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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Lakeside vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Four Bedrooms & a Beach
4 Bed | 2 Bath | Sleeps 12

Four Bedrooms & a Beach - Lakeside, MI

$617 avg / night
The Gatehouse on Orchard Beach
3 Bed | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$927 avg / night
4.59 (22)
Turner Cottage
3 Bed | 2 Bath | Sleeps 8

Turner Cottage - Lakeside, MI

$555 avg / night
4.65 (23)
Friendly Farms
3 Bed | 3.5 Bath | Sleeps 6

Friendly Farms - Lakeside, MI

$805 avg / night
4.76 (21)
Lakeside Living
2 Bed | 1 Bath | Sleeps 4

Lakeside Living - Lakeside, MI

$267 avg / night
4.83 (6)

View 5 more homes

Recent Lakeside vacation rental reviews

One word….magic. Can’t say enough great things about The Gatehouse. We keep coming back for the peace and tranquility. Clean, simple, comfortable. Beach and cabana are the best!
Carmen T. | Apr 2025
Very nice cottage right near the lake. Everything appears to be newly renovated and good quality. Stayed in March so not much foot traffic on the association path next to the house.
Philip P. | Mar 2025
Everything was in good condition
Eugene B. | Dec 2024
Lakeside Frequently Asked Questions

Yes, 24 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. 73 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!