog-friendly Hot tub Internet
Friendly Farms
3 Bedroom | 3.5 Bath | Sleeps 6

Friendly Farms - Lakeside, MI

$503 avg / night
Four Seasons Retreat
3 Bedroom | 2 Bath | Sleeps 6

Four Seasons Retreat - Lakeside, MI

$425 avg / night
The Gatehouse on Orchard Beach
3 Bedroom | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$609 avg / night
Lake Michigan Adventures
2 Bedroom | 1.5 Bath | Sleeps 6 (4 Adults Max)

Lake Michigan Adventures - Lakeside, MI

$284 avg / night
Hygge House
2 Bedroom | 2 Bath | Sleeps 6

Hygge House - Lakeside, MI

$275 avg / night

View 5 more homes

Recent Lakeside vacation rental reviews

This place has it all, including your own pond in the back yard where we saw deer each morning of our stay. Four Seasons Retreat is definitely a place I would book again. All the luxuries of home for the more experienced traveler, it has it all. Beautifully furnished and decorated and nicely spread out. Close to everything. Vacasa was very helpful with our checkin schedule and with all of our needs.
Daniel B. | Oct 2022
We had a great time! Short walk to the beach, and a cozy home to settle in and relax. we also enjoyed bird watching while here with the nice big windows!
Julia B. | Oct 2022
Mitchell H. | Sep 2022
Lakeside vacation rental FAQ

Yes, 31 of our Lakeside homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 114 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Lakeside, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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!