Lakeside Vacation Rentals

Compare 11 vacation rentals.
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

View 11 House rentals

Lakeside vacation rentals for every getaway

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

Friendly Farms - Lakeside, MI

$743 avg / night
4.76 (21)
Turner Cottage
3 Bed | 2 Bath | Sleeps 8

Turner Cottage - Lakeside, MI

$463 avg / night
4.65 (23)
The Gatehouse on Orchard Beach
3 Bed | 2 Bath | Sleeps 8

The Gatehouse on Orchard Beach - Lakeside, MI

$789 avg / night
4.53 (19)
Sunset Breeze
4 Bed | 3 Bath | Sleeps 10

Sunset Breeze - Lakeside, MI

$811 avg / night
4.52 (23)
Four Seasons Retreat
3 Bed | 2 Bath | Sleeps 6

Four Seasons Retreat - Lakeside, MI

$550 avg / night
4.64 (11)

View 6 more homes

Recent Lakeside vacation rental reviews

i loved sitting at the cabana ,having a glass of wine and listening to the waves.
Gail B. | Oct 2024
The house had plenty of room for our everyone. There were 5 adults and 4 children in our party. Sleeping arrangements worked great and having 3 bathrooms was great too. Plenty of living room, dining room and kitchen space. A short walk to the beach. Room in the yard for the kids to play. We would stay again.
Andrew B. | Oct 2024
Home was dog friendly, clean and comfortable. Very close to the beach, in a quiet neighborhood. Nearby cafes and nature trails were really enjoyable. We’ll definitely come back.
Claire H. | Sep 2024
Lakeside Frequently Asked Questions

Yes, 25 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. 81 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!